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Progestogen (medication) - Wikipedia
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<li id="toc-Available_forms" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Available_forms"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.1</span> <span>Available forms</span> </div> </a> <ul id="toc-Available_forms-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Birth_control" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Birth_control"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.2</span> <span>Birth control</span> </div> </a> <ul id="toc-Birth_control-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Hormone_therapy" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Hormone_therapy"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.3</span> <span>Hormone therapy</span> </div> </a> <ul id="toc-Hormone_therapy-sublist" class="vector-toc-list"> <li id="toc-Menopause_and_hypogonadism" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Menopause_and_hypogonadism"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.3.1</span> <span>Menopause and hypogonadism</span> </div> </a> <ul id="toc-Menopause_and_hypogonadism-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Transgender_hormone_therapy" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Transgender_hormone_therapy"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.3.2</span> <span>Transgender hormone therapy</span> </div> </a> <ul id="toc-Transgender_hormone_therapy-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Other_uses" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Other_uses"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.3.3</span> <span>Other uses</span> </div> </a> <ul id="toc-Other_uses-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Gynecological_disorders" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Gynecological_disorders"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.4</span> <span>Gynecological disorders</span> </div> </a> <ul id="toc-Gynecological_disorders-sublist" class="vector-toc-list"> <li id="toc-Menstrual_disorders" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Menstrual_disorders"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.4.1</span> <span>Menstrual disorders</span> </div> </a> <ul id="toc-Menstrual_disorders-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Uterine_disorders" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Uterine_disorders"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.4.2</span> <span>Uterine disorders</span> </div> </a> <ul id="toc-Uterine_disorders-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Breast_disorders" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Breast_disorders"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.4.3</span> <span>Breast disorders</span> </div> </a> <ul id="toc-Breast_disorders-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Enlarged_prostate" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Enlarged_prostate"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.5</span> <span>Enlarged prostate</span> </div> </a> <ul id="toc-Enlarged_prostate-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Hormone-sensitive_cancers" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Hormone-sensitive_cancers"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.6</span> <span>Hormone-sensitive cancers</span> </div> </a> <ul id="toc-Hormone-sensitive_cancers-sublist" class="vector-toc-list"> <li id="toc-Endometrial_cancer" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Endometrial_cancer"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.6.1</span> <span>Endometrial cancer</span> </div> </a> <ul id="toc-Endometrial_cancer-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Breast_cancer" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Breast_cancer"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.6.2</span> <span>Breast cancer</span> </div> </a> <ul id="toc-Breast_cancer-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Prostate_cancer" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Prostate_cancer"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.6.3</span> <span>Prostate cancer</span> </div> </a> <ul id="toc-Prostate_cancer-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Fertility_and_pregnancy" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Fertility_and_pregnancy"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.7</span> <span>Fertility and pregnancy</span> </div> </a> <ul id="toc-Fertility_and_pregnancy-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Puberty_suppression" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Puberty_suppression"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.8</span> <span>Puberty suppression</span> </div> </a> <ul id="toc-Puberty_suppression-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Sexual_deviance" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Sexual_deviance"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.9</span> <span>Sexual deviance</span> </div> </a> <ul id="toc-Sexual_deviance-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Skin_and_hair_conditions" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Skin_and_hair_conditions"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.10</span> <span>Skin and hair conditions</span> </div> </a> <ul id="toc-Skin_and_hair_conditions-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Androgen_excess" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Androgen_excess"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.11</span> <span>Androgen excess</span> </div> </a> <ul id="toc-Androgen_excess-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Appetite_stimulation" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Appetite_stimulation"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.12</span> <span>Appetite stimulation</span> </div> </a> <ul id="toc-Appetite_stimulation-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Contraindications" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Contraindications"> <div class="vector-toc-text"> <span class="vector-toc-numb">2</span> <span>Contraindications</span> </div> </a> <ul id="toc-Contraindications-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Side_effects" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Side_effects"> <div class="vector-toc-text"> <span class="vector-toc-numb">3</span> <span>Side effects</span> </div> </a> <button aria-controls="toc-Side_effects-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Side effects subsection</span> </button> <ul id="toc-Side_effects-sublist" class="vector-toc-list"> <li id="toc-Mood_changes" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Mood_changes"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.1</span> <span>Mood changes</span> </div> </a> <ul id="toc-Mood_changes-sublist" class="vector-toc-list"> <li id="toc-Birth_control_2" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Birth_control_2"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.1.1</span> <span>Birth control</span> </div> </a> <ul id="toc-Birth_control_2-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Hormone_therapy_2" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Hormone_therapy_2"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.1.2</span> <span>Hormone therapy</span> </div> </a> <ul id="toc-Hormone_therapy_2-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Sexual_function" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Sexual_function"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.2</span> <span>Sexual function</span> </div> </a> <ul id="toc-Sexual_function-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Blood_clots" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Blood_clots"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.3</span> <span>Blood clots</span> </div> </a> <ul id="toc-Blood_clots-sublist" class="vector-toc-list"> <li id="toc-Progestogen_monotherapy" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Progestogen_monotherapy"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.3.1</span> <span>Progestogen monotherapy</span> </div> </a> <ul id="toc-Progestogen_monotherapy-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Estrogen_plus_progestogen_therapy" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Estrogen_plus_progestogen_therapy"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.3.2</span> <span>Estrogen plus progestogen therapy</span> </div> </a> <ul id="toc-Estrogen_plus_progestogen_therapy-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Cardiovascular_health" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Cardiovascular_health"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.4</span> <span>Cardiovascular health</span> </div> </a> <ul id="toc-Cardiovascular_health-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Breast_cancer_2" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Breast_cancer_2"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.5</span> <span>Breast cancer</span> </div> </a> <ul id="toc-Breast_cancer_2-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Overdose" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Overdose"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>Overdose</span> </div> </a> <ul id="toc-Overdose-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Interactions" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Interactions"> <div class="vector-toc-text"> <span class="vector-toc-numb">5</span> <span>Interactions</span> </div> </a> <ul id="toc-Interactions-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Pharmacology" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Pharmacology"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>Pharmacology</span> </div> </a> <button aria-controls="toc-Pharmacology-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Pharmacology subsection</span> </button> <ul id="toc-Pharmacology-sublist" class="vector-toc-list"> <li id="toc-Pharmacodynamics" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Pharmacodynamics"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.1</span> <span>Pharmacodynamics</span> </div> </a> <ul id="toc-Pharmacodynamics-sublist" class="vector-toc-list"> <li id="toc-Antigonadotropic_effects" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Antigonadotropic_effects"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.1.1</span> <span>Antigonadotropic effects</span> </div> </a> <ul id="toc-Antigonadotropic_effects-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Androgenic_activity" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Androgenic_activity"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.1.2</span> <span>Androgenic activity</span> </div> </a> <ul id="toc-Androgenic_activity-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Antiandrogenic_activity" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Antiandrogenic_activity"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.1.3</span> <span>Antiandrogenic activity</span> </div> </a> <ul id="toc-Antiandrogenic_activity-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Estrogenic_activity" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Estrogenic_activity"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.1.4</span> <span>Estrogenic activity</span> </div> </a> <ul id="toc-Estrogenic_activity-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Glucocorticoid_activity" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Glucocorticoid_activity"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.1.5</span> <span>Glucocorticoid activity</span> </div> </a> <ul id="toc-Glucocorticoid_activity-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Antimineralocorticoid_activity" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Antimineralocorticoid_activity"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.1.6</span> <span>Antimineralocorticoid activity</span> </div> </a> <ul id="toc-Antimineralocorticoid_activity-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Neurosteroid_activity" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Neurosteroid_activity"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.1.7</span> <span>Neurosteroid activity</span> </div> </a> <ul id="toc-Neurosteroid_activity-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Other_activities" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Other_activities"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.1.8</span> <span>Other activities</span> </div> </a> <ul id="toc-Other_activities-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Pharmacokinetics" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Pharmacokinetics"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.2</span> <span>Pharmacokinetics</span> </div> </a> <ul id="toc-Pharmacokinetics-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Chemistry" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Chemistry"> <div class="vector-toc-text"> <span class="vector-toc-numb">7</span> <span>Chemistry</span> </div> </a> <ul id="toc-Chemistry-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-History" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#History"> <div class="vector-toc-text"> <span class="vector-toc-numb">8</span> <span>History</span> </div> </a> <ul id="toc-History-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Society_and_culture" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Society_and_culture"> <div class="vector-toc-text"> <span class="vector-toc-numb">9</span> <span>Society and culture</span> </div> </a> <button aria-controls="toc-Society_and_culture-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Society and culture subsection</span> </button> <ul id="toc-Society_and_culture-sublist" class="vector-toc-list"> <li id="toc-Generations" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Generations"> <div class="vector-toc-text"> <span class="vector-toc-numb">9.1</span> <span>Generations</span> </div> </a> <ul id="toc-Generations-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Availability" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Availability"> <div class="vector-toc-text"> <span class="vector-toc-numb">9.2</span> <span>Availability</span> </div> </a> <ul id="toc-Availability-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Etymology" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Etymology"> <div class="vector-toc-text"> <span class="vector-toc-numb">9.3</span> <span>Etymology</span> </div> </a> <ul id="toc-Etymology-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Research" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Research"> <div class="vector-toc-text"> <span class="vector-toc-numb">10</span> <span>Research</span> </div> </a> <ul id="toc-Research-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-See_also" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#See_also"> <div class="vector-toc-text"> <span class="vector-toc-numb">11</span> <span>See also</span> </div> </a> <ul id="toc-See_also-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-References" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#References"> <div class="vector-toc-text"> <span class="vector-toc-numb">12</span> <span>References</span> </div> </a> <ul id="toc-References-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Further_reading" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Further_reading"> <div class="vector-toc-text"> <span class="vector-toc-numb">13</span> <span>Further reading</span> </div> </a> <ul id="toc-Further_reading-sublist" class="vector-toc-list"> </ul> </li> </ul> </div> </div> </nav> </div> </div> <div class="mw-content-container"> <main id="content" class="mw-body"> <header class="mw-body-header vector-page-titlebar"> <nav aria-label="Contents" class="vector-toc-landmark"> 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searchaux" style="display:none">Medication producing effects similar to progesterone</div> <p class="mw-empty-elt"> </p> <style data-mw-deduplicate="TemplateStyles:r1236090951">.mw-parser-output .hatnote{font-style:italic}.mw-parser-output div.hatnote{padding-left:1.6em;margin-bottom:0.5em}.mw-parser-output .hatnote i{font-style:normal}.mw-parser-output .hatnote+link+.hatnote{margin-top:-0.5em}@media print{body.ns-0 .mw-parser-output .hatnote{display:none!important}}</style><div role="note" class="hatnote navigation-not-searchable">This article is about progestogens as medications. For the role of progestogens as hormones, see <a href="/wiki/Progestogen" title="Progestogen">Progestogen</a>.</div> <style data-mw-deduplicate="TemplateStyles:r1257001546">.mw-parser-output .infobox-subbox{padding:0;border:none;margin:-3px;width:auto;min-width:100%;font-size:100%;clear:none;float:none;background-color:transparent}.mw-parser-output .infobox-3cols-child{margin:auto}.mw-parser-output .infobox .navbar{font-size:100%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .infobox-full-data:not(.notheme)>div:not(.notheme)[style]{background:#1f1f23!important;color:#f8f9fa}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .infobox-full-data:not(.notheme) div:not(.notheme){background:#1f1f23!important;color:#f8f9fa}}@media(min-width:640px){body.skin--responsive .mw-parser-output .infobox-table{display:table!important}body.skin--responsive .mw-parser-output .infobox-table>caption{display:table-caption!important}body.skin--responsive .mw-parser-output .infobox-table>tbody{display:table-row-group}body.skin--responsive .mw-parser-output .infobox-table tr{display:table-row!important}body.skin--responsive .mw-parser-output .infobox-table th,body.skin--responsive .mw-parser-output .infobox-table td{padding-left:inherit;padding-right:inherit}}</style><table class="infobox"><tbody><tr><th colspan="2" class="infobox-above" style="background-color: #ddbbee">Progestogen (medication)</th></tr><tr><td colspan="2" class="infobox-subheader"><i><a href="/wiki/Drug_class" title="Drug class">Drug class</a></i></td></tr><tr><td colspan="2" class="infobox-image"><span class="skin-invert-image" typeof="mw:File"><a href="/wiki/File:Progesterone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a8/Progesterone.svg/225px-Progesterone.svg.png" decoding="async" width="225" height="166" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a8/Progesterone.svg/338px-Progesterone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a8/Progesterone.svg/450px-Progesterone.svg.png 2x" data-file-width="512" data-file-height="377" /></a></span><div class="infobox-caption"><a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a>, the natural progestogen in the body and one of the most widely used progestogen medications</div></td></tr><tr><th colspan="2" class="infobox-header" style="background: #e8e8e8;">Class identifiers</th></tr><tr><th scope="row" class="infobox-label"><a href="/wiki/Synonym" title="Synonym">Synonyms</a></th><td class="infobox-data">Progestagen, gestagen, gestogen; progestin (synthetic progestogen); progesterone receptor agonist</td></tr><tr><th scope="row" class="infobox-label">Use</th><td class="infobox-data"><a href="/wiki/Hormonal_contraceptive" class="mw-redirect" title="Hormonal contraceptive">Hormonal birth control</a>, <a href="/wiki/Hormone_replacement_therapy" title="Hormone replacement therapy">hormone therapy</a>, <a href="/wiki/Gynecological_disorder" class="mw-redirect" title="Gynecological disorder">gynecological disorders</a>, <a href="/wiki/Fertility_medicine" class="mw-redirect" title="Fertility medicine">fertility medicine</a> and <a href="/wiki/Pregnancy" title="Pregnancy">pregnancy</a> support, <a href="/wiki/Antigonadotropin" title="Antigonadotropin">sex-hormone suppression</a>, others</td></tr><tr><th scope="row" class="infobox-label"><a href="/wiki/Anatomical_Therapeutic_Chemical_Classification_System" title="Anatomical Therapeutic Chemical Classification System">ATC code</a></th><td class="infobox-data"><a href="/wiki/ATC_code_G03" title="ATC code G03">G03</a></td></tr><tr><th scope="row" class="infobox-label"><a href="/wiki/Biological_target" title="Biological target">Biological target</a></th><td class="infobox-data"><a href="/wiki/Progesterone_receptor" title="Progesterone receptor">Progesterone receptors</a> (<a href="/wiki/Progesterone_receptor_A" title="Progesterone receptor A">PR-A</a>, <a href="/wiki/Progesterone_receptor_B" title="Progesterone receptor B">PR-B</a>, <a href="/wiki/Progesterone_receptor_C" title="Progesterone receptor C">PR-C</a>); <a href="/wiki/Membrane_progesterone_receptor" title="Membrane progesterone receptor">membrane progesterone receptors</a> (<a href="/wiki/MPR%CE%B1" class="mw-redirect" title="MPRα">mPRα</a>, <a href="/wiki/MPR%CE%B2" class="mw-redirect" title="MPRβ">mPRβ</a>, <a href="/wiki/MPR%CE%B3" class="mw-redirect" title="MPRγ">mPRγ</a>, <a href="/wiki/MPR%CE%B4" class="mw-redirect" title="MPRδ">mPRδ</a>, <a href="/wiki/MPR%CE%B5" class="mw-redirect" title="MPRε">mPRε</a>); <a href="/wiki/Progesterone_receptor_membrane_component" class="mw-redirect" title="Progesterone receptor membrane component">progesterone receptor membrane components</a> (<a href="/wiki/PGRMC1" title="PGRMC1">PGRMC1</a>, <a href="/wiki/PGRMC2" title="PGRMC2">PGRMC2</a>)</td></tr><tr><th scope="row" class="infobox-label"><a href="/wiki/Chemical_classification" class="mw-redirect" title="Chemical classification">Chemical class</a></th><td class="infobox-data"><a href="/wiki/Steroid" title="Steroid">Steroids</a> (<a href="/wiki/Pregnane" title="Pregnane">pregnanes</a>, <a href="/wiki/Norpregnane" class="mw-redirect" title="Norpregnane">norpregnanes</a>, <a href="/wiki/Retropregnane" class="mw-redirect" title="Retropregnane">retropregnanes</a>, <a href="/wiki/Androstane" title="Androstane">androstanes</a>, <a href="/wiki/Estrane" title="Estrane">estranes</a>)</td></tr><tr><th colspan="2" class="infobox-header" style="background: #e8e8e8;">Clinical data</th></tr><tr><th scope="row" class="infobox-label"><a href="/wiki/Drugs.com" title="Drugs.com">Drugs.com</a></th><td class="infobox-data"><span title="www.drugs.com"><a rel="nofollow" class="external text" href="https://www.drugs.com/drug-class/progestins.html">Drug Classes</a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background: #e8e8e8;">External links</th></tr><tr><th scope="row" class="infobox-label"><a href="/wiki/Medical_Subject_Headings" title="Medical Subject Headings">MeSH</a></th><td class="infobox-data"><span class="reflink plainlinks nourlexpansion"><a rel="nofollow" class="external text" href="https://meshb.nlm.nih.gov/record/ui?ui=D011372">D011372</a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background: #e8e8e8;">Legal status</th></tr><tr><td colspan="2" class="infobox-below" style="background: #e8e8e8; text-align: center"><a href="https://www.wikidata.org/wiki/Q50383885" class="extiw" title="d:Q50383885">In Wikidata</a></td></tr></tbody></table> <p>A <b>progestogen</b>, also referred to as a <b>progestagen</b>, <b>gestagen</b>, or <b>gestogen</b>, is a type of <a href="/wiki/Medication" title="Medication">medication</a> which produces effects similar to those of the <a href="/wiki/Natural_product" title="Natural product">natural</a> female <a href="/wiki/Sex_hormone" title="Sex hormone">sex hormone</a> <a href="/wiki/Progesterone" title="Progesterone">progesterone</a> in the body.<sup id="cite_ref-pmid16112947t_1-0" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> A <b>progestin</b> is a <i><a href="/wiki/Synthetic_compound" class="mw-redirect" title="Synthetic compound">synthetic</a></i> progestogen.<sup id="cite_ref-pmid16112947t_1-1" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Progestogens are used most commonly in <a href="/wiki/Hormonal_contraception" title="Hormonal contraception">hormonal birth control</a> and <a href="/wiki/Menopausal_hormone_therapy" class="mw-redirect" title="Menopausal hormone therapy">menopausal hormone therapy</a>.<sup id="cite_ref-pmid16112947t_1-2" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> They can also be used in the treatment of <a href="/wiki/Gynecological_condition" class="mw-redirect" title="Gynecological condition">gynecological conditions</a>, to support <a href="/wiki/Fertility" title="Fertility">fertility</a> and <a href="/wiki/Pregnancy" title="Pregnancy">pregnancy</a>, to lower <a href="/wiki/Sex_hormone" title="Sex hormone">sex hormone</a> levels for various purposes, and for other indications.<sup id="cite_ref-pmid16112947t_1-3" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Progestogens are used alone or in combination with <a href="/wiki/Estrogen_(medication)" title="Estrogen (medication)">estrogens</a>.<sup id="cite_ref-pmid16112947t_1-4" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> They are available in a wide variety of <a href="/wiki/Drug_formulation" class="mw-redirect" title="Drug formulation">formulations</a> and for use by many different <a href="/wiki/Route_of_administration" title="Route of administration">routes of administration</a>.<sup id="cite_ref-pmid16112947t_1-5" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Examples of progestogens include natural or <a href="/wiki/Bioidentical" class="mw-redirect" title="Bioidentical">bioidentical</a> <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">progesterone</a> as well as progestins such as <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a> and <a href="/wiki/Norethisterone" title="Norethisterone">norethisterone</a>.<sup id="cite_ref-pmid16112947t_1-6" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p><p><a href="/wiki/Side_effect" title="Side effect">Side effects</a> of progestogens include <a href="/wiki/Irregular_menstruation" title="Irregular menstruation">menstrual irregularities</a>, <a href="/wiki/Headache" title="Headache">headaches</a>, <a href="/wiki/Nausea" title="Nausea">nausea</a>, <a href="/wiki/Breast_tenderness" class="mw-redirect" title="Breast tenderness">breast tenderness</a>, <a href="/wiki/Mood_(psychology)" title="Mood (psychology)">mood</a> changes, <a href="/wiki/Acne" title="Acne">acne</a>, <a href="/wiki/Hirsutism" title="Hirsutism">increased hair growth</a>, and changes in <a href="/wiki/Liver_protein_production" class="mw-redirect" title="Liver protein production">liver protein production</a> among others.<sup id="cite_ref-pmid16112947t_1-7" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15358281_2-0" class="reference"><a href="#cite_note-pmid15358281-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> Other side effects of progestogens may include an increased risk of <a href="/wiki/Breast_cancer" title="Breast cancer">breast cancer</a>, <a href="/wiki/Cardiovascular_disease" title="Cardiovascular disease">cardiovascular disease</a>, and <a href="/wiki/Blood_clot" class="mw-redirect" title="Blood clot">blood clots</a>.<sup id="cite_ref-pmid15358281_2-1" class="reference"><a href="#cite_note-pmid15358281-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> At high doses, progestogens can cause <a href="/wiki/Hypogonadism" title="Hypogonadism">low sex hormone levels</a> and associated side effects like <a href="/wiki/Sexual_dysfunction" title="Sexual dysfunction">sexual dysfunction</a> and an <a href="/wiki/Osteoporosis" title="Osteoporosis">increased risk of bone fractures</a>.<sup id="cite_ref-pmid20459370_3-0" class="reference"><a href="#cite_note-pmid20459370-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </p><p>Progestogens are <a href="/wiki/Agonist" title="Agonist">agonists</a> of the <a href="/wiki/Progesterone_receptor" title="Progesterone receptor">progesterone receptors</a> (PRs) and produce <b>progestogenic</b>, or <b>progestational</b>, effects.<sup id="cite_ref-pmid16112947t_1-8" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> They have important effects in the <a href="/wiki/Female_reproductive_system" title="Female reproductive system">female reproductive system</a> (<a href="/wiki/Uterus" title="Uterus">uterus</a>, <a href="/wiki/Cervix" title="Cervix">cervix</a>, and <a href="/wiki/Vagina" title="Vagina">vagina</a>), the <a href="/wiki/Breast" title="Breast">breasts</a>, and the <a href="/wiki/Brain" title="Brain">brain</a>.<sup id="cite_ref-pmid16112947t_1-9" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> In addition, many progestogens also have other hormonal activities, such as <a href="/wiki/Androgen" title="Androgen">androgenic</a>, <a href="/wiki/Antiandrogen" title="Antiandrogen">antiandrogenic</a>, <a href="/wiki/Estrogen_(medication)" title="Estrogen (medication)">estrogenic</a>, <a href="/wiki/Glucocorticoid" title="Glucocorticoid">glucocorticoid</a>, or <a href="/wiki/Antimineralocorticoid" class="mw-redirect" title="Antimineralocorticoid">antimineralocorticoid</a> activity.<sup id="cite_ref-pmid16112947t_1-10" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> They also have <a href="/wiki/Antigonadotropic" class="mw-redirect" title="Antigonadotropic">antigonadotropic</a> effects and at high doses can strongly suppress <a href="/wiki/Sex_hormone" title="Sex hormone">sex hormone</a> production.<sup id="cite_ref-pmid16112947t_1-11" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Progestogens mediate their contraceptive effects both by inhibiting <a href="/wiki/Ovulation" title="Ovulation">ovulation</a> and by thickening <a href="/wiki/Cervix#Cervical_mucus" title="Cervix">cervical mucus</a>, thereby preventing <a href="/wiki/Fertilization" class="mw-redirect" title="Fertilization">fertilization</a>.<sup id="cite_ref-JamesonDeGroot2015_4-0" class="reference"><a href="#cite_note-JamesonDeGroot2015-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-PattmanNathan2010_5-0" class="reference"><a href="#cite_note-PattmanNathan2010-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> They have functional <a href="/wiki/Antiestrogen" title="Antiestrogen">antiestrogenic</a> effects in certain tissues like the <a href="/wiki/Endometrium" title="Endometrium">endometrium</a>, and this underlies their use in menopausal hormone therapy.<sup id="cite_ref-pmid16112947t_1-12" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p><p>Progesterone was first introduced for medical use in 1934 and the first progestin, <a href="/wiki/Ethisterone" title="Ethisterone">ethisterone</a>, was introduced for medical use in 1939.<sup id="cite_ref-Kuhl2011t_6-0" class="reference"><a href="#cite_note-Kuhl2011t-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-LauritzenStudd2005_7-0" class="reference"><a href="#cite_note-LauritzenStudd2005-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Roth2014_8-0" class="reference"><a href="#cite_note-Roth2014-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> More <a href="/wiki/Potency_(pharmacology)" title="Potency (pharmacology)">potent</a> progestins, such as <a href="/wiki/Norethisterone" title="Norethisterone">norethisterone</a>, were developed and started to be used in birth control in the 1950s.<sup id="cite_ref-Kuhl2011t_6-1" class="reference"><a href="#cite_note-Kuhl2011t-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> Around 60 progestins have been marketed for clinical use in humans or use in <a href="/wiki/Veterinary_medicine" title="Veterinary medicine">veterinary medicine</a>.<sup id="cite_ref-Micromedex_9-0" class="reference"><a href="#cite_note-Micromedex-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Martindale_10-0" class="reference"><a href="#cite_note-Martindale-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Drugs.com_11-0" class="reference"><a href="#cite_note-Drugs.com-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-IndexNominum2000_12-0" class="reference"><a href="#cite_note-IndexNominum2000-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Elks2014_13-0" class="reference"><a href="#cite_note-Elks2014-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> These progestins can be grouped into different classes and generations.<sup id="cite_ref-pmid16112947t_1-13" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-GordonRydfors2007_14-0" class="reference"><a href="#cite_note-GordonRydfors2007-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Gibbs2008_15-0" class="reference"><a href="#cite_note-Gibbs2008-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> Progestogens are available widely throughout the world and are used in all forms of hormonal birth control and in most menopausal hormone therapy regimens.<sup id="cite_ref-pmid16112947t_1-14" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Micromedex_9-1" class="reference"><a href="#cite_note-Micromedex-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Martindale_10-1" class="reference"><a href="#cite_note-Martindale-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-IndexNominum2000_12-1" class="reference"><a href="#cite_note-IndexNominum2000-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Drugs.com_11-1" class="reference"><a href="#cite_note-Drugs.com-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> </p> <style data-mw-deduplicate="TemplateStyles:r886046785">.mw-parser-output .toclimit-2 .toclevel-1 ul,.mw-parser-output .toclimit-3 .toclevel-2 ul,.mw-parser-output .toclimit-4 .toclevel-3 ul,.mw-parser-output .toclimit-5 .toclevel-4 ul,.mw-parser-output .toclimit-6 .toclevel-5 ul,.mw-parser-output .toclimit-7 .toclevel-6 ul{display:none}</style><div class="toclimit-3"><meta property="mw:PageProp/toc" /></div> <div class="mw-heading mw-heading2"><h2 id="Medical_uses">Medical uses</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=1" title="Edit section: Medical uses"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Available_forms">Available forms</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=2" title="Edit section: Available forms"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <table class="wikitable floatright plainrowheaders" style="font-size:small; margin-left: auto; margin-right: auto; border: none;"> <caption class="nowrap">Progestogens marketed for clinical or veterinary use </caption> <tbody><tr> <th scope="col" style="width:100px;">Generic name </th> <th scope="col" style="width:50px;">Class<sup id="cite_ref-16" class="reference"><a href="#cite_note-16"><span class="cite-bracket">[</span>a<span class="cite-bracket">]</span></a></sup> </th> <th scope="col" style="width:80px;">Brand name </th> <th scope="col" style="width:50px;">Route<sup id="cite_ref-17" class="reference"><a href="#cite_note-17"><span class="cite-bracket">[</span>b<span class="cite-bracket">]</span></a></sup> </th> <th scope="col" style="width:50px;"><abbr title="Introduced in">Intr.</abbr> </th></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Acetomepregenol" title="Acetomepregenol">Acetomepregenol</a> </th> <td>P<sup id="cite_ref-17a_18-0" class="reference"><a href="#cite_note-17a-18"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-0" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Diamol</td> <td><a href="/wiki/Oral_administration" title="Oral administration"><abbr title="Oral administration">PO</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Oral administration</span></td> <td>1981 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Algestone_acetophenide" title="Algestone acetophenide">Algestone acetophenide</a> </th> <td>P<sup id="cite_ref-17a_18-1" class="reference"><a href="#cite_note-17a-18"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-cyke_20-0" class="reference"><a href="#cite_note-cyke-20"><span class="cite-bracket">[</span>iii<span class="cite-bracket">]</span></a></sup></td> <td>Deladroxate<sup id="cite_ref-others_21-0" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td><a href="/wiki/Intramuscular_injection" title="Intramuscular injection"><abbr title="Intramuscular injection">IM</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Intramuscular injection</span></td> <td>1964 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Allylestrenol" title="Allylestrenol">Allylestrenol</a> </th> <td>T<sup id="cite_ref-19nt_22-0" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-estrane_23-0" class="reference"><a href="#cite_note-estrane-23"><span class="cite-bracket">[</span>v<span class="cite-bracket">]</span></a></sup></td> <td>Gestanin<sup id="cite_ref-others_21-1" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1961 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Altrenogest" title="Altrenogest">Altrenogest</a><sup id="cite_ref-vet_24-0" class="reference"><a href="#cite_note-vet-24"><span class="cite-bracket">[</span>d<span class="cite-bracket">]</span></a></sup> </th> <td>T<sup id="cite_ref-19nt_22-1" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-estrane_23-1" class="reference"><a href="#cite_note-estrane-23"><span class="cite-bracket">[</span>v<span class="cite-bracket">]</span></a></sup></td> <td>Regumate<sup id="cite_ref-others_21-2" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1980s </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">Chlormadinone acetate</a> </th> <td>P<sup id="cite_ref-17a_18-2" class="reference"><a href="#cite_note-17a-18"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-1" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Belara<sup id="cite_ref-others_21-3" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1965 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a> </th> <td>P<sup id="cite_ref-17a_18-3" class="reference"><a href="#cite_note-17a-18"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-2" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Androcur<sup id="cite_ref-others_21-4" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO, IM</td> <td>1973 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Danazol" title="Danazol">Danazol</a> </th> <td>T<sup id="cite_ref-estrane_23-2" class="reference"><a href="#cite_note-estrane-23"><span class="cite-bracket">[</span>v<span class="cite-bracket">]</span></a></sup></td> <td>Danocrine</td> <td>PO</td> <td>1971 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Delmadinone_acetate" title="Delmadinone acetate">Delmadinone acetate</a><sup id="cite_ref-vet_24-1" class="reference"><a href="#cite_note-vet-24"><span class="cite-bracket">[</span>d<span class="cite-bracket">]</span></a></sup> </th> <td>P<sup id="cite_ref-17a_18-4" class="reference"><a href="#cite_note-17a-18"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-3" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Tardak</td> <td>PO</td> <td>1972 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Desogestrel" title="Desogestrel">Desogestrel</a> </th> <td>T<sup id="cite_ref-19nt_22-2" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-gonane_25-0" class="reference"><a href="#cite_note-gonane-25"><span class="cite-bracket">[</span>vi<span class="cite-bracket">]</span></a></sup></td> <td>Cerazette<sup id="cite_ref-others_21-5" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1981 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Dienogest" title="Dienogest">Dienogest</a> </th> <td>T<sup id="cite_ref-19nt_22-3" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-estrane_23-3" class="reference"><a href="#cite_note-estrane-23"><span class="cite-bracket">[</span>v<span class="cite-bracket">]</span></a></sup></td> <td>Natazia<sup id="cite_ref-others_21-6" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1995 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Drospirenone" title="Drospirenone">Drospirenone</a> </th> <td>S<sup id="cite_ref-spiro_26-0" class="reference"><a href="#cite_note-spiro-26"><span class="cite-bracket">[</span>vii<span class="cite-bracket">]</span></a></sup></td> <td>Angeliq<sup id="cite_ref-others_21-7" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>2000 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Dydrogesterone" title="Dydrogesterone">Dydrogesterone</a> </th> <td><a href="/wiki/Retroprogesterone" title="Retroprogesterone"><abbr title="retroprogesterone">RP</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip retroprogesterone</span></td> <td>Duphaston</td> <td>PO</td> <td>1961 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Etonogestrel" title="Etonogestrel">Etonogestrel</a> </th> <td>T<sup id="cite_ref-19nt_22-4" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-gonane_25-1" class="reference"><a href="#cite_note-gonane-25"><span class="cite-bracket">[</span>vi<span class="cite-bracket">]</span></a></sup></td> <td>Implanon (SC), NuvaRing (V)</td> <td><a href="/wiki/Subcutaneous_injection" class="mw-redirect" title="Subcutaneous injection"><abbr title="Subcutaneous injection or implant">SC</abbr></a>, <a href="/wiki/Vaginal_administration" class="mw-redirect" title="Vaginal administration"><abbr title="Vaginal administration">V</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Vaginal administration</span></td> <td>1998 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Etynodiol_diacetate" title="Etynodiol diacetate">Etynodiol diacetate</a> </th> <td>T<sup id="cite_ref-19nt_22-5" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-estrane_23-4" class="reference"><a href="#cite_note-estrane-23"><span class="cite-bracket">[</span>v<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-4" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Demulen<sup id="cite_ref-others_21-8" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1965 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Flugestone_acetate" title="Flugestone acetate">Flugestone acetate</a><sup id="cite_ref-vet_24-2" class="reference"><a href="#cite_note-vet-24"><span class="cite-bracket">[</span>d<span class="cite-bracket">]</span></a></sup> </th> <td>P<sup id="cite_ref-17a_18-5" class="reference"><a href="#cite_note-17a-18"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-5" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Chronogest</td> <td>PO</td> <td>1960s </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Gestodene" title="Gestodene">Gestodene</a> </th> <td>T<sup id="cite_ref-19nt_22-6" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-gonane_25-2" class="reference"><a href="#cite_note-gonane-25"><span class="cite-bracket">[</span>vi<span class="cite-bracket">]</span></a></sup></td> <td>Femodene<sup id="cite_ref-others_21-9" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1987 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Gestonorone_caproate" title="Gestonorone caproate">Gestonorone caproate</a> </th> <td>P<sup id="cite_ref-17a_18-6" class="reference"><a href="#cite_note-17a-18"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-19np_27-0" class="reference"><a href="#cite_note-19np-27"><span class="cite-bracket">[</span>viii<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-6" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Depostat<sup id="cite_ref-others_21-10" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>IM</td> <td>1968 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Gestrinone" title="Gestrinone">Gestrinone</a> </th> <td>T<sup id="cite_ref-19nt_22-7" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-gonane_25-3" class="reference"><a href="#cite_note-gonane-25"><span class="cite-bracket">[</span>vi<span class="cite-bracket">]</span></a></sup></td> <td>Dimetriose<sup id="cite_ref-others_21-11" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1986 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">Hydroxyprogesterone caproate</a> </th> <td>P<sup id="cite_ref-17a_18-7" class="reference"><a href="#cite_note-17a-18"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-7" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Makena<sup id="cite_ref-others_21-12" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>IM</td> <td>1954 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Levonorgestrel" title="Levonorgestrel">Levonorgestrel</a> </th> <td>T<sup id="cite_ref-19nt_22-8" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-gonane_25-4" class="reference"><a href="#cite_note-gonane-25"><span class="cite-bracket">[</span>vi<span class="cite-bracket">]</span></a></sup></td> <td>Plan B<sup id="cite_ref-others_21-13" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO, <a href="/wiki/Transdermal" title="Transdermal"><abbr title="Transdermal">TD</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Transdermal</span>,<br /><abbr title="intrauterine device">IUD</abbr>, SC</td> <td>1970 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Lynestrenol" title="Lynestrenol">Lynestrenol</a> </th> <td>T<sup id="cite_ref-19nt_22-9" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-estrane_23-5" class="reference"><a href="#cite_note-estrane-23"><span class="cite-bracket">[</span>v<span class="cite-bracket">]</span></a></sup></td> <td>Exluton<sup id="cite_ref-others_21-14" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1961 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Medrogestone" title="Medrogestone">Medrogestone</a> </th> <td>P<sup id="cite_ref-17m_28-0" class="reference"><a href="#cite_note-17m-28"><span class="cite-bracket">[</span>ix<span class="cite-bracket">]</span></a></sup></td> <td>Colprone</td> <td>PO</td> <td>1966 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a> </th> <td>P<sup id="cite_ref-17a_18-8" class="reference"><a href="#cite_note-17a-18"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-8" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Provera<sup id="cite_ref-others_21-15" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO, IM, SC</td> <td>1958 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a> </th> <td>P<sup id="cite_ref-17a_18-9" class="reference"><a href="#cite_note-17a-18"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-9" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Megace</td> <td>PO, IM</td> <td>1963 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Melengestrol_acetate" title="Melengestrol acetate">Melengestrol acetate</a><sup id="cite_ref-vet_24-3" class="reference"><a href="#cite_note-vet-24"><span class="cite-bracket">[</span>d<span class="cite-bracket">]</span></a></sup> </th> <td>P<sup id="cite_ref-17a_18-10" class="reference"><a href="#cite_note-17a-18"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-10" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Heifermax<sup id="cite_ref-others_21-16" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>IM</td> <td>1960s </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">Nomegestrol acetate</a> </th> <td>P<sup id="cite_ref-19np_27-1" class="reference"><a href="#cite_note-19np-27"><span class="cite-bracket">[</span>viii<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-11" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Lutenyl<sup id="cite_ref-others_21-17" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1986 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Norelgestromin" title="Norelgestromin">Norelgestromin</a> </th> <td>T<sup id="cite_ref-19nt_22-10" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-gonane_25-5" class="reference"><a href="#cite_note-gonane-25"><span class="cite-bracket">[</span>vi<span class="cite-bracket">]</span></a></sup></td> <td>Evra<sup id="cite_ref-others_21-18" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>TD patch</td> <td>2002 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Norethisterone" title="Norethisterone">Norethisterone</a> </th> <td>T<sup id="cite_ref-19nt_22-11" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-estrane_23-6" class="reference"><a href="#cite_note-estrane-23"><span class="cite-bracket">[</span>v<span class="cite-bracket">]</span></a></sup></td> <td>Aygestin<sup id="cite_ref-others_21-19" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1957 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">Norethisterone acetate</a> </th> <td>T<sup id="cite_ref-19nt_22-12" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-estrane_23-7" class="reference"><a href="#cite_note-estrane-23"><span class="cite-bracket">[</span>v<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-12" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Primolut-Nor</td> <td>PO, TD patch</td> <td>1964 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Norethisterone_enanthate" title="Norethisterone enanthate">Norethisterone enanthate</a> </th> <td>T<sup id="cite_ref-19nt_22-13" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-estrane_23-8" class="reference"><a href="#cite_note-estrane-23"><span class="cite-bracket">[</span>v<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-13" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Noristerat<sup id="cite_ref-others_21-20" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>IM</td> <td>1957 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Norgestimate" title="Norgestimate">Norgestimate</a> </th> <td>T<sup id="cite_ref-19nt_22-14" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-gonane_25-6" class="reference"><a href="#cite_note-gonane-25"><span class="cite-bracket">[</span>vi<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-14" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Ortho-Cyclen<sup id="cite_ref-others_21-21" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1986 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Norgestomet" title="Norgestomet">Norgestomet</a><sup id="cite_ref-vet_24-4" class="reference"><a href="#cite_note-vet-24"><span class="cite-bracket">[</span>d<span class="cite-bracket">]</span></a></sup> </th> <td>P<sup id="cite_ref-19np_27-2" class="reference"><a href="#cite_note-19np-27"><span class="cite-bracket">[</span>viii<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-15" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Syncro-Mate B</td> <td>PO</td> <td>1970s </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Norgestrel" title="Norgestrel">Norgestrel</a> </th> <td>T<sup id="cite_ref-19nt_22-15" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-gonane_25-7" class="reference"><a href="#cite_note-gonane-25"><span class="cite-bracket">[</span>vi<span class="cite-bracket">]</span></a></sup></td> <td>Ovral</td> <td>PO</td> <td>1966 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Normethandrone" title="Normethandrone">Normethandrone</a> </th> <td>T<sup id="cite_ref-19nt_22-16" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-estrane_23-9" class="reference"><a href="#cite_note-estrane-23"><span class="cite-bracket">[</span>v<span class="cite-bracket">]</span></a></sup></td> <td>Metalutin</td> <td>PO</td> <td>1957 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Osaterone_acetate" title="Osaterone acetate">Osaterone acetate</a><sup id="cite_ref-vet_24-5" class="reference"><a href="#cite_note-vet-24"><span class="cite-bracket">[</span>d<span class="cite-bracket">]</span></a></sup> </th> <td>P<sup id="cite_ref-17a_18-11" class="reference"><a href="#cite_note-17a-18"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-16" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Ypozane</td> <td>PO</td> <td>2007 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Oxendolone" title="Oxendolone">Oxendolone</a> </th> <td>T<sup id="cite_ref-19nt_22-17" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-estrane_23-10" class="reference"><a href="#cite_note-estrane-23"><span class="cite-bracket">[</span>v<span class="cite-bracket">]</span></a></sup></td> <td>Prostetin<sup id="cite_ref-others_21-22" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>IM</td> <td>1981 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a> </th> <td><abbr title="bio-identical">BI</abbr></td> <td>Prometrium<sup id="cite_ref-others_21-23" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO, V, IM</td> <td>1934 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Proligestone" title="Proligestone">Proligestone</a><sup id="cite_ref-vet_24-6" class="reference"><a href="#cite_note-vet-24"><span class="cite-bracket">[</span>d<span class="cite-bracket">]</span></a></sup> </th> <td>P<sup id="cite_ref-17a_18-12" class="reference"><a href="#cite_note-17a-18"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-cyke_20-1" class="reference"><a href="#cite_note-cyke-20"><span class="cite-bracket">[</span>iii<span class="cite-bracket">]</span></a></sup></td> <td>Corvinan<sup id="cite_ref-others_21-24" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1975 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Promegestone" title="Promegestone">Promegestone</a> </th> <td>P<sup id="cite_ref-19np_27-3" class="reference"><a href="#cite_note-19np-27"><span class="cite-bracket">[</span>viii<span class="cite-bracket">]</span></a></sup></td> <td>Surgestone</td> <td>PO</td> <td>1983 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Segesterone_acetate" title="Segesterone acetate">Segesterone acetate</a> </th> <td>P<sup id="cite_ref-17a_18-13" class="reference"><a href="#cite_note-17a-18"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_19-17" class="reference"><a href="#cite_note-ester-19"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Elcometrine<sup id="cite_ref-others_21-25" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>SC, V</td> <td>2000 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Tibolone" title="Tibolone">Tibolone</a> </th> <td>T<sup id="cite_ref-19nt_22-18" class="reference"><a href="#cite_note-19nt-22"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-estrane_23-11" class="reference"><a href="#cite_note-estrane-23"><span class="cite-bracket">[</span>v<span class="cite-bracket">]</span></a></sup></td> <td>Livial<sup id="cite_ref-others_21-26" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1988 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Trimegestone" title="Trimegestone">Trimegestone</a> </th> <td>P<sup id="cite_ref-19np_27-4" class="reference"><a href="#cite_note-19np-27"><span class="cite-bracket">[</span>viii<span class="cite-bracket">]</span></a></sup></td> <td>Lovelle<sup id="cite_ref-others_21-27" class="reference"><a href="#cite_note-others-21"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>2001 </td></tr> <tr class="sortbottom"> <td colspan="6" style="width: 1px; background-color:#eaecf0; text-align: center;"><style data-mw-deduplicate="TemplateStyles:r1214851843">.mw-parser-output .hidden-begin{box-sizing:border-box;width:100%;padding:5px;border:none;font-size:95%}.mw-parser-output .hidden-title{font-weight:bold;line-height:1.6;text-align:left}.mw-parser-output .hidden-content{text-align:left}@media all and (max-width:500px){.mw-parser-output .hidden-begin{width:auto!important;clear:none!important;float:none!important}}</style><div class="hidden-begin mw-collapsible mw-collapsed" style=""><div class="hidden-title skin-nightmode-reset-color" style="text-align:center;">Legend for class of molecule</div><div class="hidden-content mw-collapsible-content" style=""> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist reflist-lower-roman"> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-17a-18"><span class="mw-cite-backlink">^ <a href="#cite_ref-17a_18-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-17a_18-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-17a_18-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-17a_18-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-17a_18-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-17a_18-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-17a_18-6"><sup><i><b>g</b></i></sup></a> <a href="#cite_ref-17a_18-7"><sup><i><b>h</b></i></sup></a> <a href="#cite_ref-17a_18-8"><sup><i><b>i</b></i></sup></a> <a href="#cite_ref-17a_18-9"><sup><i><b>j</b></i></sup></a> <a href="#cite_ref-17a_18-10"><sup><i><b>k</b></i></sup></a> <a href="#cite_ref-17a_18-11"><sup><i><b>l</b></i></sup></a> <a href="#cite_ref-17a_18-12"><sup><i><b>m</b></i></sup></a> <a href="#cite_ref-17a_18-13"><sup><i><b>n</b></i></sup></a></span> <span class="reference-text"><a href="/wiki/17%CE%B1-Hydroxyprogesterone" title="17α-Hydroxyprogesterone">17α-hydroxy</a></span> </li> <li id="cite_note-ester-19"><span class="mw-cite-backlink">^ <a href="#cite_ref-ester_19-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-ester_19-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-ester_19-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-ester_19-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-ester_19-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-ester_19-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-ester_19-6"><sup><i><b>g</b></i></sup></a> <a href="#cite_ref-ester_19-7"><sup><i><b>h</b></i></sup></a> <a href="#cite_ref-ester_19-8"><sup><i><b>i</b></i></sup></a> <a href="#cite_ref-ester_19-9"><sup><i><b>j</b></i></sup></a> <a href="#cite_ref-ester_19-10"><sup><i><b>k</b></i></sup></a> <a href="#cite_ref-ester_19-11"><sup><i><b>l</b></i></sup></a> <a href="#cite_ref-ester_19-12"><sup><i><b>m</b></i></sup></a> <a href="#cite_ref-ester_19-13"><sup><i><b>n</b></i></sup></a> <a href="#cite_ref-ester_19-14"><sup><i><b>o</b></i></sup></a> <a href="#cite_ref-ester_19-15"><sup><i><b>p</b></i></sup></a> <a href="#cite_ref-ester_19-16"><sup><i><b>q</b></i></sup></a> <a href="#cite_ref-ester_19-17"><sup><i><b>r</b></i></sup></a></span> <span class="reference-text">Ester</span> </li> <li id="cite_note-cyke-20"><span class="mw-cite-backlink">^ <a href="#cite_ref-cyke_20-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-cyke_20-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text">Cyclic ketal</span> </li> <li id="cite_note-19nt-22"><span class="mw-cite-backlink">^ <a href="#cite_ref-19nt_22-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-19nt_22-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-19nt_22-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-19nt_22-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-19nt_22-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-19nt_22-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-19nt_22-6"><sup><i><b>g</b></i></sup></a> <a href="#cite_ref-19nt_22-7"><sup><i><b>h</b></i></sup></a> <a href="#cite_ref-19nt_22-8"><sup><i><b>i</b></i></sup></a> <a href="#cite_ref-19nt_22-9"><sup><i><b>j</b></i></sup></a> <a href="#cite_ref-19nt_22-10"><sup><i><b>k</b></i></sup></a> <a href="#cite_ref-19nt_22-11"><sup><i><b>l</b></i></sup></a> <a href="#cite_ref-19nt_22-12"><sup><i><b>m</b></i></sup></a> <a href="#cite_ref-19nt_22-13"><sup><i><b>n</b></i></sup></a> <a href="#cite_ref-19nt_22-14"><sup><i><b>o</b></i></sup></a> <a href="#cite_ref-19nt_22-15"><sup><i><b>p</b></i></sup></a> <a href="#cite_ref-19nt_22-16"><sup><i><b>q</b></i></sup></a> <a href="#cite_ref-19nt_22-17"><sup><i><b>r</b></i></sup></a> <a href="#cite_ref-19nt_22-18"><sup><i><b>s</b></i></sup></a></span> <span class="reference-text"><a href="/wiki/19-Nortestosterone" class="mw-redirect" title="19-Nortestosterone">19-nor</a></span> </li> <li id="cite_note-estrane-23"><span class="mw-cite-backlink">^ <a href="#cite_ref-estrane_23-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-estrane_23-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-estrane_23-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-estrane_23-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-estrane_23-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-estrane_23-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-estrane_23-6"><sup><i><b>g</b></i></sup></a> <a href="#cite_ref-estrane_23-7"><sup><i><b>h</b></i></sup></a> <a href="#cite_ref-estrane_23-8"><sup><i><b>i</b></i></sup></a> <a href="#cite_ref-estrane_23-9"><sup><i><b>j</b></i></sup></a> <a href="#cite_ref-estrane_23-10"><sup><i><b>k</b></i></sup></a> <a href="#cite_ref-estrane_23-11"><sup><i><b>l</b></i></sup></a></span> <span class="reference-text">estrane</span> </li> <li id="cite_note-gonane-25"><span class="mw-cite-backlink">^ <a href="#cite_ref-gonane_25-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-gonane_25-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-gonane_25-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-gonane_25-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-gonane_25-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-gonane_25-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-gonane_25-6"><sup><i><b>g</b></i></sup></a> <a href="#cite_ref-gonane_25-7"><sup><i><b>h</b></i></sup></a></span> <span class="reference-text">Gonane</span> </li> <li id="cite_note-spiro-26"><span class="mw-cite-backlink"><b><a href="#cite_ref-spiro_26-0">^</a></b></span> <span class="reference-text">Spironolactone</span> </li> <li id="cite_note-19np-27"><span class="mw-cite-backlink">^ <a href="#cite_ref-19np_27-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-19np_27-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-19np_27-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-19np_27-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-19np_27-4"><sup><i><b>e</b></i></sup></a></span> <span class="reference-text"><a href="/wiki/19-norprogesterone" class="mw-redirect" title="19-norprogesterone">19-nor</a></span> </li> <li id="cite_note-17m-28"><span class="mw-cite-backlink"><b><a href="#cite_ref-17m_28-0">^</a></b></span> <span class="reference-text"><a href="/wiki/17%CE%B1-Methylprogesterone" title="17α-Methylprogesterone">17α-methyl</a></span> </li> </ol></div></div></div></div> </td></tr> <tr> <td colspan="6" style="width: 1px; background-color:#eaecf0; text-align: center;"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239543626"><div class="reflist reflist-lower-alpha"> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-16"><span class="mw-cite-backlink"><b><a href="#cite_ref-16">^</a></b></span> <span class="reference-text">Classes: P = <a href="/wiki/Progesterone" title="Progesterone">progesterone</a> derivative, T = <a href="/wiki/Testosterone" title="Testosterone">testosterone</a> derivative</span> </li> <li id="cite_note-17"><span class="mw-cite-backlink"><b><a href="#cite_ref-17">^</a></b></span> <span class="reference-text">Routes: IUD = <a href="/wiki/Intrauterine_device" title="Intrauterine device">intrauterine device</a>, PO = <a href="/wiki/Oral_administration" title="Oral administration">by mouth</a>, SC = <a href="/wiki/Subcutaneous_injection" class="mw-redirect" title="Subcutaneous injection">subcutaneous injection or implant</a>, SL = <a href="/wiki/Sublingual" class="mw-redirect" title="Sublingual">under the tongue</a>, TD = <a href="/wiki/Transdermal" title="Transdermal">transdermal</a>, V = <a href="/wiki/Vaginal_administration" class="mw-redirect" title="Vaginal administration">vaginal</a></span> </li> <li id="cite_note-others-21"><span class="mw-cite-backlink">^ <a href="#cite_ref-others_21-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-others_21-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-others_21-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-others_21-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-others_21-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-others_21-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-others_21-6"><sup><i><b>g</b></i></sup></a> <a href="#cite_ref-others_21-7"><sup><i><b>h</b></i></sup></a> <a href="#cite_ref-others_21-8"><sup><i><b>i</b></i></sup></a> <a href="#cite_ref-others_21-9"><sup><i><b>j</b></i></sup></a> <a href="#cite_ref-others_21-10"><sup><i><b>k</b></i></sup></a> <a href="#cite_ref-others_21-11"><sup><i><b>l</b></i></sup></a> <a href="#cite_ref-others_21-12"><sup><i><b>m</b></i></sup></a> <a href="#cite_ref-others_21-13"><sup><i><b>n</b></i></sup></a> <a href="#cite_ref-others_21-14"><sup><i><b>o</b></i></sup></a> <a href="#cite_ref-others_21-15"><sup><i><b>p</b></i></sup></a> <a href="#cite_ref-others_21-16"><sup><i><b>q</b></i></sup></a> <a href="#cite_ref-others_21-17"><sup><i><b>r</b></i></sup></a> <a href="#cite_ref-others_21-18"><sup><i><b>s</b></i></sup></a> <a href="#cite_ref-others_21-19"><sup><i><b>t</b></i></sup></a> <a href="#cite_ref-others_21-20"><sup><i><b>u</b></i></sup></a> <a href="#cite_ref-others_21-21"><sup><i><b>v</b></i></sup></a> <a href="#cite_ref-others_21-22"><sup><i><b>w</b></i></sup></a> <a href="#cite_ref-others_21-23"><sup><i><b>x</b></i></sup></a> <a href="#cite_ref-others_21-24"><sup><i><b>y</b></i></sup></a> <a href="#cite_ref-others_21-25"><sup><i><b>z</b></i></sup></a> <a href="#cite_ref-others_21-26"><sup><i><b>aa</b></i></sup></a> <a href="#cite_ref-others_21-27"><sup><i><b>ab</b></i></sup></a></span> <span class="reference-text">Also marketed under other brand names.</span> </li> <li id="cite_note-vet-24"><span class="mw-cite-backlink">^ <a href="#cite_ref-vet_24-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-vet_24-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-vet_24-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-vet_24-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-vet_24-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-vet_24-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-vet_24-6"><sup><i><b>g</b></i></sup></a></span> <span class="reference-text">Veterinary use only.</span> </li> </ol></div></div> </td></tr></tbody></table> <p>Progestogens are available in many different <a href="/wiki/Pharmaceutical_form" class="mw-redirect" title="Pharmaceutical form">forms</a> for use by many different <a href="/wiki/Routes_of_administration" class="mw-redirect" title="Routes of administration">routes of administration</a>. These include <a href="/wiki/Oral_administration" title="Oral administration">oral</a> <a href="/wiki/Tablet_(pharmacy)" title="Tablet (pharmacy)">tablets</a> and <a href="/wiki/Capsule_(pharmacy)" title="Capsule (pharmacy)">capsules</a>, <a href="/wiki/Oil" title="Oil">oil</a> and <a href="/wiki/Aqueous_solution" title="Aqueous solution">aqueous solutions</a> and <a href="/wiki/Suspension_(chemistry)" title="Suspension (chemistry)">suspensions</a> for <a href="/wiki/Intramuscular_injection" title="Intramuscular injection">intramuscular</a> or <a href="/wiki/Subcutaneous_injection" class="mw-redirect" title="Subcutaneous injection">subcutaneous injection</a>, and various others (e.g., <a href="/wiki/Transdermal_patch" title="Transdermal patch">transdermal patches</a>, <a href="/wiki/Vaginal_ring" title="Vaginal ring">vaginal rings</a>, <a href="/wiki/Intrauterine_device" title="Intrauterine device">intrauterine devices</a>, <a href="/wiki/Subcutaneous_implant" title="Subcutaneous implant">subcutaneous implants</a>). </p><p>Dozens of different progestogens have been marketed for <a href="/wiki/Clinical_medicine" class="mw-redirect" title="Clinical medicine">clinical</a> and/or <a href="/wiki/Veterinary_medicine" title="Veterinary medicine">veterinary</a> use. </p> <div class="mw-heading mw-heading3"><h3 id="Birth_control">Birth control</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=3" title="Edit section: Birth control"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens are used in a variety of different forms of <a href="/wiki/Hormonal_contraception" title="Hormonal contraception">hormonal birth control</a> for females, including <a href="/wiki/Combined_hormonal_contraception" title="Combined hormonal contraception">combined estrogen and progestogen forms</a> like <a href="/wiki/Combined_oral_contraceptive_pill" title="Combined oral contraceptive pill">combined oral contraceptive pills</a>, <a href="/wiki/Contraceptive_patch" title="Contraceptive patch">combined contraceptive patches</a>, <a href="/wiki/Contraceptive_vaginal_ring" title="Contraceptive vaginal ring">combined contraceptive vaginal rings</a>, and <a href="/wiki/Combined_injectable_birth_control" title="Combined injectable birth control">combined injectable contraceptives</a>; and <a href="/wiki/Progestogen-only_contraception" title="Progestogen-only contraception">progestogen-only forms</a> like <a href="/wiki/Progestogen-only_pill" title="Progestogen-only pill">progestogen-only contraceptive pills</a> ("mini-pills"), <a href="/wiki/Emergency_contraception" title="Emergency contraception">progestogen-only emergency contraceptive pills</a> ("day-after pills"), <a href="/wiki/Contraceptive_implant" title="Contraceptive implant">progestogen-only contraceptive implants</a>, <a href="/wiki/Intrauterine_device" title="Intrauterine device">progestogen-only intrauterine devices</a>, <a href="/wiki/Contraceptive_vaginal_ring" title="Contraceptive vaginal ring">progestogen-only contraceptive vaginal rings</a>, and <a href="/wiki/Progestogen-only_injectable_contraceptive" title="Progestogen-only injectable contraceptive">progestogen-only injectable contraceptives</a>.<sup id="cite_ref-JamesonGroot2015_29-0" class="reference"><a href="#cite_note-JamesonGroot2015-29"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ClarkHarvey2011_30-0" class="reference"><a href="#cite_note-ClarkHarvey2011-30"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Bhattacharya2003_31-0" class="reference"><a href="#cite_note-Bhattacharya2003-31"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-KellermanBope2017_32-0" class="reference"><a href="#cite_note-KellermanBope2017-32"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup> </p><p>Progestogens mediate their contraceptive effects by multiple mechanisms, including prevention of <a href="/wiki/Ovulation" title="Ovulation">ovulation</a> via their <a href="/wiki/Antigonadotropic" class="mw-redirect" title="Antigonadotropic">antigonadotropic</a> effects; thickening of <a href="/wiki/Cervical_mucus" class="mw-redirect" title="Cervical mucus">cervical mucus</a>, making the <a href="/wiki/Cervix" title="Cervix">cervix</a> largely impenetrable to <a href="/wiki/Sperm" title="Sperm">sperm</a>; preventing <a href="/wiki/Capacitation" title="Capacitation">capacitation</a> of <a href="/wiki/Sperm" title="Sperm">sperm</a> due to changes in cervical fluid, thereby making sperm unable to penetrate the <a href="/wiki/Ovum" class="mw-redirect" title="Ovum">ovum</a>; and <a href="/wiki/Atrophy" title="Atrophy">atrophic</a> changes in the <a href="/wiki/Endometrium" title="Endometrium">endometrium</a>, making the endometrium unsuitable for <a href="/wiki/Implantation_(human_embryo)" class="mw-redirect" title="Implantation (human embryo)">implantation</a>.<sup id="cite_ref-VarneyKriebs2004_33-0" class="reference"><a href="#cite_note-VarneyKriebs2004-33"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Golan2008_34-0" class="reference"><a href="#cite_note-Golan2008-34"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-MilesRayburn2012_35-0" class="reference"><a href="#cite_note-MilesRayburn2012-35"><span class="cite-bracket">[</span>22<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15715527_36-0" class="reference"><a href="#cite_note-pmid15715527-36"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup> They may also decrease <a href="/wiki/Tubule" title="Tubule">tubal</a> <a href="/wiki/Motility" title="Motility">motility</a> and <a href="/wiki/Cilia" class="mw-redirect" title="Cilia">ciliary</a> action.<sup id="cite_ref-pmid15715527_36-1" class="reference"><a href="#cite_note-pmid15715527-36"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Hormone_therapy">Hormone therapy</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=4" title="Edit section: Hormone therapy"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading4"><h4 id="Menopause_and_hypogonadism">Menopause and hypogonadism</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=5" title="Edit section: Menopause and hypogonadism"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens are used in combination with <a href="/wiki/Estrogen_(medication)" title="Estrogen (medication)">estrogens</a> in <a href="/wiki/Menopausal_hormone_therapy" class="mw-redirect" title="Menopausal hormone therapy">menopausal hormone therapy</a> in women. They are also used in combination with estrogens in hormone therapy for <a href="/wiki/Hypogonadism" title="Hypogonadism">hypogonadism</a> and <a href="/wiki/Delayed_puberty" title="Delayed puberty">delayed puberty</a> in girls and women. They are used mainly to prevent <a href="/wiki/Endometrial_hyperplasia" title="Endometrial hyperplasia">endometrial hyperplasia</a> and increased risk of <a href="/wiki/Endometrial_cancer" title="Endometrial cancer">endometrial cancer</a> from unopposed estrogen therapy. </p> <div class="mw-heading mw-heading4"><h4 id="Transgender_hormone_therapy">Transgender hormone therapy</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=6" title="Edit section: Transgender hormone therapy"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens are used as a component of <a href="/wiki/Transgender_hormone_therapy" class="mw-redirect" title="Transgender hormone therapy">hormone therapy</a> for <a href="/wiki/Transgender_women" class="mw-redirect" title="Transgender women">transgender women</a> and <a href="/wiki/Transgender_men" class="mw-redirect" title="Transgender men">transgender men</a>. They are used in transgender women in combination with estrogens to help suppress and block <a href="/wiki/Testosterone" title="Testosterone">testosterone</a>. Progestogens might also have other beneficial effects in transgender women, but these are controversial and unsupported at present. Examples of progestogens used in hormone therapy for transgender women include <a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">cyproterone acetate</a>, <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a>, and <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">progesterone</a>. Progestogens, such as medroxyprogesterone and <a href="/wiki/Lynestrenol" title="Lynestrenol">lynestrenol</a>, are used in transgender men to help suppress <a href="/wiki/Menses" class="mw-redirect" title="Menses">menses</a>. Progestogens have also been used to delay <a href="/wiki/Puberty" title="Puberty">puberty</a> in <a href="/wiki/Transgender_youth" title="Transgender youth">transgender boys and girls</a>. </p> <div class="mw-heading mw-heading4"><h4 id="Other_uses">Other uses</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=7" title="Edit section: Other uses"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Certain progestogens, including <a href="/wiki/Megestrol_acetate" title="Megestrol acetate">megestrol acetate</a>, medroxyprogesterone acetate, cyproterone acetate, and <a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">chlormadinone acetate</a>, have been used at high doses to reduce <a href="/wiki/Hot_flash" title="Hot flash">hot flashes</a> in men undergoing <a href="/wiki/Androgen_deprivation_therapy" title="Androgen deprivation therapy">androgen deprivation therapy</a>, for instance to treat <a href="/wiki/Prostate_cancer" title="Prostate cancer">prostate cancer</a>.<sup id="cite_ref-pmid18231613_37-0" class="reference"><a href="#cite_note-pmid18231613-37"><span class="cite-bracket">[</span>24<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid19962840_38-0" class="reference"><a href="#cite_note-pmid19962840-38"><span class="cite-bracket">[</span>25<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid24223412_39-0" class="reference"><a href="#cite_note-pmid24223412-39"><span class="cite-bracket">[</span>26<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Gynecological_disorders">Gynecological disorders</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=8" title="Edit section: Gynecological disorders"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading4"><h4 id="Menstrual_disorders">Menstrual disorders</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=9" title="Edit section: Menstrual disorders"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens are used to treat <a href="/wiki/Menstrual_disorder" title="Menstrual disorder">menstrual disorders</a> such as <a href="/wiki/Secondary_amenorrhea" class="mw-redirect" title="Secondary amenorrhea">secondary amenorrhea</a> and <a href="/wiki/Dysfunctional_uterine_bleeding" class="mw-redirect" title="Dysfunctional uterine bleeding">dysfunctional uterine bleeding</a>.<sup id="cite_ref-ClarkHarvey2011_30-1" class="reference"><a href="#cite_note-ClarkHarvey2011-30"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Bhattacharya2003_31-1" class="reference"><a href="#cite_note-Bhattacharya2003-31"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> In a normal <a href="/wiki/Menstrual_cycle" title="Menstrual cycle">menstrual cycle</a>, declining levels of progesterone trigger <a href="/wiki/Menstruation" title="Menstruation">menstruation</a>. Progestogens such as <a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">norethisterone acetate</a> and <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a> may be used to artificially induce progesterone-associated <a href="/wiki/Breakthrough_bleeding" class="mw-redirect" title="Breakthrough bleeding">breakthrough bleeding</a>.<sup id="cite_ref-pmid11041215_40-0" class="reference"><a href="#cite_note-pmid11041215-40"><span class="cite-bracket">[</span>27<span class="cite-bracket">]</span></a></sup> </p><p>The <a href="/wiki/Progestogen_challenge_test" title="Progestogen challenge test">progestogen challenge test</a> or progestogen withdrawal test is used to diagnose <a href="/wiki/Amenorrhea" title="Amenorrhea">amenorrhea</a>. Due to the availability of assays to measure estrogen levels, it is now rarely used. </p> <div class="mw-heading mw-heading4"><h4 id="Uterine_disorders">Uterine disorders</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=10" title="Edit section: Uterine disorders"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens are used in the prevention and treatment of <a href="/wiki/Uterine_disorder" class="mw-redirect" title="Uterine disorder">uterine disorders</a> such as <a href="/wiki/Endometrial_hyperplasia" title="Endometrial hyperplasia">endometrial hyperplasia</a>, <a href="/wiki/Endometriosis" title="Endometriosis">endometriosis</a>, <a href="/wiki/Uterine_fibroids" class="mw-redirect" title="Uterine fibroids">uterine fibroids</a>, and <a href="/wiki/Uterine_hypoplasia" title="Uterine hypoplasia">uterine hypoplasia</a>. </p> <div class="mw-heading mw-heading4"><h4 id="Breast_disorders">Breast disorders</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=11" title="Edit section: Breast disorders"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens are used to treat <a href="/wiki/Benign_tumor" title="Benign tumor">benign</a> <a href="/wiki/Breast_disorder" class="mw-redirect" title="Breast disorder">breast disorders</a>.<sup id="cite_ref-pmid20383772_41-0" class="reference"><a href="#cite_note-pmid20383772-41"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid12227885_42-0" class="reference"><a href="#cite_note-pmid12227885-42"><span class="cite-bracket">[</span>29<span class="cite-bracket">]</span></a></sup> They are associated not only with a reduction in <a href="/wiki/Breast_pain" title="Breast pain">breast pain</a>, but also a decrease in <a href="/wiki/Breast" title="Breast">breast</a> <a href="/wiki/Cell_proliferation" title="Cell proliferation">cell proliferation</a>, a decrease in <a href="/wiki/Mammary_gland" title="Mammary gland">breast gland</a> size, and a disappearance of breast <a href="/wiki/Nodule_(medicine)" title="Nodule (medicine)">nodularity</a>.<sup id="cite_ref-pmid20383772_41-1" class="reference"><a href="#cite_note-pmid20383772-41"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid12227885_42-1" class="reference"><a href="#cite_note-pmid12227885-42"><span class="cite-bracket">[</span>29<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid25113944_43-0" class="reference"><a href="#cite_note-pmid25113944-43"><span class="cite-bracket">[</span>30<span class="cite-bracket">]</span></a></sup> Progestogens that have been used for such purposes include <a href="/wiki/Topical_progesterone" class="mw-redirect" title="Topical progesterone">topical progesterone</a>, <a href="/wiki/Dydrogesterone" title="Dydrogesterone">dydrogesterone</a>, <a href="/wiki/Promegestone" title="Promegestone">promegestone</a>, <a href="/wiki/Lynestrenol" title="Lynestrenol">lynestrenol</a>, <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a>, <a href="/wiki/Dienogest" title="Dienogest">dienogest</a>, and <a href="/wiki/Medrogestone" title="Medrogestone">medrogestone</a>.<sup id="cite_ref-pmid20383772_41-2" class="reference"><a href="#cite_note-pmid20383772-41"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid12227885_42-2" class="reference"><a href="#cite_note-pmid12227885-42"><span class="cite-bracket">[</span>29<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-BińkowskaWoroń2015_44-0" class="reference"><a href="#cite_note-BińkowskaWoroń2015-44"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid25113944_43-1" class="reference"><a href="#cite_note-pmid25113944-43"><span class="cite-bracket">[</span>30<span class="cite-bracket">]</span></a></sup> </p><p>Progestogens are used in the treatment of <a href="/wiki/Breast_hypoplasia" class="mw-redirect" title="Breast hypoplasia">breast hypoplasia</a> and <a href="/wiki/Lactation_insufficiency" class="mw-redirect" title="Lactation insufficiency">lactation insufficiency</a>. This is because they induce <a href="/wiki/Lobuloalveolar" class="mw-redirect" title="Lobuloalveolar">lobuloalveolar</a> <a href="/wiki/Breast_development" title="Breast development">development</a> of the <a href="/wiki/Breast" title="Breast">breasts</a>, which is required for <a href="/wiki/Lactation" title="Lactation">lactation</a> and <a href="/wiki/Breastfeeding" title="Breastfeeding">breastfeeding</a>. </p> <div class="mw-heading mw-heading3"><h3 id="Enlarged_prostate">Enlarged prostate</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=12" title="Edit section: Enlarged prostate"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens have been used at high doses to treat <a href="/wiki/Benign_prostatic_hyperplasia" title="Benign prostatic hyperplasia">benign prostatic hyperplasia</a> (BPH). They act by suppressing <a href="/wiki/Gonad" title="Gonad">gonadal</a> <a href="/wiki/Testosterone" title="Testosterone">testosterone</a> <a href="/wiki/Biosynthesis" title="Biosynthesis">production</a> and hence circulating testosterone levels. Androgens like testosterone stimulate the growth of the <a href="/wiki/Prostate_gland" class="mw-redirect" title="Prostate gland">prostate gland</a>. </p> <div class="mw-heading mw-heading3"><h3 id="Hormone-sensitive_cancers">Hormone-sensitive cancers</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=13" title="Edit section: Hormone-sensitive cancers"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading4"><h4 id="Endometrial_cancer">Endometrial cancer</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=14" title="Edit section: Endometrial cancer"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens were first found to be effective at high doses in the treatment of <a href="/wiki/Endometrial_hyperplasia" title="Endometrial hyperplasia">endometrial hyperplasia</a> and <a href="/wiki/Endometrial_cancer" title="Endometrial cancer">endometrial cancer</a> in 1959.<sup id="cite_ref-pmid14409476_45-0" class="reference"><a href="#cite_note-pmid14409476-45"><span class="cite-bracket">[</span>32<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-AcademicPress2009_46-0" class="reference"><a href="#cite_note-AcademicPress2009-46"><span class="cite-bracket">[</span>33<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-MD2011_47-0" class="reference"><a href="#cite_note-MD2011-47"><span class="cite-bracket">[</span>34<span class="cite-bracket">]</span></a></sup> Subsequently, high-dose <a href="/wiki/Gestonorone_caproate" title="Gestonorone caproate">gestonorone caproate</a>, <a href="/wiki/Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">hydroxyprogesterone caproate</a>, <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a>, and <a href="/wiki/Megestrol_acetate" title="Megestrol acetate">megestrol acetate</a> were approved for the treatment of endometrial cancer.<sup id="cite_ref-McKinnell1998_48-0" class="reference"><a href="#cite_note-McKinnell1998-48"><span class="cite-bracket">[</span>35<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-BurchumRosenthal2014_49-0" class="reference"><a href="#cite_note-BurchumRosenthal2014-49"><span class="cite-bracket">[</span>36<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-SmithWilliams2005_50-0" class="reference"><a href="#cite_note-SmithWilliams2005-50"><span class="cite-bracket">[</span>37<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Breast_cancer">Breast cancer</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=15" title="Edit section: Breast cancer"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens, such as megestrol acetate and medroxyprogesterone acetate, are effective at high doses in the treatment of <a href="/wiki/Metastatic_breast_cancer" title="Metastatic breast cancer">advanced</a> <a href="/wiki/Menopause" title="Menopause">postmenopausal</a> <a href="/wiki/Breast_cancer" title="Breast cancer">breast cancer</a>.<sup id="cite_ref-Winchester2006_51-0" class="reference"><a href="#cite_note-Winchester2006-51"><span class="cite-bracket">[</span>38<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid10685337_52-0" class="reference"><a href="#cite_note-pmid10685337-52"><span class="cite-bracket">[</span>39<span class="cite-bracket">]</span></a></sup> They have been extensively evaluated as a second-line therapy for this indication.<sup id="cite_ref-Winchester2006_51-1" class="reference"><a href="#cite_note-Winchester2006-51"><span class="cite-bracket">[</span>38<span class="cite-bracket">]</span></a></sup> However, they produce various <a href="/wiki/Side_effect" title="Side effect">side effects</a>, such as <a href="/wiki/Dyspnea" class="mw-redirect" title="Dyspnea">dyspnea</a>, <a href="/wiki/Weight_gain" title="Weight gain">weight gain</a>, <a href="/wiki/Vaginal_bleeding" title="Vaginal bleeding">vaginal bleeding</a>, <a href="/wiki/Nausea" title="Nausea">nausea</a>, <a href="/wiki/Water_retention_(medicine)" class="mw-redirect" title="Water retention (medicine)">fluid retention</a>, <a href="/wiki/Hypertension" title="Hypertension">hypertension</a>, <a href="/wiki/Thrombophlebitis" title="Thrombophlebitis">thrombophlebitis</a>, and <a href="/wiki/Thromboembolism" title="Thromboembolism">thromboembolic complications</a>.<sup id="cite_ref-Winchester2006_51-2" class="reference"><a href="#cite_note-Winchester2006-51"><span class="cite-bracket">[</span>38<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid10685337_52-1" class="reference"><a href="#cite_note-pmid10685337-52"><span class="cite-bracket">[</span>39<span class="cite-bracket">]</span></a></sup> In addition, megestrol acetate has been found to be significantly inferior to <a href="/wiki/Aromatase_inhibitor" title="Aromatase inhibitor">aromatase inhibitors</a> in the treatment of breast cancer, and in relation to this, progestogens have been moved down in the sequential therapy of the disease.<sup id="cite_ref-Winchester2006_51-3" class="reference"><a href="#cite_note-Winchester2006-51"><span class="cite-bracket">[</span>38<span class="cite-bracket">]</span></a></sup> Megestrol acetate is the only <a href="/wiki/Food_and_Drug_Administration" title="Food and Drug Administration">Food and Drug Administration</a>-approved progestogen for breast cancer.<sup id="cite_ref-Winchester2006_51-4" class="reference"><a href="#cite_note-Winchester2006-51"><span class="cite-bracket">[</span>38<span class="cite-bracket">]</span></a></sup> The <a href="/wiki/Mechanism_of_action" title="Mechanism of action">mechanism of action</a> of progestogens in the treatment of breast cancer is unknown, but may be related to their functional <a href="/wiki/Antiestrogen" title="Antiestrogen">antiestrogenic</a> and/or <a href="/wiki/Antigonadotropic" class="mw-redirect" title="Antigonadotropic">antigonadotropic</a> effects.<sup id="cite_ref-Winchester2006_51-5" class="reference"><a href="#cite_note-Winchester2006-51"><span class="cite-bracket">[</span>38<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Prostate_cancer">Prostate cancer</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=16" title="Edit section: Prostate cancer"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Certain progestogens, particularly those with antiandrogenic properties, have been used at high doses in the treatment of <a href="/wiki/Prostate_cancer" title="Prostate cancer">prostate cancer</a>.<sup id="cite_ref-pmid16406864_53-0" class="reference"><a href="#cite_note-pmid16406864-53"><span class="cite-bracket">[</span>40<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid9712436_54-0" class="reference"><a href="#cite_note-pmid9712436-54"><span class="cite-bracket">[</span>41<span class="cite-bracket">]</span></a></sup> These include <a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">cyproterone acetate</a>, <a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">chlormadinone acetate</a>, and <a href="/wiki/Megestrol_acetate" title="Megestrol acetate">megestrol acetate</a>.<sup id="cite_ref-pmid16406864_53-1" class="reference"><a href="#cite_note-pmid16406864-53"><span class="cite-bracket">[</span>40<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid9712436_54-1" class="reference"><a href="#cite_note-pmid9712436-54"><span class="cite-bracket">[</span>41<span class="cite-bracket">]</span></a></sup> Other progestogens such as <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a>, <a href="/wiki/Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">hydroxyprogesterone caproate</a>, and <a href="/wiki/Gestonorone_caproate" title="Gestonorone caproate">gestonorone caproate</a> have also been studied, but have inadequate effectiveness. They act by suppressing <a href="/wiki/Gonad" title="Gonad">gonadal</a> <a href="/wiki/Testosterone" title="Testosterone">testosterone</a> <a href="/wiki/Biosynthesis" title="Biosynthesis">production</a> and hence circulating testosterone levels. Androgens like testosterone stimulate the growth of prostate <a href="/wiki/Tumor" class="mw-redirect" title="Tumor">tumors</a>. </p> <div class="mw-heading mw-heading3"><h3 id="Fertility_and_pregnancy">Fertility and pregnancy</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=17" title="Edit section: Fertility and pregnancy"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens are used in <a href="/wiki/Fertility_medicine" class="mw-redirect" title="Fertility medicine">fertility medicine</a> for women. For example, progesterone (or sometimes <a href="/wiki/Dydrogesterone" title="Dydrogesterone">dydrogesterone</a> or <a href="/wiki/Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">hydroxyprogesterone caproate</a>) is used for <a href="/wiki/Luteal_support" title="Luteal support">luteal support</a> in <a href="/wiki/In_vitro_fertilisation" title="In vitro fertilisation"><i>in-vitro</i> fertilization</a> protocols.<sup id="cite_ref-Loose_2006_55-0" class="reference"><a href="#cite_note-Loose_2006-55"><span class="cite-bracket">[</span>42<span class="cite-bracket">]</span></a></sup> </p><p>Certain progestogens are used to support <a href="/wiki/Pregnancy" title="Pregnancy">pregnancy</a>, including <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">progesterone</a>, <a href="/wiki/Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">hydroxyprogesterone caproate</a>, <a href="/wiki/Dydrogesterone" title="Dydrogesterone">dydrogesterone</a>, and <a href="/wiki/Allylestrenol" title="Allylestrenol">allylestrenol</a>. They are used questionably for treatment of <a href="/wiki/Habitual_abortion" class="mw-redirect" title="Habitual abortion">recurrent pregnancy loss</a> and for prevention of <a href="/wiki/Premature_birth" class="mw-redirect" title="Premature birth">preterm birth</a> in pregnant women with a history of at least one spontaneous preterm birth.<sup id="cite_ref-Loose_2006_55-1" class="reference"><a href="#cite_note-Loose_2006-55"><span class="cite-bracket">[</span>42<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Puberty_suppression">Puberty suppression</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=18" title="Edit section: Puberty suppression"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens have been used to treat <a href="/wiki/Precocious_puberty" title="Precocious puberty">precocious puberty</a> in both boys and girls. They have also been used to delay puberty in <a href="/wiki/Transgender_youth" title="Transgender youth">transgender youth</a>. </p> <div class="mw-heading mw-heading3"><h3 id="Sexual_deviance">Sexual deviance</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=19" title="Edit section: Sexual deviance"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Certain progestogens, such as <a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">cyproterone acetate</a> and <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a>, are used as a form of <a href="/wiki/Chemical_castration" title="Chemical castration">chemical castration</a> to treat <a href="/wiki/Sexual_deviance" class="mw-redirect" title="Sexual deviance">sexual deviance</a> in men, particularly <a href="/wiki/Sex_offender" title="Sex offender">sex offenders</a>. They are specifically used to treat <a href="/wiki/Paraphilia" title="Paraphilia">paraphilias</a> and <a href="/wiki/Hypersexuality" title="Hypersexuality">hypersexuality</a>. They work by suppressing <a href="/wiki/Gonad" title="Gonad">gonadal</a> <a href="/wiki/Testosterone" title="Testosterone">testosterone</a> <a href="/wiki/Biosynthesis" title="Biosynthesis">production</a> and hence circulating testosterone levels. This results in decreased <a href="/wiki/Libido" title="Libido">libido</a> and interference with <a href="/wiki/Erectile_function" class="mw-redirect" title="Erectile function">erectile function</a> and ability to attain <a href="/wiki/Orgasm" title="Orgasm">orgasm</a>. </p> <div class="mw-heading mw-heading3"><h3 id="Skin_and_hair_conditions">Skin and hair conditions</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=20" title="Edit section: Skin and hair conditions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens are used to treat <a href="/wiki/Androgen-dependent_condition" title="Androgen-dependent condition">androgen-dependent</a> <a href="/wiki/Skin_condition" title="Skin condition">skin</a> and <a href="/wiki/Hair_condition" class="mw-redirect" title="Hair condition">hair conditions</a> in women. These include <a href="/wiki/Oily_skin" class="mw-redirect" title="Oily skin">oily skin</a>, <a href="/wiki/Acne" title="Acne">acne</a>, <a href="/wiki/Seborrhea" class="mw-redirect" title="Seborrhea">seborrhea</a>, <a href="/wiki/Hirsutism" title="Hirsutism">hirsutism</a>, <a href="/wiki/Scalp_hair_loss" class="mw-redirect" title="Scalp hair loss">scalp hair loss</a>, and <a href="/wiki/Hidradenitis_suppurativa" title="Hidradenitis suppurativa">hidradenitis suppurativa</a>. They act by suppressing testosterone levels and, in the case of antiandrogenic progestogens, by directly blocking the actions of androgens. </p> <div class="mw-heading mw-heading3"><h3 id="Androgen_excess">Androgen excess</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=21" title="Edit section: Androgen excess"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens are used to treat <a href="/wiki/Hyperandrogenism" title="Hyperandrogenism">hyperandrogenism</a>, such as due to <a href="/wiki/Polycystic_ovary_syndrome" title="Polycystic ovary syndrome">polycystic ovary syndrome</a> and <a href="/wiki/Congenital_adrenal_hyperplasia" title="Congenital adrenal hyperplasia">congenital adrenal hyperplasia</a>, in women. Examples include <a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">cyproterone acetate</a> and <a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">chlormadinone acetate</a>. </p> <div class="mw-heading mw-heading3"><h3 id="Appetite_stimulation">Appetite stimulation</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=22" title="Edit section: Appetite stimulation"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Certain progestins can be used at very high doses to <a href="/wiki/Appetite_stimulant" title="Appetite stimulant">increase appetite</a> in conditions like <a href="/wiki/Cachexia" title="Cachexia">cachexia</a>, <a href="/wiki/Anorexia_(symptom)" title="Anorexia (symptom)">anorexia</a>, and <a href="/wiki/Wasting_syndrome" class="mw-redirect" title="Wasting syndrome">wasting syndromes</a>. In general, they are used in combination with certain other steroid medications such as <a href="/wiki/Dexamethasone" title="Dexamethasone">dexamethasone</a>. Their effects take several weeks to become apparent, but are relatively long-lived when compared to those of <a href="/wiki/Corticosteroid" title="Corticosteroid">corticosteroids</a>. Furthermore, they are recognized as being the only medications to increase <a href="/wiki/Lean_body_mass" title="Lean body mass">lean body mass</a>. <a href="/wiki/Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a> is the lead drug of this class for the management of cachexia, and <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a> is also used.<sup id="cite_ref-pmid11332139_56-0" class="reference"><a href="#cite_note-pmid11332139-56"><span class="cite-bracket">[</span>43<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid12868546_57-0" class="reference"><a href="#cite_note-pmid12868546-57"><span class="cite-bracket">[</span>44<span class="cite-bracket">]</span></a></sup> The <a href="/wiki/Mechanism_of_action" title="Mechanism of action">mechanism of action</a> of the appetite-related effects of these two medications is unknown and may not be related to their progestogenic activity. Very high doses of other progestogens, like <a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">cyproterone acetate</a>, have minimal or no influence on appetite and weight. </p> <div class="mw-heading mw-heading2"><h2 id="Contraindications">Contraindications</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=23" title="Edit section: Contraindications"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><a href="/wiki/Contraindication" title="Contraindication">Contraindications</a> of progestogens may include <a href="/wiki/Breast_cancer" title="Breast cancer">breast cancer</a> and a history of <a href="/wiki/Venous_thromboembolism" class="mw-redirect" title="Venous thromboembolism">venous thromboembolism</a> among others.<sup id="cite_ref-58" class="reference"><a href="#cite_note-58"><span class="cite-bracket">[</span>45<span class="cite-bracket">]</span></a></sup><sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (July 2018)">citation needed</span></a></i>]</sup> </p> <div class="mw-heading mw-heading2"><h2 id="Side_effects">Side effects</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=24" title="Edit section: Side effects"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens have relatively few <a href="/wiki/Side_effect" title="Side effect">side effects</a> at typical dosages.<sup id="cite_ref-pmid2215269t_59-0" class="reference"><a href="#cite_note-pmid2215269t-59"><span class="cite-bracket">[</span>46<span class="cite-bracket">]</span></a></sup> Side effects of progestogens may include <a href="/wiki/Tiredness" class="mw-redirect" title="Tiredness">tiredness</a>, <a href="/wiki/Dysphoria" title="Dysphoria">dysphoria</a>, <a href="/wiki/Depression_(mood)" title="Depression (mood)">depression</a>, <a href="/wiki/Mood_(psychology)" title="Mood (psychology)">mood</a> changes, <a href="/wiki/Irregular_menstruation" title="Irregular menstruation">menstrual irregularities</a>, <a href="/wiki/Hypomenorrhea" title="Hypomenorrhea">hypomenorrhea</a>, <a href="/wiki/Edema" title="Edema">edema</a>, <a href="/wiki/Vaginal_dryness" class="mw-redirect" title="Vaginal dryness">vaginal dryness</a>, <a href="/wiki/Vaginal_atrophy" class="mw-redirect" title="Vaginal atrophy">vaginal atrophy</a>, <a href="/wiki/Headache" title="Headache">headaches</a>, <a href="/wiki/Nausea" title="Nausea">nausea</a>, <a href="/wiki/Breast_tenderness" class="mw-redirect" title="Breast tenderness">breast tenderness</a>, decreased <a href="/wiki/Libido" title="Libido">libido</a>.<sup id="cite_ref-pmid16112947t_1-15" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15358281_2-2" class="reference"><a href="#cite_note-pmid15358281-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid2215269t_59-1" class="reference"><a href="#cite_note-pmid2215269t-59"><span class="cite-bracket">[</span>46<span class="cite-bracket">]</span></a></sup> Progestins with androgenic activity, namely 19-nortestosterone derivatives, can also cause <a href="/wiki/Acne" title="Acne">acne</a>, <a href="/wiki/Hirsutism" title="Hirsutism">hirsutism</a>, <a href="/wiki/Seborrhea" class="mw-redirect" title="Seborrhea">seborrhea</a>, <a href="/wiki/Voice_deepening" class="mw-redirect" title="Voice deepening">voice deepening</a>, changes in <a href="/wiki/Liver_protein_production" class="mw-redirect" title="Liver protein production">liver protein production</a> (e.g., decreased <a href="/wiki/HDL_cholesterol" class="mw-redirect" title="HDL cholesterol">HDL cholesterol</a>, <a href="/wiki/Sex_hormone-binding_globulin" title="Sex hormone-binding globulin">sex hormone-binding globulin</a>), increased <a href="/wiki/Appetite" title="Appetite">appetite</a>, and <a href="/wiki/Weight_gain" title="Weight gain">weight gain</a>, among others.<sup id="cite_ref-pmid16112947t_1-16" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid2215269t_59-2" class="reference"><a href="#cite_note-pmid2215269t-59"><span class="cite-bracket">[</span>46<span class="cite-bracket">]</span></a></sup> Other side effects of progestogens may include an increased risk of <a href="/wiki/Breast_cancer" title="Breast cancer">breast cancer</a>, <a href="/wiki/Cardiovascular_disease" title="Cardiovascular disease">cardiovascular disease</a>, and <a href="/wiki/Blood_clot" class="mw-redirect" title="Blood clot">blood clots</a>, among others.<sup id="cite_ref-pmid15358281_2-3" class="reference"><a href="#cite_note-pmid15358281-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> Some of the side effects of progestogens are due not to their progestogenic activity but rather due to <a href="/wiki/Off-target_activity" title="Off-target activity">off-target activities</a> (e.g., <a href="/wiki/Androgen" title="Androgen">androgenic</a> activity, <a href="/wiki/Glucocorticoid" title="Glucocorticoid">glucocorticoid</a> activity, <a href="/wiki/Antimineralocorticoid" class="mw-redirect" title="Antimineralocorticoid">antimineralocorticoid</a> activity).<sup id="cite_ref-pmid16112947t_1-17" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid21414337_60-0" class="reference"><a href="#cite_note-pmid21414337-60"><span class="cite-bracket">[</span>47<span class="cite-bracket">]</span></a></sup> At high doses, due to their <a href="/wiki/Antigonadotropic" class="mw-redirect" title="Antigonadotropic">antigonadotropic</a> effects, progestogens can cause <a href="/wiki/Hypogonadism" title="Hypogonadism">low sex hormone levels</a> and associated side effects like diminished <a href="/wiki/Secondary_sexual_characteristics" class="mw-redirect" title="Secondary sexual characteristics">secondary sexual characteristics</a>, <a href="/wiki/Sexual_dysfunction" title="Sexual dysfunction">sexual dysfunction</a> (e.g., reduced <a href="/wiki/Sex_drive" class="mw-redirect" title="Sex drive">sex drive</a> and <a href="/wiki/Erectile_dysfunction" title="Erectile dysfunction">erectile dysfunction</a>), reversible <a href="/wiki/Infertility" title="Infertility">infertility</a>, reduced <a href="/wiki/Bone_mineral_density" class="mw-redirect" title="Bone mineral density">bone mineral density</a>, and an increased risk of <a href="/wiki/Bone_fracture" title="Bone fracture">bone fractures</a>, both in men and in <a href="/wiki/Premenopause" class="mw-redirect" title="Premenopause">premenopausal</a> women.<sup id="cite_ref-pmid20459370_3-1" class="reference"><a href="#cite_note-pmid20459370-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </p> <table class="wikitable mw-collapsible mw-collapsed" style="font-size: small; margin-left: auto; margin-right: auto; border: none; text-align:center;"> <caption class="nowrap"><style data-mw-deduplicate="TemplateStyles:r1129693374">.mw-parser-output .hlist dl,.mw-parser-output .hlist ol,.mw-parser-output .hlist ul{margin:0;padding:0}.mw-parser-output .hlist dd,.mw-parser-output .hlist dt,.mw-parser-output .hlist li{margin:0;display:inline}.mw-parser-output .hlist.inline,.mw-parser-output .hlist.inline dl,.mw-parser-output .hlist.inline ol,.mw-parser-output .hlist.inline ul,.mw-parser-output .hlist dl dl,.mw-parser-output .hlist dl ol,.mw-parser-output .hlist dl ul,.mw-parser-output .hlist ol dl,.mw-parser-output .hlist ol ol,.mw-parser-output .hlist ol ul,.mw-parser-output .hlist ul dl,.mw-parser-output .hlist ul ol,.mw-parser-output .hlist ul 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.navbar ul{display:inline-block;white-space:nowrap;line-height:inherit}.mw-parser-output .navbar-brackets::before{margin-right:-0.125em;content:"[ "}.mw-parser-output .navbar-brackets::after{margin-left:-0.125em;content:" ]"}.mw-parser-output .navbar li{word-spacing:-0.125em}.mw-parser-output .navbar a>span,.mw-parser-output .navbar a>abbr{text-decoration:inherit}.mw-parser-output .navbar-mini abbr{font-variant:small-caps;border-bottom:none;text-decoration:none;cursor:inherit}.mw-parser-output .navbar-ct-full{font-size:114%;margin:0 7em}.mw-parser-output .navbar-ct-mini{font-size:114%;margin:0 4em}html.skin-theme-clientpref-night .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}@media(prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}}@media print{.mw-parser-output .navbar{display:none!important}}</style><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Results_of_the_Women%27s_Health_Initiative_menopausal_hormone_therapy_randomized_controlled_trials" title="Template:Results of the Women's Health Initiative menopausal hormone therapy randomized controlled trials"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Results_of_the_Women%27s_Health_Initiative_menopausal_hormone_therapy_randomized_controlled_trials" title="Template talk:Results of the Women's Health Initiative menopausal hormone therapy randomized controlled trials"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Results_of_the_Women%27s_Health_Initiative_menopausal_hormone_therapy_randomized_controlled_trials" title="Special:EditPage/Template:Results of the Women's Health Initiative menopausal hormone therapy randomized controlled trials"><abbr title="Edit this template">e</abbr></a></li></ul></div> <span style="font-size:105%;">Results of the Women's Health Initiative (WHI) menopausal hormone therapy randomized controlled trials</span> </caption> <tbody><tr> <th rowspan="2">Clinical outcome </th> <th rowspan="2">Hypothesized <br />effect on risk </th> <th colspan="3"><a href="/wiki/Estrogen_(medication)" title="Estrogen (medication)">Estrogen</a> and progestogen<br />(<a href="/wiki/Conjugated_estrogens" title="Conjugated estrogens"><abbr title="conjugated estrogens">CEs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip conjugated estrogens</span> 0.625 mg/day p.o. + <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate"><abbr title="medroxyprogesterone acetate">MPA</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip medroxyprogesterone acetate</span> 2.5 mg/day p.o.)<br />(n = 16,608, with uterus, 5.2–5.6 years follow up) </th> <th colspan="3"><a href="/wiki/Estrogen_(medication)" title="Estrogen (medication)">Estrogen</a> alone<br />(<a href="/wiki/Conjugated_estrogens" title="Conjugated estrogens"><abbr title="Conjugated estrogens">CEs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Conjugated estrogens</span> 0.625 mg/day p.o.)<br />(n = 10,739, no uterus, 6.8–7.1 years follow up) </th></tr> <tr> <th width="100px"><a href="/wiki/Hazard_ratio" title="Hazard ratio"><abbr title="Hazard ratio">HR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Hazard ratio</span> </th> <th width="100px">95% <a href="/wiki/Confidence_interval" title="Confidence interval"><abbr title="Confidence interval">CI</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Confidence interval</span> </th> <th width="100px"><a href="/wiki/Attributable_risk" class="mw-redirect" title="Attributable risk"><abbr title="Attributable risk">AR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Attributable risk</span> </th> <th width="100px"><a href="/wiki/Hazard_ratio" title="Hazard ratio"><abbr title="Hazard ratio">HR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Hazard ratio</span> </th> <th width="100px">95% <a href="/wiki/Confidence_interval" title="Confidence interval"><abbr title="Confidence interval">CI</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Confidence interval</span> </th> <th width="100px"><a href="/wiki/Attributable_risk" class="mw-redirect" title="Attributable risk"><abbr title="Attributable risk">AR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Attributable risk</span> </th></tr> <tr> <td style="text-align: left;"><a href="/wiki/Coronary_heart_disease" class="mw-redirect" title="Coronary heart disease">Coronary heart disease</a> </td> <td>Decreased </td> <td style="background: #ffcccb;">1.24 </td> <td>1.00–1.54 </td> <td style="background: #ffcccb;">+6 / 10,000 PYs </td> <td style="background: #cffbd4;">0.95 </td> <td>0.79–1.15 </td> <td style="background: #cffbd4;">−3 / 10,000 PYs </td></tr> <tr> <td style="text-align: left;"><a href="/wiki/Stroke" title="Stroke">Stroke</a> </td> <td>Decreased </td> <td style="background: #ffcccb;">1.31 </td> <td>1.02–1.68 </td> <td style="background: #ffcccb;">+8 / 10,000 PYs </td> <td style="background: #ffcccb;">1.37 </td> <td>1.09–1.73 </td> <td style="background: #ffcccb;">+12 / 10,000 PYs </td></tr> <tr> <td style="text-align: left;"><a href="/wiki/Pulmonary_embolism" title="Pulmonary embolism">Pulmonary embolism</a> </td> <td>Increased </td> <td style="background: #ffcccb;">2.13 </td> <td>1.45–3.11 </td> <td style="background: #ffcccb;">+10 / 10,000 PYs </td> <td style="background: #ffcccb;">1.37 </td> <td>0.90–2.07 </td> <td style="background: #ffcccb;">+4 / 10,000 PYs </td></tr> <tr> <td style="text-align: left;"><a href="/wiki/Venous_thromboembolism" class="mw-redirect" title="Venous thromboembolism">Venous thromboembolism</a> </td> <td>Increased </td> <td style="background: #ffcccb;">2.06 </td> <td>1.57–2.70 </td> <td style="background: #ffcccb;">+18 / 10,000 PYs </td> <td style="background: #ffcccb;">1.32 </td> <td>0.99–1.75 </td> <td style="background: #ffcccb;">+8 / 10,000 PYs </td></tr> <tr> <td style="text-align: left;"><a href="/wiki/Breast_cancer" title="Breast cancer">Breast cancer</a> </td> <td>Increased </td> <td style="background: #ffcccb;">1.24 </td> <td>1.02–1.50 </td> <td style="background: #ffcccb;">+8 / 10,000 PYs </td> <td style="background: #cffbd4;">0.80 </td> <td>0.62–1.04 </td> <td style="background: #cffbd4;">−6 / 10,000 PYs </td></tr> <tr> <td style="text-align: left;"><a href="/wiki/Colorectal_cancer" title="Colorectal cancer">Colorectal cancer</a> </td> <td>Decreased </td> <td style="background: #cffbd4;">0.56 </td> <td>0.38–0.81 </td> <td style="background: #cffbd4;">−7 / 10,000 PYs </td> <td style="background: #ffcccb;">1.08 </td> <td>0.75–1.55 </td> <td style="background: #ffcccb;">+1 / 10,000 PYs </td></tr> <tr> <td style="text-align: left;"><a href="/wiki/Endometrial_cancer" title="Endometrial cancer">Endometrial cancer</a> </td> <td>– </td> <td style="background: #cffbd4;">0.81 </td> <td>0.48–1.36 </td> <td style="background: #cffbd4;">−1 / 10,000 PYs </td> <td>– </td> <td>– </td> <td>– </td></tr> <tr> <td style="text-align: left;"><a href="/wiki/Hip_fracture" title="Hip fracture">Hip fractures</a> </td> <td>Decreased </td> <td style="background: #cffbd4;">0.67 </td> <td>0.47–0.96 </td> <td style="background: #cffbd4;">−5 / 10,000 PYs </td> <td style="background: #cffbd4;">0.65 </td> <td>0.45–0.94 </td> <td style="background: #cffbd4;">−7 / 10,000 PYs </td></tr> <tr> <td style="text-align: left;">Total <a href="/wiki/Bone_fracture" title="Bone fracture">fractures</a> </td> <td>Decreased </td> <td style="background: #cffbd4;">0.76 </td> <td>0.69–0.83 </td> <td style="background: #cffbd4;">−47 / 10,000 PYs </td> <td style="background: #cffbd4;">0.71 </td> <td>0.64–0.80 </td> <td style="background: #cffbd4;">−53 / 10,000 PYs </td></tr> <tr> <td style="text-align: left;">Total <a href="/wiki/Mortality_rate" title="Mortality rate">mortality</a> </td> <td>Decreased </td> <td style="background: #cffbd4;">0.98 </td> <td>0.82–1.18 </td> <td style="background: #cffbd4;">−1 / 10,000 PYs </td> <td style="background: #ffcccb;">1.04 </td> <td>0.91–1.12 </td> <td style="background: #ffcccb;">+3 / 10,000 PYs </td></tr> <tr> <td style="text-align: left;">Global index </td> <td>– </td> <td style="background: #ffcccb;">1.15 </td> <td>1.03–1.28 </td> <td style="background: #ffcccb;">+19 / 10,000 PYs </td> <td style="background: #ffcccb;">1.01 </td> <td>1.09–1.12 </td> <td style="background: #ffcccb;">+2 / 10,000 PYs </td></tr> <tr> <td style="text-align: left;"><a href="/wiki/Diabetes" title="Diabetes">Diabetes</a> </td> <td>– </td> <td style="background: #cffbd4;">0.79 </td> <td>0.67–0.93 </td> <td> </td> <td style="background: #cffbd4;">0.88 </td> <td>0.77–1.01 </td> <td> </td></tr> <tr> <td style="text-align: left;"><a href="/wiki/Gallbladder_disease" title="Gallbladder disease">Gallbladder disease</a> </td> <td>Increased </td> <td style="background: #ffcccb;">1.59 </td> <td>1.28–1.97 </td> <td> </td> <td style="background: #ffcccb;">1.67 </td> <td>1.35–2.06 </td> <td> </td></tr> <tr> <td style="text-align: left;"><a href="/wiki/Stress_incontinence" title="Stress incontinence">Stress incontinence</a> </td> <td>– </td> <td style="background: #ffcccb;">1.87 </td> <td>1.61–2.18 </td> <td> </td> <td style="background: #ffcccb;">2.15 </td> <td>1.77–2.82 </td> <td> </td></tr> <tr> <td style="text-align: left;"><a href="/wiki/Urge_incontinence" class="mw-redirect" title="Urge incontinence">Urge incontinence</a> </td> <td>– </td> <td style="background: #ffcccb;">1.15 </td> <td>0.99–1.34 </td> <td> </td> <td style="background: #ffcccb;">1.32 </td> <td>1.10–1.58 </td> <td> </td></tr> <tr> <td style="text-align: left;"><a href="/wiki/Peripheral_artery_disease" title="Peripheral artery disease">Peripheral artery disease</a> </td> <td>– </td> <td style="background: #cffbd4;">0.89 </td> <td>0.63–1.25 </td> <td> </td> <td style="background: #ffcccb;">1.32 </td> <td>0.99–1.77 </td> <td> </td></tr> <tr> <td style="text-align: left;">Probable <a href="/wiki/Dementia" title="Dementia">dementia</a> </td> <td>Decreased </td> <td style="background: #ffcccb;">2.05 </td> <td>1.21–3.48 </td> <td> </td> <td style="background: #ffcccb;">1.49 </td> <td>0.83–2.66 </td> <td> </td></tr> <tr> <td colspan="8" style="width: 1px; background-color:#eaecf0; text-align: center;"><b>Abbreviations:</b> CEs = <a href="/wiki/Conjugated_estrogens" title="Conjugated estrogens">conjugated estrogens</a>. MPA = <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a>. p.o. = <a href="/wiki/Per_oral" class="mw-redirect" title="Per oral">per oral</a>. HR = <a href="/wiki/Hazard_ratio" title="Hazard ratio">hazard ratio</a>. AR = <a href="/wiki/Attributable_risk" class="mw-redirect" title="Attributable risk">attributable risk</a>. PYs = <a href="/wiki/Person%E2%80%93years" class="mw-redirect" title="Person–years">person–years</a>. CI = <a href="/wiki/Confidence_interval" title="Confidence interval">confidence interval</a>. <b>Notes:</b> <a href="/wiki/Sample_size" class="mw-redirect" title="Sample size">Sample sizes</a> (n) include <a href="/wiki/Placebo" title="Placebo">placebo</a> recipients, which were about half of patients. "Global index" is defined for each woman as the time to earliest diagnosis for <a href="/wiki/Coronary_heart_disease" class="mw-redirect" title="Coronary heart disease">coronary heart disease</a>, <a href="/wiki/Stroke" title="Stroke">stroke</a>, <a href="/wiki/Pulmonary_embolism" title="Pulmonary embolism">pulmonary embolism</a>, <a href="/wiki/Breast_cancer" title="Breast cancer">breast cancer</a>, <a href="/wiki/Colorectal_cancer" title="Colorectal cancer">colorectal cancer</a>, <a href="/wiki/Endometrial_cancer" title="Endometrial cancer">endometrial cancer</a> (estrogen plus progestogen group only), <a href="/wiki/Hip_fracture" title="Hip fracture">hip fractures</a>, and <a href="/wiki/Death" title="Death">death</a> from other causes. <b>Sources:</b> See template. </td></tr></tbody></table> <div class="mw-heading mw-heading3"><h3 id="Mood_changes">Mood changes</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=25" title="Edit section: Mood changes"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading4"><h4 id="Birth_control_2">Birth control</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=26" title="Edit section: Birth control"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The available evidence on the risk of <a href="/wiki/Mood_(psychology)" title="Mood (psychology)">mood</a> changes and <a href="/wiki/Depression_(mood)" title="Depression (mood)">depression</a> with progestogens in <a href="/wiki/Hormonal_birth_control" class="mw-redirect" title="Hormonal birth control">hormonal birth control</a> is limited.<sup id="cite_ref-pmid27636867_61-0" class="reference"><a href="#cite_note-pmid27636867-61"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22467147_62-0" class="reference"><a href="#cite_note-pmid22467147-62"><span class="cite-bracket">[</span>49<span class="cite-bracket">]</span></a></sup> As of 2019, there is no consistent evidence for adverse effects on mood of hormonal birth control, including <a href="/wiki/Progestogen-only_birth_control" class="mw-redirect" title="Progestogen-only birth control">progestogen-only birth control</a> and <a href="/wiki/Combined_birth_control" class="mw-redirect" title="Combined birth control">combined birth control</a>, in the general population.<sup id="cite_ref-pmid31172309_63-0" class="reference"><a href="#cite_note-pmid31172309-63"><span class="cite-bracket">[</span>50<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29496297_64-0" class="reference"><a href="#cite_note-pmid29496297-64"><span class="cite-bracket">[</span>51<span class="cite-bracket">]</span></a></sup> Most women taking <a href="/wiki/Combined_birth_control" class="mw-redirect" title="Combined birth control">combined birth control</a> experience no influence or a beneficial effect on mood.<sup id="cite_ref-pmid27636867_61-1" class="reference"><a href="#cite_note-pmid27636867-61"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29496297_64-1" class="reference"><a href="#cite_note-pmid29496297-64"><span class="cite-bracket">[</span>51<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22467147_62-1" class="reference"><a href="#cite_note-pmid22467147-62"><span class="cite-bracket">[</span>49<span class="cite-bracket">]</span></a></sup> Adverse effects on mood appear to be infrequent, occurring only in a small percentage of women.<sup id="cite_ref-pmid27636867_61-2" class="reference"><a href="#cite_note-pmid27636867-61"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29496297_64-2" class="reference"><a href="#cite_note-pmid29496297-64"><span class="cite-bracket">[</span>51<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22467147_62-2" class="reference"><a href="#cite_note-pmid22467147-62"><span class="cite-bracket">[</span>49<span class="cite-bracket">]</span></a></sup> About 5 to 10% of women experience negative mood changes with combined birth control pills, and about 5% of women discontinue birth control pills due to such changes.<sup id="cite_ref-pmid22136510_65-0" class="reference"><a href="#cite_note-pmid22136510-65"><span class="cite-bracket">[</span>52<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid27636867_61-3" class="reference"><a href="#cite_note-pmid27636867-61"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup> A study of about 4,000 women found that progestogen-only birth control with <a href="/wiki/Depot_effect" class="mw-redirect" title="Depot effect">depot</a> <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a> had an incidence of depression of 1.5% and discontinuation due to depression of 0.5%.<sup id="cite_ref-pmid29496297_64-3" class="reference"><a href="#cite_note-pmid29496297-64"><span class="cite-bracket">[</span>51<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid18470526_66-0" class="reference"><a href="#cite_note-pmid18470526-66"><span class="cite-bracket">[</span>53<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid9649914_67-0" class="reference"><a href="#cite_note-pmid9649914-67"><span class="cite-bracket">[</span>54<span class="cite-bracket">]</span></a></sup> Beneficial effects of hormonal birth control such as decreased <a href="/wiki/Menstrual_pain" class="mw-redirect" title="Menstrual pain">menstrual pain</a> and <a href="/wiki/Menstrual_bleeding" class="mw-redirect" title="Menstrual bleeding">bleeding</a> may positively influence mood.<sup id="cite_ref-pmid27636867_61-4" class="reference"><a href="#cite_note-pmid27636867-61"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup> </p><p>A 2018 <a href="/wiki/Systematic_review" title="Systematic review">systematic review</a> of 26 studies, including 5 <a href="/wiki/Randomized_controlled_trial" title="Randomized controlled trial">randomized controlled trials</a> and 21 <a href="/wiki/Observational_study" title="Observational study">observational studies</a>, found that the overall evidence showed no association between <a href="/wiki/Progestogen-only_birth_control" class="mw-redirect" title="Progestogen-only birth control">progestogen-only birth control</a> and depression.<sup id="cite_ref-pmid29496297_64-4" class="reference"><a href="#cite_note-pmid29496297-64"><span class="cite-bracket">[</span>51<span class="cite-bracket">]</span></a></sup> The progestins assessed included depot <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a>, <a href="/wiki/Levonorgestrel" title="Levonorgestrel">levonorgestrel</a>-containing <a href="/wiki/Contraceptive_implant" title="Contraceptive implant">contraceptive implants</a> and <a href="/wiki/Hormonal_IUDs" class="mw-redirect" title="Hormonal IUDs">intrauterine devices</a>, and <a href="/wiki/Progestogen-only_birth_control_pill" class="mw-redirect" title="Progestogen-only birth control pill">progestogen-only birth control pills</a>.<sup id="cite_ref-pmid29496297_64-5" class="reference"><a href="#cite_note-pmid29496297-64"><span class="cite-bracket">[</span>51<span class="cite-bracket">]</span></a></sup> Findings of large observational studies are mixed due to prominent <a href="/wiki/Confounding_factor" class="mw-redirect" title="Confounding factor">confounding factors</a>, but overall show no association of hormonal birth control with depression.<sup id="cite_ref-pmid31172309_63-1" class="reference"><a href="#cite_note-pmid31172309-63"><span class="cite-bracket">[</span>50<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29496297_64-6" class="reference"><a href="#cite_note-pmid29496297-64"><span class="cite-bracket">[</span>51<span class="cite-bracket">]</span></a></sup> Randomized controlled trials typically do not find clinically significant influences of hormonal birth control on mood.<sup id="cite_ref-pmid31172309_63-2" class="reference"><a href="#cite_note-pmid31172309-63"><span class="cite-bracket">[</span>50<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29496297_64-7" class="reference"><a href="#cite_note-pmid29496297-64"><span class="cite-bracket">[</span>51<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Literature_review" title="Literature review">Reviews</a> from before 1980 reported a high incidence of adverse mood effects with combined birth control pills.<sup id="cite_ref-pmid27636867_61-5" class="reference"><a href="#cite_note-pmid27636867-61"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup> However, doses of estrogens and progestogens in birth control pills before 1980 were considerably higher than those used today, and these doses frequently caused unpleasant side effects that may have unfavorably influenced mood.<sup id="cite_ref-pmid27636867_61-6" class="reference"><a href="#cite_note-pmid27636867-61"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid11585017_68-0" class="reference"><a href="#cite_note-pmid11585017-68"><span class="cite-bracket">[</span>55<span class="cite-bracket">]</span></a></sup> </p><p>Mood with birth control pills may be better with monophasic and continuous formulations than with triphasic and cyclic formulations.<sup id="cite_ref-pmid27636867_61-7" class="reference"><a href="#cite_note-pmid27636867-61"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22136510_65-1" class="reference"><a href="#cite_note-pmid22136510-65"><span class="cite-bracket">[</span>52<span class="cite-bracket">]</span></a></sup> Limited and inconsistent evidence supports differences in mood with hormonal birth control using different doses of ethinylestradiol or different <a href="/wiki/Route_of_administration" title="Route of administration">routes of administration</a>, such as birth control pills versus <a href="/wiki/Contraceptive_vaginal_ring" title="Contraceptive vaginal ring">contraceptive vaginal rings</a> and <a href="/wiki/Contraceptive_patch" title="Contraceptive patch">contraceptive patches</a>.<sup id="cite_ref-pmid27636867_61-8" class="reference"><a href="#cite_note-pmid27636867-61"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22136510_65-2" class="reference"><a href="#cite_note-pmid22136510-65"><span class="cite-bracket">[</span>52<span class="cite-bracket">]</span></a></sup> Combined birth control with less <a href="/wiki/Androgenic" class="mw-redirect" title="Androgenic">androgenic</a> or <a href="/wiki/Antiandrogen" title="Antiandrogen">antiandrogenic</a> progestins like <a href="/wiki/Desogestrel" title="Desogestrel">desogestrel</a>, <a href="/wiki/Gestodene" title="Gestodene">gestodene</a>, and <a href="/wiki/Drospirenone" title="Drospirenone">drospirenone</a> may have a more favorable influence on mood than birth control with more androgenic progestins like <a href="/wiki/Levonorgestrel" title="Levonorgestrel">levonorgestrel</a>.<sup id="cite_ref-pmid27636867_61-9" class="reference"><a href="#cite_note-pmid27636867-61"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22136510_65-3" class="reference"><a href="#cite_note-pmid22136510-65"><span class="cite-bracket">[</span>52<span class="cite-bracket">]</span></a></sup> However, <a href="/wiki/Androgen" title="Androgen">androgen</a> supplementation with hormonal birth control has also been reported to improve mood.<sup id="cite_ref-pmid27636867_61-10" class="reference"><a href="#cite_note-pmid27636867-61"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup> </p><p>Hormonal birth control that suppresses <a href="/wiki/Ovulation" title="Ovulation">ovulation</a> is effective in the treatment of <a href="/wiki/Premenstrual_dysphoric_disorder" title="Premenstrual dysphoric disorder">premenstrual dysphoric disorder</a> (PMDD).<sup id="cite_ref-pmid31172309_63-3" class="reference"><a href="#cite_note-pmid31172309-63"><span class="cite-bracket">[</span>50<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31078196_69-0" class="reference"><a href="#cite_note-pmid31078196-69"><span class="cite-bracket">[</span>56<span class="cite-bracket">]</span></a></sup> Combined birth control pills containing <a href="/wiki/Drospirenone" title="Drospirenone">drospirenone</a> are approved for the treatment of PMDD and may be particularly beneficial due to the <a href="/wiki/Antimineralocorticoid" class="mw-redirect" title="Antimineralocorticoid">antimineralocorticoid</a> activity of drospirenone.<sup id="cite_ref-pmid31172309_63-4" class="reference"><a href="#cite_note-pmid31172309-63"><span class="cite-bracket">[</span>50<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-70" class="reference"><a href="#cite_note-70"><span class="cite-bracket">[</span>57<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29137347_71-0" class="reference"><a href="#cite_note-pmid29137347-71"><span class="cite-bracket">[</span>58<span class="cite-bracket">]</span></a></sup> Studies on the influence of hormonal birth control on mood in women with existing <a href="/wiki/Mood_disorder" title="Mood disorder">mood disorders</a> or <a href="/wiki/Polycystic_ovary_syndrome" title="Polycystic ovary syndrome">polycystic ovary syndrome</a> are limited and mixed.<sup id="cite_ref-pmid31172309_63-5" class="reference"><a href="#cite_note-pmid31172309-63"><span class="cite-bracket">[</span>50<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid27636867_61-11" class="reference"><a href="#cite_note-pmid27636867-61"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup> Women with underlying mood disorders may be more likely to experience mood changes with hormonal birth control.<sup id="cite_ref-pmid27636867_61-12" class="reference"><a href="#cite_note-pmid27636867-61"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31172309_63-6" class="reference"><a href="#cite_note-pmid31172309-63"><span class="cite-bracket">[</span>50<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31701260_72-0" class="reference"><a href="#cite_note-pmid31701260-72"><span class="cite-bracket">[</span>59<span class="cite-bracket">]</span></a></sup> A 2016 systematic review found based on limited evidence from 6 studies that hormonal birth control, including combined birth control pills, depot medroxyprogesterone acetate, and levonorgestrel-containing intrauterine devices, was not associated with worse outcomes compared to non-use in women with <a href="/wiki/Depressive_disorder" class="mw-redirect" title="Depressive disorder">depressive</a> or <a href="/wiki/Bipolar_disorder" title="Bipolar disorder">bipolar disorders</a>.<sup id="cite_ref-pmid27364100_73-0" class="reference"><a href="#cite_note-pmid27364100-73"><span class="cite-bracket">[</span>60<span class="cite-bracket">]</span></a></sup> A 2008 <a href="/wiki/Cochrane_(organization)" class="mw-redirect" title="Cochrane (organization)">Cochrane</a> review found a greater likelihood of <a href="/wiki/Postpartum_depression" title="Postpartum depression">postpartum depression</a> in women given <a href="/wiki/Norethisterone_enanthate" title="Norethisterone enanthate">norethisterone enanthate</a> as a form of <a href="/wiki/Progestogen-only_injectable_birth_control" class="mw-redirect" title="Progestogen-only injectable birth control">progestogen-only injectable birth control</a>, and recommended caution on the use of progestogen-only birth control in the <a href="/wiki/Postpartum" class="mw-redirect" title="Postpartum">postpartum</a> period.<sup id="cite_ref-pmid18843619_74-0" class="reference"><a href="#cite_note-pmid18843619-74"><span class="cite-bracket">[</span>61<span class="cite-bracket">]</span></a></sup> </p><p>Studies suggest a <a href="/wiki/Negativity_bias" title="Negativity bias">negativity bias</a> in <a href="/wiki/Emotion_recognition" title="Emotion recognition">emotion recognition</a> and <a href="/wiki/Emotionality" title="Emotionality">reactivity</a> with hormonal birth control.<sup id="cite_ref-pmid31701260_72-1" class="reference"><a href="#cite_note-pmid31701260-72"><span class="cite-bracket">[</span>59<span class="cite-bracket">]</span></a></sup> Some data suggests blunted <a href="/wiki/Reward_system" title="Reward system">reward</a> responses and potential dysregulation of the <a href="/wiki/Stress_response" class="mw-redirect" title="Stress response">stress response</a> with hormonal birth control in some women.<sup id="cite_ref-pmid31701260_72-2" class="reference"><a href="#cite_note-pmid31701260-72"><span class="cite-bracket">[</span>59<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31172309_63-7" class="reference"><a href="#cite_note-pmid31172309-63"><span class="cite-bracket">[</span>50<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Hormone_therapy_2">Hormone therapy</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=27" title="Edit section: Hormone therapy"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Estrogen therapy appears to have a beneficial influence on mood in <a href="/wiki/Depression_(mood)" title="Depression (mood)">depressed</a> and <a href="/wiki/Euthymia_(medicine)" title="Euthymia (medicine)">euthymic</a> <a href="/wiki/Perimenopausal" class="mw-redirect" title="Perimenopausal">perimenopausal</a> women.<sup id="cite_ref-pmid30182804_75-0" class="reference"><a href="#cite_note-pmid30182804-75"><span class="cite-bracket">[</span>62<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31740049_76-0" class="reference"><a href="#cite_note-pmid31740049-76"><span class="cite-bracket">[</span>63<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31581598_77-0" class="reference"><a href="#cite_note-pmid31581598-77"><span class="cite-bracket">[</span>64<span class="cite-bracket">]</span></a></sup> Conversely, research on combined estrogen and progestogen therapy for depressive symptoms in menopausal women is scarce and inconclusive.<sup id="cite_ref-pmid30182804_75-1" class="reference"><a href="#cite_note-pmid30182804-75"><span class="cite-bracket">[</span>62<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31740049_76-1" class="reference"><a href="#cite_note-pmid31740049-76"><span class="cite-bracket">[</span>63<span class="cite-bracket">]</span></a></sup> Some researchers contend that progestogens have an adverse influence on mood and reduce the benefits of estrogens on mood,<sup id="cite_ref-pmid25203891_78-0" class="reference"><a href="#cite_note-pmid25203891-78"><span class="cite-bracket">[</span>65<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid9203229_79-0" class="reference"><a href="#cite_note-pmid9203229-79"><span class="cite-bracket">[</span>66<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15358281_2-4" class="reference"><a href="#cite_note-pmid15358281-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> whereas other researchers maintain that progestogens have no adverse influence on mood.<sup id="cite_ref-Lobo2007_80-0" class="reference"><a href="#cite_note-Lobo2007-80"><span class="cite-bracket">[</span>67<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid25308388_81-0" class="reference"><a href="#cite_note-pmid25308388-81"><span class="cite-bracket">[</span>68<span class="cite-bracket">]</span></a></sup> Progesterone differs from progestins in terms of effects in the <a href="/wiki/Brain" title="Brain">brain</a> and might have different effects on mood in comparison.<sup id="cite_ref-pmid15358281_2-5" class="reference"><a href="#cite_note-pmid15358281-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid24680649_82-0" class="reference"><a href="#cite_note-pmid24680649-82"><span class="cite-bracket">[</span>69<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid16112947t_1-18" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> The available evidence, although limited, suggests no adverse influence of progesterone on mood when used in menopausal hormone therapy.<sup id="cite_ref-pmid29962247_83-0" class="reference"><a href="#cite_note-pmid29962247-83"><span class="cite-bracket">[</span>70<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Sexual_function">Sexual function</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=28" title="Edit section: Sexual function"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>In most women, <a href="/wiki/Sexual_desire" title="Sexual desire">sexual desire</a> is unchanged or increased with combined birth control pills.<sup id="cite_ref-pmid23320933_84-0" class="reference"><a href="#cite_note-pmid23320933-84"><span class="cite-bracket">[</span>71<span class="cite-bracket">]</span></a></sup> This is despite an increase in <a href="/wiki/Sex_hormone-binding_globulin" title="Sex hormone-binding globulin">sex hormone-binding globulin</a> (SHBG) levels and a decrease in total and free <a href="/wiki/Testosterone" title="Testosterone">testosterone</a> levels.<sup id="cite_ref-pmid23320933_84-1" class="reference"><a href="#cite_note-pmid23320933-84"><span class="cite-bracket">[</span>71<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid24082040_85-0" class="reference"><a href="#cite_note-pmid24082040-85"><span class="cite-bracket">[</span>72<span class="cite-bracket">]</span></a></sup> However, findings are conflicting, and more research is needed.<sup id="cite_ref-pmid31242625_86-0" class="reference"><a href="#cite_note-pmid31242625-86"><span class="cite-bracket">[</span>73<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Blood_clots">Blood clots</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=29" title="Edit section: Blood clots"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><a href="/wiki/Venous_thromboembolism" class="mw-redirect" title="Venous thromboembolism">Venous thromboembolism</a> (VTE) consists of <a href="/wiki/Deep_vein_thrombosis" title="Deep vein thrombosis">deep vein thrombosis</a> (DVT) and <a href="/wiki/Pulmonary_embolism" title="Pulmonary embolism">pulmonary embolism</a> (PE).<sup id="cite_ref-NIH2019_87-0" class="reference"><a href="#cite_note-NIH2019-87"><span class="cite-bracket">[</span>74<span class="cite-bracket">]</span></a></sup> DVT is a <a href="/wiki/Blood_clot" class="mw-redirect" title="Blood clot">blood clot</a> in a <a href="/wiki/Deep_vein" title="Deep vein">deep vein</a>, most commonly in the <a href="/wiki/Leg" title="Leg">legs</a>, while PE occurs when a clot breaks free and blocks an <a href="/wiki/Pulmonary_artery" title="Pulmonary artery">artery</a> in the <a href="/wiki/Lung" title="Lung">lungs</a>.<sup id="cite_ref-NIH2019_87-1" class="reference"><a href="#cite_note-NIH2019-87"><span class="cite-bracket">[</span>74<span class="cite-bracket">]</span></a></sup> VTE is a rare but potentially fatal <a href="/wiki/Cardiovascular_event" class="mw-redirect" title="Cardiovascular event">cardiovascular event</a>.<sup id="cite_ref-NIH2019_87-2" class="reference"><a href="#cite_note-NIH2019-87"><span class="cite-bracket">[</span>74<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Estrogen_(medication)" title="Estrogen (medication)">Estrogens</a> and progestogens can increase <a href="/wiki/Coagulation" title="Coagulation">coagulation</a> by modulating <a href="/wiki/Biosynthesis" title="Biosynthesis">synthesis</a> of <a href="/wiki/Coagulation_factor" class="mw-redirect" title="Coagulation factor">coagulation factors</a>.<sup id="cite_ref-pmid16112947t_1-19" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23384742_88-0" class="reference"><a href="#cite_note-pmid23384742-88"><span class="cite-bracket">[</span>75<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid27793376_89-0" class="reference"><a href="#cite_note-pmid27793376-89"><span class="cite-bracket">[</span>76<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid30447140_90-0" class="reference"><a href="#cite_note-pmid30447140-90"><span class="cite-bracket">[</span>77<span class="cite-bracket">]</span></a></sup> As a result, they increase the risk of VTE, especially during <a href="/wiki/Pregnancy" title="Pregnancy">pregnancy</a> when estrogen and progesterone levels are very high as well as during the <a href="/wiki/Postpartum" class="mw-redirect" title="Postpartum">postpartum</a> period.<sup id="cite_ref-pmid23384742_88-1" class="reference"><a href="#cite_note-pmid23384742-88"><span class="cite-bracket">[</span>75<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid27793376_89-1" class="reference"><a href="#cite_note-pmid27793376-89"><span class="cite-bracket">[</span>76<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23633191_91-0" class="reference"><a href="#cite_note-pmid23633191-91"><span class="cite-bracket">[</span>78<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Physiological" class="mw-redirect" title="Physiological">Physiological</a> levels of estrogen and/or progesterone may also influence risk of VTE—with late <a href="/wiki/Menopause" title="Menopause">menopause</a> (≥55 years) being associated with greater risk than early menopause (≤45 years).<sup id="cite_ref-pmid16409454_92-0" class="reference"><a href="#cite_note-pmid16409454-92"><span class="cite-bracket">[</span>79<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23760439_93-0" class="reference"><a href="#cite_note-pmid23760439-93"><span class="cite-bracket">[</span>80<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Progestogen_monotherapy">Progestogen monotherapy</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=30" title="Edit section: Progestogen monotherapy"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens when used by themselves at typical clinical dosages, for instance in <a href="/wiki/Progestogen-only_birth_control" class="mw-redirect" title="Progestogen-only birth control">progestogen-only birth control</a>, do not affect coagulation<sup id="cite_ref-pmid21538049_94-0" class="reference"><a href="#cite_note-pmid21538049-94"><span class="cite-bracket">[</span>81<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid14670643_95-0" class="reference"><a href="#cite_note-pmid14670643-95"><span class="cite-bracket">[</span>82<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid17056444_96-0" class="reference"><a href="#cite_note-pmid17056444-96"><span class="cite-bracket">[</span>83<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid8794429_97-0" class="reference"><a href="#cite_note-pmid8794429-97"><span class="cite-bracket">[</span>84<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23384742_88-2" class="reference"><a href="#cite_note-pmid23384742-88"><span class="cite-bracket">[</span>75<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid30447140_90-1" class="reference"><a href="#cite_note-pmid30447140-90"><span class="cite-bracket">[</span>77<span class="cite-bracket">]</span></a></sup> and are not generally associated with a higher risk of <a href="/wiki/Venous_thromboembolism" class="mw-redirect" title="Venous thromboembolism">venous thromboembolism</a> (VTE).<sup id="cite_ref-pmid27153743_98-0" class="reference"><a href="#cite_note-pmid27153743-98"><span class="cite-bracket">[</span>85<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22872710_99-0" class="reference"><a href="#cite_note-pmid22872710-99"><span class="cite-bracket">[</span>86<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22425318_100-0" class="reference"><a href="#cite_note-pmid22425318-100"><span class="cite-bracket">[</span>87<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid30669160_101-0" class="reference"><a href="#cite_note-pmid30669160-101"><span class="cite-bracket">[</span>88<span class="cite-bracket">]</span></a></sup> An exception is medroxyprogesterone acetate as a <a href="/wiki/Progestogen-only_injectable_contraceptive" title="Progestogen-only injectable contraceptive">progestogen-only injectable contraceptive</a>, which has been associated with a 2- to 4-fold increase in risk of VTE relative to other progestogens and non-use.<sup id="cite_ref-pmid30008249_102-0" class="reference"><a href="#cite_note-pmid30008249-102"><span class="cite-bracket">[</span>89<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid21559819_103-0" class="reference"><a href="#cite_note-pmid21559819-103"><span class="cite-bracket">[</span>90<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ManthaKarp2012_104-0" class="reference"><a href="#cite_note-ManthaKarp2012-104"><span class="cite-bracket">[</span>91<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29570359_105-0" class="reference"><a href="#cite_note-pmid29570359-105"><span class="cite-bracket">[</span>92<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid30741807_106-0" class="reference"><a href="#cite_note-pmid30741807-106"><span class="cite-bracket">[</span>93<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23078975_107-0" class="reference"><a href="#cite_note-pmid23078975-107"><span class="cite-bracket">[</span>94<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid30669160_101-1" class="reference"><a href="#cite_note-pmid30669160-101"><span class="cite-bracket">[</span>88<span class="cite-bracket">]</span></a></sup> The reasons for this are unknown, but the observations might be a <a href="/wiki/Statistical_artifact" class="mw-redirect" title="Statistical artifact">statistical artifact</a> of preferential prescription of depot medroxyprogesterone acetate to women at risk for VTE.<sup id="cite_ref-pmid21559819_103-1" class="reference"><a href="#cite_note-pmid21559819-103"><span class="cite-bracket">[</span>90<span class="cite-bracket">]</span></a></sup> Alternatively, medroxyprogesterone acetate may be an exception among progestogens in terms of influence on VTE risk,<sup id="cite_ref-pmid30669160_101-2" class="reference"><a href="#cite_note-pmid30669160-101"><span class="cite-bracket">[</span>88<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29570359_105-1" class="reference"><a href="#cite_note-pmid29570359-105"><span class="cite-bracket">[</span>92<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid21538049_94-1" class="reference"><a href="#cite_note-pmid21538049-94"><span class="cite-bracket">[</span>81<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23078975_107-1" class="reference"><a href="#cite_note-pmid23078975-107"><span class="cite-bracket">[</span>94<span class="cite-bracket">]</span></a></sup> possibly due to its <a href="/wiki/Partial_agonist" title="Partial agonist">partial</a> <a href="/wiki/Glucocorticoid" title="Glucocorticoid">glucocorticoid</a> activity.<sup id="cite_ref-pmid16112947t_1-20" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Kuhl2011t_6-2" class="reference"><a href="#cite_note-Kuhl2011t-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid21538049_94-2" class="reference"><a href="#cite_note-pmid21538049-94"><span class="cite-bracket">[</span>81<span class="cite-bracket">]</span></a></sup> In contrast to depot medroxyprogesterone acetate, no increase in VTE risk has been observed with moderately high doses of the related progestin <a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">chlormadinone acetate</a> (10 mg/day for 18–20 days/cycle), though based on limited data.<sup id="cite_ref-pmid23078975_107-2" class="reference"><a href="#cite_note-pmid23078975-107"><span class="cite-bracket">[</span>94<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15541404_108-0" class="reference"><a href="#cite_note-pmid15541404-108"><span class="cite-bracket">[</span>95<span class="cite-bracket">]</span></a></sup> </p><p>Very-high-dose progestogen therapy, including with medroxyprogesterone acetate, <a href="/wiki/Megestrol_acetate" title="Megestrol acetate">megestrol acetate</a>, and <a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">cyproterone acetate</a>, has been associated with activation of coagulation and a dose-dependent increased risk of VTE.<sup id="cite_ref-pmid14670643_95-1" class="reference"><a href="#cite_note-pmid14670643-95"><span class="cite-bracket">[</span>82<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22425318_100-1" class="reference"><a href="#cite_note-pmid22425318-100"><span class="cite-bracket">[</span>87<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid20433997_109-0" class="reference"><a href="#cite_note-pmid20433997-109"><span class="cite-bracket">[</span>96<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid19161930_110-0" class="reference"><a href="#cite_note-pmid19161930-110"><span class="cite-bracket">[</span>97<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid17537215_111-0" class="reference"><a href="#cite_note-pmid17537215-111"><span class="cite-bracket">[</span>98<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid20395174_112-0" class="reference"><a href="#cite_note-pmid20395174-112"><span class="cite-bracket">[</span>99<span class="cite-bracket">]</span></a></sup> In studies with high-dose cyproterone acetate specifically, the increase in VTE risk has ranged from 3- to 5-fold.<sup id="cite_ref-pmid20433997_109-1" class="reference"><a href="#cite_note-pmid20433997-109"><span class="cite-bracket">[</span>96<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid17537215_111-1" class="reference"><a href="#cite_note-pmid17537215-111"><span class="cite-bracket">[</span>98<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid20395174_112-1" class="reference"><a href="#cite_note-pmid20395174-112"><span class="cite-bracket">[</span>99<span class="cite-bracket">]</span></a></sup> The incidence of VTE in studies with very-high-dose progestogen therapy has been found to range from 2 to 8%.<sup id="cite_ref-pmid14670643_95-2" class="reference"><a href="#cite_note-pmid14670643-95"><span class="cite-bracket">[</span>82<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-SchröderRadlmaier2009_113-0" class="reference"><a href="#cite_note-SchröderRadlmaier2009-113"><span class="cite-bracket">[</span>100<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid2462132_114-0" class="reference"><a href="#cite_note-pmid2462132-114"><span class="cite-bracket">[</span>101<span class="cite-bracket">]</span></a></sup> However, the relevant patient populations, namely aged individuals with <a href="/wiki/Cancer" title="Cancer">cancer</a>, are already predisposed to VTE, and this greatly amplifies the risk.<sup id="cite_ref-pmid14670643_95-3" class="reference"><a href="#cite_note-pmid14670643-95"><span class="cite-bracket">[</span>82<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22425318_100-2" class="reference"><a href="#cite_note-pmid22425318-100"><span class="cite-bracket">[</span>87<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23944849_115-0" class="reference"><a href="#cite_note-pmid23944849-115"><span class="cite-bracket">[</span>102<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Estrogen_plus_progestogen_therapy">Estrogen plus progestogen therapy</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=31" title="Edit section: Estrogen plus progestogen therapy"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>In contrast to progestogen-only birth control, the addition of progestins to <a href="/wiki/Oral_administration" title="Oral administration">oral</a> <a href="/wiki/Estrogen_(medication)" title="Estrogen (medication)">estrogen</a> therapy, including in <a href="/wiki/Combined_birth_control_pill" class="mw-redirect" title="Combined birth control pill">combined birth control pills</a> and <a href="/wiki/Menopausal_hormone_therapy" class="mw-redirect" title="Menopausal hormone therapy">menopausal hormone therapy</a>, is associated with a higher risk of VTE than with oral estrogen therapy alone.<sup id="cite_ref-pmid29936403_116-0" class="reference"><a href="#cite_note-pmid29936403-116"><span class="cite-bracket">[</span>103<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid26598309_117-0" class="reference"><a href="#cite_note-pmid26598309-117"><span class="cite-bracket">[</span>104<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid27051991_118-0" class="reference"><a href="#cite_note-pmid27051991-118"><span class="cite-bracket">[</span>105<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid30626577_119-0" class="reference"><a href="#cite_note-pmid30626577-119"><span class="cite-bracket">[</span>106<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid26013557_120-0" class="reference"><a href="#cite_note-pmid26013557-120"><span class="cite-bracket">[</span>107<span class="cite-bracket">]</span></a></sup> The risk of VTE is increased by about 2-fold or less with such regimens in menopausal hormone therapy and by 2- to 4-fold with combined birth control pills containing <a href="/wiki/Ethinylestradiol" title="Ethinylestradiol">ethinylestradiol</a>, both relative to non-use.<sup id="cite_ref-pmid29936403_116-1" class="reference"><a href="#cite_note-pmid29936403-116"><span class="cite-bracket">[</span>103<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid27793376_89-2" class="reference"><a href="#cite_note-pmid27793376-89"><span class="cite-bracket">[</span>76<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid30626577_119-1" class="reference"><a href="#cite_note-pmid30626577-119"><span class="cite-bracket">[</span>106<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid26013557_120-1" class="reference"><a href="#cite_note-pmid26013557-120"><span class="cite-bracket">[</span>107<span class="cite-bracket">]</span></a></sup> In contrast to oral estrogen therapy, <a href="/wiki/Parenteral" class="mw-redirect" title="Parenteral">parenteral</a> estradiol, such as with <a href="/wiki/Transdermal_administration" class="mw-redirect" title="Transdermal administration">transdermal</a> <a href="/wiki/Estradiol_(medication)" title="Estradiol (medication)">estradiol</a>, is not associated with a higher risk of VTE.<sup id="cite_ref-pmid29936403_116-2" class="reference"><a href="#cite_note-pmid29936403-116"><span class="cite-bracket">[</span>103<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29570359_105-2" class="reference"><a href="#cite_note-pmid29570359-105"><span class="cite-bracket">[</span>92<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid30626577_119-2" class="reference"><a href="#cite_note-pmid30626577-119"><span class="cite-bracket">[</span>106<span class="cite-bracket">]</span></a></sup> This is likely due to its lack of <a href="/wiki/First-pass_effect" class="mw-redirect" title="First-pass effect">first-pass effect</a> in the <a href="/wiki/Liver" title="Liver">liver</a>.<sup id="cite_ref-pmid16112947t_1-21" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid30008249_102-1" class="reference"><a href="#cite_note-pmid30008249-102"><span class="cite-bracket">[</span>89<span class="cite-bracket">]</span></a></sup> Research is mixed on whether addition of progestins to transdermal estradiol is associated with a greater risk of VTE, with some studies finding no increase in risk and others finding higher risk.<sup id="cite_ref-pmid29936403_116-3" class="reference"><a href="#cite_note-pmid29936403-116"><span class="cite-bracket">[</span>103<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29570359_105-3" class="reference"><a href="#cite_note-pmid29570359-105"><span class="cite-bracket">[</span>92<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid30626577_119-3" class="reference"><a href="#cite_note-pmid30626577-119"><span class="cite-bracket">[</span>106<span class="cite-bracket">]</span></a></sup> Unlike the case of transdermal estradiol, VTE risk is not lower with ethinylestradiol-containing <a href="/wiki/Contraceptive_vaginal_ring" title="Contraceptive vaginal ring">contraceptive vaginal rings</a> and <a href="/wiki/Contraceptive_patch" title="Contraceptive patch">contraceptive patches</a> compared to combined birth control pills with ethinylestradiol.<sup id="cite_ref-pmid27793376_89-3" class="reference"><a href="#cite_note-pmid27793376-89"><span class="cite-bracket">[</span>76<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23384743_121-0" class="reference"><a href="#cite_note-pmid23384743-121"><span class="cite-bracket">[</span>108<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid21538049_94-3" class="reference"><a href="#cite_note-pmid21538049-94"><span class="cite-bracket">[</span>81<span class="cite-bracket">]</span></a></sup> This is thought to be due to the resistance of ethinylestradiol to <a href="/wiki/Liver" title="Liver">hepatic</a> <a href="/wiki/Metabolism" title="Metabolism">metabolism</a>.<sup id="cite_ref-pmid16112947t_1-22" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31465627_122-0" class="reference"><a href="#cite_note-pmid31465627-122"><span class="cite-bracket">[</span>109<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid30008249_102-2" class="reference"><a href="#cite_note-pmid30008249-102"><span class="cite-bracket">[</span>89<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid21538049_94-4" class="reference"><a href="#cite_note-pmid21538049-94"><span class="cite-bracket">[</span>81<span class="cite-bracket">]</span></a></sup> </p><p>The type of progestin in combined birth control may modulate the risk of VTE.<sup id="cite_ref-pmid26598309_117-1" class="reference"><a href="#cite_note-pmid26598309-117"><span class="cite-bracket">[</span>104<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid27051991_118-1" class="reference"><a href="#cite_note-pmid27051991-118"><span class="cite-bracket">[</span>105<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23078975_107-3" class="reference"><a href="#cite_note-pmid23078975-107"><span class="cite-bracket">[</span>94<span class="cite-bracket">]</span></a></sup> Studies have found that combined birth control pills containing <a href="/wiki/Third-generation_progestin" class="mw-redirect" title="Third-generation progestin">newer-generation progestins</a> such as <a href="/wiki/Desogestrel" title="Desogestrel">desogestrel</a>, <a href="/wiki/Gestodene" title="Gestodene">gestodene</a>, <a href="/wiki/Norgestimate" title="Norgestimate">norgestimate</a>, <a href="/wiki/Drospirenone" title="Drospirenone">drospirenone</a>, and <a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">cyproterone acetate</a> are associated with a 1.5- to 3-fold higher risk of VTE than birth control pills containing <a href="/wiki/First-generation_progestin" class="mw-redirect" title="First-generation progestin">first-generation progestins</a> such as <a href="/wiki/Levonorgestrel" title="Levonorgestrel">levonorgestrel</a> and <a href="/wiki/Norethisterone" title="Norethisterone">norethisterone</a>.<sup id="cite_ref-pmid26598309_117-2" class="reference"><a href="#cite_note-pmid26598309-117"><span class="cite-bracket">[</span>104<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid27051991_118-2" class="reference"><a href="#cite_note-pmid27051991-118"><span class="cite-bracket">[</span>105<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid26013557_120-2" class="reference"><a href="#cite_note-pmid26013557-120"><span class="cite-bracket">[</span>107<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23078975_107-4" class="reference"><a href="#cite_note-pmid23078975-107"><span class="cite-bracket">[</span>94<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29573722_123-0" class="reference"><a href="#cite_note-pmid29573722-123"><span class="cite-bracket">[</span>110<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29388678_124-0" class="reference"><a href="#cite_note-pmid29388678-124"><span class="cite-bracket">[</span>111<span class="cite-bracket">]</span></a></sup> However, although this has been apparent in <a href="/wiki/Retrospective_cohort_study" title="Retrospective cohort study">retrospective cohort</a> and <a href="/wiki/Nested_case_control_study" class="mw-redirect" title="Nested case control study">nested case–control studies</a>, no greater risk of VTE has been observed in <a href="/wiki/Prospective_cohort_study" title="Prospective cohort study">prospective cohort</a> and <a href="/wiki/Case%E2%80%93control_study" title="Case–control study">case–control studies</a>.<sup id="cite_ref-pmid26598309_117-3" class="reference"><a href="#cite_note-pmid26598309-117"><span class="cite-bracket">[</span>104<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid27051991_118-3" class="reference"><a href="#cite_note-pmid27051991-118"><span class="cite-bracket">[</span>105<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid27854556_125-0" class="reference"><a href="#cite_note-pmid27854556-125"><span class="cite-bracket">[</span>112<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid27678035_126-0" class="reference"><a href="#cite_note-pmid27678035-126"><span class="cite-bracket">[</span>113<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid26013557_120-3" class="reference"><a href="#cite_note-pmid26013557-120"><span class="cite-bracket">[</span>107<span class="cite-bracket">]</span></a></sup> These kinds of <a href="/wiki/Observational_study" title="Observational study">observational studies</a> have certain advantages over the aforementioned types of studies, such as better ability to control for <a href="/wiki/Confounding_factor" class="mw-redirect" title="Confounding factor">confounding factors</a> like new-user bias.<sup id="cite_ref-pmid27678035_126-1" class="reference"><a href="#cite_note-pmid27678035-126"><span class="cite-bracket">[</span>113<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid21538049_94-5" class="reference"><a href="#cite_note-pmid21538049-94"><span class="cite-bracket">[</span>81<span class="cite-bracket">]</span></a></sup> As such, it is unclear whether the higher risk of VTE with newer-generation birth control pills is a real finding or a statistical artifact.<sup id="cite_ref-pmid27678035_126-2" class="reference"><a href="#cite_note-pmid27678035-126"><span class="cite-bracket">[</span>113<span class="cite-bracket">]</span></a></sup> Androgenic progestins have been found to <a href="/wiki/Receptor_antagonist" title="Receptor antagonist">antagonize</a> to some degree the effect of estrogens on coagulation.<sup id="cite_ref-pmid17056444_96-1" class="reference"><a href="#cite_note-pmid17056444-96"><span class="cite-bracket">[</span>83<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid8794429_97-1" class="reference"><a href="#cite_note-pmid8794429-97"><span class="cite-bracket">[</span>84<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23384742_88-3" class="reference"><a href="#cite_note-pmid23384742-88"><span class="cite-bracket">[</span>75<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid26512437_127-0" class="reference"><a href="#cite_note-pmid26512437-127"><span class="cite-bracket">[</span>114<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid21538049_94-6" class="reference"><a href="#cite_note-pmid21538049-94"><span class="cite-bracket">[</span>81<span class="cite-bracket">]</span></a></sup> First-generation progestins are more androgenic, while newer-generation progestins are weakly androgenic or antiandrogenic, and this might explain the observed differences in risk of VTE.<sup id="cite_ref-pmid26598309_117-4" class="reference"><a href="#cite_note-pmid26598309-117"><span class="cite-bracket">[</span>104<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid28712325_128-0" class="reference"><a href="#cite_note-pmid28712325-128"><span class="cite-bracket">[</span>115<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23384742_88-4" class="reference"><a href="#cite_note-pmid23384742-88"><span class="cite-bracket">[</span>75<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid26512437_127-1" class="reference"><a href="#cite_note-pmid26512437-127"><span class="cite-bracket">[</span>114<span class="cite-bracket">]</span></a></sup> The type of estrogen also influences VTE risk.<sup id="cite_ref-pmid31465627_122-1" class="reference"><a href="#cite_note-pmid31465627-122"><span class="cite-bracket">[</span>109<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid30519125_129-0" class="reference"><a href="#cite_note-pmid30519125-129"><span class="cite-bracket">[</span>116<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid28902531_130-0" class="reference"><a href="#cite_note-pmid28902531-130"><span class="cite-bracket">[</span>117<span class="cite-bracket">]</span></a></sup> Birth control pills containing <a href="/wiki/Estradiol_valerate" title="Estradiol valerate">estradiol valerate</a> are associated with about half the VTE risk of birth control pills with ethinylestradiol.<sup id="cite_ref-pmid30519125_129-1" class="reference"><a href="#cite_note-pmid30519125-129"><span class="cite-bracket">[</span>116<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid28902531_130-1" class="reference"><a href="#cite_note-pmid28902531-130"><span class="cite-bracket">[</span>117<span class="cite-bracket">]</span></a></sup> </p><p>The type of progestogen in combined menopausal hormone therapy may also modulate VTE risk.<sup id="cite_ref-pmid23238854_131-0" class="reference"><a href="#cite_note-pmid23238854-131"><span class="cite-bracket">[</span>118<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22024394_132-0" class="reference"><a href="#cite_note-pmid22024394-132"><span class="cite-bracket">[</span>119<span class="cite-bracket">]</span></a></sup> Oral estrogens plus <a href="/wiki/Dydrogesterone" title="Dydrogesterone">dydrogesterone</a> appears to have lower VTE risk relative to inclusion of other progestins.<sup id="cite_ref-pmid23835005_133-0" class="reference"><a href="#cite_note-pmid23835005-133"><span class="cite-bracket">[</span>120<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid19565370_134-0" class="reference"><a href="#cite_note-pmid19565370-134"><span class="cite-bracket">[</span>121<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid30626577_119-4" class="reference"><a href="#cite_note-pmid30626577-119"><span class="cite-bracket">[</span>106<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Norpregnane" class="mw-redirect" title="Norpregnane">Norpregnane</a> derivatives such as <a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">nomegestrol acetate</a> and <a href="/wiki/Promegestone" title="Promegestone">promegestone</a> have been associated with a significantly greater risk of VTE than <a href="/wiki/Pregnane" title="Pregnane">pregnane</a> derivatives such as <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a> and dydrogesterone and <a href="/wiki/Nortestosterone" class="mw-redirect" title="Nortestosterone">nortestosterone</a> derivatives such as <a href="/wiki/Norethisterone" title="Norethisterone">norethisterone</a> and <a href="/wiki/Levonorgestrel" title="Levonorgestrel">levonorgestrel</a>.<sup id="cite_ref-pmid23238854_131-1" class="reference"><a href="#cite_note-pmid23238854-131"><span class="cite-bracket">[</span>118<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22024394_132-1" class="reference"><a href="#cite_note-pmid22024394-132"><span class="cite-bracket">[</span>119<span class="cite-bracket">]</span></a></sup> However, these findings may just be statistical artifacts.<sup id="cite_ref-pmid22024394_132-2" class="reference"><a href="#cite_note-pmid22024394-132"><span class="cite-bracket">[</span>119<span class="cite-bracket">]</span></a></sup> In contrast to progestins, the addition of oral <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">progesterone</a> to either oral or transdermal estrogen therapy is not associated with a higher risk of VTE.<sup id="cite_ref-pmid29570359_105-4" class="reference"><a href="#cite_note-pmid29570359-105"><span class="cite-bracket">[</span>92<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29526116_135-0" class="reference"><a href="#cite_note-pmid29526116-135"><span class="cite-bracket">[</span>122<span class="cite-bracket">]</span></a></sup> However, oral progesterone achieves very low progesterone levels and has relatively weak progestogenic effects, which might be responsible for the absence of increase in VTE risk.<sup id="cite_ref-pmid29526116_135-1" class="reference"><a href="#cite_note-pmid29526116-135"><span class="cite-bracket">[</span>122<span class="cite-bracket">]</span></a></sup> Parenteral progesterone, such as <a href="/wiki/Vaginal_administration" class="mw-redirect" title="Vaginal administration">vaginal</a> or <a href="/wiki/Injection_(medicine)" title="Injection (medicine)">injectable</a> progesterone, which can achieve <a href="/wiki/Luteal_phase" title="Luteal phase">luteal-phase</a> levels of progesterone and associated progestogenic effects, has not been characterized in terms of VTE risk.<sup id="cite_ref-pmid29526116_135-2" class="reference"><a href="#cite_note-pmid29526116-135"><span class="cite-bracket">[</span>122<span class="cite-bracket">]</span></a></sup> </p><p>A 2012 <a href="/wiki/Meta-analysis" title="Meta-analysis">meta-analysis</a> estimated that the <a href="/wiki/Absolute_risk" title="Absolute risk">absolute risk</a> of VTE is 2 per 10,000 women for non-use, 8 per 10,000 women for ethinylestradiol and levonorgestrel-containing birth control pills, and 10 to 15 per 10,000 women for birth control pills containing ethinylestradiol and a newer-generation progestin.<sup id="cite_ref-pmid27793376_89-4" class="reference"><a href="#cite_note-pmid27793376-89"><span class="cite-bracket">[</span>76<span class="cite-bracket">]</span></a></sup> For comparison, the absolute risk of VTE is generally estimated as 1 to 5 per 10,000 woman-years for non-use, 5 to 20 per 10,000 woman-years for pregnancy, and 40 to 65 per 10,000 woman-years for the postpartum period.<sup id="cite_ref-pmid27793376_89-5" class="reference"><a href="#cite_note-pmid27793376-89"><span class="cite-bracket">[</span>76<span class="cite-bracket">]</span></a></sup> Risk of VTE with estrogen and progestogen therapy is highest at the start of treatment, particularly during the first year, and decreases over time.<sup id="cite_ref-pmid30008249_102-3" class="reference"><a href="#cite_note-pmid30008249-102"><span class="cite-bracket">[</span>89<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31372078_136-0" class="reference"><a href="#cite_note-pmid31372078-136"><span class="cite-bracket">[</span>123<span class="cite-bracket">]</span></a></sup> Older <a href="/wiki/Ageing" title="Ageing">age</a>, higher <a href="/wiki/Body_weight" class="mw-redirect" title="Body weight">body weight</a>, lower <a href="/wiki/Physical_activity" title="Physical activity">physical activity</a>, and <a href="/wiki/Smoking" title="Smoking">smoking</a> are all associated with a higher risk of VTE with oral estrogen and progestogen therapy.<sup id="cite_ref-pmid30008249_102-4" class="reference"><a href="#cite_note-pmid30008249-102"><span class="cite-bracket">[</span>89<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29526116_135-3" class="reference"><a href="#cite_note-pmid29526116-135"><span class="cite-bracket">[</span>122<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31372078_136-1" class="reference"><a href="#cite_note-pmid31372078-136"><span class="cite-bracket">[</span>123<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23136837_137-0" class="reference"><a href="#cite_note-pmid23136837-137"><span class="cite-bracket">[</span>124<span class="cite-bracket">]</span></a></sup> Women with <a href="/wiki/Thrombophilia" title="Thrombophilia">thrombophilia</a> have a dramatically higher risk of VTE with estrogen and progestogen therapy than women without thrombophilia.<sup id="cite_ref-pmid27793376_89-6" class="reference"><a href="#cite_note-pmid27793376-89"><span class="cite-bracket">[</span>76<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23384743_121-1" class="reference"><a href="#cite_note-pmid23384743-121"><span class="cite-bracket">[</span>108<span class="cite-bracket">]</span></a></sup> Depending on the condition, risk of VTE can be increased as much as 50-fold in such women relative to non-use.<sup id="cite_ref-pmid27793376_89-7" class="reference"><a href="#cite_note-pmid27793376-89"><span class="cite-bracket">[</span>76<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23384743_121-2" class="reference"><a href="#cite_note-pmid23384743-121"><span class="cite-bracket">[</span>108<span class="cite-bracket">]</span></a></sup> </p><p>Estrogens induce the production of <a href="/wiki/Sex_hormone-binding_globulin" title="Sex hormone-binding globulin">sex hormone-binding globulin</a> (SHBG) in the liver.<sup id="cite_ref-pmid16112947t_1-23" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid21538049_94-7" class="reference"><a href="#cite_note-pmid21538049-94"><span class="cite-bracket">[</span>81<span class="cite-bracket">]</span></a></sup> As such, SHBG levels indicate hepatic estrogenic exposure and may be a reliable <a href="/wiki/Surrogate_marker" class="mw-redirect" title="Surrogate marker">surrogate marker</a> for coagulation and VTE risk with estrogen therapy.<sup id="cite_ref-pmid12047300_138-0" class="reference"><a href="#cite_note-pmid12047300-138"><span class="cite-bracket">[</span>125<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22469296_139-0" class="reference"><a href="#cite_note-pmid22469296-139"><span class="cite-bracket">[</span>126<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Christin-Maitre2016_140-0" class="reference"><a href="#cite_note-Christin-Maitre2016-140"><span class="cite-bracket">[</span>127<span class="cite-bracket">]</span></a></sup> Combined birth control pills containing different progestins result in SHBG levels that are increased 1.5- to 2-fold with levonorgestrel, 2.5- to 4-fold with desogestrel and gestodene, 3.5- to 4-fold with drospirenone and <a href="/wiki/Dienogest" title="Dienogest">dienogest</a>, and 4- to 5-fold with cyproterone acetate.<sup id="cite_ref-pmid12047300_138-1" class="reference"><a href="#cite_note-pmid12047300-138"><span class="cite-bracket">[</span>125<span class="cite-bracket">]</span></a></sup> SHBG levels differ depending on the progestin because androgenic progestins oppose the effect of ethinylestradiol on hepatic SHBG production as with its procoagulatory effects.<sup id="cite_ref-pmid16112947t_1-24" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid21538049_94-8" class="reference"><a href="#cite_note-pmid21538049-94"><span class="cite-bracket">[</span>81<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Contraceptive_vaginal_ring" title="Contraceptive vaginal ring">Contraceptive vaginal rings</a> and <a href="/wiki/Contraceptive_patch" title="Contraceptive patch">contraceptive patches</a> likewise have been found to increase SHBG levels by 2.5-fold and 3.5-fold, respectively.<sup id="cite_ref-pmid12047300_138-2" class="reference"><a href="#cite_note-pmid12047300-138"><span class="cite-bracket">[</span>125<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid21538049_94-9" class="reference"><a href="#cite_note-pmid21538049-94"><span class="cite-bracket">[</span>81<span class="cite-bracket">]</span></a></sup> Birth control pills containing high doses of ethinylestradiol (>50 μg) can increase SHBG levels by 5- to 10-fold, which is similar to the increase that occurs during pregnancy.<sup id="cite_ref-WintersHuhtaniemi2017_141-0" class="reference"><a href="#cite_note-WintersHuhtaniemi2017-141"><span class="cite-bracket">[</span>128<span class="cite-bracket">]</span></a></sup> Conversely, increases in SHBG levels are much lower with estradiol, especially when it is used parenterally.<sup id="cite_ref-pmid16915215_142-0" class="reference"><a href="#cite_note-pmid16915215-142"><span class="cite-bracket">[</span>129<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22011208_143-0" class="reference"><a href="#cite_note-pmid22011208-143"><span class="cite-bracket">[</span>130<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid3242384_144-0" class="reference"><a href="#cite_note-pmid3242384-144"><span class="cite-bracket">[</span>131<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid2664738_145-0" class="reference"><a href="#cite_note-pmid2664738-145"><span class="cite-bracket">[</span>132<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid3817605_146-0" class="reference"><a href="#cite_note-pmid3817605-146"><span class="cite-bracket">[</span>133<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Estradiol-containing_combined_birth_control_pill" class="mw-redirect" title="Estradiol-containing combined birth control pill">Estradiol-containing combined birth control pills</a>, like <a href="/wiki/Estradiol_valerate/dienogest" title="Estradiol valerate/dienogest">estradiol valerate/dienogest</a> and <a href="/wiki/Estradiol/nomegestrol_acetate" class="mw-redirect" title="Estradiol/nomegestrol acetate">estradiol/nomegestrol acetate</a>, and high-dose parenteral <a href="/wiki/Polyestradiol_phosphate" title="Polyestradiol phosphate">polyestradiol phosphate</a> therapy have both been found to increase SHBG levels by about 1.5-fold.<sup id="cite_ref-pmid21538049_94-10" class="reference"><a href="#cite_note-pmid21538049-94"><span class="cite-bracket">[</span>81<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22468839_147-0" class="reference"><a href="#cite_note-pmid22468839-147"><span class="cite-bracket">[</span>134<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid2664738_145-1" class="reference"><a href="#cite_note-pmid2664738-145"><span class="cite-bracket">[</span>132<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid3242384_144-1" class="reference"><a href="#cite_note-pmid3242384-144"><span class="cite-bracket">[</span>131<span class="cite-bracket">]</span></a></sup> </p><p><a href="/wiki/Transgender_hormone_therapy_(male-to-female)" class="mw-redirect" title="Transgender hormone therapy (male-to-female)">Hormone therapy</a> with high-dose ethinylestradiol and cyproterone acetate in <a href="/wiki/Transgender_women" class="mw-redirect" title="Transgender women">transgender women</a> has been associated with a 20- to 45-fold higher risk of VTE relative to non-use.<sup id="cite_ref-pmid23944849_115-1" class="reference"><a href="#cite_note-pmid23944849-115"><span class="cite-bracket">[</span>102<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31372078_136-2" class="reference"><a href="#cite_note-pmid31372078-136"><span class="cite-bracket">[</span>123<span class="cite-bracket">]</span></a></sup> The absolute incidence was about 6%.<sup id="cite_ref-pmid23944849_115-2" class="reference"><a href="#cite_note-pmid23944849-115"><span class="cite-bracket">[</span>102<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31372078_136-3" class="reference"><a href="#cite_note-pmid31372078-136"><span class="cite-bracket">[</span>123<span class="cite-bracket">]</span></a></sup> Conversely, the risk of VTE in transgender women is much lower with oral or transdermal estradiol plus high-dose cyproterone acetate.<sup id="cite_ref-pmid23944849_115-3" class="reference"><a href="#cite_note-pmid23944849-115"><span class="cite-bracket">[</span>102<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31372078_136-4" class="reference"><a href="#cite_note-pmid31372078-136"><span class="cite-bracket">[</span>123<span class="cite-bracket">]</span></a></sup> Ethinylestradiol is thought to have been primarily responsible for the VTE risk, but cyproterone acetate may have contributed as well.<sup id="cite_ref-pmid23944849_115-4" class="reference"><a href="#cite_note-pmid23944849-115"><span class="cite-bracket">[</span>102<span class="cite-bracket">]</span></a></sup> Ethinylestradiol is no longer used in transgender hormone therapy,<sup id="cite_ref-pmid27916515_148-0" class="reference"><a href="#cite_note-pmid27916515-148"><span class="cite-bracket">[</span>135<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid28090436_149-0" class="reference"><a href="#cite_note-pmid28090436-149"><span class="cite-bracket">[</span>136<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-PriceMcManus2019_150-0" class="reference"><a href="#cite_note-PriceMcManus2019-150"><span class="cite-bracket">[</span>137<span class="cite-bracket">]</span></a></sup> and doses of cyproterone acetate have been reduced.<sup id="cite_ref-AsschemanGooren1993_151-0" class="reference"><a href="#cite_note-AsschemanGooren1993-151"><span class="cite-bracket">[</span>138<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29320642_152-0" class="reference"><a href="#cite_note-pmid29320642-152"><span class="cite-bracket">[</span>139<span class="cite-bracket">]</span></a></sup> </p> <table class="wikitable sortable mw-collapsible mw-collapsed" style="margin: 1em auto;"> <caption class="nowrap"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Risk_of_venous_thromboembolism_with_hormone_therapy_and_birth_control_pills_(QResearch/CPRD)" title="Template:Risk of venous thromboembolism with hormone therapy and birth control pills (QResearch/CPRD)"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Risk_of_venous_thromboembolism_with_hormone_therapy_and_birth_control_pills_(QResearch/CPRD)" title="Template talk:Risk of venous thromboembolism with hormone therapy and birth control pills (QResearch/CPRD)"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Risk_of_venous_thromboembolism_with_hormone_therapy_and_birth_control_pills_(QResearch/CPRD)" title="Special:EditPage/Template:Risk of venous thromboembolism with hormone therapy and birth control pills (QResearch/CPRD)"><abbr title="Edit this template">e</abbr></a></li></ul></div> Risk of venous thromboembolism (VTE) with hormone therapy and birth control (QResearch/CPRD) </caption> <tbody><tr> <th class="unsortable">Type</th> <th class="unsortable">Route</th> <th class="unsortable">Medications</th> <th><a href="/wiki/Odds_ratio" title="Odds ratio">Odds ratio</a> (95% <a href="/wiki/Confidence_interval" title="Confidence interval"><abbr title="confidence interval">CI</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip confidence interval</span>) </th></tr> <tr> <td rowspan="14"><a href="/wiki/Menopausal_hormone_therapy" class="mw-redirect" title="Menopausal hormone therapy">Menopausal hormone therapy</a></td> <td rowspan="10"><a href="/wiki/Oral_administration" title="Oral administration">Oral</a></td> <td><a href="/wiki/Estradiol_(medication)" title="Estradiol (medication)">Estradiol</a> alone<br />    ≤1 mg/day<br />    >1 mg/day</td> <td>1.27 (1.16–1.39)*<br />1.22 (1.09–1.37)*<br />1.35 (1.18–1.55)* </td></tr> <tr> <td><a href="/wiki/Conjugated_estrogens" title="Conjugated estrogens">Conjugated estrogens</a> alone<br />    ≤0.625 mg/day<br />    >0.625 mg/day</td> <td>1.49 (1.39–1.60)*<br />1.40 (1.28–1.53)*<br />1.71 (1.51–1.93)* </td></tr> <tr> <td><a href="/wiki/Estradiol/medroxyprogesterone_acetate" title="Estradiol/medroxyprogesterone acetate">Estradiol/medroxyprogesterone acetate</a></td> <td>1.44 (1.09–1.89)* </td></tr> <tr> <td><a href="/wiki/Estradiol/dydrogesterone" title="Estradiol/dydrogesterone">Estradiol/dydrogesterone</a><br />    ≤1 mg/day <abbr title="estradiol">E2</abbr><br />    >1 mg/day <abbr title="estradiol">E2</abbr></td> <td>1.18 (0.98–1.42)<br />1.12 (0.90–1.40)<br />1.34 (0.94–1.90) </td></tr> <tr> <td><a href="/wiki/Estradiol/norethisterone" title="Estradiol/norethisterone">Estradiol/norethisterone</a><br />    ≤1 mg/day <abbr title="estradiol">E2</abbr><br />    >1 mg/day <abbr title="estradiol">E2</abbr></td> <td>1.68 (1.57–1.80)*<br />1.38 (1.23–1.56)*<br />1.84 (1.69–2.00)* </td></tr> <tr> <td><a href="/wiki/Estradiol/norgestrel" class="mw-redirect" title="Estradiol/norgestrel">Estradiol/norgestrel</a> or <a href="/wiki/Estradiol/drospirenone" title="Estradiol/drospirenone">estradiol/drospirenone</a></td> <td>1.42 (1.00–2.03) </td></tr> <tr> <td><a href="/wiki/Conjugated_estrogens/medroxyprogesterone_acetate" title="Conjugated estrogens/medroxyprogesterone acetate">Conjugated estrogens/medroxyprogesterone acetate</a></td> <td>2.10 (1.92–2.31)* </td></tr> <tr> <td><a href="/wiki/Conjugated_estrogens/norgestrel" title="Conjugated estrogens/norgestrel">Conjugated estrogens/norgestrel</a><br />    ≤0.625 mg/day <abbr title="conjugated estrogens">CEEs</abbr><br />    >0.625 mg/day <abbr title="conjugated estrogens">CEEs</abbr></td> <td>1.73 (1.57–1.91)*<br />1.53 (1.36–1.72)*<br />2.38 (1.99–2.85)* </td></tr> <tr> <td><a href="/wiki/Tibolone" title="Tibolone">Tibolone</a> alone</td> <td>1.02 (0.90–1.15) </td></tr> <tr> <td><a href="/wiki/Raloxifene" title="Raloxifene">Raloxifene</a> alone</td> <td>1.49 (1.24–1.79)* </td></tr> <tr> <td rowspan="2"><a href="/wiki/Transdermal_administration" class="mw-redirect" title="Transdermal administration">Transdermal</a></td> <td><a href="/wiki/Estradiol_(medication)" title="Estradiol (medication)">Estradiol</a> alone<br />   ≤50 μg/day<br />   >50 μg/day</td> <td>0.96 (0.88–1.04)<br />0.94 (0.85–1.03)<br />1.05 (0.88–1.24) </td></tr> <tr> <td><a href="/wiki/Estradiol_(medication)" title="Estradiol (medication)">Estradiol</a>/progestogen</td> <td>0.88 (0.73–1.01) </td></tr> <tr> <td rowspan="2"><a href="/wiki/Vaginal_administration" class="mw-redirect" title="Vaginal administration">Vaginal</a></td> <td><a href="/wiki/Estradiol_(medication)" title="Estradiol (medication)">Estradiol</a> alone</td> <td>0.84 (0.73–0.97) </td></tr> <tr> <td><a href="/wiki/Conjugated_estrogens" title="Conjugated estrogens">Conjugated estrogens</a> alone</td> <td>1.04 (0.76–1.43) </td></tr> <tr> <td rowspan="7"><a href="/wiki/Combined_birth_control" class="mw-redirect" title="Combined birth control">Combined birth control</a></td> <td rowspan="7"><a href="/wiki/Oral_administration" title="Oral administration">Oral</a></td> <td><a href="/wiki/Ethinylestradiol/norethisterone" title="Ethinylestradiol/norethisterone">Ethinylestradiol/norethisterone</a></td> <td>2.56 (2.15–3.06)* </td></tr> <tr> <td><a href="/wiki/Ethinylestradiol/levonorgestrel" title="Ethinylestradiol/levonorgestrel">Ethinylestradiol/levonorgestrel</a></td> <td>2.38 (2.18–2.59)* </td></tr> <tr> <td><a href="/wiki/Ethinylestradiol/norgestimate" class="mw-redirect" title="Ethinylestradiol/norgestimate">Ethinylestradiol/norgestimate</a></td> <td>2.53 (2.17–2.96)* </td></tr> <tr> <td><a href="/wiki/Ethinylestradiol/desogestrel" title="Ethinylestradiol/desogestrel">Ethinylestradiol/desogestrel</a></td> <td>4.28 (3.66–5.01)* </td></tr> <tr> <td><a href="/wiki/Ethinylestradiol/gestodene" title="Ethinylestradiol/gestodene">Ethinylestradiol/gestodene</a></td> <td>3.64 (3.00–4.43)* </td></tr> <tr> <td><a href="/wiki/Ethinylestradiol/drospirenone" title="Ethinylestradiol/drospirenone">Ethinylestradiol/drospirenone</a></td> <td>4.12 (3.43–4.96)* </td></tr> <tr> <td><a href="/wiki/Ethinylestradiol/cyproterone_acetate" title="Ethinylestradiol/cyproterone acetate">Ethinylestradiol/cyproterone acetate</a></td> <td>4.27 (3.57–5.11)* </td></tr> <tr class="sortbottom"> <td colspan="4" style="width: 1px; background-color:#eaecf0; text-align: center;"><b>Notes:</b> (1) <a href="/wiki/Nested_case%E2%80%93control_study" title="Nested case–control study">Nested case–control studies</a> (2015, 2019) based on data from the <a href="/wiki/QResearch" title="QResearch">QResearch</a> and <a href="/wiki/Clinical_Practice_Research_Datalink" title="Clinical Practice Research Datalink">Clinical Practice Research Datalink</a> (CPRD) databases. (2) <a href="/wiki/Bioidentical_hormone_therapy" class="mw-redirect" title="Bioidentical hormone therapy">Bioidentical</a> <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">progesterone</a> was not included, but is known to be associated with no additional risk relative to estrogen alone. <b>Footnotes:</b> * = <a href="/wiki/Statistical_significance" title="Statistical significance">Statistically significant</a> (<i>p</i> < 0.01). <b>Sources</b>: See template. </td></tr></tbody></table> <div class="mw-heading mw-heading3"><h3 id="Cardiovascular_health">Cardiovascular health</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=32" title="Edit section: Cardiovascular health"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens may influence the risk of <a href="/wiki/Cardiovascular_disease" title="Cardiovascular disease">cardiovascular disease</a> in women.<sup id="cite_ref-pmid23238854_131-2" class="reference"><a href="#cite_note-pmid23238854-131"><span class="cite-bracket">[</span>118<span class="cite-bracket">]</span></a></sup> In the <a href="/wiki/Women%27s_Health_Initiative" title="Women's Health Initiative">women's Health Initiative</a> (WHI), the risk of <a href="/wiki/Coronary_heart_disease" class="mw-redirect" title="Coronary heart disease">coronary heart disease</a> was greater with the combination of estrogen plus a progestin (specifically <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a>) than with estrogen alone.<sup id="cite_ref-pmid18348708_153-0" class="reference"><a href="#cite_note-pmid18348708-153"><span class="cite-bracket">[</span>140<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid25321418_154-0" class="reference"><a href="#cite_note-pmid25321418-154"><span class="cite-bracket">[</span>141<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-BassukManson2008_155-0" class="reference"><a href="#cite_note-BassukManson2008-155"><span class="cite-bracket">[</span>142<span class="cite-bracket">]</span></a></sup> However, progestogens have varying activities and may differ in terms of cardiovascular risk.<sup id="cite_ref-pmid23238854_131-3" class="reference"><a href="#cite_note-pmid23238854-131"><span class="cite-bracket">[</span>118<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid18521110_156-0" class="reference"><a href="#cite_note-pmid18521110-156"><span class="cite-bracket">[</span>143<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23647429_157-0" class="reference"><a href="#cite_note-pmid23647429-157"><span class="cite-bracket">[</span>144<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid19811251_158-0" class="reference"><a href="#cite_note-pmid19811251-158"><span class="cite-bracket">[</span>145<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid16203650_159-0" class="reference"><a href="#cite_note-pmid16203650-159"><span class="cite-bracket">[</span>146<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15018245_160-0" class="reference"><a href="#cite_note-pmid15018245-160"><span class="cite-bracket">[</span>147<span class="cite-bracket">]</span></a></sup> A 2015 Cochrane review provided strong evidence that the treatment of post-menopausal women with hormone therapy for cardiovascular disease had little if any effect and increased the risk of <a href="/wiki/Stroke" title="Stroke">stroke</a> and <a href="/wiki/Venous_thromboembolic_disease" class="mw-redirect" title="Venous thromboembolic disease">venous thromboembolic</a> events.<sup id="cite_ref-161" class="reference"><a href="#cite_note-161"><span class="cite-bracket">[</span>148<span class="cite-bracket">]</span></a></sup> It is thought that <a href="/wiki/Androgen" title="Androgen">androgenic</a> progestins like <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a> and <a href="/wiki/Norethisterone" title="Norethisterone">norethisterone</a> may antagonize the beneficial effects of estrogens on <a href="/wiki/Biomarker" title="Biomarker">biomarkers</a> of cardiovascular health (e.g., favorable <a href="/wiki/Lipid_profile" title="Lipid profile">lipid profile</a> changes).<sup id="cite_ref-pmid23238854_131-4" class="reference"><a href="#cite_note-pmid23238854-131"><span class="cite-bracket">[</span>118<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29157280_162-0" class="reference"><a href="#cite_note-pmid29157280-162"><span class="cite-bracket">[</span>149<span class="cite-bracket">]</span></a></sup> However, these findings are mixed and controversial.<sup id="cite_ref-pmid29157280_162-1" class="reference"><a href="#cite_note-pmid29157280-162"><span class="cite-bracket">[</span>149<span class="cite-bracket">]</span></a></sup> Differences of progestogens on cardiovascular health and risk have been reviewed and summarized:<sup id="cite_ref-pmid23238854_131-5" class="reference"><a href="#cite_note-pmid23238854-131"><span class="cite-bracket">[</span>118<span class="cite-bracket">]</span></a></sup> </p> <dl><dd>"Unfortunately, there are few long-term clinical studies comparing different progestogens used in [hormone therapy] with respect to cardiovascular outcomes. However, some aspects of potential cardiovascular risk have been examined, namely effects on lipids, vascular function/blood pressure, inflammation, thrombosis, and carbohydrate metabolism. [...] Although progestins have differing effects on aspects of cardiovascular risk, in general, those more similar to progesterone have been associated with a lower impact than the more androgenic progestins on the beneficial effects of concomitant estrogen therapy. However, the limited number of long-term clinical studies makes it difficult to extrapolate the short-term effects on various markers of cardiovascular risk to long-term cardiovascular morbidity."<sup id="cite_ref-pmid23238854_131-6" class="reference"><a href="#cite_note-pmid23238854-131"><span class="cite-bracket">[</span>118<span class="cite-bracket">]</span></a></sup></dd></dl> <p><a href="/wiki/Route_of_administration" title="Route of administration">Route of administration</a> might also influence the cardiovascular health effects of progestogens, but more research is needed similarly.<sup id="cite_ref-pmid19340703_163-0" class="reference"><a href="#cite_note-pmid19340703-163"><span class="cite-bracket">[</span>150<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Breast_cancer_2">Breast cancer</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=33" title="Edit section: Breast cancer"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Estrogen alone, progestogen alone, and combined estrogen and progestogen therapy are all associated with increased risks of breast cancer when used in <a href="/wiki/Menopausal_hormone_therapy" class="mw-redirect" title="Menopausal hormone therapy">menopausal hormone therapy</a> for <a href="/wiki/Perimenopausal" class="mw-redirect" title="Perimenopausal">peri-</a> and <a href="/wiki/Postmenopausal" class="mw-redirect" title="Postmenopausal">postmenopausal</a> women relative to non-use.<sup id="cite_ref-pmid31474332_164-0" class="reference"><a href="#cite_note-pmid31474332-164"><span class="cite-bracket">[</span>151<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid27898258_165-0" class="reference"><a href="#cite_note-pmid27898258-165"><span class="cite-bracket">[</span>152<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid24485796_166-0" class="reference"><a href="#cite_note-pmid24485796-166"><span class="cite-bracket">[</span>153<span class="cite-bracket">]</span></a></sup> These risks are higher for combined estrogen and progestogen therapy than with estrogen alone or progestogen alone.<sup id="cite_ref-pmid31474332_164-1" class="reference"><a href="#cite_note-pmid31474332-164"><span class="cite-bracket">[</span>151<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid24485796_166-1" class="reference"><a href="#cite_note-pmid24485796-166"><span class="cite-bracket">[</span>153<span class="cite-bracket">]</span></a></sup> In addition to breast cancer risk, estrogen alone and estrogen plus progestogen therapy are associated with higher breast cancer <a href="/wiki/Mortality_rate" title="Mortality rate">mortality</a>.<sup id="cite_ref-pmid31474331_167-0" class="reference"><a href="#cite_note-pmid31474331-167"><span class="cite-bracket">[</span>154<span class="cite-bracket">]</span></a></sup> With 20 years of use, breast cancer incidence is about 1.5-fold higher with estrogen alone and about 2.5-fold higher with estrogen plus progestogen therapy relative to non-use.<sup id="cite_ref-pmid31474332_164-2" class="reference"><a href="#cite_note-pmid31474332-164"><span class="cite-bracket">[</span>151<span class="cite-bracket">]</span></a></sup> The increase in breast cancer risk with estrogen and progestogen therapy was shown to be causal with <a href="/wiki/Conjugated_estrogens" title="Conjugated estrogens">conjugated estrogens</a> plus <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a> in the <a href="/wiki/Women%27s_Health_Initiative" title="Women's Health Initiative">Women's Health Initiative</a> <a href="/wiki/Randomized_controlled_trial" title="Randomized controlled trial">randomized controlled trials</a>.<sup id="cite_ref-pmid29526116_135-4" class="reference"><a href="#cite_note-pmid29526116-135"><span class="cite-bracket">[</span>122<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid24291402_168-0" class="reference"><a href="#cite_note-pmid24291402-168"><span class="cite-bracket">[</span>155<span class="cite-bracket">]</span></a></sup> </p><p>Breast cancer risk with combined estrogen and progestogen therapy may differ depending on the progestogen used.<sup id="cite_ref-pmid27898258_165-1" class="reference"><a href="#cite_note-pmid27898258-165"><span class="cite-bracket">[</span>152<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31474332_164-3" class="reference"><a href="#cite_note-pmid31474332-164"><span class="cite-bracket">[</span>151<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23238854_131-7" class="reference"><a href="#cite_note-pmid23238854-131"><span class="cite-bracket">[</span>118<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23651281_169-0" class="reference"><a href="#cite_note-pmid23651281-169"><span class="cite-bracket">[</span>156<span class="cite-bracket">]</span></a></sup> Progestins including <a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">chlormadinone acetate</a>, <a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">cyproterone acetate</a>, <a href="/wiki/Medrogestone" title="Medrogestone">medrogestone</a>, <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a>, <a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">nomegestrol acetate</a>, <a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">norethisterone acetate</a>, <a href="/wiki/Promegestone" title="Promegestone">promegestone</a>, and <a href="/wiki/Tibolone" title="Tibolone">tibolone</a> have all been associated with similarly increased risk of breast cancer.<sup id="cite_ref-pmid23651281_169-1" class="reference"><a href="#cite_note-pmid23651281-169"><span class="cite-bracket">[</span>156<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid27898258_165-2" class="reference"><a href="#cite_note-pmid27898258-165"><span class="cite-bracket">[</span>152<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31474332_164-4" class="reference"><a href="#cite_note-pmid31474332-164"><span class="cite-bracket">[</span>151<span class="cite-bracket">]</span></a></sup> Some research has found that <a href="/wiki/Oral_progesterone" class="mw-redirect" title="Oral progesterone">oral progesterone</a> and <a href="/wiki/Dydrogesterone" title="Dydrogesterone">dydrogesterone</a> with short-term use (<5 years) may be associated with lower risk of breast cancer relative to other progestins.<sup id="cite_ref-pmid27898258_165-3" class="reference"><a href="#cite_note-pmid27898258-165"><span class="cite-bracket">[</span>152<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31474332_164-5" class="reference"><a href="#cite_note-pmid31474332-164"><span class="cite-bracket">[</span>151<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23238854_131-8" class="reference"><a href="#cite_note-pmid23238854-131"><span class="cite-bracket">[</span>118<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23651281_169-2" class="reference"><a href="#cite_note-pmid23651281-169"><span class="cite-bracket">[</span>156<span class="cite-bracket">]</span></a></sup> In the long-term however (>5 years), oral progesterone and dydrogesterone have been associated with significantly increased breast cancer risk similarly to other progestogens.<sup id="cite_ref-pmid31474332_164-6" class="reference"><a href="#cite_note-pmid31474332-164"><span class="cite-bracket">[</span>151<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29630427_170-0" class="reference"><a href="#cite_note-pmid29630427-170"><span class="cite-bracket">[</span>157<span class="cite-bracket">]</span></a></sup> The lower risk of breast cancer with oral progesterone than with other progestogens may be related to the very low progesterone levels and relatively weak progestogenic effects it produces.<sup id="cite_ref-pmid23336704_171-0" class="reference"><a href="#cite_note-pmid23336704-171"><span class="cite-bracket">[</span>158<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29526116_135-5" class="reference"><a href="#cite_note-pmid29526116-135"><span class="cite-bracket">[</span>122<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Kuhl2011t_6-3" class="reference"><a href="#cite_note-Kuhl2011t-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p><p>The risk of breast cancer with estrogen and progestogen therapy in peri- and postmenopausal women is dependent on the duration of treatment, with more than 5 years of use being associated with significantly greater risk than less than five years of use.<sup id="cite_ref-pmid31474332_164-7" class="reference"><a href="#cite_note-pmid31474332-164"><span class="cite-bracket">[</span>151<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid27898258_165-4" class="reference"><a href="#cite_note-pmid27898258-165"><span class="cite-bracket">[</span>152<span class="cite-bracket">]</span></a></sup> In addition, continuous estrogen and progestogen therapy is associated with a higher risk of breast cancer than cyclic use.<sup id="cite_ref-pmid31474332_164-8" class="reference"><a href="#cite_note-pmid31474332-164"><span class="cite-bracket">[</span>151<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid27898258_165-5" class="reference"><a href="#cite_note-pmid27898258-165"><span class="cite-bracket">[</span>152<span class="cite-bracket">]</span></a></sup> </p><p>A nationwide <a href="/wiki/Observational_study" title="Observational study">observational study</a> found that <a href="/wiki/Transfeminine_hormone_therapy" class="mw-redirect" title="Transfeminine hormone therapy">transfeminine hormone therapy</a> with estrogen plus high-dose <a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">cyproterone acetate</a> was associated with a 46-fold increased risk of breast cancer in <a href="/wiki/Transgender_women" class="mw-redirect" title="Transgender women">transgender women</a> relative to the expected incidence for <a href="/wiki/Cisgender_men" class="mw-redirect" title="Cisgender men">cisgender men</a>.<sup id="cite_ref-pmid31088823_172-0" class="reference"><a href="#cite_note-pmid31088823-172"><span class="cite-bracket">[</span>159<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31027551_173-0" class="reference"><a href="#cite_note-pmid31027551-173"><span class="cite-bracket">[</span>160<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31343858_174-0" class="reference"><a href="#cite_note-pmid31343858-174"><span class="cite-bracket">[</span>161<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31516689_175-0" class="reference"><a href="#cite_note-pmid31516689-175"><span class="cite-bracket">[</span>162<span class="cite-bracket">]</span></a></sup> However, the risk of breast cancer was still lower than that in <a href="/wiki/Cisgender_women" class="mw-redirect" title="Cisgender women">cisgender women</a>.<sup id="cite_ref-pmid31088823_172-1" class="reference"><a href="#cite_note-pmid31088823-172"><span class="cite-bracket">[</span>159<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31027551_173-1" class="reference"><a href="#cite_note-pmid31027551-173"><span class="cite-bracket">[</span>160<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31343858_174-1" class="reference"><a href="#cite_note-pmid31343858-174"><span class="cite-bracket">[</span>161<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31516689_175-1" class="reference"><a href="#cite_note-pmid31516689-175"><span class="cite-bracket">[</span>162<span class="cite-bracket">]</span></a></sup> The extent to which the increase in breast cancer risk was related to estrogen versus cyproterone acetate is unknown.<sup id="cite_ref-pmid31088823_172-2" class="reference"><a href="#cite_note-pmid31088823-172"><span class="cite-bracket">[</span>159<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31027551_173-2" class="reference"><a href="#cite_note-pmid31027551-173"><span class="cite-bracket">[</span>160<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31343858_174-2" class="reference"><a href="#cite_note-pmid31343858-174"><span class="cite-bracket">[</span>161<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid31516689_175-2" class="reference"><a href="#cite_note-pmid31516689-175"><span class="cite-bracket">[</span>162<span class="cite-bracket">]</span></a></sup> </p> <table class="wikitable sortable mw-collapsible mw-collapsed" style="font-size:small; margin: 1em auto;"> <caption class="nowrap"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Worldwide_epidemiological_evidence_on_breast_cancer_risk_with_menopausal_hormone_therapy" title="Template:Worldwide epidemiological evidence on breast cancer risk with menopausal hormone therapy"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Worldwide_epidemiological_evidence_on_breast_cancer_risk_with_menopausal_hormone_therapy" title="Template talk:Worldwide epidemiological evidence on breast cancer risk with menopausal hormone therapy"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Worldwide_epidemiological_evidence_on_breast_cancer_risk_with_menopausal_hormone_therapy" title="Special:EditPage/Template:Worldwide epidemiological evidence on breast cancer risk with menopausal hormone therapy"><abbr title="Edit this template">e</abbr></a></li></ul></div> <span style="font-size:105%;">Worldwide epidemiological evidence on breast cancer risk with menopausal hormone therapy (<abbr title="Collaborative Group on Hormonal Factors in Breast Cancer">CGHFBC</abbr>, 2019)</span> </caption> <tbody><tr> <th rowspan="2" class="unsortable">Therapy </th> <th colspan="2" class="unsortable"><5 years </th> <th colspan="2" class="unsortable">5–14 years </th> <th colspan="2" class="unsortable">15+ years </th></tr> <tr> <th>Cases </th> <th><a href="/wiki/Adjusted_relative_risk" class="mw-redirect" title="Adjusted relative risk"><abbr title="Adjusted relative risk">RR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Adjusted relative risk</span> (95% <a href="/wiki/Confidence_interval" title="Confidence interval"><abbr title="confidence interval">CI</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip confidence interval</span>) </th> <th>Cases </th> <th><a href="/wiki/Adjusted_relative_risk" class="mw-redirect" title="Adjusted relative risk"><abbr title="Adjusted relative risk">RR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Adjusted relative risk</span> (95% <a href="/wiki/Confidence_interval" title="Confidence interval"><abbr title="confidence interval">CI</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip confidence interval</span>) </th> <th>Cases </th> <th><a href="/wiki/Adjusted_relative_risk" class="mw-redirect" title="Adjusted relative risk"><abbr title="Adjusted relative risk">RR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Adjusted relative risk</span> (95% <a href="/wiki/Confidence_interval" title="Confidence interval"><abbr title="confidence interval">CI</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip confidence interval</span>) </th></tr> <tr> <td><b>Estrogen alone</b> </td> <td><b>1259</b> </td> <td><b>1.18 (1.10–1.26)</b> </td> <td><b>4869</b> </td> <td><b>1.33 (1.28–1.37)</b> </td> <td><b>2183</b> </td> <td><b>1.58 (1.51–1.67)</b> </td></tr> <tr> <td>    <i>By <a href="/wiki/Estrogen_(medication)" title="Estrogen (medication)">estrogen</a></i> </td> <td> </td> <td> </td> <td> </td> <td> </td> <td> </td> <td> </td></tr> <tr> <td>        <a href="/wiki/Conjugated_estrogens" title="Conjugated estrogens">Conjugated estrogens</a> </td> <td>481 </td> <td>1.22 (1.09–1.35) </td> <td>1910 </td> <td>1.32 (1.25–1.39) </td> <td>1179 </td> <td>1.68 (1.57–1.80) </td></tr> <tr> <td>        <a href="/wiki/Estradiol_(medication)" title="Estradiol (medication)">Estradiol</a> </td> <td>346 </td> <td>1.20 (1.05–1.36) </td> <td>1580 </td> <td>1.38 (1.30–1.46) </td> <td>435 </td> <td>1.78 (1.58–1.99) </td></tr> <tr> <td>        <a href="/wiki/Estropipate" title="Estropipate">Estropipate (estrone sulfate)</a> </td> <td>9 </td> <td>1.45 (0.67–3.15) </td> <td>50 </td> <td>1.09 (0.79–1.51) </td> <td>28 </td> <td>1.53 (1.01–2.33) </td></tr> <tr> <td>        <a href="/wiki/Estriol_(medication)" title="Estriol (medication)">Estriol</a> </td> <td>15 </td> <td>1.21 (0.68–2.14) </td> <td>44 </td> <td>1.24 (0.89–1.73) </td> <td>9 </td> <td>1.41 (0.67–2.93) </td></tr> <tr> <td>        Other estrogens </td> <td>15 </td> <td>0.98 (0.46–2.09) </td> <td>21 </td> <td>0.98 (0.58–1.66) </td> <td>5 </td> <td>0.77 (0.27–2.21) </td></tr> <tr> <td>    <i>By route</i> </td> <td> </td> <td> </td> <td> </td> <td> </td> <td> </td> <td> </td></tr> <tr> <td>        <a href="/wiki/Oral_administration" title="Oral administration">Oral</a> estrogens </td> <td>– </td> <td>– </td> <td>3633 </td> <td>1.33 (1.27–1.38) </td> <td>– </td> <td>– </td></tr> <tr> <td>        <a href="/wiki/Transdermal_administration" class="mw-redirect" title="Transdermal administration">Transdermal</a> estrogens </td> <td>– </td> <td>– </td> <td>919 </td> <td>1.35 (1.25–1.46) </td> <td>– </td> <td>– </td></tr> <tr> <td>        <a href="/wiki/Vaginal_administration" class="mw-redirect" title="Vaginal administration">Vaginal</a> estrogens </td> <td>– </td> <td>– </td> <td>437 </td> <td>1.09 (0.97–1.23) </td> <td>– </td> <td>– </td></tr> <tr> <td><b>Estrogen and progestogen</b> </td> <td><b>2419</b> </td> <td><b>1.58 (1.51–1.67)</b> </td> <td><b>8319</b> </td> <td><b>2.08 (2.02–2.15)</b> </td> <td><b>1424</b> </td> <td><b>2.51 (2.34–2.68)</b> </td></tr> <tr> <td>    <i>By progestogen</i> </td> <td> </td> <td> </td> <td> </td> <td> </td> <td> </td> <td> </td></tr> <tr> <td>        <a href="/wiki/Levonorgestrel" title="Levonorgestrel">(Levo)norgestrel</a> </td> <td>343 </td> <td>1.70 (1.49–1.94) </td> <td>1735 </td> <td>2.12 (1.99–2.25) </td> <td>219 </td> <td>2.69 (2.27–3.18) </td></tr> <tr> <td>        <a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">Norethisterone acetate</a> </td> <td>650 </td> <td>1.61 (1.46–1.77) </td> <td>2642 </td> <td>2.20 (2.09–2.32) </td> <td>420 </td> <td>2.97 (2.60–3.39) </td></tr> <tr> <td>        <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a> </td> <td>714 </td> <td>1.64 (1.50–1.79) </td> <td>2012 </td> <td>2.07 (1.96–2.19) </td> <td>411 </td> <td>2.71 (2.39–3.07) </td></tr> <tr> <td>        <a href="/wiki/Dydrogesterone" title="Dydrogesterone">Dydrogesterone</a> </td> <td>65 </td> <td>1.21 (0.90–1.61) </td> <td>162 </td> <td>1.41 (1.17–1.71) </td> <td>26 </td> <td>2.23 (1.32–3.76) </td></tr> <tr> <td>        <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a> </td> <td>11 </td> <td>0.91 (0.47–1.78) </td> <td>38 </td> <td>2.05 (1.38–3.06) </td> <td>1 </td> <td>– </td></tr> <tr> <td>        <a href="/wiki/Promegestone" title="Promegestone">Promegestone</a> </td> <td>12 </td> <td>1.68 (0.85–3.31) </td> <td>19 </td> <td>2.06 (1.19–3.56) </td> <td>0 </td> <td>– </td></tr> <tr> <td>        <a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">Nomegestrol acetate</a> </td> <td>8 </td> <td>1.60 (0.70–3.64) </td> <td>14 </td> <td>1.38 (0.75–2.53) </td> <td>0 </td> <td>– </td></tr> <tr> <td>        Other progestogens </td> <td>12 </td> <td>1.70 (0.86–3.38) </td> <td>19 </td> <td>1.79 (1.05–3.05) </td> <td>0 </td> <td>– </td></tr> <tr> <td>    <i>By progestogen frequency</i> </td> <td> </td> <td> </td> <td> </td> <td> </td> <td> </td> <td> </td></tr> <tr> <td>        <a href="/wiki/Continuous_therapy" class="mw-redirect" title="Continuous therapy">Continuous</a> </td> <td>– </td> <td>– </td> <td>3948 </td> <td>2.30 (2.21–2.40) </td> <td>– </td> <td>– </td></tr> <tr> <td>        <a href="/wiki/Cyclic_therapy" class="mw-redirect" title="Cyclic therapy">Intermittent</a> </td> <td>– </td> <td>– </td> <td>3467 </td> <td>1.93 (1.84–2.01) </td> <td>– </td> <td>– </td></tr> <tr> <td><b>Progestogen alone</b> </td> <td><b>98</b> </td> <td><b>1.37 (1.08–1.74)</b> </td> <td><b>107</b> </td> <td><b>1.39 (1.11–1.75)</b> </td> <td><b>30</b> </td> <td><b>2.10 (1.35–3.27)</b> </td></tr> <tr> <td>    <i>By progestogen</i> </td> <td> </td> <td> </td> <td> </td> <td> </td> <td> </td> <td> </td></tr> <tr> <td>        <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a> </td> <td>28 </td> <td>1.68 (1.06–2.66) </td> <td>18 </td> <td>1.16 (0.68–1.98) </td> <td>7 </td> <td>3.42 (1.26–9.30) </td></tr> <tr> <td>        <a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">Norethisterone acetate</a> </td> <td>13 </td> <td>1.58 (0.77–3.24) </td> <td>24 </td> <td>1.55 (0.88–2.74) </td> <td>6 </td> <td>3.33 (0.81–13.8) </td></tr> <tr> <td>        <a href="/wiki/Dydrogesterone" title="Dydrogesterone">Dydrogesterone</a> </td> <td>3 </td> <td>2.30 (0.49–10.9) </td> <td>11 </td> <td>3.31 (1.39–7.84) </td> <td>0 </td> <td>– </td></tr> <tr> <td>        Other progestogens </td> <td>8 </td> <td>2.83 (1.04–7.68) </td> <td>5 </td> <td>1.47 (0.47–4.56) </td> <td>1 </td> <td>– </td></tr> <tr> <td><b>Miscellaneous</b> </td> <td> </td> <td> </td> <td> </td> <td> </td> <td> </td> <td> </td></tr> <tr> <td>    <a href="/wiki/Tibolone" title="Tibolone">Tibolone</a> </td> <td>– </td> <td>– </td> <td>680 </td> <td>1.57 (1.43–1.72) </td> <td>– </td> <td>– </td></tr> <tr class="sortbottom"> <td colspan="7" style="width: 1px; background-color:#eaecf0; text-align: center;"><b>Notes:</b> <a href="/wiki/Meta-analysis" title="Meta-analysis">Meta-analysis</a> of worldwide <a href="/wiki/Epidemiology" title="Epidemiology">epidemiological</a> evidence on <a href="/wiki/Menopausal_hormone_therapy" class="mw-redirect" title="Menopausal hormone therapy">menopausal hormone therapy</a> and <a href="/wiki/Breast_cancer" title="Breast cancer">breast cancer</a> risk by the <a href="/wiki/Collaborative_Group_on_Hormonal_Factors_in_Breast_Cancer" title="Collaborative Group on Hormonal Factors in Breast Cancer">Collaborative Group on Hormonal Factors in Breast Cancer</a> (CGHFBC). Fully adjusted <a href="/wiki/Relative_risk" title="Relative risk">relative risks</a> for current versus never-users of menopausal hormone therapy. <b>Source</b>: See template. </td></tr></tbody></table> <table class="wikitable sortable mw-collapsible mw-collapsed" style="margin: 1em auto;"> <caption class="nowrap"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Risk_of_breast_cancer_with_menopausal_hormone_therapy_in_large_observational_studies" title="Template:Risk of breast cancer with menopausal hormone therapy in large observational studies"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Risk_of_breast_cancer_with_menopausal_hormone_therapy_in_large_observational_studies" title="Template talk:Risk of breast cancer with menopausal hormone therapy in large observational studies"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Risk_of_breast_cancer_with_menopausal_hormone_therapy_in_large_observational_studies" title="Special:EditPage/Template:Risk of breast cancer with menopausal hormone therapy in large observational studies"><abbr title="Edit this template">e</abbr></a></li></ul></div> Risk of breast cancer with menopausal hormone therapy in large observational studies (Mirkin, 2018) </caption> <tbody><tr> <th class="unsortable">Study</th> <th class="unsortable">Therapy</th> <th class="unsortable"><a href="/wiki/Hazard_ratio" title="Hazard ratio">Hazard ratio</a> (95% <a href="/wiki/Confidence_interval" title="Confidence interval"><abbr title="confidence interval">CI</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip confidence interval</span>) </th></tr> <tr> <td rowspan="3">E3N-EPIC: Fournier et al. (2005)</td> <td>Estrogen alone</td> <td>1.1 (0.8–1.6) </td></tr> <tr> <td>Estrogen plus <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">progesterone</a><br />    Transdermal estrogen<br />    Oral estrogen</td> <td>0.9 (0.7–1.2)<br />0.9 (0.7–1.2)<br />No events </td></tr> <tr> <td>Estrogen plus progestin<br />    Transdermal estrogen<br />    Oral estrogen</td> <td>1.4 (1.2–1.7)<br />1.4 (1.2–1.7)<br />1.5 (1.1–1.9) </td></tr> <tr> <td rowspan="4">E3N-EPIC: Fournier et al. (2008)</td> <td>Oral estrogen alone</td> <td>1.32 (0.76–2.29) </td></tr> <tr> <td>Oral estrogen plus progestogen<br />    <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a><br />    <a href="/wiki/Dydrogesterone" title="Dydrogesterone">Dydrogesterone</a><br />    <a href="/wiki/Medrogestone" title="Medrogestone">Medrogestone</a><br />    <a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">Chlormadinone acetate</a><br />    <a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a><br />    <a href="/wiki/Promegestone" title="Promegestone">Promegestone</a><br />    <a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">Nomegestrol acetate</a><br />    <a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">Norethisterone acetate</a><br />    <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a></td> <td><br />Not analyzed<sup>a</sup><br />0.77 (0.36–1.62)<br />2.74 (1.42–5.29)<br />2.02 (1.00–4.06)<br />2.57 (1.81–3.65)<br />1.62 (0.94–2.82)<br />1.10 (0.55–2.21)<br />2.11 (1.56–2.86)<br />1.48 (1.02–2.16) </td></tr> <tr> <td>Transdermal estrogen alone</td> <td>1.28 (0.98–1.69) </td></tr> <tr> <td>Transdermal estrogen plus progestogen<br />    <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a><br />    <a href="/wiki/Dydrogesterone" title="Dydrogesterone">Dydrogesterone</a><br />    <a href="/wiki/Medrogestone" title="Medrogestone">Medrogestone</a><br />    <a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">Chlormadinone acetate</a><br />    <a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a><br />    <a href="/wiki/Promegestone" title="Promegestone">Promegestone</a><br />    <a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">Nomegestrol acetate</a><br />    <a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">Norethisterone acetate</a><br />    <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a></td> <td><br />1.08 (0.89–1.31)<br />1.18 (0.95–1.48)<br /> 2.03 (1.39–2.97)<br />1.48 (1.05–2.09)<br />Not analyzed<sup>a</sup><br />1.52 (1.19–1.96)<br />1.60 (1.28–2.01)<br />Not analyzed<sup>a</sup><br />Not analyzed<sup>a</sup> </td></tr> <tr> <td rowspan="3">E3N-EPIC: Fournier et al. (2014)</td> <td>Estrogen alone</td> <td>1.17 (0.99–1.38) </td></tr> <tr> <td>Estrogen plus <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">progesterone</a> or <a href="/wiki/Dydrogesterone" title="Dydrogesterone">dydrogesterone</a></td> <td>1.22 (1.11–1.35) </td></tr> <tr> <td>Estrogen plus progestin</td> <td>1.87 (1.71–2.04) </td></tr> <tr> <td rowspan="2">CECILE: Cordina-Duverger et al. (2013)</td> <td>Estrogen alone</td> <td>1.19 (0.69–2.04) </td></tr> <tr> <td>Estrogen plus progestogen<br />    <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a><br />    Progestins<br />        Progesterone derivatives<br />        Testosterone derivatives</td> <td>1.33 (0.92–1.92)<br />0.80 (0.44–1.43)<br />1.72 (1.11–2.65)<br />1.57 (0.99–2.49)<br />3.35 (1.07–10.4) </td></tr> <tr class="sortbottom"> <td colspan="3" style="width: 1px; background-color:#eaecf0; text-align: center;"><b>Footnotes:</b> <sup>a</sup> = Not analyzed, fewer than 5 cases. <b>Sources</b>: See template. </td></tr></tbody></table> <table class="wikitable sortable mw-collapsible mw-collapsed" style="margin: 1em auto;"> <caption class="nowrap"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Risk_of_breast_cancer_with_menopausal_hormone_therapy_by_duration_in_large_observational_studies" title="Template:Risk of breast cancer with menopausal hormone therapy by duration in large observational studies"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Risk_of_breast_cancer_with_menopausal_hormone_therapy_by_duration_in_large_observational_studies" title="Template talk:Risk of breast cancer with menopausal hormone therapy by duration in large observational studies"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Risk_of_breast_cancer_with_menopausal_hormone_therapy_by_duration_in_large_observational_studies" title="Special:EditPage/Template:Risk of breast cancer with menopausal hormone therapy by duration in large observational studies"><abbr title="Edit this template">e</abbr></a></li></ul></div> Risk of breast cancer with menopausal hormone therapy by duration in large observational studies (Mirkin, 2018) </caption> <tbody><tr> <th class="unsortable">Study</th> <th class="unsortable">Therapy</th> <th class="unsortable"><a href="/wiki/Hazard_ratio" title="Hazard ratio">Hazard ratio</a> (95% <a href="/wiki/Confidence_interval" title="Confidence interval"><abbr title="confidence interval">CI</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip confidence interval</span>) </th></tr> <tr> <td rowspan="3">E3N-EPIC: Fournier et al. (2005)<sup>a</sup></td> <td>Transdermal estrogen plus <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">progesterone</a><br />    <2 years<br />    2–4 years<br />    ≥4 years</td> <td><br />0.9 (0.6–1.4)<br />0.7 (0.4–1.2)<br />1.2 (0.7–2.0) </td></tr> <tr> <td>Transdermal estrogen plus progestin<br />    <2 years<br />    2–4 years<br />    ≥4 years</td> <td><br />1.6 (1.3–2.0)<br />1.4 (1.0–1.8)<br />1.2 (0.8–1.7) </td></tr> <tr> <td>Oral estrogen plus progestin<br />    <2 years<br />    2–4 years<br />    ≥4 years</td> <td><br />1.2 (0.9–1.8)<br />1.6 (1.1–2.3)<br />1.9 (1.2–3.2) </td></tr> <tr> <td rowspan="3">E3N-EPIC: Fournier et al. (2008)</td> <td>Estrogen plus <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">progesterone</a><br />    <2 years<br />    2–4 years<br />    4–6 years<br />    ≥6 years</td> <td><br />0.71 (0.44–1.14)<br />0.95 (0.67–1.36)<br />1.26 (0.87–1.82)<br />1.22 (0.89–1.67) </td></tr> <tr> <td>Estrogen plus <a href="/wiki/Dydrogesterone" title="Dydrogesterone">dydrogesterone</a><br />    <2 years<br />    2–4 years<br />    4–6 years<br />    ≥6 years</td> <td><br />0.84 (0.51–1.38)<br />1.16 (0.79–1.71)<br />1.28 (0.83–1.99)<br />1.32 (0.93–1.86) </td></tr> <tr> <td>Estrogen plus other progestogens<br />    <2 years<br />    2–4 years<br />    4–6 years<br />    ≥6 years</td> <td><br />1.36 (1.07–1.72)<br />1.59 (1.30–1.94)<br />1.79 (1.44–2.23)<br />1.95 (1.62–2.35) </td></tr> <tr> <td rowspan="2">E3N-EPIC: Fournier et al. (2014)</td> <td>Estrogens plus <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">progesterone</a> or <a href="/wiki/Dydrogesterone" title="Dydrogesterone">dydrogesterone</a><br />    <5 years<br />    ≥5 years</td> <td><br />1.13 (0.99–1.29)<br />1.31 (1.15–1.48) </td></tr> <tr> <td>Estrogen plus other progestogens<br />    <5 years<br />    ≥5 years</td> <td><br />1.70 (1.50–1.91)<br />2.02 (1.81–2.26) </td></tr> <tr class="sortbottom"> <td colspan="3" style="width: 1px; background-color:#eaecf0; text-align: center;"><b>Footnotes:</b> <sup>a</sup> = Oral estrogen plus progesterone was not analyzed because there was a low number of women who used this therapy. <b>Sources</b>: See template. </td></tr></tbody></table> <div class="mw-heading mw-heading2"><h2 id="Overdose">Overdose</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=34" title="Edit section: Overdose"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens are relatively safe in acute <a href="/wiki/Overdose" class="mw-redirect" title="Overdose">overdose</a>.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (July 2018)">citation needed</span></a></i>]</sup> </p> <div class="mw-heading mw-heading2"><h2 id="Interactions">Interactions</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=35" title="Edit section: Interactions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><a href="/wiki/Enzyme_inhibitor" title="Enzyme inhibitor">Inhibitors</a> and <a href="/wiki/Enzyme_inducer" title="Enzyme inducer">inducers</a> of <a href="/wiki/Cytochrome_P450" title="Cytochrome P450">cytochrome P450</a> <a href="/wiki/Enzyme" title="Enzyme">enzymes</a> and other enzymes such as <a href="/wiki/5%CE%B1-reductase" class="mw-redirect" title="5α-reductase">5α-reductase</a> may <a href="/wiki/Drug_interaction" title="Drug interaction">interact</a> with progestogens.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (July 2018)">citation needed</span></a></i>]</sup> </p> <div class="mw-heading mw-heading2"><h2 id="Pharmacology">Pharmacology</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=36" title="Edit section: Pharmacology"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Pharmacodynamics">Pharmacodynamics</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=37" title="Edit section: Pharmacodynamics"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Pharmacodynamics_of_progesterone" title="Pharmacodynamics of progesterone">Pharmacodynamics of progesterone</a></div> <p>Progestogens act by binding to and activating the <a href="/wiki/Progesterone_receptor" title="Progesterone receptor">progesterone receptors</a> (PRs), including the <a href="/wiki/Progesterone_receptor_A" title="Progesterone receptor A">PR-A</a>, <a href="/wiki/Progesterone_receptor_B" title="Progesterone receptor B">PR-B</a>, and <a href="/wiki/Progesterone_receptor_C" title="Progesterone receptor C">PR-C</a>.<sup id="cite_ref-pmid16112947t_1-25" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid21952082_176-0" class="reference"><a href="#cite_note-pmid21952082-176"><span class="cite-bracket">[</span>163<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid20087430_177-0" class="reference"><a href="#cite_note-pmid20087430-177"><span class="cite-bracket">[</span>164<span class="cite-bracket">]</span></a></sup> Major <a href="/wiki/Tissue_(biology)" title="Tissue (biology)">tissues</a> affected by progestogens include the <a href="/wiki/Uterus" title="Uterus">uterus</a>, <a href="/wiki/Cervix" title="Cervix">cervix</a>, <a href="/wiki/Vagina" title="Vagina">vagina</a>, <a href="/wiki/Breast" title="Breast">breasts</a>, and <a href="/wiki/Brain" title="Brain">brain</a>.<sup id="cite_ref-pmid16112947t_1-26" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> By activating PRs in the <a href="/wiki/Hypothalamus" title="Hypothalamus">hypothalamus</a> and <a href="/wiki/Pituitary_gland" title="Pituitary gland">pituitary gland</a>, progestogens suppress the secretion of <a href="/wiki/Gonadotropin" title="Gonadotropin">gonadotropins</a> and thereby function as <a href="/wiki/Antigonadotropin" title="Antigonadotropin">antigonadotropins</a> at sufficiently high doses.<sup id="cite_ref-pmid16112947t_1-27" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Progesterone interacts with <a href="/wiki/Membrane_progesterone_receptor" title="Membrane progesterone receptor">membrane progesterone receptors</a>, but interaction of progestins with these receptors is less clear.<sup id="cite_ref-pmid22687885_178-0" class="reference"><a href="#cite_note-pmid22687885-178"><span class="cite-bracket">[</span>165<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid24065878_179-0" class="reference"><a href="#cite_note-pmid24065878-179"><span class="cite-bracket">[</span>166<span class="cite-bracket">]</span></a></sup> In addition to their progestogenic activity, many progestogens have <a href="/wiki/Off-target_activity" title="Off-target activity">off-target activities</a> such as <a href="/wiki/Androgen" title="Androgen">androgenic</a>, <a href="/wiki/Antiandrogen" title="Antiandrogen">antiandrogenic</a>, <a href="/wiki/Estrogen_(medication)" title="Estrogen (medication)">estrogenic</a>, <a href="/wiki/Glucocorticoid" title="Glucocorticoid">glucocorticoid</a>, and <a href="/wiki/Antimineralocorticoid" class="mw-redirect" title="Antimineralocorticoid">antimineralocorticoid</a> activity.<sup id="cite_ref-pmid16112947t_1-28" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15358281_2-6" class="reference"><a href="#cite_note-pmid15358281-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid21414337_60-1" class="reference"><a href="#cite_note-pmid21414337-60"><span class="cite-bracket">[</span>47<span class="cite-bracket">]</span></a></sup> </p><p>Progestogens mediate their contraceptive effects in women both by inhibiting <a href="/wiki/Ovulation" title="Ovulation">ovulation</a> (via their antigonadotropic effects) and by thickening <a href="/wiki/Cervix#Cervical_mucus" title="Cervix">cervical mucus</a>, thereby preventing the possibility of <a href="/wiki/Fertilization" class="mw-redirect" title="Fertilization">fertilization</a> of the <a href="/wiki/Egg_cell" title="Egg cell">ovum</a> by <a href="/wiki/Sperm" title="Sperm">sperm</a>.<sup id="cite_ref-JamesonDeGroot2015_4-1" class="reference"><a href="#cite_note-JamesonDeGroot2015-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-PattmanNathan2010_5-1" class="reference"><a href="#cite_note-PattmanNathan2010-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> Progestogens have functional <a href="/wiki/Antiestrogen" title="Antiestrogen">antiestrogenic</a> effects in various tissues like the <a href="/wiki/Endometrium" title="Endometrium">endometrium</a> via activation of the PR, and this underlies their use in menopausal hormone therapy (to prevent unopposed <a href="/wiki/Estrogen_(medication)" title="Estrogen (medication)">estrogen</a>-induced <a href="/wiki/Endometrial_hyperplasia" title="Endometrial hyperplasia">endometrial hyperplasia</a> and <a href="/wiki/Endometrial_cancer" title="Endometrial cancer">endometrial cancer</a>).<sup id="cite_ref-pmid16112947t_1-29" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> The PRs are induced in the breasts by estrogens, and for this reason, it is assumed that progestogens cannot mediate breast changes in the absence of estrogens.<sup id="cite_ref-pmid29852797_180-0" class="reference"><a href="#cite_note-pmid29852797-180"><span class="cite-bracket">[</span>167<span class="cite-bracket">]</span></a></sup> The off-target activities of progestogens can contribute both to their beneficial effects and to their adverse effects.<sup id="cite_ref-pmid16112947t_1-30" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15358281_2-7" class="reference"><a href="#cite_note-pmid15358281-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29137347_71-1" class="reference"><a href="#cite_note-pmid29137347-71"><span class="cite-bracket">[</span>58<span class="cite-bracket">]</span></a></sup> </p> <table class="wikitable sortable mw-collapsible" style="font-size:small; margin-left: auto; margin-right: auto; border: none;"> <caption class="nowrap"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Pharmacodynamics_of_progestogens" title="Template:Pharmacodynamics of progestogens"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Pharmacodynamics_of_progestogens" title="Template talk:Pharmacodynamics of progestogens"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Pharmacodynamics_of_progestogens" title="Special:EditPage/Template:Pharmacodynamics of progestogens"><abbr title="Edit this template">e</abbr></a></li></ul></div> <span style="font-size:105%;">Pharmacodynamics of progestogens</span> </caption> <tbody><tr> <th rowspan="2">Progestogen</th> <th rowspan="2">Class</th> <th colspan="5"><a href="/wiki/Off-target_activity" title="Off-target activity">Off-target activities</a></th> <th colspan="7"><a href="/wiki/Relative_binding_affinity" class="mw-redirect" title="Relative binding affinity">Relative binding affinities</a> (%) </th></tr> <tr> <th><a href="/wiki/Estrogen_(medication)" title="Estrogen (medication)"><abbr title="Estrogenic">ES</abbr></a></th> <th><a href="/wiki/Androgenic" class="mw-redirect" title="Androgenic"><abbr title="Androgenic">AN</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Androgenic</span></th> <th><a href="/wiki/Antiandrogenic" class="mw-redirect" title="Antiandrogenic"><abbr title="Antiandrogenic">AA</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Antiandrogenic</span></th> <th><a href="/wiki/Glucocorticoid" title="Glucocorticoid"><abbr title="Glucocorticoid">GC</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Glucocorticoid</span></th> <th><a href="/wiki/Antimineralocorticoid" class="mw-redirect" title="Antimineralocorticoid"><abbr title="Antimineralocorticoid">AM</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Antimineralocorticoid</span></th> <th data-sort-type="number"><a href="/wiki/Progesterone_receptor" title="Progesterone receptor"><abbr title="Progesterone receptor">PR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Progesterone receptor</span></th> <th data-sort-type="number"><a href="/wiki/Androgen_receptor" title="Androgen receptor"><abbr title="Androgen receptor">AR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Androgen receptor</span></th> <th data-sort-type="number"><a href="/wiki/Estrogen_receptor" title="Estrogen receptor"><abbr title="Estrogen receptor">ER</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Estrogen receptor</span></th> <th data-sort-type="number"><a href="/wiki/Glucocorticoid_receptor" title="Glucocorticoid receptor"><abbr title="Glucocorticoid receptor">GR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Glucocorticoid receptor</span></th> <th data-sort-type="number"><a href="/wiki/Mineralocorticoid_receptor" title="Mineralocorticoid receptor"><abbr title="Mineralocorticoid receptor">MR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Mineralocorticoid receptor</span></th> <th data-sort-type="number"><a href="/wiki/Sex_hormone-binding_globulin" title="Sex hormone-binding globulin"><abbr title="Sex hormone-binding globulin">SHBG</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Sex hormone-binding globulin</span></th> <th data-sort-type="number"><a href="/wiki/Corticosteroid_binding_globulin" class="mw-redirect" title="Corticosteroid binding globulin"><abbr title="Corticosteroid binding globulin">CBG</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Corticosteroid binding globulin</span> </th></tr> <tr> <td><a href="/wiki/Allylestrenol" title="Allylestrenol">Allylestrenol</a><sup>a</sup></td> <td>Estrane</td> <td><style data-mw-deduplicate="TemplateStyles:r1239334494">@media screen{html.skin-theme-clientpref-night .mw-parser-output div:not(.notheme)>.tmp-color,html.skin-theme-clientpref-night .mw-parser-output p>.tmp-color,html.skin-theme-clientpref-night .mw-parser-output table:not(.notheme) .tmp-color{color:inherit!important}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output div:not(.notheme)>.tmp-color,html.skin-theme-clientpref-os .mw-parser-output p>.tmp-color,html.skin-theme-clientpref-os .mw-parser-output table:not(.notheme) .tmp-color{color:inherit!important}}</style><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Orange">±</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>1</td> <td>0</td> <td>0</td> <td>0</td> <td>?</td> <td>0</td> <td>? </td></tr> <tr> <td><a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">Chlormadinone acetate</a></td> <td>Pregnane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>67</td> <td>5</td> <td>0</td> <td>8</td> <td>0</td> <td>0</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a></td> <td>Pregnane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td data-sort-value="<style data-mw-deduplicate=" style="color:Blue" class="tmp-color"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Blue">++</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>90</td> <td>6</td> <td>0</td> <td>6</td> <td>8</td> <td>0</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Demegestone" title="Demegestone">Demegestone</a></td> <td>Norpregnane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>115</td> <td>1</td> <td>0</td> <td>5</td> <td>1–2</td> <td>?</td> <td>? </td></tr> <tr> <td><a href="/wiki/Desogestrel" title="Desogestrel">Desogestrel</a><sup>a</sup></td> <td>Gonane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Orange">±</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>1</td> <td>0</td> <td>0</td> <td>0</td> <td>0</td> <td>0</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Dienogest" title="Dienogest">Dienogest</a></td> <td>Gonane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>5</td> <td>10</td> <td>0</td> <td>1</td> <td>0</td> <td>0</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Drospirenone" title="Drospirenone">Drospirenone</a></td> <td>Spirolactone</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td>35</td> <td>65</td> <td>0</td> <td>6</td> <td>230</td> <td>0</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Dydrogesterone" title="Dydrogesterone">Dydrogesterone</a><sup>a</sup></td> <td>Pregnane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Orange">±</span></td> <td>75</td> <td>0</td> <td>?</td> <td>?</td> <td>?</td> <td>?</td> <td>? </td></tr> <tr> <td><a href="/wiki/Ethisterone" title="Ethisterone">Ethisterone</a></td> <td>Androstane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>18</td> <td>0</td> <td>0</td> <td>0</td> <td>0</td> <td>?</td> <td>? </td></tr> <tr> <td><a href="/wiki/Etonogestrel" title="Etonogestrel">Etonogestrel</a></td> <td>Gonane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Orange">±</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>150</td> <td>20</td> <td>0</td> <td>14</td> <td>0</td> <td>15</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Etynodiol" title="Etynodiol">Etynodiol</a><sup>a,b</sup></td> <td>Estrane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>1</td> <td>0</td> <td>11–18</td> <td>0</td> <td>?</td> <td>?</td> <td>? </td></tr> <tr> <td><a href="/wiki/Etynodiol_diacetate" title="Etynodiol diacetate">Etynodiol diacetate</a><sup>a</sup></td> <td>Estrane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>1</td> <td>0</td> <td>0</td> <td>0</td> <td>0</td> <td>?</td> <td>? </td></tr> <tr> <td><a href="/wiki/Gestodene" title="Gestodene">Gestodene</a></td> <td>Gonane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td>90–432</td> <td>85</td> <td>0</td> <td>27–38</td> <td>97–290</td> <td>40</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Gestonorone_caproate" title="Gestonorone caproate">Gestonorone caproate</a></td> <td>Pregnane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>?</td> <td>?</td> <td>?</td> <td>?</td> <td>?</td> <td>?</td> <td>? </td></tr> <tr> <td><a href="/wiki/Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">Hydroxyprogesterone caproate</a></td> <td>Pregnane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Orange">±</span></td> <td>?</td> <td>?</td> <td>?</td> <td>?</td> <td>?</td> <td>?</td> <td>? </td></tr> <tr> <td><a href="/wiki/Levonorgestrel" title="Levonorgestrel">Levonorgestrel</a></td> <td>Gonane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>150–162</td> <td>45</td> <td>0</td> <td>1–8</td> <td>17–75</td> <td>50</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Lynestrenol" title="Lynestrenol">Lynestrenol</a><sup>a</sup></td> <td>Estrane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>1</td> <td>1</td> <td>3</td> <td>0</td> <td>0</td> <td>?</td> <td>? </td></tr> <tr> <td><a href="/wiki/Medrogestone" title="Medrogestone">Medrogestone</a></td> <td>Pregnane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Orange">±</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>?</td> <td>?</td> <td>?</td> <td>?</td> <td>?</td> <td>?</td> <td>? </td></tr> <tr> <td><a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a></td> <td>Pregnane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Orange">±</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>115–149</td> <td>5</td> <td>0</td> <td>29–58</td> <td>3–160</td> <td>0</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a></td> <td>Pregnane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Orange">±</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>65</td> <td>5</td> <td>0</td> <td>30</td> <td>0</td> <td>0</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">Nomegestrol acetate</a></td> <td>Norpregnane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>125</td> <td>42</td> <td>0</td> <td>6</td> <td>0</td> <td>0</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Norelgestromin" title="Norelgestromin">Norelgestromin</a></td> <td>Gonane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Orange">±</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>10</td> <td>0</td> <td>?</td> <td>?</td> <td>?</td> <td>0</td> <td>? </td></tr> <tr> <td><a href="/wiki/Norethisterone" title="Norethisterone">Norethisterone</a></td> <td>Estrane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>67–75</td> <td>15</td> <td>0</td> <td>0–1</td> <td>0–3</td> <td>16</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">Norethisterone acetate</a><sup>a</sup></td> <td>Estrane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>20</td> <td>5</td> <td>1</td> <td>0</td> <td>0</td> <td>?</td> <td>? </td></tr> <tr> <td><a href="/wiki/Norethisterone_enanthate" title="Norethisterone enanthate">Norethisterone enanthate</a><sup>a</sup></td> <td>Estrane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>?</td> <td>?</td> <td>?</td> <td>?</td> <td>?</td> <td>?</td> <td>? </td></tr> <tr> <td><a href="/wiki/Noretynodrel" title="Noretynodrel">Noretynodrel</a><sup>a</sup></td> <td>Estrane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Orange">±</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>6</td> <td>0</td> <td>2</td> <td>0</td> <td>0</td> <td>0</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Norgestimate" title="Norgestimate">Norgestimate</a><sup>a</sup></td> <td>Gonane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>15</td> <td>0</td> <td>0</td> <td>1</td> <td>0</td> <td>0</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a></td> <td>Pregnane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Orange">±</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td>50</td> <td>0</td> <td>0</td> <td>10</td> <td>100</td> <td>0</td> <td>36 </td></tr> <tr> <td><a href="/wiki/Promegestone" title="Promegestone">Promegestone</a><sup>a</sup></td> <td>Norpregnane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>100</td> <td>0</td> <td>0</td> <td>5</td> <td>53</td> <td>0</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Segesterone_acetate" title="Segesterone acetate">Segesterone acetate</a></td> <td>Norpregnane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>136</td> <td>0</td> <td>0</td> <td>38</td> <td>?</td> <td>0</td> <td>? </td></tr> <tr> <td data-sort-value="Tibolone-1"><a href="/wiki/Tibolone" title="Tibolone">Tibolone</a><sup>a</sup></td> <td>Estrane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Limegreen">+</span></td> <td data-sort-value="<style data-mw-deduplicate=" style="color:Blue" class="tmp-color"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Blue">++</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>6</td> <td>6</td> <td>1</td> <td>?</td> <td>?</td> <td>?</td> <td> </td></tr> <tr> <td data-sort-value="Tibolone-2"><a href="/wiki/%CE%944-Tibolone" title="Δ4-Tibolone">Δ<sup>4</sup>-Tibolone</a><sup>b</sup></td> <td>Estrane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td data-sort-value="<style data-mw-deduplicate=" style="color:Blue" class="tmp-color"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Blue">++</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td>90</td> <td>35</td> <td>1</td> <td>0</td> <td>2</td> <td>1</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Trimegestone" title="Trimegestone">Trimegestone</a></td> <td>Norpregnane</td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Orange">±</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span></td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Orange">±</span></td> <td>294–330</td> <td>1</td> <td>0</td> <td>9–13</td> <td>42–120</td> <td>?</td> <td>? </td></tr> <tr class="sortbottom"> <td colspan="15" style="width: 1px; background-color:#eaecf0; text-align: center;"><b>Footnotes:</b> <sup>a</sup> = <a href="/wiki/Prodrug" title="Prodrug">Prodrug</a>. <sup>b</sup> = <a href="/wiki/Metabolite" title="Metabolite">Metabolite</a> (non-marketed). <b>Class:</b> Pregnane = <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a> derivative. Norpregnane = <a href="/wiki/19-Norprogesterone" title="19-Norprogesterone">19-Norprogesterone</a> derivative. Androstane = <a href="/wiki/Testosterone_(medication)" title="Testosterone (medication)">Testosterone</a> derivative. Estrane = <a href="/wiki/19-Nortestosterone" class="mw-redirect" title="19-Nortestosterone">19-Nortestosterone</a> derivative. Gonane = 13β-Ethylgonane = <a href="/wiki/Levonorgestrel" title="Levonorgestrel">18-Methyl-19-nortestosterone</a> derivative. Spirolactone = <a href="/wiki/Spirolactone" title="Spirolactone">Spirolactone</a> derivative. <b>Magnitude:</b> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Blue">++</span> = High. <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Green">+</span> = Moderate. <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Orange">±</span> = Low. <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239334494"><span class="tmp-color" style="color:Red">–</span> = None. <b>Activity:</b> ES = <a href="/wiki/Estrogen_(medication)" title="Estrogen (medication)">Estrogenic</a>. AN = <a href="/wiki/Androgen" title="Androgen">Androgenic</a>. AA = <a href="/wiki/Antiandrogen" title="Antiandrogen">Antiandrogenic</a>. GC = <a href="/wiki/Glucocorticoid" title="Glucocorticoid">Glucocorticoid</a>. AM = <a href="/wiki/Antimineralocorticoid" class="mw-redirect" title="Antimineralocorticoid">Antimineralocorticoid</a>. <b>Binding:</b> <a href="/wiki/Progesterone_receptor" title="Progesterone receptor"><abbr title="Progesterone receptor">PR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Progesterone receptor</span>: <a href="/wiki/Promegestone" title="Promegestone">Promegestone</a> = 100%. <a href="/wiki/Androgen_receptor" title="Androgen receptor"><abbr title="Androgen receptor">AR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Androgen receptor</span>: <a href="/wiki/Metribolone" title="Metribolone">Metribolone</a> = 100%. <a href="/wiki/Estrogen_receptor" title="Estrogen receptor"><abbr title="estrogen receptor">ER</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip estrogen receptor</span>: <a href="/wiki/Estradiol_(medication)" title="Estradiol (medication)">Estradiol</a> = 100%. <a href="/wiki/Glucocorticoid_receptor" title="Glucocorticoid receptor"><abbr title="Glucocorticoid receptor">GR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Glucocorticoid receptor</span>: <a href="/wiki/Dexamethasone" title="Dexamethasone">Dexamethasone</a> = 100%. <a href="/wiki/Mineralocorticoid_receptor" title="Mineralocorticoid receptor"><abbr title="Mineralocorticoid receptor">MR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Mineralocorticoid receptor</span>: <a href="/wiki/Aldosterone" title="Aldosterone">Aldosterone</a> = 100%. <a href="/wiki/Sex_hormone-binding_globulin" title="Sex hormone-binding globulin"><abbr title="Sex hormone-binding globulin">SHBG</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Sex hormone-binding globulin</span>: <a href="/wiki/Androstanolone" title="Androstanolone"><abbr title="Dihydrotestosterone">DHT</abbr></a> = 100%. <a href="/wiki/Corticosteroid-binding_globulin" class="mw-redirect" title="Corticosteroid-binding globulin"><abbr title="Corticosteroid-binding globulin">CBG</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Corticosteroid-binding globulin</span>: <a href="/wiki/Hydrocortisone" title="Hydrocortisone">Cortisol</a> = 100%. <b>Sources:</b> See template. </td></tr></tbody></table> <table class="wikitable plainrowheaders floatright" style="font-size: small; margin: 1em auto;"> <caption class="nowrap" style="font-size: 105%;"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Oral_potencies_of_progestogens" title="Template:Oral potencies of progestogens"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Oral_potencies_of_progestogens" title="Template talk:Oral potencies of progestogens"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Oral_potencies_of_progestogens" title="Special:EditPage/Template:Oral potencies of progestogens"><abbr title="Edit this template">e</abbr></a></li></ul></div> Oral potencies of progestogens<sup id="cite_ref-201" class="reference"><a href="#cite_note-201"><span class="cite-bracket">[</span>data 1<span class="cite-bracket">]</span></a></sup> </caption> <tbody><tr> <th scope="col" rowspan="3">Compound </th> <th scope="col" colspan="6">Doses for specific uses (mg/day)<sup id="cite_ref-202" class="reference"><a href="#cite_note-202"><span class="cite-bracket">[</span>a<span class="cite-bracket">]</span></a></sup> </th></tr> <tr> <th scope="col" data-sort-type="number" rowspan="2"><abbr title="Ovulation-inhibiting dosage">OID</abbr> </th> <th scope="col" colspan="2"><abbr title="Endometrial transformation dosage">TFD</abbr> </th> <th scope="col" data-sort-type="number" rowspan="2"><abbr title="Menstrual delay test (Greenblatt)">MDT</abbr> </th> <th scope="col" data-sort-type="number" rowspan="2"><abbr title="Birth control pill dosage">BCPD</abbr> </th> <th scope="col" data-sort-type="number" rowspan="2"><abbr title="Estimated comparable dosage">ECD</abbr> </th></tr> <tr> <th scope="col" data-sort-type="number">Cycle </th> <th scope="col" data-sort-type="number">Daily </th></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Allylestrenol" title="Allylestrenol">Allylestrenol</a> </th> <td>25</td> <td>150–300</td> <td>–</td> <td>30</td> <td>–</td> <td>– </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Bromoketoprogesterone" title="Bromoketoprogesterone">Bromoketoprogesterone</a><sup id="cite_ref-mark_203-0" class="reference"><a href="#cite_note-mark-203"><span class="cite-bracket">[</span>b<span class="cite-bracket">]</span></a></sup> </th> <td>–</td> <td>–</td> <td>100–160</td> <td>–</td> <td>–</td> <td>– </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">Chlormadinone acetate</a> </th> <td>1.5–4.0</td> <td>20–30</td> <td>3–10</td> <td>1.0–4.0</td> <td>2.0</td> <td>5–10 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a> </th> <td>1.0</td> <td>20–30</td> <td>1.0–3.0</td> <td>1.0–4.0</td> <td>2.0</td> <td>1.0 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Desogestrel" title="Desogestrel">Desogestrel</a> </th> <td>0.06</td> <td>0.4–2.5</td> <td>0.15</td> <td>0.25</td> <td>0.15</td> <td>0.15 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Dienogest" title="Dienogest">Dienogest</a> </th> <td>1.0</td> <td>6.0–6.3</td> <td>–</td> <td>–</td> <td>2.0–3.0</td> <td>2.0 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Drospirenone" title="Drospirenone">Drospirenone</a> </th> <td>2.0</td> <td>40–80</td> <td>–</td> <td>–</td> <td>3.0</td> <td>2.0 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Dydrogesterone" title="Dydrogesterone">Dydrogesterone</a> </th> <td data-sort-value="30">>30</td> <td>140–200</td> <td>10–20</td> <td>20</td> <td>–</td> <td>10 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Ethisterone" title="Ethisterone">Ethisterone</a> </th> <td>–</td> <td>200–700</td> <td>50–250</td> <td>–</td> <td>–</td> <td>– </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Etynodiol_diacetate" title="Etynodiol diacetate">Etynodiol diacetate</a> </th> <td>2.0</td> <td>10–15</td> <td>–</td> <td>1.0</td> <td>1.0–20</td> <td>– </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Gestodene" title="Gestodene">Gestodene</a> </th> <td>0.03</td> <td>2.0–3.0</td> <td>–</td> <td>–</td> <td>0.06–0.075</td> <td>0.20 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Hydroxyprogesterone_acetate" title="Hydroxyprogesterone acetate">Hydroxyprogest. acetate</a> </th> <td>–</td> <td>–</td> <td>70–125</td> <td>–</td> <td>100</td> <td>– </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">Hydroxyprogest. caproate</a> </th> <td>–</td> <td>700–1400</td> <td>70</td> <td>–</td> <td>–</td> <td>– </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Levonorgestrel" title="Levonorgestrel">Levonorgestrel</a> </th> <td>0.05</td> <td>2.5–6.0</td> <td>0.15–0.25</td> <td>0.5</td> <td>0.1–0.15</td> <td>0.075 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Lynestrenol" title="Lynestrenol">Lynestrenol</a> </th> <td>2.0</td> <td>35–150</td> <td>5.0</td> <td>10</td> <td>–</td> <td>– </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Medrogestone" title="Medrogestone">Medrogestone</a> </th> <td>10</td> <td>50–100</td> <td>10</td> <td>15</td> <td>–</td> <td>10 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogest. acetate</a> </th> <td>10</td> <td>40–120</td> <td>2.5–10</td> <td>20–30</td> <td>5–10</td> <td>5.0 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a> </th> <td data-sort-value="5">>5<sup id="cite_ref-207" class="reference"><a href="#cite_note-207"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>30–70</td> <td>–</td> <td>5–10</td> <td>1.0–5.0</td> <td>5.0 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">Nomegestrol acetate</a> </th> <td>1.25–5.0</td> <td>100</td> <td>5.0</td> <td>–</td> <td>2.5</td> <td>3.75–5.0 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Norethandrolone" title="Norethandrolone">Norethandrolone</a><sup id="cite_ref-mark_203-1" class="reference"><a href="#cite_note-mark-203"><span class="cite-bracket">[</span>b<span class="cite-bracket">]</span></a></sup> </th> <td>–</td> <td>–</td> <td>10</td> <td>–</td> <td>–</td> <td>– </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Norethisterone" title="Norethisterone">Norethisterone</a> </th> <td>0.4–0.5</td> <td>100–150</td> <td>5–10</td> <td>10–15</td> <td>0.5</td> <td>0.7–1.0 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">Norethisterone acetate</a> </th> <td>0.5</td> <td>30–60</td> <td>2.5–5.0</td> <td>7.5</td> <td>0.6</td> <td>1.0 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">Norethist. acetate</a> (micron.) </th> <td>–</td> <td>12–14</td> <td>–</td> <td>–</td> <td>–</td> <td>– </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Noretynodrel" title="Noretynodrel">Noretynodrel</a> </th> <td>4.0</td> <td>150–200</td> <td>–</td> <td>14</td> <td>2.5–10</td> <td>– </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Norgestimate" title="Norgestimate">Norgestimate</a> </th> <td>0.2</td> <td>2.0–10</td> <td>–</td> <td>–</td> <td>0.25</td> <td>0.09 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Norgestrel" title="Norgestrel">Norgestrel</a> </th> <td>0.1</td> <td>12</td> <td>–</td> <td>0.5–2.0</td> <td>–</td> <td>– </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Normethandrone" title="Normethandrone">Normethandrone</a> </th> <td>–</td> <td>150</td> <td>10</td> <td>–</td> <td>–</td> <td>– </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a> (non-micron.) </th> <td>>300<sup id="cite_ref-213" class="reference"><a href="#cite_note-213"><span class="cite-bracket">[</span>d<span class="cite-bracket">]</span></a></sup></td> <td>–</td> <td>–</td> <td>–</td> <td>–</td> <td>– </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a> (micronized) </th> <td>–</td> <td>4200</td> <td>200–300</td> <td>1000</td> <td>–</td> <td>200 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Promegestone" title="Promegestone">Promegestone</a> </th> <td>0.5</td> <td>10</td> <td>0.5</td> <td>–</td> <td>–</td> <td>0.5 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Tibolone" title="Tibolone">Tibolone</a> </th> <td>2.5</td> <td>–</td> <td>–</td> <td>–</td> <td>–</td> <td>– </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Trengestone" title="Trengestone">Trengestone</a> </th> <td>–</td> <td>50–70</td> <td>–</td> <td>–</td> <td>–</td> <td>– </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Trimegestone" title="Trimegestone">Trimegestone</a> </th> <td>0.5</td> <td>–</td> <td>0.25–0.5</td> <td>–</td> <td>–</td> <td>0.0625–0.5 </td></tr> <tr class="sortbottom"> <td colspan="9" style="width: 1px; background-color:#eaecf0; text-align: center;"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1214851843"><div class="hidden-begin mw-collapsible mw-collapsed" style=""><div class="hidden-title skin-nightmode-reset-color" style="text-align:center;">Notes and sources</div><div class="hidden-content mw-collapsible-content" style=""> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239543626"><div class="reflist"> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-201"><span class="mw-cite-backlink"><b><a href="#cite_ref-201">^</a></b></span> <span class="reference-text"><sup id="cite_ref-pmid14670641_181-0" class="reference"><a href="#cite_note-pmid14670641-181"><span class="cite-bracket">[</span>168<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Kuhl2011_182-0" class="reference"><a href="#cite_note-Kuhl2011-182"><span class="cite-bracket">[</span>169<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid16112947y_183-0" class="reference"><a href="#cite_note-pmid16112947y-183"><span class="cite-bracket">[</span>170<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid2215269_184-0" class="reference"><a href="#cite_note-pmid2215269-184"><span class="cite-bracket">[</span>171<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid2170822_185-0" class="reference"><a href="#cite_note-pmid2170822-185"><span class="cite-bracket">[</span>172<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-KnörrKnörr-Gärtner2013_186-0" class="reference"><a href="#cite_note-KnörrKnörr-Gärtner2013-186"><span class="cite-bracket">[</span>173<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-KnörrBeller2013q_187-0" class="reference"><a href="#cite_note-KnörrBeller2013q-187"><span class="cite-bracket">[</span>174<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-HorskyPresl1981w_188-0" class="reference"><a href="#cite_note-HorskyPresl1981w-188"><span class="cite-bracket">[</span>175<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Ferin1972e_189-0" class="reference"><a href="#cite_note-Ferin1972e-189"><span class="cite-bracket">[</span>176<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-LeidenbergerStrowitzki2009_190-0" class="reference"><a href="#cite_note-LeidenbergerStrowitzki2009-190"><span class="cite-bracket">[</span>177<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-NeumannDüsterberg1998_191-0" class="reference"><a href="#cite_note-NeumannDüsterberg1998-191"><span class="cite-bracket">[</span>178<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Hammerstein1990_192-0" class="reference"><a href="#cite_note-Hammerstein1990-192"><span class="cite-bracket">[</span>179<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Pschyrembel1968_193-0" class="reference"><a href="#cite_note-Pschyrembel1968-193"><span class="cite-bracket">[</span>180<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Ufer1968_194-0" class="reference"><a href="#cite_note-Ufer1968-194"><span class="cite-bracket">[</span>181<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22078182_195-0" class="reference"><a href="#cite_note-pmid22078182-195"><span class="cite-bracket">[</span>182<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-HenzlEdwards1999a_196-0" class="reference"><a href="#cite_note-HenzlEdwards1999a-196"><span class="cite-bracket">[</span>183<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Kopera1991_197-0" class="reference"><a href="#cite_note-Kopera1991-197"><span class="cite-bracket">[</span>184<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-IARCWHO2007_198-0" class="reference"><a href="#cite_note-IARCWHO2007-198"><span class="cite-bracket">[</span>185<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-LoboStanczyk1994_199-0" class="reference"><a href="#cite_note-LoboStanczyk1994-199"><span class="cite-bracket">[</span>186<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Henzl1986_200-0" class="reference"><a href="#cite_note-Henzl1986-200"><span class="cite-bracket">[</span>187<span class="cite-bracket">]</span></a></sup></span> </li> </ol></div></div><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239543626"><div class="reflist reflist-lower-alpha"> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-202"><span class="mw-cite-backlink"><b><a href="#cite_ref-202">^</a></b></span> <span class="reference-text">Dosages are expressed in mg/day unless otherwise noted.</span> </li> <li id="cite_note-mark-203"><span class="mw-cite-backlink">^ <a href="#cite_ref-mark_203-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-mark_203-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text">Never marketed as a progestogen.</span> </li> <li id="cite_note-207"><span class="mw-cite-backlink"><b><a href="#cite_ref-207">^</a></b></span> <span class="reference-text">The exact <abbr title="Ovulation-inhibiting dosage">OID</abbr> of <abbr title="megestrol acetate">MGA</abbr> is unknown, but it is known to be greater than 5 mg/day.<sup id="cite_ref-pmid12332461_204-0" class="reference"><a href="#cite_note-pmid12332461-204"><span class="cite-bracket">[</span>188<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid2471590_205-0" class="reference"><a href="#cite_note-pmid2471590-205"><span class="cite-bracket">[</span>189<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-VesseyMears1972_206-0" class="reference"><a href="#cite_note-VesseyMears1972-206"><span class="cite-bracket">[</span>190<span class="cite-bracket">]</span></a></sup></span> </li> <li id="cite_note-213"><span class="mw-cite-backlink"><b><a href="#cite_ref-213">^</a></b></span> <span class="reference-text">Ovulation inhibition rate with 300 to 1,000 mg/day oral non-micronized <abbr title="progesterone (medication)">P4</abbr> was incomplete.<sup id="cite_ref-pmid945344_208-0" class="reference"><a href="#cite_note-pmid945344-208"><span class="cite-bracket">[</span>191<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22078182_195-1" class="reference"><a href="#cite_note-pmid22078182-195"><span class="cite-bracket">[</span>182<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid13614060_209-0" class="reference"><a href="#cite_note-pmid13614060-209"><span class="cite-bracket">[</span>192<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid13394044_210-0" class="reference"><a href="#cite_note-pmid13394044-210"><span class="cite-bracket">[</span>193<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-StoneKupperman1955_211-0" class="reference"><a href="#cite_note-StoneKupperman1955-211"><span class="cite-bracket">[</span>194<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-BenagianoDiczfalusy1983_212-0" class="reference"><a href="#cite_note-BenagianoDiczfalusy1983-212"><span class="cite-bracket">[</span>195<span class="cite-bracket">]</span></a></sup></span> </li> </ol></div></div></div></div> </td></tr></tbody></table> <table class="wikitable plainrowheaders floatright" style="font-size:small;"> <caption class="nowrap" style="font-size: 105%;"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Parenteral_potencies_and_durations_of_progestogens" title="Template:Parenteral potencies and durations of progestogens"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Parenteral_potencies_and_durations_of_progestogens" title="Template talk:Parenteral potencies and durations of progestogens"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Parenteral_potencies_and_durations_of_progestogens" title="Special:EditPage/Template:Parenteral potencies and durations of progestogens"><abbr title="Edit this template">e</abbr></a></li></ul></div> Parenteral potencies and durations of progestogens<sup id="cite_ref-233" class="reference"><a href="#cite_note-233"><span class="cite-bracket">[</span>a<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-234" class="reference"><a href="#cite_note-234"><span class="cite-bracket">[</span>b<span class="cite-bracket">]</span></a></sup> </caption> <tbody><tr> <th scope="col" rowspan="2">Compound </th> <th scope="col" rowspan="2">Form </th> <th scope="col" colspan="3">Dose for specific uses (mg)<sup id="cite_ref-235" class="reference"><a href="#cite_note-235"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup> </th> <th scope="col" rowspan="2"><abbr title="Duration of action">DOA</abbr><sup id="cite_ref-236" class="reference"><a href="#cite_note-236"><span class="cite-bracket">[</span>d<span class="cite-bracket">]</span></a></sup> </th></tr> <tr> <th scope="col"><abbr title="Endometrial transformation dose">TFD</abbr><sup id="cite_ref-237" class="reference"><a href="#cite_note-237"><span class="cite-bracket">[</span>e<span class="cite-bracket">]</span></a></sup> </th> <th scope="col"><abbr title="Progestogen-only injectable contraceptive dose">POICD</abbr><sup id="cite_ref-238" class="reference"><a href="#cite_note-238"><span class="cite-bracket">[</span>f<span class="cite-bracket">]</span></a></sup> </th> <th scope="col"><abbr title="Combined injectable contraceptive dose">CICD</abbr><sup id="cite_ref-239" class="reference"><a href="#cite_note-239"><span class="cite-bracket">[</span>g<span class="cite-bracket">]</span></a></sup> </th></tr> <tr> <td><a href="/wiki/Algestone_acetophenide" title="Algestone acetophenide">Algestone acetophenide</a></td> <td>Oil soln.</td> <td>–</td> <td>–</td> <td>75–150</td> <td>14–32 d </td></tr> <tr> <td><a href="/wiki/Gestonorone_caproate" title="Gestonorone caproate">Gestonorone caproate</a></td> <td>Oil soln.</td> <td>25–50</td> <td>–</td> <td>–</td> <td>8–13 d </td></tr> <tr> <td><a href="/wiki/Hydroxyprogesterone_acetate" title="Hydroxyprogesterone acetate">Hydroxyprogest. acetate</a><sup id="cite_ref-mark_240-0" class="reference"><a href="#cite_note-mark-240"><span class="cite-bracket">[</span>h<span class="cite-bracket">]</span></a></sup></td> <td>Aq. susp.</td> <td>350</td> <td>–</td> <td>–</td> <td>9–16 d </td></tr> <tr> <td><a href="/wiki/Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">Hydroxyprogest. caproate</a></td> <td>Oil soln.</td> <td>250–500<sup id="cite_ref-div_241-0" class="reference"><a href="#cite_note-div-241"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup></td> <td>–</td> <td>250–500</td> <td>5–21 d </td></tr> <tr> <td><a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprog. acetate</a></td> <td>Aq. susp.</td> <td>50–100</td> <td>150</td> <td>25</td> <td>14–50+ d </td></tr> <tr> <td><a href="/wiki/Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a></td> <td>Aq. susp.</td> <td>–</td> <td>–</td> <td>25</td> <td>>14 d </td></tr> <tr> <td><a href="/wiki/Norethisterone_enanthate" title="Norethisterone enanthate">Norethisterone enanthate</a></td> <td>Oil soln.</td> <td>100–200</td> <td>200</td> <td>50</td> <td>11–52 d </td></tr> <tr> <td rowspan="3"><a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a></td> <td>Oil soln.</td> <td>200<sup id="cite_ref-div_241-1" class="reference"><a href="#cite_note-div-241"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup></td> <td>–</td> <td>–</td> <td>2–6 d </td></tr> <tr> <td>Aq. soln.</td> <td>?</td> <td>–</td> <td>–</td> <td>1–2 d </td></tr> <tr> <td>Aq. susp.</td> <td>50–200</td> <td>–</td> <td>–</td> <td>7–14 d </td></tr> <tr class="sortbottom"> <td colspan="7" style="width: 1px; background-color:#eaecf0; background-color:#eaecf0; text-align: center;"> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1214851843"><div class="hidden-begin mw-collapsible mw-collapsed" style=""><div class="hidden-title skin-nightmode-reset-color" style="text-align:center;">Notes and sources:</div><div class="hidden-content mw-collapsible-content" style=""> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239543626"><div class="reflist reflist-lower-alpha"> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-233"><span class="mw-cite-backlink"><b><a href="#cite_ref-233">^</a></b></span> <span class="reference-text"><b>Sources:</b> <sup id="cite_ref-KnörrBeller2013_214-0" class="reference"><a href="#cite_note-KnörrBeller2013-214"><span class="cite-bracket">[</span>196<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-KnörrKnörr-Gärtner2013y_215-0" class="reference"><a href="#cite_note-KnörrKnörr-Gärtner2013y-215"><span class="cite-bracket">[</span>197<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Labhart2012_216-0" class="reference"><a href="#cite_note-Labhart2012-216"><span class="cite-bracket">[</span>198<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-HorskyPresl1981_217-0" class="reference"><a href="#cite_note-HorskyPresl1981-217"><span class="cite-bracket">[</span>199<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Ufer1969_218-0" class="reference"><a href="#cite_note-Ufer1969-218"><span class="cite-bracket">[</span>200<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Pschyrembel1968r_219-0" class="reference"><a href="#cite_note-Pschyrembel1968r-219"><span class="cite-bracket">[</span>201<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Ferin1972_220-0" class="reference"><a href="#cite_note-Ferin1972-220"><span class="cite-bracket">[</span>202<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-HenzlEdwards1999u_221-0" class="reference"><a href="#cite_note-HenzlEdwards1999u-221"><span class="cite-bracket">[</span>203<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Brotherton1976_222-0" class="reference"><a href="#cite_note-Brotherton1976-222"><span class="cite-bracket">[</span>204<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid8013220_223-0" class="reference"><a href="#cite_note-pmid8013220-223"><span class="cite-bracket">[</span>205<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid8013216_224-0" class="reference"><a href="#cite_note-pmid8013216-224"><span class="cite-bracket">[</span>206<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Goebelsmann1986_225-0" class="reference"><a href="#cite_note-Goebelsmann1986-225"><span class="cite-bracket">[</span>207<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-BeckerDüsterberg1980_226-0" class="reference"><a href="#cite_note-BeckerDüsterberg1980-226"><span class="cite-bracket">[</span>208<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-MoltzHaase2008_227-0" class="reference"><a href="#cite_note-MoltzHaase2008-227"><span class="cite-bracket">[</span>209<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-WrightBurgess2012_228-0" class="reference"><a href="#cite_note-WrightBurgess2012-228"><span class="cite-bracket">[</span>210<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ChuLi1986_229-0" class="reference"><a href="#cite_note-ChuLi1986-229"><span class="cite-bracket">[</span>211<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-RunnebaumRabe2012_230-0" class="reference"><a href="#cite_note-RunnebaumRabe2012-230"><span class="cite-bracket">[</span>212<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ArtiniGenazzani2001_231-0" class="reference"><a href="#cite_note-ArtiniGenazzani2001-231"><span class="cite-bracket">[</span>213<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-KingBrucker2013_232-0" class="reference"><a href="#cite_note-KingBrucker2013-232"><span class="cite-bracket">[</span>214<span class="cite-bracket">]</span></a></sup></span> </li> <li id="cite_note-234"><span class="mw-cite-backlink"><b><a href="#cite_ref-234">^</a></b></span> <span class="reference-text">All given by <a href="/wiki/Intramuscular_injection" title="Intramuscular injection">intramuscular</a> or <a href="/wiki/Subcutaneous_injection" class="mw-redirect" title="Subcutaneous injection">subcutaneous injection</a>.</span> </li> <li id="cite_note-235"><span class="mw-cite-backlink"><b><a href="#cite_ref-235">^</a></b></span> <span class="reference-text">Progesterone production during the <a href="/wiki/Luteal_phase" title="Luteal phase">luteal phase</a> is ~25 (15–50) mg/day. The <a href="/wiki/Ovulation-inhibiting_dose" class="mw-redirect" title="Ovulation-inhibiting dose"><abbr title="ovulation-inhibiting dose">OID</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip ovulation-inhibiting dose</span> of OHPC is 250 to 500 mg/month.</span> </li> <li id="cite_note-236"><span class="mw-cite-backlink"><b><a href="#cite_ref-236">^</a></b></span> <span class="reference-text">Duration of action in days.</span> </li> <li id="cite_note-237"><span class="mw-cite-backlink"><b><a href="#cite_ref-237">^</a></b></span> <span class="reference-text">Usually given for 14 days.</span> </li> <li id="cite_note-238"><span class="mw-cite-backlink"><b><a href="#cite_ref-238">^</a></b></span> <span class="reference-text">Usually dosed every two to three months.</span> </li> <li id="cite_note-239"><span class="mw-cite-backlink"><b><a href="#cite_ref-239">^</a></b></span> <span class="reference-text">Usually dosed once monthly.</span> </li> <li id="cite_note-mark-240"><span class="mw-cite-backlink"><b><a href="#cite_ref-mark_240-0">^</a></b></span> <span class="reference-text">Never marketed or approved by this route.</span> </li> <li id="cite_note-div-241"><span class="mw-cite-backlink">^ <a href="#cite_ref-div_241-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-div_241-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text">In divided doses (2 × 125 or 250 mg for <abbr title="hydroxyprogesterone caproate">OHPC</abbr>, 10 × 20 mg for <abbr title="progesterone">P4</abbr>).</span> </li> </ol></div></div></div></div> </td></tr></tbody></table> <div class="mw-heading mw-heading4"><h4 id="Antigonadotropic_effects">Antigonadotropic effects</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=38" title="Edit section: Antigonadotropic effects"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestogens, similarly to the androgens and estrogens through their own respective <a href="/wiki/Receptor_(biochemistry)" title="Receptor (biochemistry)">receptors</a>, inhibit the secretion of the <a href="/wiki/Gonadotropin" title="Gonadotropin">gonadotropins</a> <a href="/wiki/Follicle-stimulating_hormone" title="Follicle-stimulating hormone">follicle-stimulating hormone</a> (FSH) and <a href="/wiki/Luteinizing_hormone" title="Luteinizing hormone">luteinizing hormone</a> (LH) via activation of the PR in the <a href="/wiki/Pituitary_gland" title="Pituitary gland">pituitary gland</a>. This effect is a form of <a href="/wiki/Negative_feedback" title="Negative feedback">negative feedback</a> on the <a href="/wiki/Hypothalamic%E2%80%93pituitary%E2%80%93gonadal_axis" title="Hypothalamic–pituitary–gonadal axis">hypothalamic–pituitary–gonadal axis</a> (HPG axis) and takes advantage of the mechanism that the body uses to prevent <a href="/wiki/Sex_hormone" title="Sex hormone">sex hormone</a> levels from becoming too high.<sup id="cite_ref-pmid10997774_242-0" class="reference"><a href="#cite_note-pmid10997774-242"><span class="cite-bracket">[</span>215<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15752663_243-0" class="reference"><a href="#cite_note-pmid15752663-243"><span class="cite-bracket">[</span>216<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid12641635_244-0" class="reference"><a href="#cite_note-pmid12641635-244"><span class="cite-bracket">[</span>217<span class="cite-bracket">]</span></a></sup> Accordingly, progestogens, both endogenous and exogenous (i.e., progestins), have <a href="/wiki/Antigonadotropic" class="mw-redirect" title="Antigonadotropic">antigonadotropic</a> effects,<sup id="cite_ref-pmid368741_245-0" class="reference"><a href="#cite_note-pmid368741-245"><span class="cite-bracket">[</span>218<span class="cite-bracket">]</span></a></sup> and progestogens in sufficiently high amounts can markedly suppress the body's normal production of progestogens, androgens, and estrogens as well as inhibit <a href="/wiki/Fertility" title="Fertility">fertility</a> (<a href="/wiki/Ovulation" title="Ovulation">ovulation</a> in women and <a href="/wiki/Spermatogenesis" title="Spermatogenesis">spermatogenesis</a> in men).<sup id="cite_ref-pmid12641635_244-1" class="reference"><a href="#cite_note-pmid12641635-244"><span class="cite-bracket">[</span>217<span class="cite-bracket">]</span></a></sup> </p><p>Progestogens have been found to maximally suppress circulating testosterone levels in men by up to 70 to 80% at sufficiently high doses.<sup id="cite_ref-WeinKavoussi2011_246-0" class="reference"><a href="#cite_note-WeinKavoussi2011-246"><span class="cite-bracket">[</span>219<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid519881_247-0" class="reference"><a href="#cite_note-pmid519881-247"><span class="cite-bracket">[</span>220<span class="cite-bracket">]</span></a></sup> This is notably less than that achieved by <a href="/wiki/GnRH_analogue" class="mw-redirect" title="GnRH analogue">GnRH analogues</a>, which can effectively abolish gonadal production of testosterone and suppress circulating testosterone levels by as much as 95%.<sup id="cite_ref-Urotext2001_248-0" class="reference"><a href="#cite_note-Urotext2001-248"><span class="cite-bracket">[</span>221<span class="cite-bracket">]</span></a></sup> It is also less than that achieved by <a href="/wiki/High-dose_estrogen" class="mw-redirect" title="High-dose estrogen">high-dose estrogen</a> therapy, which can suppress testosterone levels into the castrate range similarly to GnRH analogues.<sup id="cite_ref-pmid7000222_249-0" class="reference"><a href="#cite_note-pmid7000222-249"><span class="cite-bracket">[</span>222<span class="cite-bracket">]</span></a></sup> </p><p>The <a href="/wiki/Retroprogesterone" title="Retroprogesterone">retroprogesterone</a> <a href="/wiki/Chemical_derivative" class="mw-redirect" title="Chemical derivative">derivatives</a> <a href="/wiki/Dydrogesterone" title="Dydrogesterone">dydrogesterone</a> and <a href="/wiki/Trengestone" title="Trengestone">trengestone</a> are atypical progestogens and unlike all other clinically used progestogens do not have antigonadotropic effects nor inhibit ovulation even at very high doses.<sup id="cite_ref-pmid16112947t_1-31" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-HorskyPresl2012_250-0" class="reference"><a href="#cite_note-HorskyPresl2012-250"><span class="cite-bracket">[</span>223<span class="cite-bracket">]</span></a></sup> In fact, trengestone may have <a href="/wiki/Progonadotropic" class="mw-redirect" title="Progonadotropic">progonadotropic</a> effects, and is actually able to <a href="/wiki/Ovulation_induction" title="Ovulation induction"><i>induce</i> ovulation</a>, with about a 50% success rate on average.<sup id="cite_ref-HorskyPresl2012_250-1" class="reference"><a href="#cite_note-HorskyPresl2012-250"><span class="cite-bracket">[</span>223<span class="cite-bracket">]</span></a></sup> These progestins also show other atypical properties relative to other progestogens, such as a lack of a <a href="/wiki/Hyperthermia" title="Hyperthermia">hyperthermic</a> effect.<sup id="cite_ref-pmid16112947t_1-32" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-HorskyPresl2012_250-2" class="reference"><a href="#cite_note-HorskyPresl2012-250"><span class="cite-bracket">[</span>223<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Androgenic_activity">Androgenic activity</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=39" title="Edit section: Androgenic activity"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Progestin-induced_virilization" title="Progestin-induced virilization">Progestin-induced virilization</a></div> <p>Some progestins have <a href="/wiki/Androgen" title="Androgen">androgenic</a> activity and can produce androgenic <a href="/wiki/Side_effect" title="Side effect">side effects</a> such as increased <a href="/wiki/Sebum" class="mw-redirect" title="Sebum">sebum</a> production (<a href="/wiki/Oily_skin" class="mw-redirect" title="Oily skin">oilier skin</a>), <a href="/wiki/Acne" title="Acne">acne</a>, and <a href="/wiki/Hirsutism" title="Hirsutism">hirsutism</a> (excessive facial/body hair growth), as well as changes in <a href="/wiki/Liver_protein_production" class="mw-redirect" title="Liver protein production">liver protein production</a>.<sup id="cite_ref-BullockBardin1977_251-0" class="reference"><a href="#cite_note-BullockBardin1977-251"><span class="cite-bracket">[</span>224<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Darney1995_252-0" class="reference"><a href="#cite_note-Darney1995-252"><span class="cite-bracket">[</span>225<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-CampagnoliClavel-Chapelon2005_253-0" class="reference"><a href="#cite_note-CampagnoliClavel-Chapelon2005-253"><span class="cite-bracket">[</span>226<span class="cite-bracket">]</span></a></sup> Only certain progestins are androgenic however, these being the <a href="/wiki/Testosterone" title="Testosterone">testosterone</a> derivatives and, to a lesser extent, the <a href="/wiki/17%CE%B1-hydroxyprogesterone" class="mw-redirect" title="17α-hydroxyprogesterone">17α-hydroxyprogesterone</a> derivatives <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a> and <a href="/wiki/Megestrol_acetate" title="Megestrol acetate">megestrol acetate</a>.<sup id="cite_ref-HugdahlWesterhausen2010_254-0" class="reference"><a href="#cite_note-HugdahlWesterhausen2010-254"><span class="cite-bracket">[</span>227<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Darney1995_252-1" class="reference"><a href="#cite_note-Darney1995-252"><span class="cite-bracket">[</span>225<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid14670641k_255-0" class="reference"><a href="#cite_note-pmid14670641k-255"><span class="cite-bracket">[</span>228<span class="cite-bracket">]</span></a></sup> No other progestins have such activity (though some, conversely, possess antiandrogenic activity).<sup id="cite_ref-Darney1995_252-2" class="reference"><a href="#cite_note-Darney1995-252"><span class="cite-bracket">[</span>225<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid14670641k_255-1" class="reference"><a href="#cite_note-pmid14670641k-255"><span class="cite-bracket">[</span>228<span class="cite-bracket">]</span></a></sup> Moreover, the androgenic activity of progestins within the testosterone derivatives also varies, and while some may have high or moderate androgenic activity, others have only low or no such activity.<sup id="cite_ref-Golan2008_34-1" class="reference"><a href="#cite_note-Golan2008-34"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-WilliamsFoye2002_256-0" class="reference"><a href="#cite_note-WilliamsFoye2002-256"><span class="cite-bracket">[</span>229<span class="cite-bracket">]</span></a></sup> </p><p>The androgenic activity of androgenic progestins is mediated by two mechanisms: 1) direct binding to and activation of the <a href="/wiki/Androgen_receptor" title="Androgen receptor">androgen receptor</a>; and 2) displacement of <a href="/wiki/Testosterone" title="Testosterone">testosterone</a> from <a href="/wiki/Sex_hormone-binding_globulin" title="Sex hormone-binding globulin">sex hormone-binding globulin</a> (SHBG), thereby increasing free (and thus bioactive) testosterone levels.<sup id="cite_ref-Azziz2007_257-0" class="reference"><a href="#cite_note-Azziz2007-257"><span class="cite-bracket">[</span>230<span class="cite-bracket">]</span></a></sup> The androgenic activity of many androgenic progestins is offset by combination with <a href="/wiki/Ethinylestradiol" title="Ethinylestradiol">ethinylestradiol</a>, which robustly increases SHBG levels, and most oral contraceptives in fact markedly reduce free testosterone levels and can treat or improve acne and hirsutism.<sup id="cite_ref-Azziz2007_257-1" class="reference"><a href="#cite_note-Azziz2007-257"><span class="cite-bracket">[</span>230<span class="cite-bracket">]</span></a></sup> An exception is progestin-only contraceptives, which do not also contain an estrogen.<sup id="cite_ref-Azziz2007_257-2" class="reference"><a href="#cite_note-Azziz2007-257"><span class="cite-bracket">[</span>230<span class="cite-bracket">]</span></a></sup> </p><p>The relative androgenic activity of testosterone-derivative progestins and other progestins that have androgenic activity can be roughly ranked as follows: </p> <ul><li>Very high: <a href="/wiki/Danazol" title="Danazol">danazol</a>, <a href="/wiki/Ethisterone" title="Ethisterone">ethisterone</a>, <a href="/wiki/Gestrinone" title="Gestrinone">gestrinone</a>, <a href="/wiki/Normethandrone" title="Normethandrone">normethandrone</a>, <a href="/wiki/Norvinisterone" title="Norvinisterone">norvinisterone</a><sup id="cite_ref-Bentley1980_258-0" class="reference"><a href="#cite_note-Bentley1980-258"><span class="cite-bracket">[</span>231<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Sengupta2007_259-0" class="reference"><a href="#cite_note-Sengupta2007-259"><span class="cite-bracket">[</span>232<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Ferin1962_260-0" class="reference"><a href="#cite_note-Ferin1962-260"><span class="cite-bracket">[</span>233<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-SaundersDrill1956_261-0" class="reference"><a href="#cite_note-SaundersDrill1956-261"><span class="cite-bracket">[</span>234<span class="cite-bracket">]</span></a></sup></li> <li>High: <a href="/wiki/Levonorgestrel" title="Levonorgestrel">levonorgestrel</a>, <a href="/wiki/Norgestrel" title="Norgestrel">norgestrel</a>, <a href="/wiki/Norgestrienone" title="Norgestrienone">norgestrienone</a>, <a href="/wiki/Tibolone" title="Tibolone">tibolone</a><sup id="cite_ref-Golan2008_34-2" class="reference"><a href="#cite_note-Golan2008-34"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-WilliamsFoye2002_256-1" class="reference"><a href="#cite_note-WilliamsFoye2002-256"><span class="cite-bracket">[</span>229<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Bentley1980_258-1" class="reference"><a href="#cite_note-Bentley1980-258"><span class="cite-bracket">[</span>231<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-LauritzenStudd2005_7-1" class="reference"><a href="#cite_note-LauritzenStudd2005-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-TashjianArmstrong2011_262-0" class="reference"><a href="#cite_note-TashjianArmstrong2011-262"><span class="cite-bracket">[</span>235<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-de_GooyerDeckers2003_263-0" class="reference"><a href="#cite_note-de_GooyerDeckers2003-263"><span class="cite-bracket">[</span>236<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid16112947t_1-33" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup></li> <li>Moderate: <a href="/wiki/Norethisterone" title="Norethisterone">norethisterone</a> and its <a href="/wiki/Prodrug" title="Prodrug">prodrugs</a> (<a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">norethisterone acetate</a>, <a href="/wiki/Norethisterone_enanthate" title="Norethisterone enanthate">norethisterone enanthate</a>, <a href="/wiki/Etynodiol_diacetate" title="Etynodiol diacetate">etynodiol diacetate</a>, <a href="/wiki/Lynestrenol" title="Lynestrenol">lynestrenol</a>, <a href="/wiki/Quingestanol_acetate" title="Quingestanol acetate">quingestanol acetate</a>)<sup id="cite_ref-pmid3543501_264-0" class="reference"><a href="#cite_note-pmid3543501-264"><span class="cite-bracket">[</span>237<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Golan2008_34-3" class="reference"><a href="#cite_note-Golan2008-34"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-WilliamsFoye2002_256-2" class="reference"><a href="#cite_note-WilliamsFoye2002-256"><span class="cite-bracket">[</span>229<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-TashjianArmstrong2011_262-1" class="reference"><a href="#cite_note-TashjianArmstrong2011-262"><span class="cite-bracket">[</span>235<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Chaudhuri2007_265-0" class="reference"><a href="#cite_note-Chaudhuri2007-265"><span class="cite-bracket">[</span>238<span class="cite-bracket">]</span></a></sup></li> <li>Low: <a href="/wiki/Desogestrel" title="Desogestrel">desogestrel</a>, <a href="/wiki/Etonogestrel" title="Etonogestrel">etonogestrel</a>, <a href="/wiki/Gestodene" title="Gestodene">gestodene</a>, <a href="/wiki/Norgestimate" title="Norgestimate">norgestimate</a><sup id="cite_ref-TashjianArmstrong2011_262-2" class="reference"><a href="#cite_note-TashjianArmstrong2011-262"><span class="cite-bracket">[</span>235<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Chaudhuri2007_265-1" class="reference"><a href="#cite_note-Chaudhuri2007-265"><span class="cite-bracket">[</span>238<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid8808163_266-0" class="reference"><a href="#cite_note-pmid8808163-266"><span class="cite-bracket">[</span>239<span class="cite-bracket">]</span></a></sup></li> <li>Very low or negligible: <a href="/wiki/Allylestrenol" title="Allylestrenol">allylestrenol</a>, <a href="/wiki/Dimethisterone" title="Dimethisterone">dimethisterone</a>, <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a>, <a href="/wiki/Megestrol_acetate" title="Megestrol acetate">megestrol acetate</a>, <a href="/wiki/Norelgestromin" title="Norelgestromin">norelgestromin</a>, <a href="/wiki/Noretynodrel" title="Noretynodrel">noretynodrel</a>, <a href="/wiki/Norgesterone" title="Norgesterone">norgesterone</a><sup id="cite_ref-pmid16112947t_1-34" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-OffermannsRosenthal2008_267-0" class="reference"><a href="#cite_note-OffermannsRosenthal2008-267"><span class="cite-bracket">[</span>240<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Marks2001_268-0" class="reference"><a href="#cite_note-Marks2001-268"><span class="cite-bracket">[</span>241<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid13753182_269-0" class="reference"><a href="#cite_note-pmid13753182-269"><span class="cite-bracket">[</span>242<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid12475720_270-0" class="reference"><a href="#cite_note-pmid12475720-270"><span class="cite-bracket">[</span>243<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-RuggieriMatscher1965_271-0" class="reference"><a href="#cite_note-RuggieriMatscher1965-271"><span class="cite-bracket">[</span>244<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-SimpsonWeiner1997_272-0" class="reference"><a href="#cite_note-SimpsonWeiner1997-272"><span class="cite-bracket">[</span>245<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-JUCKER2013_273-0" class="reference"><a href="#cite_note-JUCKER2013-273"><span class="cite-bracket">[</span>246<span class="cite-bracket">]</span></a></sup></li> <li>Antiandrogenic: <a href="/wiki/Dienogest" title="Dienogest">dienogest</a>, <a href="/wiki/Oxendolone" title="Oxendolone">oxendolone</a><sup id="cite_ref-AcademicPress1989_274-0" class="reference"><a href="#cite_note-AcademicPress1989-274"><span class="cite-bracket">[</span>247<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid16112947t_1-35" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup></li></ul> <p>The clinical androgenic and <a href="/wiki/Anabolic" class="mw-redirect" title="Anabolic">anabolic</a> activity of the androgenic progestins listed above is still far lower than that of conventional <a href="/wiki/Androgen" title="Androgen">androgens</a> and <a href="/wiki/Anabolic_steroid" title="Anabolic steroid">anabolic steroids</a> like <a href="/wiki/Testosterone_(medication)" title="Testosterone (medication)">testosterone</a> and <a href="/wiki/Nandrolone_ester" class="mw-redirect" title="Nandrolone ester">nandrolone esters</a>. As such, they are only generally associated with such effects in women and often only at high doses. In men, due to their concomitant progestogenic activity and by extension antigonadotropic effects, these progestins can have potent functional antiandrogenic effects via suppression of testosterone production and levels. </p> <div class="mw-heading mw-heading4"><h4 id="Antiandrogenic_activity">Antiandrogenic activity</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=40" title="Edit section: Antiandrogenic activity"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Some progestogens have <a href="/wiki/Antiandrogen" title="Antiandrogen">antiandrogenic</a> activity in addition to their progestogenic activity.<sup id="cite_ref-pmid12600226_275-0" class="reference"><a href="#cite_note-pmid12600226-275"><span class="cite-bracket">[</span>248<span class="cite-bracket">]</span></a></sup> These progestogens, with varying degrees of potency as antiandrogens, include <a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">chlormadinone acetate</a>, <a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">cyproterone acetate</a>, <a href="/wiki/Dienogest" title="Dienogest">dienogest</a>, <a href="/wiki/Drospirenone" title="Drospirenone">drospirenone</a>, <a href="/wiki/Medrogestone" title="Medrogestone">medrogestone</a>, <a href="/wiki/Megestrol_acetate" title="Megestrol acetate">megestrol acetate</a>, <a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">nomegestrol acetate</a>, <a href="/wiki/Osaterone_acetate" title="Osaterone acetate">osaterone acetate</a> (veterinary), and <a href="/wiki/Oxendolone" title="Oxendolone">oxendolone</a>.<sup id="cite_ref-pmid12600226_275-1" class="reference"><a href="#cite_note-pmid12600226-275"><span class="cite-bracket">[</span>248<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-AcademicPress1989_274-1" class="reference"><a href="#cite_note-AcademicPress1989-274"><span class="cite-bracket">[</span>247<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid14644837_276-0" class="reference"><a href="#cite_note-pmid14644837-276"><span class="cite-bracket">[</span>249<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-BotellaParis1987_277-0" class="reference"><a href="#cite_note-BotellaParis1987-277"><span class="cite-bracket">[</span>250<span class="cite-bracket">]</span></a></sup> The relative antiandrogenic activity in animals of some of these progestogens has been ranked as follows: cyproterone acetate (100%) > nomegestrol acetate (90%) > dienogest (30–40%) ≥ chlormadinone acetate (30%) = drospirenone (30%).<sup id="cite_ref-pmid16112947t_1-36" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid17056444_96-2" class="reference"><a href="#cite_note-pmid17056444-96"><span class="cite-bracket">[</span>83<span class="cite-bracket">]</span></a></sup> Antiandrogenic activity in certain progestogens may help to improve symptoms of <a href="/wiki/Acne" title="Acne">acne</a>, <a href="/wiki/Seborrhea" class="mw-redirect" title="Seborrhea">seborrhea</a>, <a href="/wiki/Hirsutism" title="Hirsutism">hirsutism</a>, and other <a href="/wiki/Androgen-dependent_condition" title="Androgen-dependent condition">androgen-dependent conditions</a> in women.<sup id="cite_ref-pmid16112947t_1-37" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid12600226_275-2" class="reference"><a href="#cite_note-pmid12600226-275"><span class="cite-bracket">[</span>248<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Estrogenic_activity">Estrogenic activity</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=41" title="Edit section: Estrogenic activity"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>A few progestins have weak <a href="/wiki/Estrogen_(medication)" title="Estrogen (medication)">estrogenic</a> activity.<sup id="cite_ref-pmid16112947t_1-38" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> These include the 19-nortestosterone derivatives <a href="/wiki/Norethisterone" title="Norethisterone">norethisterone</a>, <a href="/wiki/Noretynodrel" title="Noretynodrel">noretynodrel</a>, and <a href="/wiki/Tibolone" title="Tibolone">tibolone</a>, as well as the norethisterone <a href="/wiki/Prodrug" title="Prodrug">prodrugs</a><sup id="cite_ref-pmid2256526_278-0" class="reference"><a href="#cite_note-pmid2256526-278"><span class="cite-bracket">[</span>251<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">norethisterone acetate</a>, <a href="/wiki/Norethisterone_enanthate" title="Norethisterone enanthate">norethisterone enanthate</a>, <a href="/wiki/Lynestrenol" title="Lynestrenol">lynestrenol</a>, and <a href="/wiki/Etynodiol_diacetate" title="Etynodiol diacetate">etynodiol diacetate</a>.<sup id="cite_ref-pmid16112947t_1-39" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> The estrogenic activity of norethisterone and its prodrugs are due to <a href="/wiki/Metabolism" title="Metabolism">metabolism</a> into <a href="/wiki/Ethinylestradiol" title="Ethinylestradiol">ethinylestradiol</a>.<sup id="cite_ref-pmid16112947t_1-40" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> High doses of norethisterone and noretynodrel have been associated with estrogenic side effects such as <a href="/wiki/Breast_enlargement" title="Breast enlargement">breast enlargement</a> in women and <a href="/wiki/Gynecomastia" title="Gynecomastia">gynecomastia</a> in men, but also with alleviation of <a href="/wiki/Menopause" title="Menopause">menopausal</a> symptoms in postmenopausal women.<sup id="cite_ref-pmid13942007_279-0" class="reference"><a href="#cite_note-pmid13942007-279"><span class="cite-bracket">[</span>252<span class="cite-bracket">]</span></a></sup> In contrast, non-estrogenic progestins were not found to be associated with such effects.<sup id="cite_ref-pmid13942007_279-1" class="reference"><a href="#cite_note-pmid13942007-279"><span class="cite-bracket">[</span>252<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Glucocorticoid_activity">Glucocorticoid activity</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=42" title="Edit section: Glucocorticoid activity"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Some progestogens, mainly certain <a href="/wiki/17%CE%B1-hydroxyprogesterone" class="mw-redirect" title="17α-hydroxyprogesterone">17α-hydroxyprogesterone</a> derivatives, have weak <a href="/wiki/Glucocorticoid" title="Glucocorticoid">glucocorticoid</a> activity.<sup id="cite_ref-NeumannDuesterberg1988_280-0" class="reference"><a href="#cite_note-NeumannDuesterberg1988-280"><span class="cite-bracket">[</span>253<span class="cite-bracket">]</span></a></sup> This can result, at sufficiently high doses, in side effects such as symptoms of <a href="/wiki/Cushing%27s_syndrome" title="Cushing's syndrome">Cushing's syndrome</a>, <a href="/wiki/Steroid_diabetes" class="mw-redirect" title="Steroid diabetes">steroid diabetes</a>, <a href="/wiki/Adrenal_insufficiency" title="Adrenal insufficiency">adrenal suppression and insufficiency</a>, and <a href="/wiki/Neuropsychiatric" class="mw-redirect" title="Neuropsychiatric">neuropsychiatric</a> symptoms like <a href="/wiki/Depression_(mood)" title="Depression (mood)">depression</a>, <a href="/wiki/Anxiety" title="Anxiety">anxiety</a>, <a href="/wiki/Irritability" title="Irritability">irritability</a>, and <a href="/wiki/Cognitive_impairment" title="Cognitive impairment">cognitive impairment</a>.<sup id="cite_ref-NeumannDuesterberg1988_280-1" class="reference"><a href="#cite_note-NeumannDuesterberg1988-280"><span class="cite-bracket">[</span>253<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Harvey1996_281-0" class="reference"><a href="#cite_note-Harvey1996-281"><span class="cite-bracket">[</span>254<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-CuschieriHanna2015_282-0" class="reference"><a href="#cite_note-CuschieriHanna2015-282"><span class="cite-bracket">[</span>255<span class="cite-bracket">]</span></a></sup> Progestogens with the potential for clinically relevant glucocorticoid effects include the 17α-hydroxyprogesterone derivatives <a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">chlormadinone acetate</a>, <a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">cyproterone acetate</a>, <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a>, <a href="/wiki/Megestrol_acetate" title="Megestrol acetate">megestrol acetate</a>, <a href="/wiki/Promegestone" title="Promegestone">promegestone</a>, and <a href="/wiki/Segesterone_acetate" title="Segesterone acetate">segesterone acetate</a> and the testosterone derivatives <a href="/wiki/Desogestrel" title="Desogestrel">desogestrel</a>, <a href="/wiki/Etonogestrel" title="Etonogestrel">etonogestrel</a>, and <a href="/wiki/Gestodene" title="Gestodene">gestodene</a>.<sup id="cite_ref-pmid16112947t_1-41" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Harvey1996_281-1" class="reference"><a href="#cite_note-Harvey1996-281"><span class="cite-bracket">[</span>254<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Thomas1997_283-0" class="reference"><a href="#cite_note-Thomas1997-283"><span class="cite-bracket">[</span>256<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-PanayBriggs2015_284-0" class="reference"><a href="#cite_note-PanayBriggs2015-284"><span class="cite-bracket">[</span>257<span class="cite-bracket">]</span></a></sup> Conversely, <a href="/wiki/Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">hydroxyprogesterone caproate</a> possesses no such activity, while <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">progesterone</a> itself has very weak glucocorticoid activity.<sup id="cite_ref-Meis2005_285-0" class="reference"><a href="#cite_note-Meis2005-285"><span class="cite-bracket">[</span>258<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid16112947t_1-42" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p> <table class="wikitable sortable floatright" style="width:475px; text-align:left; margin-left:auto; margin-right:auto; border:none;"> <caption class="nowrap"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Glucocorticoid_activity_of_selected_steroids_in_vitro" title="Template:Glucocorticoid activity of selected steroids in vitro"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Glucocorticoid_activity_of_selected_steroids_in_vitro" title="Template talk:Glucocorticoid activity of selected steroids in vitro"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Glucocorticoid_activity_of_selected_steroids_in_vitro" title="Special:EditPage/Template:Glucocorticoid activity of selected steroids in vitro"><abbr title="Edit this template">e</abbr></a></li></ul></div> Glucocorticoid activity of selected steroids <i>in vitro</i> </caption> <tbody><tr> <th>Steroid</th> <th>Class</th> <th><a href="/wiki/Thrombin_receptor" title="Thrombin receptor"><abbr title="Thrombin receptor">TR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Thrombin receptor</span> (<a href="/wiki/Downregulation_and_upregulation" title="Downregulation and upregulation"><abbr title="Upregulation">↑</abbr></a>)<sup>a</sup></th> <th><a href="/wiki/Glucocorticoid_receptor" title="Glucocorticoid receptor"><abbr title="glucocorticoid receptor">GR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip glucocorticoid receptor</span> (%)<sup>b</sup> </th></tr> <tr> <td><a href="/wiki/Dexamethasone" title="Dexamethasone">Dexamethasone</a></td> <td>Corticosteroid</td> <td>++</td> <td>100 </td></tr> <tr> <td><a href="/wiki/Ethinylestradiol" title="Ethinylestradiol">Ethinylestradiol</a></td> <td>Estrogen</td> <td>–</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Etonogestrel" title="Etonogestrel">Etonogestrel</a></td> <td>Progestin</td> <td>+</td> <td>14 </td></tr> <tr> <td><a href="/wiki/Gestodene" title="Gestodene">Gestodene</a></td> <td>Progestin</td> <td>+</td> <td>27 </td></tr> <tr> <td><a href="/wiki/Levonorgestrel" title="Levonorgestrel">Levonorgestrel</a></td> <td>Progestin</td> <td>–</td> <td>1 </td></tr> <tr> <td><a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a></td> <td>Progestin</td> <td>+</td> <td>29 </td></tr> <tr> <td><a href="/wiki/Norethisterone" title="Norethisterone">Norethisterone</a></td> <td>Progestin</td> <td>–</td> <td>0 </td></tr> <tr> <td><a href="/wiki/Norgestimate" title="Norgestimate">Norgestimate</a></td> <td>Progestin</td> <td>–</td> <td>1 </td></tr> <tr> <td><a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a></td> <td>Progestogen</td> <td>+</td> <td>10 </td></tr> <tr class="sortbottom"> <td colspan="4" style="width: 1px; background-color:#eaecf0; text-align: center;"><b>Footnotes:</b> <sup>a</sup> = <a href="/wiki/Thrombin_receptor" title="Thrombin receptor">Thrombin receptor</a> (TR) <a href="/wiki/Downregulation_and_upregulation" title="Downregulation and upregulation">upregulation</a> (↑) in <a href="/wiki/Vascular_smooth_muscle_cell" class="mw-redirect" title="Vascular smooth muscle cell">vascular smooth muscle cells</a> (VSMCs). <sup>b</sup> = <a href="/wiki/Relative_binding_affinity" class="mw-redirect" title="Relative binding affinity"><abbr title="Relative binding affinity">RBA</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Relative binding affinity</span> (%) for the <a href="/wiki/Glucocorticoid_receptor" title="Glucocorticoid receptor">glucocorticoid receptor</a> (GR). <b>Strength:</b> – = No effect. + = Pronounced effect. ++ = Strong effect. <b>Sources:</b> <sup id="cite_ref-pmid16112947u_286-0" class="reference"><a href="#cite_note-pmid16112947u-286"><span class="cite-bracket">[</span>259<span class="cite-bracket">]</span></a></sup> </td></tr></tbody></table> <div class="mw-heading mw-heading4"><h4 id="Antimineralocorticoid_activity">Antimineralocorticoid activity</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=43" title="Edit section: Antimineralocorticoid activity"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Certain progestogens, including <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">progesterone</a>, <a href="/wiki/Drospirenone" title="Drospirenone">drospirenone</a>, and <a href="/wiki/Gestodene" title="Gestodene">gestodene</a>, as well as to a lesser extent <a href="/wiki/Dydrogesterone" title="Dydrogesterone">dydrogesterone</a> and <a href="/wiki/Trimegestone" title="Trimegestone">trimegestone</a>, have varying degrees of <a href="/wiki/Antimineralocorticoid" class="mw-redirect" title="Antimineralocorticoid">antimineralocorticoid</a> activity.<sup id="cite_ref-pmid16112947t_1-43" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29137347_71-2" class="reference"><a href="#cite_note-pmid29137347-71"><span class="cite-bracket">[</span>58<span class="cite-bracket">]</span></a></sup> Other progestins might also have significant antimineralocorticoid activity.<sup id="cite_ref-pmid32234237_287-0" class="reference"><a href="#cite_note-pmid32234237-287"><span class="cite-bracket">[</span>260<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a> itself has potent antimineralocorticoid activity.<sup id="cite_ref-pmid16112947t_1-44" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> No clinically used progestogens are known to have <a href="/wiki/Mineralocorticoid" title="Mineralocorticoid">mineralocorticoid</a> activity.<sup id="cite_ref-pmid16112947t_1-45" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p><p>Progestins with potent antimineralocorticoid activity like drospirenone may have properties more similar to those of natural progesterone, such as counteraction of cyclical estrogen-induced <a href="/wiki/Sodium_retention" class="mw-redirect" title="Sodium retention">sodium</a> and <a href="/wiki/Water_retention_(medicine)" class="mw-redirect" title="Water retention (medicine)">fluid retention</a>, <a href="/wiki/Edema" title="Edema">edema</a>, and associated <a href="/wiki/Weight_gain" title="Weight gain">weight gain</a>; lowered <a href="/wiki/Blood_pressure" title="Blood pressure">blood pressure</a>; and possibly improved <a href="/wiki/Cardiovascular" class="mw-redirect" title="Cardiovascular">cardiovascular</a> health.<sup id="cite_ref-pmid12659403_288-0" class="reference"><a href="#cite_note-pmid12659403-288"><span class="cite-bracket">[</span>261<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid18075844_289-0" class="reference"><a href="#cite_note-pmid18075844-289"><span class="cite-bracket">[</span>262<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid17364593_290-0" class="reference"><a href="#cite_note-pmid17364593-290"><span class="cite-bracket">[</span>263<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid16949774_291-0" class="reference"><a href="#cite_note-pmid16949774-291"><span class="cite-bracket">[</span>264<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Neurosteroid_activity">Neurosteroid activity</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=44" title="Edit section: Neurosteroid activity"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progesterone has <a href="/wiki/Neurosteroid" title="Neurosteroid">neurosteroid</a> activity via metabolism into <a href="/wiki/Allopregnanolone" title="Allopregnanolone">allopregnanolone</a> and <a href="/wiki/Pregnanolone" title="Pregnanolone">pregnanolone</a>, potent <a href="/wiki/Positive_allosteric_modulator" class="mw-redirect" title="Positive allosteric modulator">positive allosteric modulators</a> of the <a href="/wiki/GABAA_receptor" title="GABAA receptor">GABA<sub>A</sub> receptor</a>.<sup id="cite_ref-pmid16112947t_1-46" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> As a result, it has associated effects such as <a href="/wiki/Sedation" title="Sedation">sedation</a>, <a href="/wiki/Somnolence" title="Somnolence">somnolence</a>, and <a href="/wiki/Cognitive_impairment" title="Cognitive impairment">cognitive impairment</a>.<sup id="cite_ref-pmid16112947t_1-47" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> No progestin is known to have similar such neurosteroid activity or effects.<sup id="cite_ref-pmid16112947t_1-48" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> However, <a href="/wiki/Promegestone" title="Promegestone">promegestone</a> has been found to act as a <a href="/wiki/Receptor_antagonist#Non-competitive" title="Receptor antagonist">non-competitive antagonist</a> of the <a href="/wiki/Nicotinic_acetylcholine_receptor" title="Nicotinic acetylcholine receptor">nicotinic acetylcholine receptor</a> similarly to progesterone.<sup id="cite_ref-pmid9927618_292-0" class="reference"><a href="#cite_note-pmid9927618-292"><span class="cite-bracket">[</span>265<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Other_activities">Other activities</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=45" title="Edit section: Other activities"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Certain progestins have been found to stimulate the <a href="/wiki/Cell_proliferation" title="Cell proliferation">proliferation</a> of <a href="/wiki/MCF-7" title="MCF-7">MCF-7</a> <a href="/wiki/Breast_cancer" title="Breast cancer">breast cancer</a> <a href="/wiki/Cell_(biology)" title="Cell (biology)">cells</a> <i><a href="/wiki/In_vitro" title="In vitro">in vitro</a></i>, an action that is independent of the classical PRs and is instead mediated via the <a href="/wiki/Progesterone_receptor_membrane_component-1" class="mw-redirect" title="Progesterone receptor membrane component-1">progesterone receptor membrane component-1</a> (PGRMC1).<sup id="cite_ref-pmid23758160_293-0" class="reference"><a href="#cite_note-pmid23758160-293"><span class="cite-bracket">[</span>266<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Norethisterone" title="Norethisterone">Norethisterone</a>, <a href="/wiki/Desogestrel" title="Desogestrel">desogestrel</a>, <a href="/wiki/Levonorgestrel" title="Levonorgestrel">levonorgestrel</a>, and <a href="/wiki/Drospirenone" title="Drospirenone">drospirenone</a> strongly stimulate proliferation and <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a>, <a href="/wiki/Dienogest" title="Dienogest">dienogest</a>, and <a href="/wiki/Dydrogesterone" title="Dydrogesterone">dydrogesterone</a> weakly stimulate proliferation, whereas <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">progesterone</a>, <a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">nomegestrol acetate</a>, and <a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">chlormadinone acetate</a> act neutrally in the assay and do not stimulate proliferation.<sup id="cite_ref-pmid23758160_293-1" class="reference"><a href="#cite_note-pmid23758160-293"><span class="cite-bracket">[</span>266<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22335423_294-0" class="reference"><a href="#cite_note-pmid22335423-294"><span class="cite-bracket">[</span>267<span class="cite-bracket">]</span></a></sup> It is unclear whether these findings may explain the different risks of breast cancer observed with progesterone, dydrogesterone, and other progestins such as medroxyprogesterone acetate and norethisterone in <a href="/wiki/Clinical_trial" title="Clinical trial">clinical studies</a>.<sup id="cite_ref-pmid31512725_295-0" class="reference"><a href="#cite_note-pmid31512725-295"><span class="cite-bracket">[</span>268<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Pharmacokinetics">Pharmacokinetics</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=46" title="Edit section: Pharmacokinetics"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Pharmacokinetics_of_progesterone" title="Pharmacokinetics of progesterone">Pharmacokinetics of progesterone</a></div> <p><a href="/wiki/Oral_administration" title="Oral administration">Oral</a> progesterone has very low <a href="/wiki/Bioavailability" title="Bioavailability">bioavailability</a> and <a href="/wiki/Potency_(pharmacology)" title="Potency (pharmacology)">potency</a>.<sup id="cite_ref-pmid16112947t_1-49" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Kuhl2011t_6-4" class="reference"><a href="#cite_note-Kuhl2011t-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23336704_171-1" class="reference"><a href="#cite_note-pmid23336704-171"><span class="cite-bracket">[</span>158<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29526116_135-6" class="reference"><a href="#cite_note-pmid29526116-135"><span class="cite-bracket">[</span>122<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid8842581_296-0" class="reference"><a href="#cite_note-pmid8842581-296"><span class="cite-bracket">[</span>269<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Micronization" title="Micronization">Micronization</a> and dissolution in <a href="/wiki/Oil" title="Oil">oil</a>-filled <a href="/wiki/Capsule_(pharmacy)" title="Capsule (pharmacy)">capsules</a>, a formulation known as oral micronized progesterone (OMP), increases the bioavailability of progesterone by several-fold.<sup id="cite_ref-pmid8842581_296-1" class="reference"><a href="#cite_note-pmid8842581-296"><span class="cite-bracket">[</span>269<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid2801843_297-0" class="reference"><a href="#cite_note-pmid2801843-297"><span class="cite-bracket">[</span>270<span class="cite-bracket">]</span></a></sup> However, the bioavailability of oral micronized progesterone nonetheless remains very low at less than 2.4%.<sup id="cite_ref-pmid16112947t_1-50" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Kuhl2011t_6-5" class="reference"><a href="#cite_note-Kuhl2011t-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23336704_171-2" class="reference"><a href="#cite_note-pmid23336704-171"><span class="cite-bracket">[</span>158<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29526116_135-7" class="reference"><a href="#cite_note-pmid29526116-135"><span class="cite-bracket">[</span>122<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid10689005_298-0" class="reference"><a href="#cite_note-pmid10689005-298"><span class="cite-bracket">[</span>271<span class="cite-bracket">]</span></a></sup> Progesterone also has a very short <a href="/wiki/Elimination_half-life" class="mw-redirect" title="Elimination half-life">elimination half-life</a> in the <a href="/wiki/Circulatory_system" title="Circulatory system">circulation</a> of no more than 1.5 hours.<sup id="cite_ref-pmid945344n_299-0" class="reference"><a href="#cite_note-pmid945344n-299"><span class="cite-bracket">[</span>272<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid16112947t_1-51" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid8842581_296-2" class="reference"><a href="#cite_note-pmid8842581-296"><span class="cite-bracket">[</span>269<span class="cite-bracket">]</span></a></sup> Due to the poor oral activity of oral micronized progesterone, it has relatively weak progestogenic effects.<sup id="cite_ref-Kuhl2011t_6-6" class="reference"><a href="#cite_note-Kuhl2011t-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23336704_171-3" class="reference"><a href="#cite_note-pmid23336704-171"><span class="cite-bracket">[</span>158<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29526116_135-8" class="reference"><a href="#cite_note-pmid29526116-135"><span class="cite-bracket">[</span>122<span class="cite-bracket">]</span></a></sup> Administration of progesterone in <a href="/wiki/Oil_solution" class="mw-redirect" title="Oil solution">oil solution</a> by <a href="/wiki/Intramuscular_injection" title="Intramuscular injection">intramuscular injection</a> has a duration of about 2 or 3 days, necessitating frequent injections.<sup id="cite_ref-pmid16112947t_1-52" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-RunnebaumRabe2012t_300-0" class="reference"><a href="#cite_note-RunnebaumRabe2012t-300"><span class="cite-bracket">[</span>273<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-KnörrBeller2013t_301-0" class="reference"><a href="#cite_note-KnörrBeller2013t-301"><span class="cite-bracket">[</span>274<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-KnörrKnörr-Gärtner2013t_302-0" class="reference"><a href="#cite_note-KnörrKnörr-Gärtner2013t-302"><span class="cite-bracket">[</span>275<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Labhart2012x_303-0" class="reference"><a href="#cite_note-Labhart2012x-303"><span class="cite-bracket">[</span>276<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-HorskyPresl1981t_304-0" class="reference"><a href="#cite_note-HorskyPresl1981t-304"><span class="cite-bracket">[</span>277<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Transdermal_administration" class="mw-redirect" title="Transdermal administration">Transdermal administration</a> of progesterone in the form of <a href="/wiki/Cream" title="Cream">creams</a> or <a href="/wiki/Gel" title="Gel">gels</a> achieves only very low levels of progesterone and weak progestogenic effects.<sup id="cite_ref-pmid25196424_305-0" class="reference"><a href="#cite_note-pmid25196424-305"><span class="cite-bracket">[</span>278<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15772572_306-0" class="reference"><a href="#cite_note-pmid15772572-306"><span class="cite-bracket">[</span>279<span class="cite-bracket">]</span></a></sup> </p><p>Due to the poor oral activity of progesterone and its short duration with intramuscular injection, progestins were developed in its place both for oral use and for parenteral administration.<sup id="cite_ref-pmid19434889_307-0" class="reference"><a href="#cite_note-pmid19434889-307"><span class="cite-bracket">[</span>280<span class="cite-bracket">]</span></a></sup> Orally active progestins have high oral bioavailability in comparison to oral micronized progesterone.<sup id="cite_ref-pmid16112947t_1-53" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Their bioavailability is generally in the range of 60 to 100%.<sup id="cite_ref-pmid16112947t_1-54" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Their elimination half-lives are also much longer than that of progesterone, in the range of 8 to 80 hours.<sup id="cite_ref-pmid16112947t_1-55" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Due mainly to their <a href="/wiki/Pharmacokinetic" class="mw-redirect" title="Pharmacokinetic">pharmacokinetic</a> improvements, progestins have oral potency that is up to several orders of magnitude greater than that of oral micronized progesterone.<sup id="cite_ref-pmid16112947t_1-56" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> For example, the oral potency of medroxyprogesterone acetate is at least 30-fold that of oral micronized progesterone, while the oral potency of <a href="/wiki/Gestodene" title="Gestodene">gestodene</a> is at least 10,000-fold that of oral micronized progesterone.<sup id="cite_ref-pmid16112947t_1-57" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Parenterally administered progestins, such as <a href="/wiki/Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">hydroxyprogesterone caproate</a> in oil solution, <a href="/wiki/Norethisterone_enanthate" title="Norethisterone enanthate">norethisterone enanthate</a> in oil solution, and medroxyprogesterone acetate in <a href="/wiki/Microcrystalline" title="Microcrystalline">microcrystalline</a> <a href="/wiki/Aqueous_suspension" class="mw-redirect" title="Aqueous suspension">aqueous suspension</a>, have durations in the range of weeks to months.<sup id="cite_ref-RunnebaumRabe2012t_300-1" class="reference"><a href="#cite_note-RunnebaumRabe2012t-300"><span class="cite-bracket">[</span>273<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-KnörrBeller2013t_301-1" class="reference"><a href="#cite_note-KnörrBeller2013t-301"><span class="cite-bracket">[</span>274<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-KnörrKnörr-Gärtner2013t_302-1" class="reference"><a href="#cite_note-KnörrKnörr-Gärtner2013t-302"><span class="cite-bracket">[</span>275<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Labhart2012x_303-1" class="reference"><a href="#cite_note-Labhart2012x-303"><span class="cite-bracket">[</span>276<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-HorskyPresl1981t_304-1" class="reference"><a href="#cite_note-HorskyPresl1981t-304"><span class="cite-bracket">[</span>277<span class="cite-bracket">]</span></a></sup> </p> <table class="wikitable sortable mw-collapsible mw-collapsed" style="margin-left: auto; margin-right: auto; border: none;"> <caption class="nowrap"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Pharmacokinetics_of_progestogens" title="Template:Pharmacokinetics of progestogens"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Pharmacokinetics_of_progestogens" title="Template talk:Pharmacokinetics of progestogens"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Pharmacokinetics_of_progestogens" title="Special:EditPage/Template:Pharmacokinetics of progestogens"><abbr title="Edit this template">e</abbr></a></li></ul></div> Pharmacokinetics of progestogens </caption> <tbody><tr> <th>Progestogen</th> <th>Class</th> <th>Dose<sup>a</sup></th> <th><a href="/wiki/Bioavailability" title="Bioavailability">Bioavailability</a></th> <th><a href="/wiki/Elimination_half-life" class="mw-redirect" title="Elimination half-life"><abbr title="Elimination half-life">Half-life</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Elimination half-life</span> </th></tr> <tr> <td><a href="/wiki/Allylestrenol" title="Allylestrenol">Allylestrenol</a></td> <td>Estrane</td> <td><abbr title="Not applicable">NA</abbr></td> <td>?</td> <td>Prodrug </td></tr> <tr> <td><a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">Chlormadinone acetate</a></td> <td>Pregnane</td> <td>2 mg</td> <td>~100%</td> <td>80 hours </td></tr> <tr> <td><a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a></td> <td>Pregnane</td> <td>2 mg</td> <td>~100%</td> <td>54–79 hours </td></tr> <tr> <td><a href="/wiki/Desogestrel" title="Desogestrel">Desogestrel</a></td> <td>Gonane</td> <td>0.15 mg</td> <td>63%</td> <td>Prodrug </td></tr> <tr> <td><a href="/wiki/Dienogest" title="Dienogest">Dienogest</a></td> <td>Gonane</td> <td>4 mg</td> <td>96%</td> <td>11–12 hours </td></tr> <tr> <td><a href="/wiki/Drospirenone" title="Drospirenone">Drospirenone</a></td> <td>Spirolactone</td> <td>3 mg</td> <td>66%</td> <td>31–33 hours </td></tr> <tr> <td><a href="/wiki/Dydrogesterone" title="Dydrogesterone">Dydrogesterone</a></td> <td>Pregnane</td> <td>10 mg</td> <td>28%</td> <td>14–17 hours </td></tr> <tr> <td><a href="/wiki/Etynodiol_diacetate" title="Etynodiol diacetate">Etynodiol diacetate</a></td> <td>Estrane</td> <td><abbr title="Not applicable">NA</abbr></td> <td>?</td> <td>Prodrug </td></tr> <tr> <td><a href="/wiki/Gestodene" title="Gestodene">Gestodene</a></td> <td>Gonane</td> <td>0.075 mg</td> <td>88–99%</td> <td>12–14 hours </td></tr> <tr> <td><a href="/wiki/Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">Hydroxyprogesterone caproate</a></td> <td>Pregnane</td> <td><abbr title="No data">ND</abbr></td> <td>–</td> <td>8 days<sup>b</sup> </td></tr> <tr> <td><a href="/wiki/Levonorgestrel" title="Levonorgestrel">Levonorgestrel</a></td> <td>Gonane</td> <td>0.15–0.25 mg</td> <td>90%</td> <td>10–13 hours </td></tr> <tr> <td><a href="/wiki/Lynestrenol" title="Lynestrenol">Lynestrenol</a></td> <td>Estrane</td> <td><abbr title="Not applicable">NA</abbr></td> <td>?</td> <td>Prodrug </td></tr> <tr> <td><a href="/wiki/Medrogestone" title="Medrogestone">Medrogestone</a></td> <td>Pregnane</td> <td>5 mg</td> <td>~100%</td> <td>35 hours </td></tr> <tr> <td><a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a></td> <td>Pregnane</td> <td>10 mg</td> <td>~100%</td> <td>24 hours </td></tr> <tr> <td><a href="/wiki/Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a></td> <td>Pregnane</td> <td>160 mg</td> <td>~100%</td> <td>22 hours </td></tr> <tr> <td><a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">Nomegestrol acetate</a></td> <td>Pregnane</td> <td>2.5 mg</td> <td>60%</td> <td>50 hours </td></tr> <tr> <td><a href="/wiki/Norethisterone" title="Norethisterone">Norethisterone</a></td> <td>Estrane</td> <td>1 mg</td> <td>64%</td> <td>8 hours </td></tr> <tr> <td><a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">Norethisterone acetate</a></td> <td>Estrane</td> <td><abbr title="Not applicable">NA</abbr></td> <td>?</td> <td>Prodrug </td></tr> <tr> <td><a href="/wiki/Noretynodrel" title="Noretynodrel">Noretynodrel</a></td> <td>Estrane</td> <td><abbr title="Not applicable">NA</abbr></td> <td>?</td> <td>Prodrug </td></tr> <tr> <td><a href="/wiki/Norgestimate" title="Norgestimate">Norgestimate</a></td> <td>Gonane</td> <td><abbr title="Not applicable">NA</abbr></td> <td>?</td> <td>Prodrug </td></tr> <tr> <td><a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone (micronized)</a></td> <td>Pregnane</td> <td>100–200 mg</td> <td><2.4%</td> <td>5 hours </td></tr> <tr> <td><a href="/wiki/Promegestone" title="Promegestone">Promegestone</a></td> <td>Pregnane</td> <td><abbr title="Not applicable">NA</abbr></td> <td>?</td> <td>Prodrug </td></tr> <tr> <td><a href="/wiki/Tibolone" title="Tibolone">Tibolone</a></td> <td>Estrane</td> <td><abbr title="Not applicable">NA</abbr></td> <td>?</td> <td>Prodrug </td></tr> <tr> <td><a href="/wiki/Trimegestone" title="Trimegestone">Trimegestone</a></td> <td>Pregnane</td> <td>0.5 mg</td> <td>~100%</td> <td>15 hours </td></tr> <tr class="sortbottom"> <td colspan="6" style="width: 1px; background-color:#eaecf0; text-align: center;"><b>Notes:</b> All by <a href="/wiki/Oral_administration" title="Oral administration">oral administration</a>, unless otherwise noted. <b>Footnotes:</b> <sup>a</sup> = For the listed pharmacokinetic values. <sup>b</sup> = By <a href="/wiki/Intramuscular_injection" title="Intramuscular injection">intramuscular injection</a>. <b>Sources:</b> See template. </td></tr></tbody></table> <div class="mw-heading mw-heading2"><h2 id="Chemistry">Chemistry</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=47" title="Edit section: Chemistry"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/List_of_progestogens" title="List of progestogens">List of progestogens</a>, <a href="/wiki/Progestogen_ester" title="Progestogen ester">Progestogen ester</a>, and <a href="/wiki/List_of_progestogen_esters" title="List of progestogen esters">List of progestogen esters</a></div> <p>All currently available progestogens are <a href="/wiki/Steroid" title="Steroid">steroidal</a> in terms of <a href="/wiki/Chemical_structure" title="Chemical structure">chemical structure</a>.<sup id="cite_ref-pmid16112947t_1-58" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Progestogens include the <a href="/wiki/Natural_product" title="Natural product">naturally occurring</a> <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">progesterone</a> and the <a href="/wiki/Synthetic_compound" class="mw-redirect" title="Synthetic compound">synthetic</a> progestogens (otherwise known as progestins).<sup id="cite_ref-pmid16112947t_1-59" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Progestins can be broadly grouped into two structural classes—<a href="/wiki/Chemical_derivative" class="mw-redirect" title="Chemical derivative">chemical derivatives</a> of <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">progesterone</a> and chemical derivatives of <a href="/wiki/Testosterone_(medication)" title="Testosterone (medication)">testosterone</a>.<sup id="cite_ref-pmid16112947t_1-60" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Progesterone derivatives can be classified into subgroups including <a href="/wiki/Pregnane" title="Pregnane">pregnanes</a>, <a href="/wiki/Retropregnane" class="mw-redirect" title="Retropregnane">retropregnanes</a>, <a href="/wiki/Norpregnane" class="mw-redirect" title="Norpregnane">norpregnanes</a>, and <a href="/wiki/Spirolactone" title="Spirolactone">spirolactones</a>.<sup id="cite_ref-pmid16112947t_1-61" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Examples of progestins of each of these subgroups include <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a>, <a href="/wiki/Dydrogesterone" title="Dydrogesterone">dydrogesterone</a>, <a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">nomegestrol acetate</a>, and <a href="/wiki/Drospirenone" title="Drospirenone">drospirenone</a>, respectively.<sup id="cite_ref-pmid16112947t_1-62" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Testosterone derivatives can be classified into subgroups including <a href="/wiki/Androstane" title="Androstane">androstanes</a>, <a href="/wiki/Estrane" title="Estrane">estranes</a> (19-norandrostanes), and <a href="/wiki/Gonane" title="Gonane">gonanes</a> (18-methylestranes).<sup id="cite_ref-pmid16112947t_1-63" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid10715364_308-0" class="reference"><a href="#cite_note-pmid10715364-308"><span class="cite-bracket">[</span>281<span class="cite-bracket">]</span></a></sup> Examples of progestins of each of these subgroups include <a href="/wiki/Ethisterone" title="Ethisterone">ethisterone</a>, <a href="/wiki/Norethisterone" title="Norethisterone">norethisterone</a>, and <a href="/wiki/Levonorgestrel" title="Levonorgestrel">levonorgestrel</a>, respectively.<sup id="cite_ref-pmid16112947t_1-64" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Many progestins have <a href="/wiki/Ester" title="Ester">ester</a> and/or <a href="/wiki/Ether" title="Ether">ether</a> <a href="/wiki/Chemical_substituent" class="mw-redirect" title="Chemical substituent">substitutions</a> (see <a href="/wiki/Progestogen_ester" title="Progestogen ester">progestogen ester</a>) which result in greater <a href="/wiki/Lipophilicity" title="Lipophilicity">lipophilicity</a> and in some cases cause the progestins in question to act as <a href="/wiki/Prodrug" title="Prodrug">prodrugs</a> in the body.<sup id="cite_ref-pmid16112947t_1-65" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p> <table class="wikitable sortable mw-collapsible mw-collapsed" style="font-size: 11px; text-align:left; margin-left:auto; margin-right:auto; border:none;"> <caption class="nowrap"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Structural_aspects_of_progestogens_used_in_clinical_and_veterinary_medicine" title="Template:Structural aspects of progestogens used in clinical and veterinary medicine"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Structural_aspects_of_progestogens_used_in_clinical_and_veterinary_medicine" title="Template talk:Structural aspects of progestogens used in clinical and veterinary medicine"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Structural_aspects_of_progestogens_used_in_clinical_and_veterinary_medicine" title="Special:EditPage/Template:Structural aspects of progestogens used in clinical and veterinary medicine"><abbr title="Edit this template">e</abbr></a></li></ul></div> <span style="font-size: 14px;">Structural aspects of progestogens used in clinical and veterinary medicine</span> </caption> <tbody><tr> <th>Class</th> <th>Subclass</th> <th>Progestogen</th> <th class="unsortable">Structure</th> <th class="unsortable">Chemical name</th> <th>Features </th></tr> <tr> <td rowspan="24"><a href="/wiki/Pregnane" title="Pregnane">Pregnane</a> </td> <td rowspan="2"><a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a> </td> <td><a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Progesteron.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6d/Progesteron.svg/30px-Progesteron.svg.png" decoding="async" width="30" height="21" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6d/Progesteron.svg/45px-Progesteron.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6d/Progesteron.svg/60px-Progesteron.svg.png 2x" data-file-width="297" data-file-height="209" /></a><figcaption></figcaption></figure> </td> <td>Pregn-4-ene-3,20-dione </td> <td>– </td></tr> <tr> <td><a href="/wiki/Quingestrone" title="Quingestrone">Quingestrone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Quingestrone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/38/Quingestrone.svg/30px-Quingestrone.svg.png" decoding="async" width="30" height="17" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/38/Quingestrone.svg/45px-Quingestrone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/38/Quingestrone.svg/60px-Quingestrone.svg.png 2x" data-file-width="512" data-file-height="294" /></a><figcaption></figcaption></figure> </td> <td>Progesterone 3-cyclopentyl enol ether </td> <td><a href="/wiki/Ether" title="Ether">Ether</a> </td></tr> <tr> <td rowspan="19"><a href="/wiki/17%CE%B1-Hydroxyprogesterone" title="17α-Hydroxyprogesterone">17α-Hydroxyprogesterone</a> </td> <td><a href="/wiki/Acetomepregenol" title="Acetomepregenol">Acetomepregenol</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Acetomepregenol.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/bc/Acetomepregenol.svg/30px-Acetomepregenol.svg.png" decoding="async" width="30" height="18" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/bc/Acetomepregenol.svg/45px-Acetomepregenol.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/bc/Acetomepregenol.svg/60px-Acetomepregenol.svg.png 2x" data-file-width="512" data-file-height="311" /></a><figcaption></figcaption></figure> </td> <td>3-Deketo-3β,17α-dihydroxy-6-dehydro-6-methylprogesterone 3β,17α-diacetate </td> <td><a href="/wiki/Ester" title="Ester">Ester</a> </td></tr> <tr> <td><a href="/wiki/Algestone_acetophenide" title="Algestone acetophenide">Algestone acetophenide</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Algestone_acetophenide.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e1/Algestone_acetophenide.png/30px-Algestone_acetophenide.png" decoding="async" width="30" height="15" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e1/Algestone_acetophenide.png/45px-Algestone_acetophenide.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e1/Algestone_acetophenide.png/60px-Algestone_acetophenide.png 2x" data-file-width="1265" data-file-height="618" /></a><figcaption></figcaption></figure> </td> <td>16α,17α-Dihydroxyprogesterone 16α,17α-(cyclic acetal with acetophenone) </td> <td><a href="/wiki/Cyclic_acetal" class="mw-redirect" title="Cyclic acetal">Cyclic acetal</a> </td></tr> <tr> <td><a href="/wiki/Anagestone_acetate" title="Anagestone acetate">Anagestone acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Anagestone_acetate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/cd/Anagestone_acetate.svg/30px-Anagestone_acetate.svg.png" decoding="async" width="30" height="24" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/cd/Anagestone_acetate.svg/45px-Anagestone_acetate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/cd/Anagestone_acetate.svg/60px-Anagestone_acetate.svg.png 2x" data-file-width="512" data-file-height="402" /></a><figcaption></figcaption></figure> </td> <td>3-Deketo-6α-methyl-17α-hydroxyprogesterone 17α-acetate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">Chlormadinone acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Chlormadinone_acetate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/5a/Chlormadinone_acetate.svg/30px-Chlormadinone_acetate.svg.png" decoding="async" width="30" height="22" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/5a/Chlormadinone_acetate.svg/45px-Chlormadinone_acetate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/5a/Chlormadinone_acetate.svg/60px-Chlormadinone_acetate.svg.png 2x" data-file-width="512" data-file-height="374" /></a><figcaption></figcaption></figure> </td> <td>6-Dehydro-6-chloro-17α-hydroxyprogesterone 17α-acetate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Chlormethenmadinone_acetate" title="Chlormethenmadinone acetate">Chlormethenmadinone acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Chlormethenmadinone_acetate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f7/Chlormethenmadinone_acetate.svg/30px-Chlormethenmadinone_acetate.svg.png" decoding="async" width="30" height="24" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f7/Chlormethenmadinone_acetate.svg/45px-Chlormethenmadinone_acetate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f7/Chlormethenmadinone_acetate.svg/60px-Chlormethenmadinone_acetate.svg.png 2x" data-file-width="1345" data-file-height="1075" /></a><figcaption></figcaption></figure> </td> <td>6-Dehydro-6-chloro-16-methylene-17α-hydroxyprogesterone 17α-acetate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Cyproterone_acetate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/ba/Cyproterone_acetate.svg/30px-Cyproterone_acetate.svg.png" decoding="async" width="30" height="22" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/ba/Cyproterone_acetate.svg/45px-Cyproterone_acetate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/ba/Cyproterone_acetate.svg/60px-Cyproterone_acetate.svg.png 2x" data-file-width="538" data-file-height="390" /></a><figcaption></figcaption></figure> </td> <td>1,2α-Methylene-6-dehydro-6-chloro-17α-hydroxyprogesterone 17α-acetate </td> <td>Ester; <a href="/wiki/Ring_(chemistry)" title="Ring (chemistry)">Ring-fused</a> </td></tr> <tr> <td><a href="/wiki/Delmadinone_acetate" title="Delmadinone acetate">Delmadinone acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Delmadinone_acetate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/13/Delmadinone_acetate.svg/30px-Delmadinone_acetate.svg.png" decoding="async" width="30" height="22" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/13/Delmadinone_acetate.svg/45px-Delmadinone_acetate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/13/Delmadinone_acetate.svg/60px-Delmadinone_acetate.svg.png 2x" data-file-width="512" data-file-height="373" /></a><figcaption></figcaption></figure> </td> <td>1,6-Didehydro-6-chloro-17α-hydroxyprogesterone 17α-acetate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Flugestone_acetate" title="Flugestone acetate">Flugestone acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Flugestone_acetate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/47/Flugestone_acetate.svg/30px-Flugestone_acetate.svg.png" decoding="async" width="30" height="19" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/47/Flugestone_acetate.svg/45px-Flugestone_acetate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/47/Flugestone_acetate.svg/60px-Flugestone_acetate.svg.png 2x" data-file-width="512" data-file-height="320" /></a><figcaption></figcaption></figure> </td> <td>9α-Fluoro-11β,17α-dihydroxyprogesterone 17α-acetate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Flumedroxone_acetate" title="Flumedroxone acetate">Flumedroxone acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Flumedroxone_acetate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e6/Flumedroxone_acetate.svg/30px-Flumedroxone_acetate.svg.png" decoding="async" width="30" height="23" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e6/Flumedroxone_acetate.svg/45px-Flumedroxone_acetate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e6/Flumedroxone_acetate.svg/60px-Flumedroxone_acetate.svg.png 2x" data-file-width="650" data-file-height="490" /></a><figcaption></figcaption></figure> </td> <td>6α-(Trifluoromethyl)-17α-hydroxyprogesterone 17α-acetate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Hydroxyprogesterone_acetate" title="Hydroxyprogesterone acetate">Hydroxyprogesterone acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:17-Acetoxyprogesterone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/70/17-Acetoxyprogesterone.svg/30px-17-Acetoxyprogesterone.svg.png" decoding="async" width="30" height="19" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/70/17-Acetoxyprogesterone.svg/45px-17-Acetoxyprogesterone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/70/17-Acetoxyprogesterone.svg/60px-17-Acetoxyprogesterone.svg.png 2x" data-file-width="512" data-file-height="320" /></a><figcaption></figcaption></figure> </td> <td>17α-Hydroxyprogesterone 17α-acetate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">Hydroxyprogesterone caproate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Hydroxyprogesterone_caproate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/35/Hydroxyprogesterone_caproate.svg/30px-Hydroxyprogesterone_caproate.svg.png" decoding="async" width="30" height="14" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/35/Hydroxyprogesterone_caproate.svg/45px-Hydroxyprogesterone_caproate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/35/Hydroxyprogesterone_caproate.svg/60px-Hydroxyprogesterone_caproate.svg.png 2x" data-file-width="512" data-file-height="240" /></a><figcaption></figcaption></figure> </td> <td>17α-Hydroxyprogesterone 17α-hexanoate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Hydroxyprogesterone_heptanoate" title="Hydroxyprogesterone heptanoate">Hydroxyprogesterone heptanoate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Hydroxyprogesterone_heptanoate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f4/Hydroxyprogesterone_heptanoate.svg/30px-Hydroxyprogesterone_heptanoate.svg.png" decoding="async" width="30" height="13" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f4/Hydroxyprogesterone_heptanoate.svg/45px-Hydroxyprogesterone_heptanoate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f4/Hydroxyprogesterone_heptanoate.svg/60px-Hydroxyprogesterone_heptanoate.svg.png 2x" data-file-width="512" data-file-height="223" /></a><figcaption></figcaption></figure> </td> <td>17α-Hydroxyprogesterone 17α-heptanoate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Medroxyprogesterone_17-acetate.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/94/Medroxyprogesterone_17-acetate.png/30px-Medroxyprogesterone_17-acetate.png" decoding="async" width="30" height="26" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/94/Medroxyprogesterone_17-acetate.png/45px-Medroxyprogesterone_17-acetate.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/94/Medroxyprogesterone_17-acetate.png/60px-Medroxyprogesterone_17-acetate.png 2x" data-file-width="934" data-file-height="819" /></a><figcaption></figcaption></figure> </td> <td>6α-Methyl-17α-hydroxyprogesterone 17α-acetate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Megestrol_acetate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6c/Megestrol_acetate.svg/30px-Megestrol_acetate.svg.png" decoding="async" width="30" height="21" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6c/Megestrol_acetate.svg/45px-Megestrol_acetate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6c/Megestrol_acetate.svg/60px-Megestrol_acetate.svg.png 2x" data-file-width="512" data-file-height="360" /></a><figcaption></figcaption></figure> </td> <td>6-Dehydro-6-methyl-17α-hydroxyprogesterone 17α-acetate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Melengestrol_acetate" title="Melengestrol acetate">Melengestrol acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Melengestrol_acetate.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4e/Melengestrol_acetate.png/30px-Melengestrol_acetate.png" decoding="async" width="30" height="25" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4e/Melengestrol_acetate.png/45px-Melengestrol_acetate.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4e/Melengestrol_acetate.png/60px-Melengestrol_acetate.png 2x" data-file-width="957" data-file-height="807" /></a><figcaption></figcaption></figure> </td> <td>6-Dehydro-6-methyl-16-methylene-17α-hydroxyprogesterone 17α-acetate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Methenmadinone_acetate" title="Methenmadinone acetate">Methenmadinone acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Methenmadinone_acetate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/29/Methenmadinone_acetate.svg/30px-Methenmadinone_acetate.svg.png" decoding="async" width="30" height="21" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/29/Methenmadinone_acetate.svg/45px-Methenmadinone_acetate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/29/Methenmadinone_acetate.svg/60px-Methenmadinone_acetate.svg.png 2x" data-file-width="1345" data-file-height="940" /></a><figcaption></figcaption></figure> </td> <td>6-Dehydro-16-methylene-17α-hydroxyprogesterone 17α-acetate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Osaterone_acetate" title="Osaterone acetate">Osaterone acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Osaterone_skeletal.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b4/Osaterone_skeletal.svg/30px-Osaterone_skeletal.svg.png" decoding="async" width="30" height="25" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b4/Osaterone_skeletal.svg/45px-Osaterone_skeletal.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b4/Osaterone_skeletal.svg/60px-Osaterone_skeletal.svg.png 2x" data-file-width="512" data-file-height="429" /></a><figcaption></figcaption></figure> </td> <td>2-Oxa-6-dehydro-6-chloro-17α-hydroxyprogesterone 17α-acetate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Pentagestrone_acetate" title="Pentagestrone acetate">Pentagestrone acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Pentagestrone_acetate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b2/Pentagestrone_acetate.svg/30px-Pentagestrone_acetate.svg.png" decoding="async" width="30" height="15" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b2/Pentagestrone_acetate.svg/45px-Pentagestrone_acetate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b2/Pentagestrone_acetate.svg/60px-Pentagestrone_acetate.svg.png 2x" data-file-width="512" data-file-height="258" /></a><figcaption></figcaption></figure> </td> <td>17α-Hydroxyprogesterone 3-cyclopentyl enol ether 17α-acetate </td> <td>Ester; Ether </td></tr> <tr> <td><a href="/wiki/Proligestone" title="Proligestone">Proligestone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Proligestone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e4/Proligestone.svg/30px-Proligestone.svg.png" decoding="async" width="30" height="19" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e4/Proligestone.svg/45px-Proligestone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e4/Proligestone.svg/60px-Proligestone.svg.png 2x" data-file-width="512" data-file-height="327" /></a><figcaption></figcaption></figure> </td> <td>14α,17α-Dihydroxyprogesterone 14α,17α-(cyclic acetal with propionaldehyde) </td> <td>Cyclic acetal </td></tr> <tr> <td rowspan="2">Other 17α-substituted progesterone </td> <td><a href="/wiki/Haloprogesterone" title="Haloprogesterone">Haloprogesterone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Haloprogesterone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/12/Haloprogesterone.svg/30px-Haloprogesterone.svg.png" decoding="async" width="30" height="26" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/12/Haloprogesterone.svg/45px-Haloprogesterone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/12/Haloprogesterone.svg/60px-Haloprogesterone.svg.png 2x" data-file-width="1175" data-file-height="1020" /></a><figcaption></figcaption></figure> </td> <td>6α-Fluoro-17α-bromoprogesterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Medrogestone" title="Medrogestone">Medrogestone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Medrogestone.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7e/Medrogestone.png/30px-Medrogestone.png" decoding="async" width="30" height="23" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7e/Medrogestone.png/45px-Medrogestone.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7e/Medrogestone.png/60px-Medrogestone.png 2x" data-file-width="941" data-file-height="706" /></a><figcaption></figcaption></figure> </td> <td>6-Dehydro-6,17α-dimethylprogesterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Spirolactone" title="Spirolactone">Spirolactone</a> </td> <td><a href="/wiki/Drospirenone" title="Drospirenone">Drospirenone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Drospirenone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a0/Drospirenone.svg/30px-Drospirenone.svg.png" decoding="async" width="30" height="24" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a0/Drospirenone.svg/45px-Drospirenone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a0/Drospirenone.svg/60px-Drospirenone.svg.png 2x" data-file-width="512" data-file-height="416" /></a><figcaption></figcaption></figure> </td> <td>6β,7β:15β,16β-Dimethylenespirolactone </td> <td>Ring-fused </td></tr> <tr> <td rowspan="7"><a href="/wiki/Norpregnane" class="mw-redirect" title="Norpregnane">Norpregnane</a> </td> <td rowspan="4"><a href="/wiki/19-Norprogesterone" title="19-Norprogesterone">19-Norprogesterone</a>;<br />17α-Hydroxyprogesterone </td> <td><a href="/wiki/Gestonorone_caproate" title="Gestonorone caproate">Gestonorone caproate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Gestronol_caproate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Gestronol_caproate.svg/30px-Gestronol_caproate.svg.png" decoding="async" width="30" height="14" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Gestronol_caproate.svg/45px-Gestronol_caproate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Gestronol_caproate.svg/60px-Gestronol_caproate.svg.png 2x" data-file-width="512" data-file-height="240" /></a><figcaption></figcaption></figure> </td> <td>17α-Hydroxy-19-norprogesterone 17α-hexanoate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">Nomegestrol acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Nomegestrol_acetate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/05/Nomegestrol_acetate.svg/30px-Nomegestrol_acetate.svg.png" decoding="async" width="30" height="21" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/05/Nomegestrol_acetate.svg/45px-Nomegestrol_acetate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/05/Nomegestrol_acetate.svg/60px-Nomegestrol_acetate.svg.png 2x" data-file-width="512" data-file-height="360" /></a><figcaption></figcaption></figure> </td> <td>6-Dehydro-6-methyl-17α-hydroxy-19-norprogesterone 17α-acetate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Norgestomet" title="Norgestomet">Norgestomet</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Norgestomet.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d1/Norgestomet.svg/30px-Norgestomet.svg.png" decoding="async" width="30" height="19" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d1/Norgestomet.svg/45px-Norgestomet.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d1/Norgestomet.svg/60px-Norgestomet.svg.png 2x" data-file-width="512" data-file-height="320" /></a><figcaption></figcaption></figure> </td> <td>11β-Methyl-17α-hydroxy-19-norprogesterone 17α-acetate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Segesterone_acetate" title="Segesterone acetate">Segesterone acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Nestorone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/59/Nestorone.svg/30px-Nestorone.svg.png" decoding="async" width="30" height="23" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/59/Nestorone.svg/45px-Nestorone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/59/Nestorone.svg/60px-Nestorone.svg.png 2x" data-file-width="512" data-file-height="391" /></a><figcaption></figcaption></figure> </td> <td>16-Methylene-17α-hydroxy-19-norprogesterone 17α-acetate </td> <td>Ester </td></tr> <tr> <td rowspan="3">19-Norprogesterone;<br />Other 17α-substituted progesterone </td> <td><a href="/wiki/Demegestone" title="Demegestone">Demegestone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Demegestone.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b1/Demegestone.png/30px-Demegestone.png" decoding="async" width="30" height="20" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b1/Demegestone.png/45px-Demegestone.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b1/Demegestone.png/60px-Demegestone.png 2x" data-file-width="1485" data-file-height="974" /></a><figcaption></figcaption></figure> </td> <td>9-Dehydro-17α-methyl-19-norprogesterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Promegestone" title="Promegestone">Promegestone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Promegestone.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/37/Promegestone.png/30px-Promegestone.png" decoding="async" width="30" height="18" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/37/Promegestone.png/45px-Promegestone.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/37/Promegestone.png/60px-Promegestone.png 2x" data-file-width="1041" data-file-height="618" /></a><figcaption></figcaption></figure> </td> <td>9-Dehydro-17α,21-dimethyl-19-norprogesterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Trimegestone" title="Trimegestone">Trimegestone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Trimegestone.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7e/Trimegestone.png/30px-Trimegestone.png" decoding="async" width="30" height="23" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7e/Trimegestone.png/45px-Trimegestone.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7e/Trimegestone.png/60px-Trimegestone.png 2x" data-file-width="1485" data-file-height="1154" /></a><figcaption></figcaption></figure> </td> <td>9-Dehydro-17α,21-dimethyl-19-nor-21β-hydroxyprogesterone </td> <td>– </td></tr> <tr> <td rowspan="2"><a href="/wiki/Retropregnane" class="mw-redirect" title="Retropregnane">Retropregnane</a> </td> <td rowspan="2"><a href="/wiki/Retroprogesterone" title="Retroprogesterone">Retroprogesterone</a> </td> <td><a href="/wiki/Dydrogesterone" title="Dydrogesterone">Dydrogesterone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Dydrogesterone.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/32/Dydrogesterone.png/30px-Dydrogesterone.png" decoding="async" width="30" height="22" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/32/Dydrogesterone.png/45px-Dydrogesterone.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/32/Dydrogesterone.png/60px-Dydrogesterone.png 2x" data-file-width="890" data-file-height="640" /></a><figcaption></figcaption></figure> </td> <td>6-Dehydro-9β,10α-progesterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Trengestone" title="Trengestone">Trengestone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Trengestone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/01/Trengestone.svg/30px-Trengestone.svg.png" decoding="async" width="30" height="26" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/01/Trengestone.svg/45px-Trengestone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/01/Trengestone.svg/60px-Trengestone.svg.png 2x" data-file-width="512" data-file-height="440" /></a><figcaption></figcaption></figure> </td> <td>1,6-Didehydro-6-chloro-9β,10α-progesterone </td> <td>– </td></tr> <tr> <td rowspan="3"><a href="/wiki/Androstane" title="Androstane">Androstane</a> </td> <td rowspan="3"><a href="/wiki/17%CE%B1-Ethynyltestosterone" class="mw-redirect" title="17α-Ethynyltestosterone">17α-Ethynyltestosterone</a> </td> <td><a href="/wiki/Danazol" title="Danazol">Danazol</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Danazol.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/30/Danazol.svg/30px-Danazol.svg.png" decoding="async" width="30" height="20" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/30/Danazol.svg/45px-Danazol.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/30/Danazol.svg/60px-Danazol.svg.png 2x" data-file-width="512" data-file-height="335" /></a><figcaption></figcaption></figure> </td> <td>2,3-d-Isoxazol-17α-ethynyltestosterone </td> <td>Ring-fused </td></tr> <tr> <td><a href="/wiki/Dimethisterone" title="Dimethisterone">Dimethisterone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Dimethisterone.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/2a/Dimethisterone.png/30px-Dimethisterone.png" decoding="async" width="30" height="19" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/2a/Dimethisterone.png/45px-Dimethisterone.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/2a/Dimethisterone.png/60px-Dimethisterone.png 2x" data-file-width="1041" data-file-height="676" /></a><figcaption></figcaption></figure> </td> <td>6α,21-Dimethyl-17α-ethynyltestosterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Ethisterone" title="Ethisterone">Ethisterone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Ethisterone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/87/Ethisterone.svg/30px-Ethisterone.svg.png" decoding="async" width="30" height="22" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/87/Ethisterone.svg/45px-Ethisterone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/87/Ethisterone.svg/60px-Ethisterone.svg.png 2x" data-file-width="512" data-file-height="372" /></a><figcaption></figcaption></figure> </td> <td>17α-Ethynyltestosterone </td> <td>– </td></tr> <tr> <td rowspan="16"><a href="/wiki/Estrane" title="Estrane">Estrane</a> </td> <td rowspan="9"><a href="/wiki/19-Nortestosterone" class="mw-redirect" title="19-Nortestosterone">19-Nortestosterone</a>;<br />17α-Ethynyltestosterone </td> <td><a href="/wiki/Etynodiol_diacetate" title="Etynodiol diacetate">Etynodiol diacetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Ethynodiol_diacetate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/19/Ethynodiol_diacetate.svg/30px-Ethynodiol_diacetate.svg.png" decoding="async" width="30" height="16" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/19/Ethynodiol_diacetate.svg/45px-Ethynodiol_diacetate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/19/Ethynodiol_diacetate.svg/60px-Ethynodiol_diacetate.svg.png 2x" data-file-width="512" data-file-height="280" /></a><figcaption></figcaption></figure> </td> <td>3-Deketo-3β-hydroxy-17α-ethynyl-19-nortestosterone 3β,17β-diacetate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Lynestrenol" title="Lynestrenol">Lynestrenol</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Lynestrenol.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b8/Lynestrenol.svg/30px-Lynestrenol.svg.png" decoding="async" width="30" height="24" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b8/Lynestrenol.svg/45px-Lynestrenol.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b8/Lynestrenol.svg/60px-Lynestrenol.svg.png 2x" data-file-width="512" data-file-height="413" /></a><figcaption></figcaption></figure> </td> <td>3-Deketo-17α-ethynyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Norethisterone" title="Norethisterone">Norethisterone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Norethisterone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d4/Norethisterone.svg/30px-Norethisterone.svg.png" decoding="async" width="30" height="22" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d4/Norethisterone.svg/45px-Norethisterone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d4/Norethisterone.svg/60px-Norethisterone.svg.png 2x" data-file-width="512" data-file-height="373" /></a><figcaption></figcaption></figure> </td> <td>17α-Ethynyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">Norethisterone acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Norethisterone_acetate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a5/Norethisterone_acetate.svg/30px-Norethisterone_acetate.svg.png" decoding="async" width="30" height="19" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a5/Norethisterone_acetate.svg/45px-Norethisterone_acetate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a5/Norethisterone_acetate.svg/60px-Norethisterone_acetate.svg.png 2x" data-file-width="512" data-file-height="332" /></a><figcaption></figcaption></figure> </td> <td>17α-Ethynyl-19-nortestosterone 17β-acetate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Norethisterone_enanthate" title="Norethisterone enanthate">Norethisterone enanthate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Norethindrone_enanthate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c2/Norethindrone_enanthate.svg/30px-Norethindrone_enanthate.svg.png" decoding="async" width="30" height="13" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c2/Norethindrone_enanthate.svg/45px-Norethindrone_enanthate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c2/Norethindrone_enanthate.svg/60px-Norethindrone_enanthate.svg.png 2x" data-file-width="512" data-file-height="227" /></a><figcaption></figcaption></figure> </td> <td>17α-Ethynyl-19-nortestosterone 17β-heptanoate </td> <td>Ester </td></tr> <tr> <td><a href="/wiki/Noretynodrel" title="Noretynodrel">Noretynodrel</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Noretynodrel.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/11/Noretynodrel.svg/30px-Noretynodrel.svg.png" decoding="async" width="30" height="22" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/11/Noretynodrel.svg/45px-Noretynodrel.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/11/Noretynodrel.svg/60px-Noretynodrel.svg.png 2x" data-file-width="512" data-file-height="372" /></a><figcaption></figcaption></figure> </td> <td>5(10)-Dehydro-17α-ethynyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Norgestrienone" title="Norgestrienone">Norgestrienone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Norgestrienone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/45/Norgestrienone.svg/30px-Norgestrienone.svg.png" decoding="async" width="30" height="22" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/45/Norgestrienone.svg/45px-Norgestrienone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/45/Norgestrienone.svg/60px-Norgestrienone.svg.png 2x" data-file-width="512" data-file-height="372" /></a><figcaption></figcaption></figure> </td> <td>9,11-Didehydro-17α-ethynyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Quingestanol_acetate" title="Quingestanol acetate">Quingestanol acetate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Quingestanol_acetate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/da/Quingestanol_acetate.svg/30px-Quingestanol_acetate.svg.png" decoding="async" width="30" height="15" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/da/Quingestanol_acetate.svg/45px-Quingestanol_acetate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/da/Quingestanol_acetate.svg/60px-Quingestanol_acetate.svg.png 2x" data-file-width="512" data-file-height="262" /></a><figcaption></figcaption></figure> </td> <td>17α-Ethynyl-19-nortestosterone 3-cyclopentyl enol ether 17β-acetate </td> <td>Ester; Ether </td></tr> <tr> <td><a href="/wiki/Tibolone" title="Tibolone">Tibolone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Tibolone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/15/Tibolone.svg/30px-Tibolone.svg.png" decoding="async" width="30" height="22" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/15/Tibolone.svg/45px-Tibolone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/15/Tibolone.svg/60px-Tibolone.svg.png 2x" data-file-width="512" data-file-height="373" /></a><figcaption></figcaption></figure> </td> <td>5(10)-Dehydro-7α-methyl-17α-ethynyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td rowspan="7">19-Nortestosterone;<br />Other 17α-substituted testosterone<br />(and 16β-substituted testosterone) </td> <td><a href="/wiki/Allylestrenol" title="Allylestrenol">Allylestrenol</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Allylestrenol.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a9/Allylestrenol.svg/30px-Allylestrenol.svg.png" decoding="async" width="30" height="27" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a9/Allylestrenol.svg/45px-Allylestrenol.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a9/Allylestrenol.svg/60px-Allylestrenol.svg.png 2x" data-file-width="512" data-file-height="457" /></a><figcaption></figcaption></figure> </td> <td>3-Deketo-17α-allyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Altrenogest" title="Altrenogest">Altrenogest</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Altrenogest.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/2e/Altrenogest.svg/30px-Altrenogest.svg.png" decoding="async" width="30" height="24" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/2e/Altrenogest.svg/45px-Altrenogest.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/2e/Altrenogest.svg/60px-Altrenogest.svg.png 2x" data-file-width="512" data-file-height="411" /></a><figcaption></figcaption></figure> </td> <td>9,11-Didehydro-17α-allyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Dienogest" title="Dienogest">Dienogest</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Dienogest.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/01/Dienogest.svg/30px-Dienogest.svg.png" decoding="async" width="30" height="24" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/01/Dienogest.svg/45px-Dienogest.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/01/Dienogest.svg/60px-Dienogest.svg.png 2x" data-file-width="512" data-file-height="406" /></a><figcaption></figcaption></figure> </td> <td>9-Dehydro-17α-cyanomethyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Norgesterone" title="Norgesterone">Norgesterone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Norgesterone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/0e/Norgesterone.svg/30px-Norgesterone.svg.png" decoding="async" width="30" height="21" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/0e/Norgesterone.svg/45px-Norgesterone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/0e/Norgesterone.svg/60px-Norgesterone.svg.png 2x" data-file-width="512" data-file-height="352" /></a><figcaption></figcaption></figure> </td> <td>5(10)-Dehydro-17α-vinyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Normethandrone" title="Normethandrone">Normethandrone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Methylestrenolone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/48/Methylestrenolone.svg/30px-Methylestrenolone.svg.png" decoding="async" width="30" height="18" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/48/Methylestrenolone.svg/45px-Methylestrenolone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/48/Methylestrenolone.svg/60px-Methylestrenolone.svg.png 2x" data-file-width="512" data-file-height="308" /></a><figcaption></figcaption></figure> </td> <td>17α-Methyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Norvinisterone" title="Norvinisterone">Norvinisterone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Norvinisterone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/40/Norvinisterone.svg/30px-Norvinisterone.svg.png" decoding="async" width="30" height="21" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/40/Norvinisterone.svg/45px-Norvinisterone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/40/Norvinisterone.svg/60px-Norvinisterone.svg.png 2x" data-file-width="512" data-file-height="352" /></a><figcaption></figcaption></figure> </td> <td>17α-Vinyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Oxendolone" title="Oxendolone">Oxendolone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Oxendolone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/0d/Oxendolone.svg/30px-Oxendolone.svg.png" decoding="async" width="30" height="18" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/0d/Oxendolone.svg/45px-Oxendolone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/0d/Oxendolone.svg/60px-Oxendolone.svg.png 2x" data-file-width="512" data-file-height="301" /></a><figcaption></figcaption></figure> </td> <td>16β-Ethyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td rowspan="8"><a href="/wiki/Gonane" title="Gonane">Gonane</a> </td> <td rowspan="8">19-Nortestosterone;<br />17α-Ethynyltestosterone;<br /><a href="/wiki/18-Methyltestosterone" title="18-Methyltestosterone">18-Methyltestosterone</a> </td> <td><a href="/wiki/Desogestrel" title="Desogestrel">Desogestrel</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Desogestrel.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/dc/Desogestrel.svg/30px-Desogestrel.svg.png" decoding="async" width="30" height="24" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/dc/Desogestrel.svg/45px-Desogestrel.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/dc/Desogestrel.svg/60px-Desogestrel.svg.png 2x" data-file-width="512" data-file-height="413" /></a><figcaption></figcaption></figure> </td> <td>3-Deketo-11-methylene-17α-ethynyl-18-methyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Etonogestrel" title="Etonogestrel">Etonogestrel</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Etonogestrel.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/16/Etonogestrel.svg/30px-Etonogestrel.svg.png" decoding="async" width="30" height="22" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/16/Etonogestrel.svg/45px-Etonogestrel.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/16/Etonogestrel.svg/60px-Etonogestrel.svg.png 2x" data-file-width="512" data-file-height="373" /></a><figcaption></figcaption></figure> </td> <td>11-Methylene-17α-ethynyl-18-methyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Gestodene" title="Gestodene">Gestodene</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Gestodene.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/38/Gestodene.svg/30px-Gestodene.svg.png" decoding="async" width="30" height="22" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/38/Gestodene.svg/45px-Gestodene.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/38/Gestodene.svg/60px-Gestodene.svg.png 2x" data-file-width="512" data-file-height="373" /></a><figcaption></figcaption></figure> </td> <td>15-Dehydro-17α-ethynyl-18-methyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Gestrinone" title="Gestrinone">Gestrinone</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Gestrinone.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/df/Gestrinone.svg/30px-Gestrinone.svg.png" decoding="async" width="30" height="22" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/df/Gestrinone.svg/45px-Gestrinone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/df/Gestrinone.svg/60px-Gestrinone.svg.png 2x" data-file-width="512" data-file-height="373" /></a><figcaption></figcaption></figure> </td> <td>9,11-Didehydro-17α-ethynyl-18-methyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Levonorgestrel" title="Levonorgestrel">Levonorgestrel</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Levonorgestrel.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7e/Levonorgestrel.svg/30px-Levonorgestrel.svg.png" decoding="async" width="30" height="22" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7e/Levonorgestrel.svg/45px-Levonorgestrel.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7e/Levonorgestrel.svg/60px-Levonorgestrel.svg.png 2x" data-file-width="512" data-file-height="374" /></a><figcaption></figcaption></figure> </td> <td>17α-Ethynyl-18-methyl-19-nortestosterone </td> <td>– </td></tr> <tr> <td><a href="/wiki/Norelgestromin" title="Norelgestromin">Norelgestromin</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Norelgestromin.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c9/Norelgestromin.svg/30px-Norelgestromin.svg.png" decoding="async" width="30" height="39" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c9/Norelgestromin.svg/45px-Norelgestromin.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c9/Norelgestromin.svg/60px-Norelgestromin.svg.png 2x" data-file-width="512" data-file-height="665" /></a><figcaption></figcaption></figure> </td> <td>17α-Ethynyl-18-methyl-19-nortestosterone 3-oxime </td> <td><a href="/wiki/Oxime" title="Oxime">Oxime</a> </td></tr> <tr> <td><a href="/wiki/Norgestimate" title="Norgestimate">Norgestimate</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Norgestimate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c2/Norgestimate.svg/30px-Norgestimate.svg.png" decoding="async" width="30" height="35" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c2/Norgestimate.svg/45px-Norgestimate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c2/Norgestimate.svg/60px-Norgestimate.svg.png 2x" data-file-width="512" data-file-height="590" /></a><figcaption></figcaption></figure> </td> <td>17α-Ethynyl-18-methyl-19-nortestosterone 3-oxime 17β-acetate </td> <td>Oxime; Ester </td></tr> <tr> <td><a href="/wiki/Norgestrel" title="Norgestrel">Norgestrel</a> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Levonorgestrel.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7e/Levonorgestrel.svg/25px-Levonorgestrel.svg.png" decoding="async" width="25" height="18" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7e/Levonorgestrel.svg/38px-Levonorgestrel.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7e/Levonorgestrel.svg/50px-Levonorgestrel.svg.png 2x" data-file-width="512" data-file-height="374" /></a><figcaption></figcaption></figure> <figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Dextronorgestrel.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/84/Dextronorgestrel.svg/25px-Dextronorgestrel.svg.png" decoding="async" width="25" height="18" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/84/Dextronorgestrel.svg/38px-Dextronorgestrel.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/84/Dextronorgestrel.svg/50px-Dextronorgestrel.svg.png 2x" data-file-width="512" data-file-height="374" /></a><figcaption></figcaption></figure> </td> <td><i>rac</i>-13-Ethyl-17α-ethynyl-19-nortestosterone </td> <td>– </td></tr></tbody></table> <div class="mw-heading mw-heading2"><h2 id="History">History</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=48" title="Edit section: History"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <table class="wikitable floatright plainrowheaders" style="font-size:small; margin-left: auto; margin-right: auto; border: none;"> <caption class="nowrap">Historical progestogens no longer marketed for use </caption> <tbody><tr> <th scope="col" style="width:100px;">Generic name </th> <th scope="col" style="width:50px;">Class<sup id="cite_ref-309" class="reference"><a href="#cite_note-309"><span class="cite-bracket">[</span>a<span class="cite-bracket">]</span></a></sup> </th> <th scope="col" style="width:80px;">Brand name </th> <th scope="col" style="width:50px;">Route<sup id="cite_ref-310" class="reference"><a href="#cite_note-310"><span class="cite-bracket">[</span>b<span class="cite-bracket">]</span></a></sup> </th> <th scope="col" style="width:50px;"><abbr title="Introduced in">Intr.</abbr> </th></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Anagestone_acetate" title="Anagestone acetate">Anagestone acetate</a> </th> <td>P<sup id="cite_ref-17a_311-0" class="reference"><a href="#cite_note-17a-311"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_312-0" class="reference"><a href="#cite_note-ester-312"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Anatropin</td> <td>PO</td> <td>1968 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Chlormethenmadinone_acetate" title="Chlormethenmadinone acetate">Chlormethenmadinone acetate</a> </th> <td>P<sup id="cite_ref-17a_311-1" class="reference"><a href="#cite_note-17a-311"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_312-1" class="reference"><a href="#cite_note-ester-312"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Biogest<sup id="cite_ref-others_313-0" class="reference"><a href="#cite_note-others-313"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1960s </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Demegestone" title="Demegestone">Demegestone</a> </th> <td>P<sup id="cite_ref-19np_314-0" class="reference"><a href="#cite_note-19np-314"><span class="cite-bracket">[</span>iii<span class="cite-bracket">]</span></a></sup></td> <td>Lutionex</td> <td>PO</td> <td>1974 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Dimethisterone" title="Dimethisterone">Dimethisterone</a> </th> <td>T<sup id="cite_ref-estrane_315-0" class="reference"><a href="#cite_note-estrane-315"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup></td> <td>Lutagan<sup id="cite_ref-others_313-1" class="reference"><a href="#cite_note-others-313"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1959 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Ethisterone" title="Ethisterone">Ethisterone</a> </th> <td>T<sup id="cite_ref-estrane_315-1" class="reference"><a href="#cite_note-estrane-315"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup></td> <td>Pranone<sup id="cite_ref-others_313-2" class="reference"><a href="#cite_note-others-313"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO, <a href="/wiki/Sublingual" class="mw-redirect" title="Sublingual"><abbr title="Sublingual">SL</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Sublingual</span></td> <td>1939 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Flumedroxone_acetate" title="Flumedroxone acetate">Flumedroxone acetate</a> </th> <td>P<sup id="cite_ref-17a_311-2" class="reference"><a href="#cite_note-17a-311"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_312-2" class="reference"><a href="#cite_note-ester-312"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Demigran<sup id="cite_ref-others_313-3" class="reference"><a href="#cite_note-others-313"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1960s </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Haloprogesterone" title="Haloprogesterone">Haloprogesterone</a> </th> <td>P<sup id="cite_ref-17b_316-0" class="reference"><a href="#cite_note-17b-316"><span class="cite-bracket">[</span>v<span class="cite-bracket">]</span></a></sup></td> <td>Prohalone</td> <td>PO</td> <td>1961 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Hydroxyprogesterone_acetate" title="Hydroxyprogesterone acetate">Hydroxyprogesterone acetate</a> </th> <td>P<sup id="cite_ref-17a_311-3" class="reference"><a href="#cite_note-17a-311"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_312-3" class="reference"><a href="#cite_note-ester-312"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Prodox</td> <td>PO</td> <td>1957 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Hydroxyprogesterone_heptanoate" title="Hydroxyprogesterone heptanoate">Hydroxyprogesterone heptanoate</a> </th> <td>P<sup id="cite_ref-17a_311-4" class="reference"><a href="#cite_note-17a-311"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_312-4" class="reference"><a href="#cite_note-ester-312"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>H.O.P.<sup id="cite_ref-others_313-4" class="reference"><a href="#cite_note-others-313"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>IM</td> <td>1950s </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Methenmadinone_acetate" title="Methenmadinone acetate">Methenmadinone acetate</a> </th> <td>P<sup id="cite_ref-17a_311-5" class="reference"><a href="#cite_note-17a-311"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_312-5" class="reference"><a href="#cite_note-ester-312"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Superlutin<sup id="cite_ref-others_313-5" class="reference"><a href="#cite_note-others-313"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1960s </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Noretynodrel" title="Noretynodrel">Noretynodrel</a> </th> <td>T<sup id="cite_ref-19nt_317-0" class="reference"><a href="#cite_note-19nt-317"><span class="cite-bracket">[</span>vi<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-estrane_315-2" class="reference"><a href="#cite_note-estrane-315"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup></td> <td>Enovid</td> <td>PO</td> <td>1957 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Norgesterone" title="Norgesterone">Norgesterone</a> </th> <td>T<sup id="cite_ref-19nt_317-1" class="reference"><a href="#cite_note-19nt-317"><span class="cite-bracket">[</span>vi<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-estrane_315-3" class="reference"><a href="#cite_note-estrane-315"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup></td> <td>Vestalin</td> <td>PO</td> <td>1960s </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Norgestrienone" title="Norgestrienone">Norgestrienone</a> </th> <td>T<sup id="cite_ref-19nt_317-2" class="reference"><a href="#cite_note-19nt-317"><span class="cite-bracket">[</span>vi<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-estrane_315-4" class="reference"><a href="#cite_note-estrane-315"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup></td> <td>Ogyline<sup id="cite_ref-others_313-6" class="reference"><a href="#cite_note-others-313"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1960s </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Norvinisterone" title="Norvinisterone">Norvinisterone</a> </th> <td>T<sup id="cite_ref-19nt_317-3" class="reference"><a href="#cite_note-19nt-317"><span class="cite-bracket">[</span>vi<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-estrane_315-5" class="reference"><a href="#cite_note-estrane-315"><span class="cite-bracket">[</span>iv<span class="cite-bracket">]</span></a></sup></td> <td>Neoprogestin<sup id="cite_ref-others_313-7" class="reference"><a href="#cite_note-others-313"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1960s </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Pentagestrone_acetate" title="Pentagestrone acetate">Pentagestrone acetate</a> </th> <td>P<sup id="cite_ref-17a_311-6" class="reference"><a href="#cite_note-17a-311"><span class="cite-bracket">[</span>i<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_312-6" class="reference"><a href="#cite_note-ester-312"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup></td> <td>Gestovis<sup id="cite_ref-others_313-8" class="reference"><a href="#cite_note-others-313"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1961 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Quingestanol_acetate" title="Quingestanol acetate">Quingestanol acetate</a> </th> <td>T<sup id="cite_ref-19nt_317-4" class="reference"><a href="#cite_note-19nt-317"><span class="cite-bracket">[</span>vi<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-gonane_318-0" class="reference"><a href="#cite_note-gonane-318"><span class="cite-bracket">[</span>vii<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ester_312-7" class="reference"><a href="#cite_note-ester-312"><span class="cite-bracket">[</span>ii<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ether_319-0" class="reference"><a href="#cite_note-ether-319"><span class="cite-bracket">[</span>viii<span class="cite-bracket">]</span></a></sup></td> <td>Demovis<sup id="cite_ref-others_313-9" class="reference"><a href="#cite_note-others-313"><span class="cite-bracket">[</span>c<span class="cite-bracket">]</span></a></sup></td> <td>PO</td> <td>1972 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Quingestrone" title="Quingestrone">Quingestrone</a> </th> <td>P<sup id="cite_ref-ether_319-1" class="reference"><a href="#cite_note-ether-319"><span class="cite-bracket">[</span>viii<span class="cite-bracket">]</span></a></sup></td> <td>Enol-Luteovis</td> <td>PO</td> <td>1962 </td></tr> <tr> <th scope="row" style="background: #f8f9fa;"><a href="/wiki/Trengestone" title="Trengestone">Trengestone</a> </th> <td>RP</td> <td>Retrone</td> <td>PO</td> <td>1974 </td></tr> <tr class="sortbottom"> <td colspan="6" style="width: 1px; background-color:#eaecf0; text-align: center;"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1214851843"><div class="hidden-begin mw-collapsible mw-collapsed" style=""><div class="hidden-title skin-nightmode-reset-color" style="text-align:center;">Legend for class of molecule</div><div class="hidden-content mw-collapsible-content" style=""> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239543626"><div class="reflist reflist-lower-roman"> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-17a-311"><span class="mw-cite-backlink">^ <a href="#cite_ref-17a_311-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-17a_311-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-17a_311-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-17a_311-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-17a_311-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-17a_311-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-17a_311-6"><sup><i><b>g</b></i></sup></a></span> <span class="reference-text"><a href="/wiki/17%CE%B1-Hydroxyprogesterone" title="17α-Hydroxyprogesterone">17α-hydroxy</a></span> </li> <li id="cite_note-ester-312"><span class="mw-cite-backlink">^ <a href="#cite_ref-ester_312-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-ester_312-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-ester_312-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-ester_312-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-ester_312-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-ester_312-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-ester_312-6"><sup><i><b>g</b></i></sup></a> <a href="#cite_ref-ester_312-7"><sup><i><b>h</b></i></sup></a></span> <span class="reference-text">Ester</span> </li> <li id="cite_note-19np-314"><span class="mw-cite-backlink"><b><a href="#cite_ref-19np_314-0">^</a></b></span> <span class="reference-text"><a href="/wiki/19-norprogesterone" class="mw-redirect" title="19-norprogesterone">19-nor</a></span> </li> <li id="cite_note-estrane-315"><span class="mw-cite-backlink">^ <a href="#cite_ref-estrane_315-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-estrane_315-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-estrane_315-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-estrane_315-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-estrane_315-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-estrane_315-5"><sup><i><b>f</b></i></sup></a></span> <span class="reference-text">estrane</span> </li> <li id="cite_note-17b-316"><span class="mw-cite-backlink"><b><a href="#cite_ref-17b_316-0">^</a></b></span> <span class="reference-text"><a href="/wiki/17%CE%B1-Bromoprogesterone" title="17α-Bromoprogesterone">17-bromo</a></span> </li> <li id="cite_note-19nt-317"><span class="mw-cite-backlink">^ <a href="#cite_ref-19nt_317-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-19nt_317-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-19nt_317-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-19nt_317-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-19nt_317-4"><sup><i><b>e</b></i></sup></a></span> <span class="reference-text"><a href="/wiki/19-Nortestosterone" class="mw-redirect" title="19-Nortestosterone">19-nor</a></span> </li> <li id="cite_note-gonane-318"><span class="mw-cite-backlink"><b><a href="#cite_ref-gonane_318-0">^</a></b></span> <span class="reference-text">Gonane</span> </li> <li id="cite_note-ether-319"><span class="mw-cite-backlink">^ <a href="#cite_ref-ether_319-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-ether_319-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text">ether</span> </li> </ol></div></div></div></div> </td></tr> <tr> <td colspan="6" style="width: 1px; background-color:#eaecf0; text-align: center;"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239543626"><div class="reflist reflist-lower-alpha"> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-309"><span class="mw-cite-backlink"><b><a href="#cite_ref-309">^</a></b></span> <span class="reference-text">Classes: P = <a href="/wiki/Progesterone" title="Progesterone">progesterone</a> derivative, T = <a href="/wiki/Testosterone" title="Testosterone">testosterone</a> derivative</span> </li> <li id="cite_note-310"><span class="mw-cite-backlink"><b><a href="#cite_ref-310">^</a></b></span> <span class="reference-text">Routes: IUD = <a href="/wiki/Intrauterine_device" title="Intrauterine device">intrauterine device</a>, PO = <a href="/wiki/Oral_administration" title="Oral administration">by mouth</a>, SC = <a href="/wiki/Subcutaneous_injection" class="mw-redirect" title="Subcutaneous injection">subcutaneous injection or implant</a>, SL = <a href="/wiki/Sublingual" class="mw-redirect" title="Sublingual">under the tongue</a>, TD = <a href="/wiki/Transdermal" title="Transdermal">transdermal</a>, V = <a href="/wiki/Vaginal_administration" class="mw-redirect" title="Vaginal administration">vaginal</a></span> </li> <li id="cite_note-others-313"><span class="mw-cite-backlink">^ <a href="#cite_ref-others_313-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-others_313-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-others_313-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-others_313-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-others_313-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-others_313-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-others_313-6"><sup><i><b>g</b></i></sup></a> <a href="#cite_ref-others_313-7"><sup><i><b>h</b></i></sup></a> <a href="#cite_ref-others_313-8"><sup><i><b>i</b></i></sup></a> <a href="#cite_ref-others_313-9"><sup><i><b>j</b></i></sup></a></span> <span class="reference-text">Also marketed under other brand names.</span> </li> </ol></div></div> </td></tr></tbody></table> <p>The recognition of progesterone's ability to suppress <a href="/wiki/Ovulation" title="Ovulation">ovulation</a> during pregnancy spawned a search for a similar hormone that could bypass the problems associated with administering progesterone (e.g. low <a href="/wiki/Bioavailability" title="Bioavailability">bioavailability</a> when administered orally and local irritation and pain when continually administered <a href="/wiki/Parenteral" class="mw-redirect" title="Parenteral">parenterally</a>) and, at the same time, serve the purpose of controlling ovulation. The many synthetic hormones that resulted are known as progestins. </p><p>The first orally active progestin, <a href="/wiki/Ethisterone" title="Ethisterone">ethisterone</a> (pregneninolone, 17α-ethynyltestosterone), the C17α <a href="/wiki/Ethynyl" class="mw-redirect" title="Ethynyl">ethynyl</a> <a href="/wiki/Structural_analog" title="Structural analog">analogue</a> of <a href="/wiki/Testosterone" title="Testosterone">testosterone</a>, was <a href="/wiki/Organic_synthesis" title="Organic synthesis">synthesized</a> in 1938 from <a href="/wiki/Dehydroandrosterone" title="Dehydroandrosterone">dehydroandrosterone</a> by <a href="/wiki/Alkynylation" title="Alkynylation">ethynylation</a>, either before or after <a href="/wiki/Oxidation_of_secondary_alcohols_to_ketones" class="mw-redirect" title="Oxidation of secondary alcohols to ketones">oxidation of the C3 hydroxyl group</a>, followed by <a href="/wiki/Rearrangement_reaction" title="Rearrangement reaction">rearrangement</a> of the C5(6) double bond to the C4(5) position. The synthesis was designed by chemists Hans Herloff Inhoffen, Willy Logemann, Walter Hohlweg and Arthur Serini at <a href="/wiki/Schering_AG" title="Schering AG">Schering AG</a> in <a href="/wiki/Berlin" title="Berlin">Berlin</a> and was marketed in <a href="/wiki/Germany" title="Germany">Germany</a> in 1939 as <i>Proluton C</i> and by <a href="/wiki/Schering-Plough" title="Schering-Plough">Schering</a> in the <a href="/wiki/United_States" title="United States">U.S.</a> in 1945 as <i>Pranone</i>.<sup id="cite_ref-Inhoffen_1938_320-0" class="reference"><a href="#cite_note-Inhoffen_1938-320"><span class="cite-bracket">[</span>282<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Maisel_1965_321-0" class="reference"><a href="#cite_note-Maisel_1965-321"><span class="cite-bracket">[</span>283<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Petrow_1970_322-0" class="reference"><a href="#cite_note-Petrow_1970-322"><span class="cite-bracket">[</span>284<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Sneader_2005_323-0" class="reference"><a href="#cite_note-Sneader_2005-323"><span class="cite-bracket">[</span>285<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Djerassi_2006_324-0" class="reference"><a href="#cite_note-Djerassi_2006-324"><span class="cite-bracket">[</span>286<span class="cite-bracket">]</span></a></sup> </p><p>A more potent orally active progestin, <a href="/wiki/Norethisterone" title="Norethisterone">norethisterone</a> (norethindrone, 19-nor-17α-ethynyltestosterone), the C19 <a href="/wiki/Nor-" title="Nor-">nor</a> analogue of ethisterone, synthesized in 1951 by <a href="/wiki/Carl_Djerassi" title="Carl Djerassi">Carl Djerassi</a>, <a href="/wiki/Luis_E._Miramontes" title="Luis E. Miramontes">Luis Miramontes</a>, and <a href="/wiki/George_Rosenkranz" title="George Rosenkranz">George Rosenkranz</a> at <a href="/wiki/Syntex" title="Syntex">Syntex</a> in <a href="/wiki/Mexico_City" title="Mexico City">Mexico City</a>, was marketed by <a href="/wiki/Parke-Davis" title="Parke-Davis">Parke-Davis</a> in the U.S. in 1957 as <i>Norlutin</i>, and was used as the progestin in some of the <a href="/wiki/Combined_oral_contraceptive_pill" title="Combined oral contraceptive pill">first oral contraceptives</a> (<i>Ortho-Novum</i>, <i>Norinyl</i>, etc.) in the early 1960s.<sup id="cite_ref-Maisel_1965_321-1" class="reference"><a href="#cite_note-Maisel_1965-321"><span class="cite-bracket">[</span>283<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Petrow_1970_322-1" class="reference"><a href="#cite_note-Petrow_1970-322"><span class="cite-bracket">[</span>284<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Sneader_2005_323-1" class="reference"><a href="#cite_note-Sneader_2005-323"><span class="cite-bracket">[</span>285<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Djerassi_2006_324-1" class="reference"><a href="#cite_note-Djerassi_2006-324"><span class="cite-bracket">[</span>286<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Djerassi_1954_325-0" class="reference"><a href="#cite_note-Djerassi_1954-325"><span class="cite-bracket">[</span>287<span class="cite-bracket">]</span></a></sup> </p><p><a href="/wiki/Noretynodrel" title="Noretynodrel">Noretynodrel</a>, an <a href="/wiki/Isomer" title="Isomer">isomer</a> of norethisterone, was synthesized in 1952 by <a href="/wiki/Frank_B._Colton" title="Frank B. Colton">Frank B. Colton</a> at <a href="/wiki/G._D._Searle_%26_Company" class="mw-redirect" title="G. D. Searle & Company">Searle</a> in <a href="/wiki/Skokie,_Illinois" title="Skokie, Illinois">Skokie, Illinois</a> and used as the progestin in <i>Enovid</i>, marketed in the U.S. in 1957 and approved as the first oral contraceptive in 1960.<sup id="cite_ref-Maisel_1965_321-2" class="reference"><a href="#cite_note-Maisel_1965-321"><span class="cite-bracket">[</span>283<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Petrow_1970_322-2" class="reference"><a href="#cite_note-Petrow_1970-322"><span class="cite-bracket">[</span>284<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Sneader_2005_323-2" class="reference"><a href="#cite_note-Sneader_2005-323"><span class="cite-bracket">[</span>285<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Djerassi_2006_324-2" class="reference"><a href="#cite_note-Djerassi_2006-324"><span class="cite-bracket">[</span>286<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Colton_1992_326-0" class="reference"><a href="#cite_note-Colton_1992-326"><span class="cite-bracket">[</span>288<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Society_and_culture">Society and culture</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=49" title="Edit section: Society and culture"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Generations">Generations</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=50" title="Edit section: Generations"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Progestins used in birth control are sometimes grouped, somewhat arbitrarily and inconsistently, into <i>generations</i>. One categorization of these generations is as follows:<sup id="cite_ref-GordonRydfors2007_14-1" class="reference"><a href="#cite_note-GordonRydfors2007-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup> </p> <ul><li>First generation: Approved for marketing before 1973. Examples: <a href="/wiki/Noretynodrel" title="Noretynodrel">noretynodrel</a>, <a href="/wiki/Norethisterone" title="Norethisterone">norethisterone (norethindrone)</a>, <a href="/wiki/Lynestrenol" title="Lynestrenol">lynestrenol</a>, <a href="/wiki/Levonorgestrel" title="Levonorgestrel">levonorgestrel</a>.</li> <li>Second generation: Approved for marketing between 1973 and 1989. Examples: <a href="/wiki/Desogestrel" title="Desogestrel">desogestrel</a>, <a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">nomegestrol acetate</a>, <a href="/wiki/Norgestimate" title="Norgestimate">norgestimate</a>.</li> <li>Third generation: Approved for marketing between 1990 and 2000. Examples: <a href="/wiki/Dienogest" title="Dienogest">dienogest</a>, <a href="/wiki/Etonogestrel" title="Etonogestrel">etonogestrel</a>.</li> <li>Fourth generation: Approved for marketing after 2000. Examples: <a href="/wiki/Drospirenone" title="Drospirenone">drospirenone</a>, <a href="/wiki/Norelgestromin" title="Norelgestromin">norelgestromin</a>, <a href="/wiki/Segesterone_acetate" title="Segesterone acetate">segesterone acetate</a>.</li></ul> <p>Alternatively, <a href="/wiki/Estrane" title="Estrane">estranes</a> such as <a href="/wiki/Noretynodrel" title="Noretynodrel">noretynodrel</a> and <a href="/wiki/Norethisterone" title="Norethisterone">norethisterone</a> are classified as first-generation while <a href="/wiki/Gonane" title="Gonane">gonanes</a> such as <a href="/wiki/Norgestrel" title="Norgestrel">norgestrel</a> and <a href="/wiki/Levonorgestrel" title="Levonorgestrel">levonorgestrel</a> are classified as second-generation, with less androgenic gonanes such as <a href="/wiki/Desogestrel" title="Desogestrel">desogestrel</a>, <a href="/wiki/Norgestimate" title="Norgestimate">norgestimate</a>, and <a href="/wiki/Gestodene" title="Gestodene">gestodene</a> classified as third-generation and newer progestins like <a href="/wiki/Drospirenone" title="Drospirenone">drospirenone</a> classified as fourth-generation.<sup id="cite_ref-Gibbs2008_15-1" class="reference"><a href="#cite_note-Gibbs2008-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> Yet another classification system considers there to be only first- and second-generation progestins.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (October 2016)">citation needed</span></a></i>]</sup> </p><p>Classification of progestins by generation has been criticized and it has been argued that the classification scheme should be abandoned.<sup id="cite_ref-pmid32504633_327-0" class="reference"><a href="#cite_note-pmid32504633-327"><span class="cite-bracket">[</span>289<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Availability">Availability</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=51" title="Edit section: Availability"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/List_of_progestogens_available_in_the_United_States" title="List of progestogens available in the United States">List of progestogens available in the United States</a></div> <p>Progestogens are available widely throughout the world in many different forms. They are present in all birth control pills. </p> <div class="mw-heading mw-heading3"><h3 id="Etymology">Etymology</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=52" title="Edit section: Etymology"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><i>Progestogens</i>, also termed <i>progestagens</i>, <i>progestogens</i>, or <i>gestagens</i>, are compounds which act as <a href="/wiki/Agonist" title="Agonist">agonists</a> of the <a href="/wiki/Progesterone_receptor" title="Progesterone receptor">progesterone receptors</a>.<sup id="cite_ref-pmid23238854_131-9" class="reference"><a href="#cite_note-pmid23238854-131"><span class="cite-bracket">[</span>118<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid16112947t_1-66" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid18521110_156-1" class="reference"><a href="#cite_note-pmid18521110-156"><span class="cite-bracket">[</span>143<span class="cite-bracket">]</span></a></sup> Progestogens include <i><a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">progesterone</a></i>—which is the main natural and endogenous progestogen—and <i>progestins</i>, which are <a href="/wiki/Synthetic_compound" class="mw-redirect" title="Synthetic compound">synthetic</a> progestogens.<sup id="cite_ref-pmid16112947t_1-67" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Progestins include the <a href="/wiki/17%CE%B1-hydroxyprogesterone" class="mw-redirect" title="17α-hydroxyprogesterone">17α-hydroxyprogesterone</a> <a href="/wiki/Chemical_derivative" class="mw-redirect" title="Chemical derivative">derivative</a> <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a> and the <a href="/wiki/19-nortestosterone" class="mw-redirect" title="19-nortestosterone">19-nortestosterone</a> derivative <a href="/wiki/Norethisterone" title="Norethisterone">norethisterone</a>, among many other synthetic progestogens.<sup id="cite_ref-pmid23238854_131-10" class="reference"><a href="#cite_note-pmid23238854-131"><span class="cite-bracket">[</span>118<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid16112947t_1-68" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> As progesterone is a single compound and has no plural form, the term "progesterones" does not exist and is grammatically incorrect.<sup id="cite_ref-pmid18521110_156-2" class="reference"><a href="#cite_note-pmid18521110-156"><span class="cite-bracket">[</span>143<span class="cite-bracket">]</span></a></sup> The terms describing progestogens are often confused.<sup id="cite_ref-pmid23238854_131-11" class="reference"><a href="#cite_note-pmid23238854-131"><span class="cite-bracket">[</span>118<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid18521110_156-3" class="reference"><a href="#cite_note-pmid18521110-156"><span class="cite-bracket">[</span>143<span class="cite-bracket">]</span></a></sup> However, progestogens have differing <a href="/wiki/Biological_activity" title="Biological activity">activities</a> and effects and it is inappropriate to interchange them.<sup id="cite_ref-pmid23238854_131-12" class="reference"><a href="#cite_note-pmid23238854-131"><span class="cite-bracket">[</span>118<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid16112947t_1-69" class="reference"><a href="#cite_note-pmid16112947t-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid18521110_156-4" class="reference"><a href="#cite_note-pmid18521110-156"><span class="cite-bracket">[</span>143<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Research">Research</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=53" title="Edit section: Research"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>A variety of progestins have been studied for use as potential <a href="/wiki/Male_contraceptive" title="Male contraceptive">male hormonal contraceptives</a> in combination with <a href="/wiki/Androgen" title="Androgen">androgens</a> in men.<sup id="cite_ref-pmid20933120_328-0" class="reference"><a href="#cite_note-pmid20933120-328"><span class="cite-bracket">[</span>290<span class="cite-bracket">]</span></a></sup> These include the <a href="/wiki/Pregnane" title="Pregnane">pregnanes</a> <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a>, <a href="/wiki/Megestrol_acetate" title="Megestrol acetate">megestrol acetate</a>, and <a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">cyproterone acetate</a>, the <a href="/wiki/Norpregnane" class="mw-redirect" title="Norpregnane">norpregnane</a> <a href="/wiki/Segesterone_acetate" title="Segesterone acetate">segesterone acetate</a>, and the <a href="/wiki/Estrane" title="Estrane">estranes</a> <a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">norethisterone acetate</a>, <a href="/wiki/Norethisterone_enanthate" title="Norethisterone enanthate">norethisterone enanthate</a>, <a href="/wiki/Levonorgestrel" title="Levonorgestrel">levonorgestrel</a>, <a href="/wiki/Levonorgestrel_butanoate" title="Levonorgestrel butanoate">levonorgestrel butanoate</a>, <a href="/wiki/Desogestrel" title="Desogestrel">desogestrel</a>, and <a href="/wiki/Etonogestrel" title="Etonogestrel">etonogestrel</a>.<sup id="cite_ref-pmid20933120_328-1" class="reference"><a href="#cite_note-pmid20933120-328"><span class="cite-bracket">[</span>290<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-CoutifarisMastroianni1997_329-0" class="reference"><a href="#cite_note-CoutifarisMastroianni1997-329"><span class="cite-bracket">[</span>291<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Singh2015_330-0" class="reference"><a href="#cite_note-Singh2015-330"><span class="cite-bracket">[</span>292<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Frick1973_331-0" class="reference"><a href="#cite_note-Frick1973-331"><span class="cite-bracket">[</span>293<span class="cite-bracket">]</span></a></sup> The androgens that have been used in combination with these progestins include <a href="/wiki/Testosterone_(medication)" title="Testosterone (medication)">testosterone</a>, <a href="/wiki/Testosterone_ester" class="mw-redirect" title="Testosterone ester">testosterone esters</a>, <a href="/wiki/Androstanolone" title="Androstanolone">androstanolone</a> (dihydrotestosterone), and <a href="/wiki/Nandrolone_ester" class="mw-redirect" title="Nandrolone ester">nandrolone esters</a>.<sup id="cite_ref-pmid20933120_328-2" class="reference"><a href="#cite_note-pmid20933120-328"><span class="cite-bracket">[</span>290<span class="cite-bracket">]</span></a></sup> Dual androgens and progestogens such as <a href="/wiki/Trestolone" title="Trestolone">trestolone</a> and <a href="/wiki/Dimethandrolone_undecanoate" title="Dimethandrolone undecanoate">dimethandrolone undecanoate</a> have also been developed and studied as male contraceptives.<sup id="cite_ref-pmid23063338_332-0" class="reference"><a href="#cite_note-pmid23063338-332"><span class="cite-bracket">[</span>294<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid16497801_333-0" class="reference"><a href="#cite_note-pmid16497801-333"><span class="cite-bracket">[</span>295<span class="cite-bracket">]</span></a></sup> Doses of progestins used in male hormonal contraception have been noted to be in the range of 5 to 12<span class="nowrap"> </span>times the doses used in female hormonal contraception.<sup id="cite_ref-pmid6415998_334-0" class="reference"><a href="#cite_note-pmid6415998-334"><span class="cite-bracket">[</span>296<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="See_also">See also</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=54" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Phytoprogestogen" title="Phytoprogestogen">Phytoprogestogen</a></li> <li><a href="/wiki/Antiprogestogen" title="Antiprogestogen">Antiprogestogen</a></li> <li><a href="/wiki/Selective_progesterone_receptor_modulator" title="Selective progesterone receptor modulator">Selective progesterone receptor modulator</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=55" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239543626"><div class="reflist"> <div class="mw-references-wrap mw-references-columns"><ol class="references"> <li id="cite_note-pmid16112947t-1"><span class="mw-cite-backlink">^ <a href="#cite_ref-pmid16112947t_1-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-6"><sup><i><b>g</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-7"><sup><i><b>h</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-8"><sup><i><b>i</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-9"><sup><i><b>j</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-10"><sup><i><b>k</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-11"><sup><i><b>l</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-12"><sup><i><b>m</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-13"><sup><i><b>n</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-14"><sup><i><b>o</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-15"><sup><i><b>p</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-16"><sup><i><b>q</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-17"><sup><i><b>r</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-18"><sup><i><b>s</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-19"><sup><i><b>t</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-20"><sup><i><b>u</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-21"><sup><i><b>v</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-22"><sup><i><b>w</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-23"><sup><i><b>x</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-24"><sup><i><b>y</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-25"><sup><i><b>z</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-26"><sup><i><b>aa</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-27"><sup><i><b>ab</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-28"><sup><i><b>ac</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-29"><sup><i><b>ad</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-30"><sup><i><b>ae</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-31"><sup><i><b>af</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-32"><sup><i><b>ag</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-33"><sup><i><b>ah</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-34"><sup><i><b>ai</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-35"><sup><i><b>aj</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-36"><sup><i><b>ak</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-37"><sup><i><b>al</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-38"><sup><i><b>am</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-39"><sup><i><b>an</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-40"><sup><i><b>ao</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-41"><sup><i><b>ap</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-42"><sup><i><b>aq</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-43"><sup><i><b>ar</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-44"><sup><i><b>as</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-45"><sup><i><b>at</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-46"><sup><i><b>au</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-47"><sup><i><b>av</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-48"><sup><i><b>aw</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-49"><sup><i><b>ax</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-50"><sup><i><b>ay</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-51"><sup><i><b>az</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-52"><sup><i><b>ba</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-53"><sup><i><b>bb</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-54"><sup><i><b>bc</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-55"><sup><i><b>bd</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-56"><sup><i><b>be</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-57"><sup><i><b>bf</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-58"><sup><i><b>bg</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-59"><sup><i><b>bh</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-60"><sup><i><b>bi</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-61"><sup><i><b>bj</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-62"><sup><i><b>bk</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-63"><sup><i><b>bl</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-64"><sup><i><b>bm</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-65"><sup><i><b>bn</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-66"><sup><i><b>bo</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-67"><sup><i><b>bp</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-68"><sup><i><b>bq</b></i></sup></a> <a href="#cite_ref-pmid16112947t_1-69"><sup><i><b>br</b></i></sup></a></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFKuhl2005" class="citation journal cs1">Kuhl H (2005). <a rel="nofollow" class="external text" href="http://hormonebalance.org/images/documents/Kuhl%2005%20%20Pharm%20Estro%20Progest%20Climacteric_1313155660.pdf">"Pharmacology of estrogens and progestogens: influence of different routes of administration"</a> <span class="cs1-format">(PDF)</span>. <i>Climacteric</i>. <b>8</b> (Suppl 1): 3–63. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1080%2F13697130500148875">10.1080/13697130500148875</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/16112947">16112947</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:24616324">24616324</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Climacteric&rft.atitle=Pharmacology+of+estrogens+and+progestogens%3A+influence+of+different+routes+of+administration&rft.volume=8&rft.issue=Suppl+1&rft.pages=3-63&rft.date=2005&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A24616324%23id-name%3DS2CID&rft_id=info%3Apmid%2F16112947&rft_id=info%3Adoi%2F10.1080%2F13697130500148875&rft.aulast=Kuhl&rft.aufirst=H&rft_id=http%3A%2F%2Fhormonebalance.org%2Fimages%2Fdocuments%2FKuhl%252005%2520%2520Pharm%2520Estro%2520Progest%2520Climacteric_1313155660.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid15358281-2"><span class="mw-cite-backlink">^ <a href="#cite_ref-pmid15358281_2-0"><sup><i><b>a</b></i></sup></a> <a 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"Progestogen therapies: differences in clinical effects?". <i>Trends Endocrinol. 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"The World Federation of Societies of Biological Psychiatry (WFSBP) guidelines for the biological treatment of paraphilias". <i>World J. Biol. Psychiatry</i>. <b>11</b> (4): 604–55. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.3109%2F15622971003671628">10.3109/15622971003671628</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/20459370">20459370</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:14949511">14949511</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=World+J.+Biol.+Psychiatry&rft.atitle=The+World+Federation+of+Societies+of+Biological+Psychiatry+%28WFSBP%29+guidelines+for+the+biological+treatment+of+paraphilias&rft.volume=11&rft.issue=4&rft.pages=604-55&rft.date=2010&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A14949511%23id-name%3DS2CID&rft_id=info%3Apmid%2F20459370&rft_id=info%3Adoi%2F10.3109%2F15622971003671628&rft.aulast=Thibaut&rft.aufirst=F&rft.au=De+La+Barra%2C+F&rft.au=Gordon%2C+H&rft.au=Cosyns%2C+P&rft.au=Bradford%2C+JM&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-JamesonDeGroot2015-4"><span class="mw-cite-backlink">^ <a href="#cite_ref-JamesonDeGroot2015_4-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-JamesonDeGroot2015_4-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFGlasier2015" class="citation book cs1"><a href="/wiki/Anna_Glasier" title="Anna Glasier">Glasier A</a> (March 20, 2015). "Chapter 134. Contraception". In Jameson JL, De Groot LJ, de Krester D, Giudice LC, Grossman A, Melmed S, Potts Jr JT, Weir GC (eds.). <i>Endocrinology: Adult and Pediatric</i> (7th ed.). Philadelphia: Saunders Elsevier. p. 2306. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-323-18907-1" title="Special:BookSources/978-0-323-18907-1"><bdi>978-0-323-18907-1</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Chapter+134.+Contraception&rft.btitle=Endocrinology%3A+Adult+and+Pediatric&rft.place=Philadelphia&rft.pages=2306&rft.edition=7th&rft.pub=Saunders+Elsevier&rft.date=2015-03-20&rft.isbn=978-0-323-18907-1&rft.aulast=Glasier&rft.aufirst=A&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-PattmanNathan2010-5"><span class="mw-cite-backlink">^ <a href="#cite_ref-PattmanNathan2010_5-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-PattmanNathan2010_5-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFPattmanSankarElewadHandy2010" class="citation book cs1">Pattman R, Sankar KN, Elewad B, Handy P, Price DA, eds. (November 19, 2010). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=sTWXAwAAQBAJ&pg=PA353">"Chapter 33. Contraception including contraception in HIV infection and infection reduction"</a>. <i>Oxford Handbook of Genitourinary Medicine, HIV, and Sexual Health</i> (2nd ed.). Oxford: Oxford University Press. p. 360. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-19-957166-6" title="Special:BookSources/978-0-19-957166-6"><bdi>978-0-19-957166-6</bdi></a>. <q>Ovulation may be suppressed in 15–40% of cycles by POPs containing levonorgestrel, norethisterone, or etynodiol diacetate, but in 97–99% by those containing desogestrel.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Chapter+33.+Contraception+including+contraception+in+HIV+infection+and+infection+reduction&rft.btitle=Oxford+Handbook+of+Genitourinary+Medicine%2C+HIV%2C+and+Sexual+Health&rft.place=Oxford&rft.pages=360&rft.edition=2nd&rft.pub=Oxford+University+Press&rft.date=2010-11-19&rft.isbn=978-0-19-957166-6&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DsTWXAwAAQBAJ%26pg%3DPA353&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Kuhl2011t-6"><span class="mw-cite-backlink">^ <a href="#cite_ref-Kuhl2011t_6-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Kuhl2011t_6-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-Kuhl2011t_6-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-Kuhl2011t_6-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-Kuhl2011t_6-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-Kuhl2011t_6-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-Kuhl2011t_6-6"><sup><i><b>g</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKuhl_H2011" class="citation journal cs1">Kuhl H (2011). <a rel="nofollow" class="external text" href="http://www.kup.at/kup/pdf/10168.pdf">"Pharmacology of Progestogens"</a> <span class="cs1-format">(PDF)</span>. <i>J Reproduktionsmed Endokrinol</i>. <b>8</b> (1): 157–177.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=J+Reproduktionsmed+Endokrinol&rft.atitle=Pharmacology+of+Progestogens&rft.volume=8&rft.issue=1&rft.pages=157-177&rft.date=2011&rft.au=Kuhl+H&rft_id=http%3A%2F%2Fwww.kup.at%2Fkup%2Fpdf%2F10168.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-LauritzenStudd2005-7"><span class="mw-cite-backlink">^ <a href="#cite_ref-LauritzenStudd2005_7-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-LauritzenStudd2005_7-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFChristian_LauritzenJohn_W._W._Studd2005" class="citation book cs1">Christian Lauritzen, John W. W. Studd (22 June 2005). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=WD7S7677xUUC&pg=PA45"><i>Current Management of the Menopause</i></a>. CRC Press. p. 45. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-203-48612-2" title="Special:BookSources/978-0-203-48612-2"><bdi>978-0-203-48612-2</bdi></a>. <q>Ethisterone, the first orally effective progestagen, was synthesized by Inhoffen and Hohlweg in 1938. Norethisterone, a progestogen still used worldwide, was synthesized by Djerassi in 1951. But this progestogen was not used immediately and in 1953 Colton discovered norethynodrel, used by Pincus in the first oral contraceptive. Numerous other progestogens were subsequently synthesized, e.g., lynestrenol and ethynodiol diacetate, which were, in fact, prhormones converted in vivo to norethisterone. All these progestogens were also able to induce androgenic effects when high doses were used. More potent progestogens were synthesized in the 1960s, e.g. norgestrel, norgestrienone. These progestogens were also more androgenic.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Current+Management+of+the+Menopause&rft.pages=45&rft.pub=CRC+Press&rft.date=2005-06-22&rft.isbn=978-0-203-48612-2&rft.au=Christian+Lauritzen&rft.au=John+W.+W.+Studd&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DWD7S7677xUUC%26pg%3DPA45&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Roth2014-8"><span class="mw-cite-backlink"><b><a href="#cite_ref-Roth2014_8-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKlaus_Roth2014" class="citation book cs1">Klaus Roth (2014). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=FsKpBAAAQBAJ&pg=PA69"><i>Chemische Leckerbissen</i></a>. John Wiley & Sons. p. 69. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-3-527-33739-2" title="Special:BookSources/978-3-527-33739-2"><bdi>978-3-527-33739-2</bdi></a>. <q>Im Prinzip hatten Hohlweg und Inhoffen die Lösung schon 1938 in der Hand, denn ihr Ethinyltestosteron (11) war eine oral wirksame gestagene Verbindung und Schering hatte daraus bereits 1939 ein Medikament (Proluton C®) entwickelt.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Chemische+Leckerbissen&rft.pages=69&rft.pub=John+Wiley+%26+Sons&rft.date=2014&rft.isbn=978-3-527-33739-2&rft.au=Klaus+Roth&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DFsKpBAAAQBAJ%26pg%3DPA69&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Micromedex-9"><span class="mw-cite-backlink">^ <a href="#cite_ref-Micromedex_9-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Micromedex_9-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="http://www.micromedexsolutions.com">"IBM Watson Health Products: Please Login"</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=IBM+Watson+Health+Products%3A+Please+Login&rft_id=http%3A%2F%2Fwww.micromedexsolutions.com&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Martindale-10"><span class="mw-cite-backlink">^ <a href="#cite_ref-Martindale_10-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Martindale_10-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSweetman,_Sean_C.2009" class="citation book cs1">Sweetman, Sean C., ed. 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Springer. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-4757-2085-3" title="Special:BookSources/978-1-4757-2085-3"><bdi>978-1-4757-2085-3</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=The+Dictionary+of+Drugs%3A+Chemical+Data%3A+Chemical+Data%2C+Structures+and+Bibliographies&rft.pub=Springer&rft.date=2014-11-14&rft.isbn=978-1-4757-2085-3&rft.au=J.+Elks&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3D0vXTBwAAQBAJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-GordonRydfors2007-14"><span class="mw-cite-backlink">^ <a href="#cite_ref-GordonRydfors2007_14-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-GordonRydfors2007_14-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFJohn_David_GordonJan_RydforsMaurice_DruzinYasser_El-Sayed2007" class="citation book cs1">John David Gordon, Jan Rydfors, Maurice Druzin, Yasser El-Sayed, Yona Tadir (2007). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=2JLC6yiA7fcC&pg=PA229"><i>Obstetrics, Gynecology & Infertility: Handbook for Clinicians</i></a>. Scrub Hill Press, Inc. pp. 229–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-9645467-7-6" title="Special:BookSources/978-0-9645467-7-6"><bdi>978-0-9645467-7-6</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Obstetrics%2C+Gynecology+%26+Infertility%3A+Handbook+for+Clinicians&rft.pages=229-&rft.pub=Scrub+Hill+Press%2C+Inc.&rft.date=2007&rft.isbn=978-0-9645467-7-6&rft.au=John+David+Gordon&rft.au=Jan+Rydfors&rft.au=Maurice+Druzin&rft.au=Yasser+El-Sayed&rft.au=Yona+Tadir&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3D2JLC6yiA7fcC%26pg%3DPA229&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Gibbs2008-15"><span class="mw-cite-backlink">^ <a href="#cite_ref-Gibbs2008_15-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Gibbs2008_15-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRonald_S._Gibbs2008" class="citation book cs1">Ronald S. 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Lippincott Williams & Wilkins. pp. 568–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-7817-6937-2" title="Special:BookSources/978-0-7817-6937-2"><bdi>978-0-7817-6937-2</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Danforth%27s+Obstetrics+and+Gynecology&rft.pages=568-&rft.pub=Lippincott+Williams+%26+Wilkins&rft.date=2008&rft.isbn=978-0-7817-6937-2&rft.au=Ronald+S.+Gibbs&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3Dv4krPhqFG8sC%26pg%3DPA568&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-JamesonGroot2015-29"><span class="mw-cite-backlink"><b><a href="#cite_ref-JamesonGroot2015_29-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFJ._Larry_JamesonLeslie_J._De_Groot2015" class="citation book cs1">J. Larry Jameson, Leslie J. De Groot (25 February 2015). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=xmLeBgAAQBAJ&pg=PA2304"><i>Endocrinology: Adult and Pediatric E-Book</i></a>. Elsevier Health Sciences. pp. 2304–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-323-32195-2" title="Special:BookSources/978-0-323-32195-2"><bdi>978-0-323-32195-2</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Endocrinology%3A+Adult+and+Pediatric+E-Book&rft.pages=2304-&rft.pub=Elsevier+Health+Sciences&rft.date=2015-02-25&rft.isbn=978-0-323-32195-2&rft.au=J.+Larry+Jameson&rft.au=Leslie+J.+De+Groot&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DxmLeBgAAQBAJ%26pg%3DPA2304&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-ClarkHarvey2011-30"><span class="mw-cite-backlink">^ <a href="#cite_ref-ClarkHarvey2011_30-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-ClarkHarvey2011_30-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMichelle_A._ClarkRichard_A._HarveyRichard_FinkelJose_A._Rey2011" class="citation book cs1">Michelle A. 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Lippincott Williams & Wilkins. p. 322. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-4511-1314-3" title="Special:BookSources/978-1-4511-1314-3"><bdi>978-1-4511-1314-3</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Pharmacology&rft.pages=322&rft.pub=Lippincott+Williams+%26+Wilkins&rft.date=2011-12-15&rft.isbn=978-1-4511-1314-3&rft.au=Michelle+A.+Clark&rft.au=Richard+A.+Harvey&rft.au=Richard+Finkel&rft.au=Jose+A.+Rey&rft.au=Karen+Whalen&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DY558dgp_PjoC%26pg%3DPA322&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Bhattacharya2003-31"><span class="mw-cite-backlink">^ <a href="#cite_ref-Bhattacharya2003_31-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Bhattacharya2003_31-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBhattacharya2003" class="citation book cs1">Bhattacharya (1 January 2003). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=X3cCZQCrrjcC&pg=PA378"><i>Pharmacology, 2/e</i></a>. Elsevier India. p. 378. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-81-8147-009-6" title="Special:BookSources/978-81-8147-009-6"><bdi>978-81-8147-009-6</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Pharmacology%2C+2%2Fe&rft.pages=378&rft.pub=Elsevier+India&rft.date=2003-01-01&rft.isbn=978-81-8147-009-6&rft.au=Bhattacharya&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DX3cCZQCrrjcC%26pg%3DPA378&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-KellermanBope2017-32"><span class="mw-cite-backlink"><b><a href="#cite_ref-KellermanBope2017_32-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRick_D._KellermanEdward_T._Bope2017" class="citation book cs1">Rick D. Kellerman, Edward T. Bope (10 November 2017). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=3xNBDwAAQBAJ&pg=PT1124"><i>Conn's Current Therapy 2018 E-Book</i></a>. Elsevier Health Sciences. pp. 1124–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-323-52961-7" title="Special:BookSources/978-0-323-52961-7"><bdi>978-0-323-52961-7</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Conn%27s+Current+Therapy+2018+E-Book&rft.pages=1124-&rft.pub=Elsevier+Health+Sciences&rft.date=2017-11-10&rft.isbn=978-0-323-52961-7&rft.au=Rick+D.+Kellerman&rft.au=Edward+T.+Bope&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3D3xNBDwAAQBAJ%26pg%3DPT1124&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-VarneyKriebs2004-33"><span class="mw-cite-backlink"><b><a href="#cite_ref-VarneyKriebs2004_33-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHelen_VarneyJan_M._KriebsCarolyn_L._Gegor2004" class="citation book cs1">Helen Varney, Jan M. Kriebs, Carolyn L. Gegor (2004). <span class="id-lock-registration" title="Free registration required"><a rel="nofollow" class="external text" href="https://archive.org/details/varneysmidwifery0000varn"><i>Varney's Midwifery</i></a></span>. Jones & Bartlett Learning. pp. <a rel="nofollow" class="external text" href="https://archive.org/details/varneysmidwifery0000varn/page/513">513</a>–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-7637-1856-5" title="Special:BookSources/978-0-7637-1856-5"><bdi>978-0-7637-1856-5</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Varney%27s+Midwifery&rft.pages=513-&rft.pub=Jones+%26+Bartlett+Learning&rft.date=2004&rft.isbn=978-0-7637-1856-5&rft.au=Helen+Varney&rft.au=Jan+M.+Kriebs&rft.au=Carolyn+L.+Gegor&rft_id=https%3A%2F%2Farchive.org%2Fdetails%2Fvarneysmidwifery0000varn&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Golan2008-34"><span class="mw-cite-backlink">^ <a href="#cite_ref-Golan2008_34-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Golan2008_34-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-Golan2008_34-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-Golan2008_34-3"><sup><i><b>d</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFDavid_E._Golan2008" class="citation book cs1">David E. Golan (2008). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=az8uSDkB0mgC&pg=PA520"><i>Principles of Pharmacology: The Pathophysiologic Basis of Drug Therapy</i></a>. Lippincott Williams & Wilkins. pp. 520–521. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-7817-8355-2" title="Special:BookSources/978-0-7817-8355-2"><bdi>978-0-7817-8355-2</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Principles+of+Pharmacology%3A+The+Pathophysiologic+Basis+of+Drug+Therapy&rft.pages=520-521&rft.pub=Lippincott+Williams+%26+Wilkins&rft.date=2008&rft.isbn=978-0-7817-8355-2&rft.au=David+E.+Golan&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3Daz8uSDkB0mgC%26pg%3DPA520&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-MilesRayburn2012-35"><span class="mw-cite-backlink"><b><a href="#cite_ref-MilesRayburn2012_35-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFPamela_S._MilesWilliam_F._RayburnJ.Christopher_Carey2012" class="citation book cs1">Pamela S. 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Springer Science & Business Media. pp. 109–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-4684-0220-9" title="Special:BookSources/978-1-4684-0220-9"><bdi>978-1-4684-0220-9</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Obstetrics+and+Gynecology&rft.pages=109-&rft.pub=Springer+Science+%26+Business+Media&rft.date=2012-12-06&rft.isbn=978-1-4684-0220-9&rft.au=Pamela+S.+Miles&rft.au=William+F.+Rayburn&rft.au=J.Christopher+Carey&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DtKigBwAAQBAJ%26pg%3DPA109&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid15715527-36"><span class="mw-cite-backlink">^ <a href="#cite_ref-pmid15715527_36-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-pmid15715527_36-1"><sup><i><b>b</b></i></sup></a></span> <span 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Springer Science & Business Media. pp. 309–332. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2F978-94-009-8195-9_11">10.1007/978-94-009-8195-9_11</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-94-009-8195-9" title="Special:BookSources/978-94-009-8195-9"><bdi>978-94-009-8195-9</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Hormonal+Treatment+of+Disorders+of+the+Menstrual+Cycle&rft.btitle=Ovarian+Function+and+its+Disorders%3A+Diagnosis+and+Therapy&rft.pages=309-332&rft.pub=Springer+Science+%26+Business+Media&rft.date=1981&rft_id=info%3Adoi%2F10.1007%2F978-94-009-8195-9_11&rft.isbn=978-94-009-8195-9&rft.aulast=Horsk%C3%BD&rft.aufirst=Jan&rft.au=Presl%2C+Ji%C5%99%C3%AD&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3D7IrpCAAAQBAJ%26pg%3DPA313&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Ferin1972e-189"><span class="mw-cite-backlink"><b><a href="#cite_ref-Ferin1972e_189-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFFerin1972" class="citation book cs1">Ferin J (September 1972). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=Nv5sAAAAMAAJ">"Orally Active Progestational Compounds. Human Studies: Effects on the Utero-Vaginal Tract"</a>. In M. Tausk (ed.). <i>Pharmacology of the Endocrine System and Related Drugs: Progesterone, Progestational Drugs and Antifertility Agents</i>. Vol. II. Pergamon Press. pp. 245–273. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0080168128" title="Special:BookSources/978-0080168128"><bdi>978-0080168128</bdi></a>. <a href="/wiki/OCLC_(identifier)" class="mw-redirect" title="OCLC (identifier)">OCLC</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/oclc/278011135">278011135</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Orally+Active+Progestational+Compounds.+Human+Studies%3A+Effects+on+the+Utero-Vaginal+Tract&rft.btitle=Pharmacology+of+the+Endocrine+System+and+Related+Drugs%3A+Progesterone%2C+Progestational+Drugs+and+Antifertility+Agents&rft.pages=245-273&rft.pub=Pergamon+Press&rft.date=1972-09&rft_id=info%3Aoclcnum%2F278011135&rft.isbn=978-0080168128&rft.aulast=Ferin&rft.aufirst=J&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DNv5sAAAAMAAJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-LeidenbergerStrowitzki2009-190"><span class="mw-cite-backlink"><b><a href="#cite_ref-LeidenbergerStrowitzki2009_190-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFFreimut_A._LeidenbergerThomas_StrowitzkiOlaf_Ortmann2009" class="citation book cs1">Freimut A. Leidenberger, Thomas Strowitzki, Olaf Ortmann (29 August 2009). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=bqokBAAAQBAJ&pg=PA225"><i>Klinische Endokrinologie für Frauenärzte</i></a>. Springer-Verlag. pp. 225, 227. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-3-540-89760-6" title="Special:BookSources/978-3-540-89760-6"><bdi>978-3-540-89760-6</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Klinische+Endokrinologie+f%C3%BCr+Frauen%C3%A4rzte&rft.pages=225%2C+227&rft.pub=Springer-Verlag&rft.date=2009-08-29&rft.isbn=978-3-540-89760-6&rft.au=Freimut+A.+Leidenberger&rft.au=Thomas+Strowitzki&rft.au=Olaf+Ortmann&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DbqokBAAAQBAJ%26pg%3DPA225&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-NeumannDüsterberg1998-191"><span class="mw-cite-backlink"><b><a href="#cite_ref-NeumannDüsterberg1998_191-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFNeumannDüsterberg1998" class="citation journal cs1">Neumann F, Düsterberg B (1998). "Entwicklung auf dem Gebiet der Gestagene" [Development in the field of progestogens]. <i>Reproduktionsmedizin</i>. <b>14</b> (4): 257–264. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2Fs004440050042">10.1007/s004440050042</a>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/1434-6931">1434-6931</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Reproduktionsmedizin&rft.atitle=Entwicklung+auf+dem+Gebiet+der+Gestagene&rft.volume=14&rft.issue=4&rft.pages=257-264&rft.date=1998&rft_id=info%3Adoi%2F10.1007%2Fs004440050042&rft.issn=1434-6931&rft.aulast=Neumann&rft.aufirst=F&rft.au=D%C3%BCsterberg%2C+B&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Hammerstein1990-192"><span class="mw-cite-backlink"><b><a href="#cite_ref-Hammerstein1990_192-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHammerstein1990" class="citation book cs1">Hammerstein J (1990). "Antiandrogens: Clinical Aspects". <i>Hair and Hair Diseases</i>. pp. 827–886. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2F978-3-642-74612-3_35">10.1007/978-3-642-74612-3_35</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Antiandrogens%3A+Clinical+Aspects&rft.btitle=Hair+and+Hair+Diseases&rft.pages=827-886&rft.date=1990&rft_id=info%3Adoi%2F10.1007%2F978-3-642-74612-3_35&rft.aulast=Hammerstein&rft.aufirst=J.&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Pschyrembel1968-193"><span class="mw-cite-backlink"><b><a href="#cite_ref-Pschyrembel1968_193-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFWillibald_Pschyrembel1968" class="citation book cs1">Willibald Pschyrembel (1968). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=vVaTnHDFzZ0C&pg=PA598"><i>Praktische Gynäkologie: für Studierende und Ärzte</i></a>. Walter de Gruyter. p. 599. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-3-11-150424-7" title="Special:BookSources/978-3-11-150424-7"><bdi>978-3-11-150424-7</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Praktische+Gyn%C3%A4kologie%3A+f%C3%BCr+Studierende+und+%C3%84rzte&rft.pages=599&rft.pub=Walter+de+Gruyter&rft.date=1968&rft.isbn=978-3-11-150424-7&rft.au=Willibald+Pschyrembel&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DvVaTnHDFzZ0C%26pg%3DPA598&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Ufer1968-194"><span class="mw-cite-backlink"><b><a href="#cite_ref-Ufer1968_194-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFUfer1968" class="citation book cs1">Ufer J (1968). "Die therapeutische Anwendung der Gestagene beim Menschen" [Therapeutic Use of Progestagens in Humans]. <a rel="nofollow" class="external text" href="https://books.google.com/books?id=t8GpBgAAQBAJ&pg=PA1058"><i>Die Gestagene</i></a> [<i>Progestogens</i>]. Springer-Verlag. pp. 1026–1124. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2F978-3-642-99941-3_7">10.1007/978-3-642-99941-3_7</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-3-642-99941-3" title="Special:BookSources/978-3-642-99941-3"><bdi>978-3-642-99941-3</bdi></a>. <q>Zur Transformation des Endometriums benotigten sie 200-400 mg [ethisterone] pro Cyclus und postulierten eine etwa sechsfach schwachere Wirkung gegenuber dem Progesteron i.m. appliziert.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Die+therapeutische+Anwendung+der+Gestagene+beim+Menschen&rft.btitle=Die+Gestagene&rft.pages=1026-1124&rft.pub=Springer-Verlag&rft.date=1968&rft_id=info%3Adoi%2F10.1007%2F978-3-642-99941-3_7&rft.isbn=978-3-642-99941-3&rft.aulast=Ufer&rft.aufirst=Joachim&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3Dt8GpBgAAQBAJ%26pg%3DPA1058&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid22078182-195"><span class="mw-cite-backlink">^ <a href="#cite_ref-pmid22078182_195-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-pmid22078182_195-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFEndrikatGerlingerRichardRosenbaum2011" class="citation journal cs1">Endrikat J, Gerlinger C, Richard S, Rosenbaum P, Düsterberg B (December 2011). "Ovulation inhibition doses of progestins: a systematic review of the available literature and of marketed preparations worldwide". <i>Contraception</i>. <b>84</b> (6): 549–57. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.contraception.2011.04.009">10.1016/j.contraception.2011.04.009</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/22078182">22078182</a>. <q>Table 1 Publications on ovulation inhibition doses of progestins: Progestin: Progesterone. Reference: Pincus (1956). Method: Urinary Pdiol. Daily dose (mg): 300.000. Total number of cycles in all subjects: 61. Total number of ovulation in all subjects: 30. % of ovulation in all subjects: 49.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Contraception&rft.atitle=Ovulation+inhibition+doses+of+progestins%3A+a+systematic+review+of+the+available+literature+and+of+marketed+preparations+worldwide&rft.volume=84&rft.issue=6&rft.pages=549-57&rft.date=2011-12&rft_id=info%3Adoi%2F10.1016%2Fj.contraception.2011.04.009&rft_id=info%3Apmid%2F22078182&rft.aulast=Endrikat&rft.aufirst=J&rft.au=Gerlinger%2C+C&rft.au=Richard%2C+S&rft.au=Rosenbaum%2C+P&rft.au=D%C3%BCsterberg%2C+B&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-HenzlEdwards1999a-196"><span class="mw-cite-backlink"><b><a href="#cite_ref-HenzlEdwards1999a_196-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMilan_Rastislav_HenzlJohn_A._Edwards1999" class="citation book cs1">Milan Rastislav Henzl, John A. Edwards (10 November 1999). "Pharmacology of Progestins: 17α-Hydroxyprogesterone Derivatives and Progestins of the First and Second Generation". In Régine Sitruk-Ware, Daniel R. Mishell (eds.). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=vGJJHsJASekC"><i>Progestins and Antiprogestins in Clinical Practice</i></a>. Taylor & Francis. pp. 101–132. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-8247-8291-7" title="Special:BookSources/978-0-8247-8291-7"><bdi>978-0-8247-8291-7</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Pharmacology+of+Progestins%3A+17%CE%B1-Hydroxyprogesterone+Derivatives+and+Progestins+of+the+First+and+Second+Generation&rft.btitle=Progestins+and+Antiprogestins+in+Clinical+Practice&rft.pages=101-132&rft.pub=Taylor+%26+Francis&rft.date=1999-11-10&rft.isbn=978-0-8247-8291-7&rft.au=Milan+Rastislav+Henzl&rft.au=John+A.+Edwards&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DvGJJHsJASekC&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Kopera1991-197"><span class="mw-cite-backlink"><b><a href="#cite_ref-Kopera1991_197-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKopera1991" class="citation book cs1">Kopera H (1991). "Hormone der Gonaden". <i>Hormonelle Therapie für die Frau</i>. pp. 59–124. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2F978-3-642-95670-6_6">10.1007/978-3-642-95670-6_6</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-3-642-95670-6" title="Special:BookSources/978-3-642-95670-6"><bdi>978-3-642-95670-6</bdi></a>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/0172-777X">0172-777X</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Hormone+der+Gonaden&rft.btitle=Hormonelle+Therapie+f%C3%BCr+die+Frau&rft.pages=59-124&rft.date=1991&rft.issn=0172-777X&rft_id=info%3Adoi%2F10.1007%2F978-3-642-95670-6_6&rft.isbn=978-3-642-95670-6&rft.aulast=Kopera&rft.aufirst=Hans&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-IARCWHO2007-198"><span class="mw-cite-backlink"><b><a href="#cite_ref-IARCWHO2007_198-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFIARC_Working_Group_on_the_Evaluation_of_Carcinogenic_Risks_to_HumansWorld_Health_OrganizationInternational_Agency_for_Research_on_Cancer2007" class="citation book cs1">IARC Working Group on the Evaluation of Carcinogenic Risks to Humans, World Health Organization, International Agency for Research on Cancer (2007). "Annex 2: Composition of Oral and Injectable Estrogen–Progestogen Contraceptives". <a rel="nofollow" class="external text" href="https://books.google.com/books?id=aGDU5xibtNgC&pg=PA431"><i>Combined Estrogen-progestogen Contraceptives and Combined Estrogen-progestogen Menopausal Therapy</i></a>. World Health Organization. pp. 431–464. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-92-832-1291-1" title="Special:BookSources/978-92-832-1291-1"><bdi>978-92-832-1291-1</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Annex+2%3A+Composition+of+Oral+and+Injectable+Estrogen%E2%80%93Progestogen+Contraceptives&rft.btitle=Combined+Estrogen-progestogen+Contraceptives+and+Combined+Estrogen-progestogen+Menopausal+Therapy&rft.pages=431-464&rft.pub=World+Health+Organization&rft.date=2007&rft.isbn=978-92-832-1291-1&rft.au=IARC+Working+Group+on+the+Evaluation+of+Carcinogenic+Risks+to+Humans&rft.au=World+Health+Organization&rft.au=International+Agency+for+Research+on+Cancer&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DaGDU5xibtNgC%26pg%3DPA431&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-LoboStanczyk1994-199"><span class="mw-cite-backlink"><b><a href="#cite_ref-LoboStanczyk1994_199-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLoboStanczyk1994" class="citation journal cs1">Lobo RA, Stanczyk FZ (1994). "New knowledge in the physiology of hormonal contraceptives". <i>American Journal of Obstetrics and Gynecology</i>. <b>170</b> (5): 1499–1507. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0002-9378%2812%2991807-4">10.1016/S0002-9378(12)91807-4</a>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/0002-9378">0002-9378</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=American+Journal+of+Obstetrics+and+Gynecology&rft.atitle=New+knowledge+in+the+physiology+of+hormonal+contraceptives&rft.volume=170&rft.issue=5&rft.pages=1499-1507&rft.date=1994&rft_id=info%3Adoi%2F10.1016%2FS0002-9378%2812%2991807-4&rft.issn=00029378&rft.aulast=Lobo&rft.aufirst=Rogerio+A.&rft.au=Stanczyk%2C+Frank+Z.&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Henzl1986-200"><span class="mw-cite-backlink"><b><a href="#cite_ref-Henzl1986_200-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHenzl1986" class="citation book cs1">Henzl MR (1986). "Contraceptive Hormones and their Clinical Use". In Samuel S. C. Yen, Robert B. Jaffe (eds.). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=28aBAAAAIAAJ"><i>Reproductive Endocrinology: Physiology, Pathophysiology, and Clinical Management</i></a>. Saunders. pp. 643–682. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-7216-9630-0" title="Special:BookSources/978-0-7216-9630-0"><bdi>978-0-7216-9630-0</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Contraceptive+Hormones+and+their+Clinical+Use&rft.btitle=Reproductive+Endocrinology%3A+Physiology%2C+Pathophysiology%2C+and+Clinical+Management&rft.pages=643-682&rft.pub=Saunders&rft.date=1986&rft.isbn=978-0-7216-9630-0&rft.aulast=Henzl&rft.aufirst=Milan+R.&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3D28aBAAAAIAAJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid12332461-204"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid12332461_204-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFOstergaard1965" class="citation journal cs1">Ostergaard E (February 1965). "The oral progestational and anti-ovulatory properties of megestrol acetate and its therapeutic use in gynaecological disorders". <i>J Obstet Gynaecol Br Emp</i>. <b>72</b> (1): 45–48. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1111%2Fj.1471-0528.1965.tb01372.x">10.1111/j.1471-0528.1965.tb01372.x</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/12332461">12332461</a>. <q>The anti-ovulatory properties of megestrol acetate 5 mg. plus Mestranol 0.1 mg. were demonstrated in thirty-five women by direct inspection of the ovaries. When given alone, megestrol acetate 5 mg. or Mestranol 0.1 mg. did not prevent ovulation in all cases.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=J+Obstet+Gynaecol+Br+Emp&rft.atitle=The+oral+progestational+and+anti-ovulatory+properties+of+megestrol+acetate+and+its+therapeutic+use+in+gynaecological+disorders&rft.volume=72&rft.issue=1&rft.pages=45-48&rft.date=1965-02&rft_id=info%3Adoi%2F10.1111%2Fj.1471-0528.1965.tb01372.x&rft_id=info%3Apmid%2F12332461&rft.aulast=Ostergaard&rft.aufirst=E&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid2471590-205"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid2471590_205-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSchacterRozencweigCanettaKelley1989" class="citation journal cs1">Schacter L, Rozencweig M, Canetta R, Kelley S, Nicaise C, Smaldone L (March 1989). "Megestrol acetate: clinical experience". <i>Cancer Treat. Rev</i>. <b>16</b> (1): 49–63. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0305-7372%2889%2990004-2">10.1016/0305-7372(89)90004-2</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/2471590">2471590</a>. <q>At 0.25 mg/day MA has no apparent effect on the histology of the endometrium and is not effective as a contraceptive (53). However, at doses of 0.35 and 0.5 mg/day the drug is an effective contraceptive (10). At the 0.5 mg/day dose MA does not inhibit ovulation but does reduce sperm motility in post-coital tests (68).</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Cancer+Treat.+Rev.&rft.atitle=Megestrol+acetate%3A+clinical+experience&rft.volume=16&rft.issue=1&rft.pages=49-63&rft.date=1989-03&rft_id=info%3Adoi%2F10.1016%2F0305-7372%2889%2990004-2&rft_id=info%3Apmid%2F2471590&rft.aulast=Schacter&rft.aufirst=L&rft.au=Rozencweig%2C+M&rft.au=Canetta%2C+R&rft.au=Kelley%2C+S&rft.au=Nicaise%2C+C&rft.au=Smaldone%2C+L&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-VesseyMears1972-206"><span class="mw-cite-backlink"><b><a href="#cite_ref-VesseyMears1972_206-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFVesseyMearsAndolšekOgrinc-Oven1972" class="citation journal cs1">Vessey M, Mears E, Andolšek L, Ogrinc-Oven M (1972). "Randomised double-blind trial of four oral progestagen-only contraceptives". <i>The Lancet</i>. <b>299</b> (7757): 915–922. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0140-6736%2872%2991492-4">10.1016/S0140-6736(72)91492-4</a>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/0140-6736">0140-6736</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Lancet&rft.atitle=Randomised+double-blind+trial+of+four+oral+progestagen-only+contraceptives&rft.volume=299&rft.issue=7757&rft.pages=915-922&rft.date=1972&rft_id=info%3Adoi%2F10.1016%2FS0140-6736%2872%2991492-4&rft.issn=01406736&rft.aulast=Vessey&rft.aufirst=M.P.&rft.au=Mears%2C+Eleanor&rft.au=Andol%C5%A1ek%2C+Lidija&rft.au=Ogrinc-Oven%2C+Majda&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid945344-208"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid945344_208-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFAufrèreBenson1976" class="citation journal cs1">Aufrère MB, Benson H (June 1976). "Progesterone: an overview and recent advances". <i>J Pharm Sci</i>. <b>65</b> (6): 783–800. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2Fjps.2600650602">10.1002/jps.2600650602</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/945344">945344</a>. <q>Early studies on its use as an oral contraceptive showed that, at 300 mg/day (5th to 25th day of the menstrual cycle), progesterone was effective in preventing ovulation through four cycles (263). The related effect of larger doses of progesterone on gonadotropin excretion also has been investigated. Rothchild (264) found that continuous or intermittent intravenously administered progesterone (100-400 mg/day) for 10 days depressed the total amount of gonadotropin excreted into the urine. However, Paulsen et al. (265) found that oral progesterone at 1000 mg/day for 87 days did not have a significant effect on urinary gonadotropin excretion. The efficacy of progesterone as an oral contraceptive was never fully tested, because synthetic progestational agents, which were orally effective, were available.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=J+Pharm+Sci&rft.atitle=Progesterone%3A+an+overview+and+recent+advances&rft.volume=65&rft.issue=6&rft.pages=783-800&rft.date=1976-06&rft_id=info%3Adoi%2F10.1002%2Fjps.2600650602&rft_id=info%3Apmid%2F945344&rft.aulast=Aufr%C3%A8re&rft.aufirst=MB&rft.au=Benson%2C+H&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid13614060-209"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid13614060_209-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFPincus1958" class="citation journal cs1">Pincus G (December 1958). "The hormonal control of ovulation and early development". <i>Postgrad Med</i>. <b>24</b> (6): 654–60. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1080%2F00325481.1958.11692305">10.1080/00325481.1958.11692305</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/13614060">13614060</a>. <q>Table 1: Effects of oral progesterone on three indexes of ovulation: Medication: Progesterone. Number: 69. Mean cycle length: 25.5 ± 0.59. Per cent positive for ovulation by: Basal temperature: 27. Endometrial biopsy: 18. Vaginal smear: 6. [...] we settled on 300 mg. per day [oral progersterone] as a significantly effective [ovulation inhibition] dosage, and this was administered from the fifth day through the twenty-fourth day of the menstrual cycle. [...] We observed each of 33 volunteer subjects during a control, nontreatment cycle and for one to three successive cycles of medication immediately following the control cycle. As indexes of the occurrence of ovulation, daily basal temperatures and vaginal smears were taken, and at the nineteenth to twenty-second day of the cycle an endometrial biopsy. [...] Although we thus demonstrated the ovulation-inhibiting activity of progesterone in normally ovulating women, oral progesterone medication had two disadvantages: ( l) the large daily dosage ( 300 mg.) which presumably would have to be even larger if one sought 100 per cent inhibition1 [...]</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Postgrad+Med&rft.atitle=The+hormonal+control+of+ovulation+and+early+development&rft.volume=24&rft.issue=6&rft.pages=654-60&rft.date=1958-12&rft_id=info%3Adoi%2F10.1080%2F00325481.1958.11692305&rft_id=info%3Apmid%2F13614060&rft.aulast=Pincus&rft.aufirst=G&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid13394044-210"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid13394044_210-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFPincus1956" class="citation journal cs1">Pincus G (1956). "Some effects of progesterone and related compounds upon reproduction and early development in mammals". <i>Acta Endocrinol Suppl (Copenh)</i>. <b>23</b> (Suppl 28): 18–36. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1530%2Facta.0.023S018">10.1530/acta.0.023S018</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/13394044">13394044</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Acta+Endocrinol+Suppl+%28Copenh%29&rft.atitle=Some+effects+of+progesterone+and+related+compounds+upon+reproduction+and+early+development+in+mammals&rft.volume=23&rft.issue=Suppl+28&rft.pages=18-36&rft.date=1956&rft_id=info%3Adoi%2F10.1530%2Facta.0.023S018&rft_id=info%3Apmid%2F13394044&rft.aulast=Pincus&rft.aufirst=G&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-StoneKupperman1955-211"><span class="mw-cite-backlink"><b><a href="#cite_ref-StoneKupperman1955_211-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFStoneKupperman1955" class="citation book cs1">Stone A, Kupperman HS (1955). <a rel="nofollow" class="external text" href="https://www.popline.org/node/472171">"The Effects of Progesterone on Ovulation: A Preliminary Report"</a>. <i>The Fifth International Conference on Planned Parenthood: Theme, Overpopulation and Family Planning: Report of the Proceedings, 24-29 October, 1955, Tokyo, Japan</i>. International Planned Parenthood Federation. p. 185.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=The+Effects+of+Progesterone+on+Ovulation%3A+A+Preliminary+Report&rft.btitle=The+Fifth+International+Conference+on+Planned+Parenthood%3A+Theme%2C+Overpopulation+and+Family+Planning%3A+Report+of+the+Proceedings%2C+24-29+October%2C+1955%2C+Tokyo%2C+Japan&rft.pages=185&rft.pub=International+Planned+Parenthood+Federation&rft.date=1955&rft.aulast=Stone&rft.aufirst=Abraham&rft.au=Kupperman%2C+Herbert+S.&rft_id=https%3A%2F%2Fwww.popline.org%2Fnode%2F472171&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-BenagianoDiczfalusy1983-212"><span class="mw-cite-backlink"><b><a href="#cite_ref-BenagianoDiczfalusy1983_212-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFS._BeierB._DüsterbergM._F._El_EtrebyW._Elger1983" class="citation book cs1">S. Beier, B. Düsterberg, M. F. El Etreby, W. Elger, F. Neumann, Y. Nishino (1983). "Toxicology of Hormonal Fertility Regulating Agents". In Giuseppe Benagiano, Egon Diczfalusy (eds.). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=kpNsAAAAMAAJ"><i>Endocrine Mechanisms in Fertility Regulation</i></a>. Raven Press. pp. 261–346. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-89004-464-3" title="Special:BookSources/978-0-89004-464-3"><bdi>978-0-89004-464-3</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Toxicology+of+Hormonal+Fertility+Regulating+Agents&rft.btitle=Endocrine+Mechanisms+in+Fertility+Regulation&rft.pages=261-346&rft.pub=Raven+Press&rft.date=1983&rft.isbn=978-0-89004-464-3&rft.au=S.+Beier&rft.au=B.+D%C3%BCsterberg&rft.au=M.+F.+El+Etreby&rft.au=W.+Elger&rft.au=F.+Neumann&rft.au=Y.+Nishino&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DkpNsAAAAMAAJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-KnörrBeller2013-214"><span class="mw-cite-backlink"><b><a href="#cite_ref-KnörrBeller2013_214-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKnörrBellerLauritzen2013" class="citation book cs1">Knörr K, Beller FK, Lauritzen C (17 April 2013). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=ACybBwAAQBAJ&pg=PA214"><i>Lehrbuch der Gynäkologie</i></a>. Springer-Verlag. pp. 214–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-3-662-00942-0" title="Special:BookSources/978-3-662-00942-0"><bdi>978-3-662-00942-0</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Lehrbuch+der+Gyn%C3%A4kologie&rft.pages=214-&rft.pub=Springer-Verlag&rft.date=2013-04-17&rft.isbn=978-3-662-00942-0&rft.aulast=Kn%C3%B6rr&rft.aufirst=K&rft.au=Beller%2C+FK&rft.au=Lauritzen%2C+C&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DACybBwAAQBAJ%26pg%3DPA214&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-KnörrKnörr-Gärtner2013y-215"><span class="mw-cite-backlink"><b><a href="#cite_ref-KnörrKnörr-Gärtner2013y_215-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKnörrKnörr-GärtnerBellerLauritzen2013" class="citation book cs1">Knörr K, Knörr-Gärtner H, Beller FK, Lauritzen C (8 March 2013). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=tpmgBgAAQBAJ&pg=PA583"><i>Geburtshilfe und Gynäkologie: Physiologie und Pathologie der Reproduktion</i></a>. Springer-Verlag. pp. 583–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-3-642-95583-9" title="Special:BookSources/978-3-642-95583-9"><bdi>978-3-642-95583-9</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Geburtshilfe+und+Gyn%C3%A4kologie%3A+Physiologie+und+Pathologie+der+Reproduktion&rft.pages=583-&rft.pub=Springer-Verlag&rft.date=2013-03-08&rft.isbn=978-3-642-95583-9&rft.aulast=Kn%C3%B6rr&rft.aufirst=K&rft.au=Kn%C3%B6rr-G%C3%A4rtner%2C+H&rft.au=Beller%2C+FK&rft.au=Lauritzen%2C+C&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DtpmgBgAAQBAJ%26pg%3DPA583&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Labhart2012-216"><span class="mw-cite-backlink"><b><a href="#cite_ref-Labhart2012_216-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLabhart2012" class="citation book cs1">Labhart A (6 December 2012). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=DAgJCAAAQBAJ&pg=PA554"><i>Clinical Endocrinology: Theory and Practice</i></a>. Springer Science & Business Media. pp. 554–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-3-642-96158-8" title="Special:BookSources/978-3-642-96158-8"><bdi>978-3-642-96158-8</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Clinical+Endocrinology%3A+Theory+and+Practice&rft.pages=554-&rft.pub=Springer+Science+%26+Business+Media&rft.date=2012-12-06&rft.isbn=978-3-642-96158-8&rft.aulast=Labhart&rft.aufirst=A&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DDAgJCAAAQBAJ%26pg%3DPA554&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-HorskyPresl1981-217"><span class="mw-cite-backlink"><b><a href="#cite_ref-HorskyPresl1981_217-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHorskýPresl1981" class="citation book cs1">Horský J, Presl J (1981). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=7IrpCAAAQBAJ&pg=PA313">"Hormonal Treatment of Disorders of the Menstrual Cycle"</a>. In Horsky J, Presl K (eds.). <i>Ovarian Function and its Disorders: Diagnosis and Therapy</i>. Springer Science & Business Media. pp. 309–332. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2F978-94-009-8195-9_11">10.1007/978-94-009-8195-9_11</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-94-009-8195-9" title="Special:BookSources/978-94-009-8195-9"><bdi>978-94-009-8195-9</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Hormonal+Treatment+of+Disorders+of+the+Menstrual+Cycle&rft.btitle=Ovarian+Function+and+its+Disorders%3A+Diagnosis+and+Therapy&rft.pages=309-332&rft.pub=Springer+Science+%26+Business+Media&rft.date=1981&rft_id=info%3Adoi%2F10.1007%2F978-94-009-8195-9_11&rft.isbn=978-94-009-8195-9&rft.aulast=Horsk%C3%BD&rft.aufirst=J&rft.au=Presl%2C+J&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3D7IrpCAAAQBAJ%26pg%3DPA313&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Ufer1969-218"><span class="mw-cite-backlink"><b><a href="#cite_ref-Ufer1969_218-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFUfer1969" class="citation book cs1">Ufer J (1969). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=G8VsAAAAMAAJ"><i>The Principles and Practice of Hormone Therapy in Gynaecology and Obstetrics</i></a>. de Gruyter. p. 49. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/9783110006148" title="Special:BookSources/9783110006148"><bdi>9783110006148</bdi></a>. <q>17α-Hydroxyprogesterone caproate is a depot progestogen which is entirely free of side actions. The dose required to induce secretory changes in primed endometrium is about 250 mg. per menstrual cycle.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=The+Principles+and+Practice+of+Hormone+Therapy+in+Gynaecology+and+Obstetrics&rft.pages=49&rft.pub=de+Gruyter&rft.date=1969&rft.isbn=9783110006148&rft.aulast=Ufer&rft.aufirst=J&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DG8VsAAAAMAAJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Pschyrembel1968r-219"><span class="mw-cite-backlink"><b><a href="#cite_ref-Pschyrembel1968r_219-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFPschyrembel1968" class="citation book cs1">Pschyrembel W (1968). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=vVaTnHDFzZ0C&pg=PA598"><i>Praktische Gynäkologie: für Studierende und Ärzte</i></a>. Walter de Gruyter. pp. 598, 601. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-3-11-150424-7" title="Special:BookSources/978-3-11-150424-7"><bdi>978-3-11-150424-7</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Praktische+Gyn%C3%A4kologie%3A+f%C3%BCr+Studierende+und+%C3%84rzte&rft.pages=598%2C+601&rft.pub=Walter+de+Gruyter&rft.date=1968&rft.isbn=978-3-11-150424-7&rft.aulast=Pschyrembel&rft.aufirst=W&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DvVaTnHDFzZ0C%26pg%3DPA598&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Ferin1972-220"><span class="mw-cite-backlink"><b><a href="#cite_ref-Ferin1972_220-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFFerin1972" class="citation book cs1">Ferin J (September 1972). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=Nv5sAAAAMAAJ">"Effects, Duration of Action and Metabolism in Man"</a>. In Tausk M (ed.). <i>Pharmacology of the Endocrine System and Related Drugs: Progesterone, Progestational Drugs and Antifertility Agents</i>. Vol. II. Pergamon Press. pp. 13–24. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0080168128" title="Special:BookSources/978-0080168128"><bdi>978-0080168128</bdi></a>. <a href="/wiki/OCLC_(identifier)" class="mw-redirect" title="OCLC (identifier)">OCLC</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/oclc/278011135">278011135</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Effects%2C+Duration+of+Action+and+Metabolism+in+Man&rft.btitle=Pharmacology+of+the+Endocrine+System+and+Related+Drugs%3A+Progesterone%2C+Progestational+Drugs+and+Antifertility+Agents&rft.pages=13-24&rft.pub=Pergamon+Press&rft.date=1972-09&rft_id=info%3Aoclcnum%2F278011135&rft.isbn=978-0080168128&rft.aulast=Ferin&rft.aufirst=J&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DNv5sAAAAMAAJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-HenzlEdwards1999u-221"><span class="mw-cite-backlink"><b><a href="#cite_ref-HenzlEdwards1999u_221-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHenzlEdwards1999" class="citation book cs1">Henzl MR, Edwards JA (10 November 1999). "Pharmacology of Progestins: 17α-Hydroxyprogesterone Derivatives and Progestins of the First and Second Generation". In Sitruk-Ware R, Mishell DR (eds.). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=vGJJHsJASekC"><i>Progestins and Antiprogestins in Clinical Practice</i></a>. Taylor & Francis. pp. 101–132. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-8247-8291-7" title="Special:BookSources/978-0-8247-8291-7"><bdi>978-0-8247-8291-7</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Pharmacology+of+Progestins%3A+17%CE%B1-Hydroxyprogesterone+Derivatives+and+Progestins+of+the+First+and+Second+Generation&rft.btitle=Progestins+and+Antiprogestins+in+Clinical+Practice&rft.pages=101-132&rft.pub=Taylor+%26+Francis&rft.date=1999-11-10&rft.isbn=978-0-8247-8291-7&rft.aulast=Henzl&rft.aufirst=MR&rft.au=Edwards%2C+JA&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DvGJJHsJASekC&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Brotherton1976-222"><span class="mw-cite-backlink"><b><a href="#cite_ref-Brotherton1976_222-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBrotherton1976" class="citation book cs1">Brotherton J (1976). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=zt5sAAAAMAAJ"><i>Sex Hormone Pharmacology</i></a>. Academic Press. p. 114. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-12-137250-7" title="Special:BookSources/978-0-12-137250-7"><bdi>978-0-12-137250-7</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Sex+Hormone+Pharmacology&rft.pages=114&rft.pub=Academic+Press&rft.date=1976&rft.isbn=978-0-12-137250-7&rft.aulast=Brotherton&rft.aufirst=J&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3Dzt5sAAAAMAAJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid8013220-223"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid8013220_223-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSang1994" class="citation journal cs1">Sang GW (April 1994). "Pharmacodynamic effects of once-a-month combined injectable contraceptives". <i>Contraception</i>. <b>49</b> (4): 361–385. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0010-7824%2894%2990033-7">10.1016/0010-7824(94)90033-7</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/8013220">8013220</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Contraception&rft.atitle=Pharmacodynamic+effects+of+once-a-month+combined+injectable+contraceptives&rft.volume=49&rft.issue=4&rft.pages=361-385&rft.date=1994-04&rft_id=info%3Adoi%2F10.1016%2F0010-7824%2894%2990033-7&rft_id=info%3Apmid%2F8013220&rft.aulast=Sang&rft.aufirst=GW&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid8013216-224"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid8013216_224-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFToppozada1994" class="citation journal cs1">Toppozada MK (April 1994). "Existing once-a-month combined injectable contraceptives". <i>Contraception</i>. <b>49</b> (4): 293–301. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0010-7824%2894%2990029-9">10.1016/0010-7824(94)90029-9</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/8013216">8013216</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Contraception&rft.atitle=Existing+once-a-month+combined+injectable+contraceptives&rft.volume=49&rft.issue=4&rft.pages=293-301&rft.date=1994-04&rft_id=info%3Adoi%2F10.1016%2F0010-7824%2894%2990029-9&rft_id=info%3Apmid%2F8013216&rft.aulast=Toppozada&rft.aufirst=MK&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Goebelsmann1986-225"><span class="mw-cite-backlink"><b><a href="#cite_ref-Goebelsmann1986_225-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFGoebelsmann1986" class="citation book cs1">Goebelsmann U (1986). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=7dnTBwAAQBAJ&pg=PA67">"Pharmacokinetics of Contraceptive Steroids in Humans"</a>. 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The meantime of peak plasma MA level was 3rd day, there was a linear relationship between log of plasma MA concentration and time (day) after administration in all subjects, elimination phase half-life t1/2β = 14.35 ± 9.1 days.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Chinese+Journal+of+Clinical+Pharmacology&rft.atitle=Pharmacokinetics+of+megestrol+acetate+in+women+receiving+IM+injection+of+estradiol-megestrol+long-acting+injectable+contraceptive&rft.date=1986-04&rft.aulast=Chu&rft.aufirst=YH&rft.au=Li%2C+Q&rft.au=Zhao%2C+ZF&rft_id=http%3A%2F%2Fen.cnki.com.cn%2FArticle_en%2FCJFDTOTAL-GLYZ198604003.htm&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-RunnebaumRabe2012-230"><span class="mw-cite-backlink"><b><a href="#cite_ref-RunnebaumRabe2012_230-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRunnebaumRabeKiesel2012" class="citation book cs1">Runnebaum BC, Rabe T, Kiesel L (6 December 2012). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=LtT6CAAAQBAJ&pg=PA429"><i>Female Contraception: Update and Trends</i></a>. 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MIT Press. pp. 272–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-262-01413-7" title="Special:BookSources/978-0-262-01413-7"><bdi>978-0-262-01413-7</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=The+Two+Halves+of+the+Brain%3A+Information+Processing+in+the+Cerebral+Hemispheres&rft.pages=272-&rft.pub=MIT+Press&rft.date=2010&rft.isbn=978-0-262-01413-7&rft.au=Kenneth+Hugdahl&rft.au=Ren%C3%A9+Westerhausen&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3Dv0RsKYmpe0UC%26pg%3DPA272&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid14670641k-255"><span class="mw-cite-backlink">^ <a href="#cite_ref-pmid14670641k_255-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-pmid14670641k_255-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSchindlerCampagnoliDruckmannHuber2003" class="citation journal cs1">Schindler AE, Campagnoli C, Druckmann R, Huber J, Pasqualini JR, Schweppe KW, Thijssen JH (December 2003). 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Lippincott Williams & Wilkins. pp. 700–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-683-30737-5" title="Special:BookSources/978-0-683-30737-5"><bdi>978-0-683-30737-5</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Foye%27s+Principles+of+Medicinal+Chemistry&rft.pages=700-&rft.pub=Lippincott+Williams+%26+Wilkins&rft.date=2002-01&rft.isbn=978-0-683-30737-5&rft.au=David+A.+Williams&rft.au=William+O.+Foye&rft.au=Thomas+L.+Lemke&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DqLJ6Bs1Qml4C%26pg%3DPA700&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Azziz2007-257"><span class="mw-cite-backlink">^ <a href="#cite_ref-Azziz2007_257-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Azziz2007_257-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-Azziz2007_257-2"><sup><i><b>c</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRicardo_Azziz2007" class="citation book cs1">Ricardo Azziz (8 November 2007). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=Ch-BsGAOtucC&pg=PA124"><i>Androgen Excess Disorders in Women</i></a>. Springer Science & Business Media. pp. 124–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-59745-179-6" title="Special:BookSources/978-1-59745-179-6"><bdi>978-1-59745-179-6</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Androgen+Excess+Disorders+in+Women&rft.pages=124-&rft.pub=Springer+Science+%26+Business+Media&rft.date=2007-11-08&rft.isbn=978-1-59745-179-6&rft.au=Ricardo+Azziz&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DCh-BsGAOtucC%26pg%3DPA124&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Bentley1980-258"><span class="mw-cite-backlink">^ <a href="#cite_ref-Bentley1980_258-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Bentley1980_258-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFP._J._Bentley1980" class="citation book cs1">P. 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Tashjian, Ehrin J. Armstrong (21 July 2011). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=kjCCMZHInigC&pg=PA523"><i>Principles of Pharmacology: The Pathophysiologic Basis of Drug Therapy</i></a>. Lippincott Williams & Wilkins. pp. 523–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-4511-1805-6" title="Special:BookSources/978-1-4511-1805-6"><bdi>978-1-4511-1805-6</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Principles+of+Pharmacology%3A+The+Pathophysiologic+Basis+of+Drug+Therapy&rft.pages=523-&rft.pub=Lippincott+Williams+%26+Wilkins&rft.date=2011-07-21&rft.isbn=978-1-4511-1805-6&rft.au=Armen+H.+Tashjian&rft.au=Ehrin+J.+Armstrong&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DkjCCMZHInigC%26pg%3DPA523&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-de_GooyerDeckers2003-263"><span class="mw-cite-backlink"><b><a href="#cite_ref-de_GooyerDeckers2003_263-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFde_GooyerDeckersSchoonenVerheul2003" class="citation journal cs1">de Gooyer ME, Deckers GH, Schoonen WG, Verheul HA, Kloosterboer HJ (January 2003). "Receptor profiling and endocrine interactions of tibolone". <i>Steroids</i>. <b>68</b> (1): 21–30. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0039-128X%2802%2900112-5">10.1016/S0039-128X(02)00112-5</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/12475720">12475720</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:40426061">40426061</a>. <q>[Norethisterone] has similar and [norethynodrel] weaker androgenic effects compared to tibolone.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Steroids&rft.atitle=Receptor+profiling+and+endocrine+interactions+of+tibolone&rft.volume=68&rft.issue=1&rft.pages=21-30&rft.date=2003-01&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A40426061%23id-name%3DS2CID&rft_id=info%3Apmid%2F12475720&rft_id=info%3Adoi%2F10.1016%2FS0039-128X%2802%2900112-5&rft.aulast=de+Gooyer&rft.aufirst=ME&rft.au=Deckers%2C+GH&rft.au=Schoonen%2C+WG&rft.au=Verheul%2C+HA&rft.au=Kloosterboer%2C+HJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid3543501-264"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid3543501_264-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRaynaudOjasoo1986" class="citation journal cs1">Raynaud JP, Ojasoo T (1986). "The design and use of sex-steroid antagonists". <i>J. Steroid Biochem</i>. <b>25</b> (5B): 811–33. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0022-4731%2886%2990313-4">10.1016/0022-4731(86)90313-4</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/3543501">3543501</a>. <q>Similar androgenic potential is inherent to norethisterone and its prodrugs (norethisterone acetate, ethynodiol diacetate, lynestrenol, norethynodrel, quingestanol).</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=J.+Steroid+Biochem.&rft.atitle=The+design+and+use+of+sex-steroid+antagonists&rft.volume=25&rft.issue=5B&rft.pages=811-33&rft.date=1986&rft_id=info%3Adoi%2F10.1016%2F0022-4731%2886%2990313-4&rft_id=info%3Apmid%2F3543501&rft.aulast=Raynaud&rft.aufirst=JP&rft.au=Ojasoo%2C+T&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Chaudhuri2007-265"><span class="mw-cite-backlink">^ <a href="#cite_ref-Chaudhuri2007_265-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Chaudhuri2007_265-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFChaudhuri2007" class="citation book cs1">Chaudhuri (1 January 2007). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=pzanxKlcU74C&pg=PA122"><i>Practice Of Fertility Control: A Comprehensive Manual</i></a> (7Th ed.). Elsevier India. pp. 122–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-81-312-1150-2" title="Special:BookSources/978-81-312-1150-2"><bdi>978-81-312-1150-2</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Practice+Of+Fertility+Control%3A+A+Comprehensive+Manual&rft.pages=122-&rft.edition=7Th&rft.pub=Elsevier+India&rft.date=2007-01-01&rft.isbn=978-81-312-1150-2&rft.au=Chaudhuri&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DpzanxKlcU74C%26pg%3DPA122&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid8808163-266"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid8808163_266-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKuhl1996" class="citation journal cs1">Kuhl H (1996). "Comparative pharmacology of newer progestogens". <i>Drugs</i>. <b>51</b> (2): 188–215. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.2165%2F00003495-199651020-00002">10.2165/00003495-199651020-00002</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/8808163">8808163</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:1019532">1019532</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Drugs&rft.atitle=Comparative+pharmacology+of+newer+progestogens&rft.volume=51&rft.issue=2&rft.pages=188-215&rft.date=1996&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A1019532%23id-name%3DS2CID&rft_id=info%3Apmid%2F8808163&rft_id=info%3Adoi%2F10.2165%2F00003495-199651020-00002&rft.aulast=Kuhl&rft.aufirst=H&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-OffermannsRosenthal2008-267"><span class="mw-cite-backlink"><b><a href="#cite_ref-OffermannsRosenthal2008_267-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFOffermannsRosenthal2008" class="citation book cs1">Offermanns S, Rosenthal W (14 August 2008). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=iwwo5gx8aX8C&pg=PA391"><i>Encyclopedia of Molecular Pharmacology</i></a>. Springer Science & Business Media. pp. 391–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-3-540-38916-3" title="Special:BookSources/978-3-540-38916-3"><bdi>978-3-540-38916-3</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Encyclopedia+of+Molecular+Pharmacology&rft.pages=391-&rft.pub=Springer+Science+%26+Business+Media&rft.date=2008-08-14&rft.isbn=978-3-540-38916-3&rft.aulast=Offermanns&rft.aufirst=S&rft.au=Rosenthal%2C+W&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3Diwwo5gx8aX8C%26pg%3DPA391&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Marks2001-268"><span class="mw-cite-backlink"><b><a href="#cite_ref-Marks2001_268-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLara_Marks2001" class="citation book cs1">Lara Marks (2001). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=GgvLA3bqwnoC&pg=PA77"><i>Sexual Chemistry: A History of the Contraceptive Pill</i></a>. Yale University Press. pp. 73–75, 77–78. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-300-08943-1" title="Special:BookSources/978-0-300-08943-1"><bdi>978-0-300-08943-1</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Sexual+Chemistry%3A+A+History+of+the+Contraceptive+Pill&rft.pages=73-75%2C+77-78&rft.pub=Yale+University+Press&rft.date=2001&rft.isbn=978-0-300-08943-1&rft.au=Lara+Marks&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DGgvLA3bqwnoC%26pg%3DPA77&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid13753182-269"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid13753182_269-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKorn1961" class="citation journal cs1">Korn GW (March 1961). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1939348">"The use of norethynodrel (enovid) in clinical practice"</a>. <i>Canadian Medical Association Journal</i>. <b>84</b> (11): 584–587. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1939348">1939348</a></span>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/13753182">13753182</a>. <q>Pseudohermaphroditism should not be a problem in these patients as it appears that norethynodrel does not possess androgenic properties, but it is believed that Wilkins has now found one such case in a patient who has been on norethynodrel therapy.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Canadian+Medical+Association+Journal&rft.atitle=The+use+of+norethynodrel+%28enovid%29+in+clinical+practice&rft.volume=84&rft.issue=11&rft.pages=584-587&rft.date=1961-03&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC1939348%23id-name%3DPMC&rft_id=info%3Apmid%2F13753182&rft.aulast=Korn&rft.aufirst=GW&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC1939348&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid12475720-270"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid12475720_270-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFde_GooyerDeckersSchoonenVerheul2003" class="citation journal cs1">de Gooyer ME, Deckers GH, Schoonen WG, Verheul HA, Kloosterboer HJ (January 2003). "Receptor profiling and endocrine interactions of tibolone". <i>Steroids</i>. <b>68</b> (1): 21–30. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fs0039-128x%2802%2900112-5">10.1016/s0039-128x(02)00112-5</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/12475720">12475720</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:40426061">40426061</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Steroids&rft.atitle=Receptor+profiling+and+endocrine+interactions+of+tibolone&rft.volume=68&rft.issue=1&rft.pages=21-30&rft.date=2003-01&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A40426061%23id-name%3DS2CID&rft_id=info%3Apmid%2F12475720&rft_id=info%3Adoi%2F10.1016%2Fs0039-128x%2802%2900112-5&rft.aulast=de+Gooyer&rft.aufirst=ME&rft.au=Deckers%2C+GH&rft.au=Schoonen%2C+WG&rft.au=Verheul%2C+HA&rft.au=Kloosterboer%2C+HJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-RuggieriMatscher1965-271"><span class="mw-cite-backlink"><b><a href="#cite_ref-RuggieriMatscher1965_271-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFde_RuggieriMatscherLupoSpazzoli1965" class="citation journal cs1">de Ruggieri P, Matscher R, Lupo C, Spazzoli G (1965). "Biological properties of 17α-vinyl-5(10)-estrene-17β-ol-3-one (norvinodrel) as a progestational and claudogenic compound". <i>Steroids</i>. <b>5</b> (1): 73–91. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0039-128X%2865%2990133-9">10.1016/0039-128X(65)90133-9</a>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/0039-128X">0039-128X</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Steroids&rft.atitle=Biological+properties+of+17%CE%B1-vinyl-5%2810%29-estrene-17%CE%B2-ol-3-one+%28norvinodrel%29+as+a+progestational+and+claudogenic+compound&rft.volume=5&rft.issue=1&rft.pages=73-91&rft.date=1965&rft_id=info%3Adoi%2F10.1016%2F0039-128X%2865%2990133-9&rft.issn=0039-128X&rft.aulast=de+Ruggieri&rft.aufirst=P&rft.au=Matscher%2C+R&rft.au=Lupo%2C+C&rft.au=Spazzoli%2C+G&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-SimpsonWeiner1997-272"><span class="mw-cite-backlink"><b><a href="#cite_ref-SimpsonWeiner1997_272-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFJ._A._SimpsonE._S._C._Weiner1997" class="citation book cs1">J. A. Simpson, E. S. C. Weiner (1997). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=gUGcAQAAQBAJ&pg=PA36"><i>Oxford English Dictionary Additions Series</i></a>. Clarendon Press. pp. 36–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-19-860027-5" title="Special:BookSources/978-0-19-860027-5"><bdi>978-0-19-860027-5</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Oxford+English+Dictionary+Additions+Series&rft.pages=36-&rft.pub=Clarendon+Press&rft.date=1997&rft.isbn=978-0-19-860027-5&rft.au=J.+A.+Simpson&rft.au=E.+S.+C.+Weiner&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DgUGcAQAAQBAJ%26pg%3DPA36&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-JUCKER2013-273"><span class="mw-cite-backlink"><b><a href="#cite_ref-JUCKER2013_273-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFJUCKER2013" class="citation book cs1">JUCKER (8 March 2013). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=BH4ECAAAQBAJ&pg=PA166"><i>Fortschritte der Arzneimittelforschung / Progress in Drug Research / Progrès des recherches pharmaceutiques</i></a>. Birkhäuser. pp. 166–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-3-0348-7053-5" title="Special:BookSources/978-3-0348-7053-5"><bdi>978-3-0348-7053-5</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Fortschritte+der+Arzneimittelforschung+%2F+Progress+in+Drug+Research+%2F+Progr%C3%A8s+des+recherches+pharmaceutiques&rft.pages=166-&rft.pub=Birkh%C3%A4user&rft.date=2013-03-08&rft.isbn=978-3-0348-7053-5&rft.au=JUCKER&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DBH4ECAAAQBAJ%26pg%3DPA166&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-AcademicPress1989-274"><span class="mw-cite-backlink">^ <a href="#cite_ref-AcademicPress1989_274-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-AcademicPress1989_274-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation book cs1"><a rel="nofollow" class="external text" href="https://books.google.com/books?id=HrALiG-4t7UC&pg=PA199"><i>Annual Reports in Medicinal Chemistry</i></a>. Academic Press. 8 September 1989. pp. 199–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-08-058368-6" title="Special:BookSources/978-0-08-058368-6"><bdi>978-0-08-058368-6</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Annual+Reports+in+Medicinal+Chemistry&rft.pages=199-&rft.pub=Academic+Press&rft.date=1989-09-08&rft.isbn=978-0-08-058368-6&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DHrALiG-4t7UC%26pg%3DPA199&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid12600226-275"><span class="mw-cite-backlink">^ <a href="#cite_ref-pmid12600226_275-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-pmid12600226_275-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-pmid12600226_275-2"><sup><i><b>c</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRaudrantRabe2003" class="citation journal cs1">Raudrant D, Rabe T (2003). 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"Development of Progestogens". <i>Female Contraception</i>. pp. 129–140. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2F978-3-642-73790-9_11">10.1007/978-3-642-73790-9_11</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-3-642-73792-3" title="Special:BookSources/978-3-642-73792-3"><bdi>978-3-642-73792-3</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Development+of+Progestogens&rft.btitle=Female+Contraception&rft.pages=129-140&rft.date=1988&rft_id=info%3Adoi%2F10.1007%2F978-3-642-73790-9_11&rft.isbn=978-3-642-73792-3&rft.aulast=Neumann&rft.aufirst=F&rft.au=D%C3%BCsterberg%2C+B&rft.au=Laurent%2C+H&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Harvey1996-281"><span class="mw-cite-backlink">^ <a href="#cite_ref-Harvey1996_281-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Harvey1996_281-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHarvey1996" class="citation book cs1">Harvey PW (28 March 1996). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=ifDqvypO4ikC&pg=PA284"><i>Adrenal in Toxicology: Target Organ and Modulator of Toxicity</i></a>. CRC Press. pp. 284–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-7484-0330-1" title="Special:BookSources/978-0-7484-0330-1"><bdi>978-0-7484-0330-1</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Adrenal+in+Toxicology%3A+Target+Organ+and+Modulator+of+Toxicity&rft.pages=284-&rft.pub=CRC+Press&rft.date=1996-03-28&rft.isbn=978-0-7484-0330-1&rft.aulast=Harvey&rft.aufirst=PW&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DifDqvypO4ikC%26pg%3DPA284&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-CuschieriHanna2015-282"><span class="mw-cite-backlink"><b><a href="#cite_ref-CuschieriHanna2015_282-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCuschieriHanna2015" class="citation book cs1">Cuschieri A, Hanna G (20 January 2015). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=m2EDCwAAQBAJ&pg=PA899"><i>Essential Surgical Practice: Higher Surgical Training in General Surgery, Fifth Edition</i></a>. 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Coutifaris, L. Mastroianni (15 August 1997). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=dmokq_M-gm8C&pg=PA101"><i>New Horizons in Reproductive Medicine</i></a>. CRC Press. pp. 101–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-85070-793-6" title="Special:BookSources/978-1-85070-793-6"><bdi>978-1-85070-793-6</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=New+Horizons+in+Reproductive+Medicine&rft.pages=101-&rft.pub=CRC+Press&rft.date=1997-08-15&rft.isbn=978-1-85070-793-6&rft.au=C.+Coutifaris&rft.au=L.+Mastroianni&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3Ddmokq_M-gm8C%26pg%3DPA101&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Singh2015-330"><span class="mw-cite-backlink"><b><a href="#cite_ref-Singh2015_330-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFShio_Kumar_Singh2015" class="citation book cs1">Shio Kumar Singh (4 September 2015). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=Y-KYCgAAQBAJ&pg=PA270"><i>Mammalian Endocrinology and Male Reproductive Biology</i></a>. CRC Press. pp. 270–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-4987-2736-5" title="Special:BookSources/978-1-4987-2736-5"><bdi>978-1-4987-2736-5</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Mammalian+Endocrinology+and+Male+Reproductive+Biology&rft.pages=270-&rft.pub=CRC+Press&rft.date=2015-09-04&rft.isbn=978-1-4987-2736-5&rft.au=Shio+Kumar+Singh&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DY-KYCgAAQBAJ%26pg%3DPA270&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-Frick1973-331"><span class="mw-cite-backlink"><b><a href="#cite_ref-Frick1973_331-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFFrick1973" class="citation journal cs1">Frick J (1973). "Control of spermatogenesis in men by combined administration of progestin and androgen". <i>Contraception</i>. <b>8</b> (3): 191–206. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0010-7824%2873%2990030-9">10.1016/0010-7824(73)90030-9</a>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/0010-7824">0010-7824</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Contraception&rft.atitle=Control+of+spermatogenesis+in+men+by+combined+administration+of+progestin+and+androgen&rft.volume=8&rft.issue=3&rft.pages=191-206&rft.date=1973&rft_id=info%3Adoi%2F10.1016%2F0010-7824%2873%2990030-9&rft.issn=0010-7824&rft.aulast=Frick&rft.aufirst=J&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid23063338-332"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid23063338_332-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFNieschlagKumarSitruk-Ware2013" class="citation journal cs1">Nieschlag E, Kumar N, Sitruk-Ware R (2013). "7α-methyl-19-nortestosterone (MENTR): the population council's contribution to research on male contraception and treatment of hypogonadism". <i>Contraception</i>. <b>87</b> (3): 288–95. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.contraception.2012.08.036">10.1016/j.contraception.2012.08.036</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/23063338">23063338</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Contraception&rft.atitle=7%CE%B1-methyl-19-nortestosterone+%28MENTR%29%3A+the+population+council%27s+contribution+to+research+on+male+contraception+and+treatment+of+hypogonadism&rft.volume=87&rft.issue=3&rft.pages=288-95&rft.date=2013&rft_id=info%3Adoi%2F10.1016%2Fj.contraception.2012.08.036&rft_id=info%3Apmid%2F23063338&rft.aulast=Nieschlag&rft.aufirst=E&rft.au=Kumar%2C+N&rft.au=Sitruk-Ware%2C+R&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid16497801-333"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid16497801_333-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFAttardiHildReel2006" class="citation journal cs1">Attardi BJ, Hild SA, Reel JR (2006). <a rel="nofollow" class="external text" href="https://doi.org/10.1210%2Fen.2005-1524">"Dimethandrolone undecanoate: a new potent orally active androgen with progestational activity"</a>. <i>Endocrinology</i>. <b>147</b> (6): 3016–26. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://doi.org/10.1210%2Fen.2005-1524">10.1210/en.2005-1524</a></span>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/16497801">16497801</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Endocrinology&rft.atitle=Dimethandrolone+undecanoate%3A+a+new+potent+orally+active+androgen+with+progestational+activity&rft.volume=147&rft.issue=6&rft.pages=3016-26&rft.date=2006&rft_id=info%3Adoi%2F10.1210%2Fen.2005-1524&rft_id=info%3Apmid%2F16497801&rft.aulast=Attardi&rft.aufirst=BJ&rft.au=Hild%2C+SA&rft.au=Reel%2C+JR&rft_id=https%3A%2F%2Fdoi.org%2F10.1210%252Fen.2005-1524&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> <li id="cite_note-pmid6415998-334"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid6415998_334-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFFoegh1983" class="citation journal cs1">Foegh M (1983). "Evaluation of steroids as contraceptives in men". <i>Acta Endocrinol Suppl (Copenh)</i>. <b>260</b> (3_Supplb): 3–48. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1530%2Facta.0.104S009">10.1530/acta.0.104S009</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/6415998">6415998</a>. <q>At the time our studies were initiated, 11 different gestagens have been tested in men. All the oral preparations were used in doses 5 to 12 fold that used in the female oral contraceptive. The only exception was levo-norgestrel which was used in a very low dose, namely 100 µg daily (Fotherby et al. 1972). However, no effect was obtained on sperm count and in vitro sperm penetration.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Acta+Endocrinol+Suppl+%28Copenh%29&rft.atitle=Evaluation+of+steroids+as+contraceptives+in+men&rft.volume=260&rft.issue=3_Supplb&rft.pages=3-48&rft.date=1983&rft_id=info%3Adoi%2F10.1530%2Facta.0.104S009&rft_id=info%3Apmid%2F6415998&rft.aulast=Foegh&rft.aufirst=M&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></span> </li> </ol></div></div> <div class="mw-heading mw-heading2"><h2 id="Further_reading">Further reading</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Progestogen_(medication)&action=edit&section=56" title="Edit section: Further reading"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239549316">.mw-parser-output .refbegin{margin-bottom:0.5em}.mw-parser-output .refbegin-hanging-indents>ul{margin-left:0}.mw-parser-output .refbegin-hanging-indents>ul>li{margin-left:0;padding-left:3.2em;text-indent:-3.2em}.mw-parser-output .refbegin-hanging-indents ul,.mw-parser-output .refbegin-hanging-indents ul li{list-style:none}@media(max-width:720px){.mw-parser-output .refbegin-hanging-indents>ul>li{padding-left:1.6em;text-indent:-1.6em}}.mw-parser-output .refbegin-columns{margin-top:0.3em}.mw-parser-output .refbegin-columns ul{margin-top:0}.mw-parser-output .refbegin-columns li{page-break-inside:avoid;break-inside:avoid-column}@media screen{.mw-parser-output .refbegin{font-size:90%}}</style><div class="refbegin refbegin-columns references-column-width" style="column-width: 30em"> <ul><li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKuhl1990" class="citation journal cs1">Kuhl H (September 1990). "Pharmacokinetics of oestrogens and progestogens". <i>Maturitas</i>. <b>12</b> (3): 171–97. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0378-5122%2890%2990003-o">10.1016/0378-5122(90)90003-o</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/2170822">2170822</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Maturitas&rft.atitle=Pharmacokinetics+of+oestrogens+and+progestogens&rft.volume=12&rft.issue=3&rft.pages=171-97&rft.date=1990-09&rft_id=info%3Adoi%2F10.1016%2F0378-5122%2890%2990003-o&rft_id=info%3Apmid%2F2170822&rft.aulast=Kuhl&rft.aufirst=H&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLauritzen1990" class="citation journal cs1">Lauritzen C (September 1990). "Clinical use of oestrogens and progestogens". <i>Maturitas</i>. <b>12</b> (3): 199–214. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0378-5122%2890%2990004-P">10.1016/0378-5122(90)90004-P</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/2215269">2215269</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Maturitas&rft.atitle=Clinical+use+of+oestrogens+and+progestogens&rft.volume=12&rft.issue=3&rft.pages=199-214&rft.date=1990-09&rft_id=info%3Adoi%2F10.1016%2F0378-5122%2890%2990004-P&rft_id=info%3Apmid%2F2215269&rft.aulast=Lauritzen&rft.aufirst=C&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFStanczyk2002" class="citation journal cs1">Stanczyk FZ (September 2002). 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"Progestogens with antiandrogenic properties". <i>Drugs</i>. <b>63</b> (5): 463–92. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.2165%2F00003495-200363050-00003">10.2165/00003495-200363050-00003</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/12600226">12600226</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:28436828">28436828</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Drugs&rft.atitle=Progestogens+with+antiandrogenic+properties&rft.volume=63&rft.issue=5&rft.pages=463-92&rft.date=2003&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A28436828%23id-name%3DS2CID&rft_id=info%3Apmid%2F12600226&rft_id=info%3Adoi%2F10.2165%2F00003495-200363050-00003&rft.aulast=Raudrant&rft.aufirst=D&rft.au=Rabe%2C+T&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFStanczyk2003" class="citation journal cs1">Stanczyk FZ (November 2003). "All progestins are not created equal". <i>Steroids</i>. <b>68</b> (10–13): 879–90. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.steroids.2003.08.003">10.1016/j.steroids.2003.08.003</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/14667980">14667980</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:44601264">44601264</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Steroids&rft.atitle=All+progestins+are+not+created+equal&rft.volume=68&rft.issue=10%E2%80%9313&rft.pages=879-90&rft.date=2003-11&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A44601264%23id-name%3DS2CID&rft_id=info%3Apmid%2F14667980&rft_id=info%3Adoi%2F10.1016%2Fj.steroids.2003.08.003&rft.aulast=Stanczyk&rft.aufirst=FZ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFNieschlagZitzmannKamischke2003" class="citation journal cs1">Nieschlag E, Zitzmann M, Kamischke A (November 2003). "Use of progestins in male contraception". <i>Steroids</i>. <b>68</b> (10–13): 965–72. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0039-128X%2803%2900135-1">10.1016/S0039-128X(03)00135-1</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/14667989">14667989</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:22458746">22458746</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Steroids&rft.atitle=Use+of+progestins+in+male+contraception&rft.volume=68&rft.issue=10%E2%80%9313&rft.pages=965-72&rft.date=2003-11&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A22458746%23id-name%3DS2CID&rft_id=info%3Apmid%2F14667989&rft_id=info%3Adoi%2F10.1016%2FS0039-128X%2803%2900135-1&rft.aulast=Nieschlag&rft.aufirst=E&rft.au=Zitzmann%2C+M&rft.au=Kamischke%2C+A&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFWiegratzKuhl2004" class="citation journal cs1">Wiegratz I, Kuhl H (August 2004). 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"Pharmacology of different progestogens: the special case of drospirenone". <i>Climacteric</i>. <b>8</b> (Suppl 3): 4–12. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1080%2F13697130500330382">10.1080/13697130500330382</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/16203650">16203650</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:24205704">24205704</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Climacteric&rft.atitle=Pharmacology+of+different+progestogens%3A+the+special+case+of+drospirenone&rft.volume=8&rft.issue=Suppl+3&rft.pages=4-12&rft.date=2005-10&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A24205704%23id-name%3DS2CID&rft_id=info%3Apmid%2F16203650&rft_id=info%3Adoi%2F10.1080%2F13697130500330382&rft.aulast=Sitruk-Ware&rft.aufirst=R&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFWiegratzKuhl2006" class="citation journal cs1">Wiegratz I, Kuhl H (September 2006). 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title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Prz+Menopauzalny&rft.atitle=Progestogens+in+menopausal+hormone+therapy&rft.volume=14&rft.issue=2&rft.pages=134-43&rft.date=2015-06&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC4498031%23id-name%3DPMC&rft_id=info%3Apmid%2F26327902&rft_id=info%3Adoi%2F10.5114%2Fpm.2015.52154&rft.aulast=Bi%C5%84kowska&rft.aufirst=M&rft.au=Woro%C5%84%2C+J&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC4498031&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProgestogen+%28medication%29" class="Z3988"></span></li></ul> </div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><style data-mw-deduplicate="TemplateStyles:r1236075235">.mw-parser-output .navbox{box-sizing:border-box;border:1px solid #a2a9b1;width:100%;clear:both;font-size:88%;text-align:center;padding:1px;margin:1em auto 0}.mw-parser-output .navbox 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.navbox-group,.mw-parser-output .navbox-subgroup .navbox-title{background-color:#ddf}.mw-parser-output .navbox-subgroup .navbox-group,.mw-parser-output .navbox-subgroup .navbox-abovebelow{background-color:#e6e6ff}.mw-parser-output .navbox-even{background-color:#f7f7f7}.mw-parser-output .navbox-odd{background-color:transparent}.mw-parser-output .navbox .hlist td dl,.mw-parser-output .navbox .hlist td ol,.mw-parser-output .navbox .hlist td ul,.mw-parser-output .navbox td.hlist dl,.mw-parser-output .navbox td.hlist ol,.mw-parser-output .navbox td.hlist ul{padding:0.125em 0}.mw-parser-output .navbox .navbar{display:block;font-size:100%}.mw-parser-output .navbox-title .navbar{float:left;text-align:left;margin-right:0.5em}body.skin--responsive .mw-parser-output .navbox-image img{max-width:none!important}@media print{body.ns-0 .mw-parser-output .navbox{display:none!important}}</style></div><div role="navigation" class="navbox" aria-labelledby="Progesterone" style="padding:3px"><table class="nowraplinks mw-collapsible expanded navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Progesterone" title="Template:Progesterone"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Progesterone" title="Template talk:Progesterone"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Progesterone" title="Special:EditPage/Template:Progesterone"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Progesterone" style="font-size:114%;margin:0 4em"><a href="/wiki/Progesterone" title="Progesterone">Progesterone</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Topics</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Progesterone" title="Progesterone">Progesterone (as a hormone)</a></li> <li><a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone (as a medication)</a></li> <li><a href="/wiki/Pharmacodynamics_of_progesterone" title="Pharmacodynamics of progesterone">Pharmacodynamics of progesterone</a></li> <li><a href="/wiki/Pharmacokinetics_of_progesterone" title="Pharmacokinetics of progesterone">Pharmacokinetics of progesterone</a></li> <li><a href="/wiki/Progesterone_vaginal_ring" title="Progesterone vaginal ring">Progesterone vaginal ring</a></li> <li><a href="/wiki/Progestogen" title="Progestogen">Progestogen (as a hormone)</a></li> <li><a class="mw-selflink selflink">Progestogen (as a medication; including progestins)</a></li> <li><a href="/wiki/Neurosteroid" title="Neurosteroid">Neurosteroid</a></li> <li><a href="/wiki/Allopregnanolone" title="Allopregnanolone">Allopregnanolone</a></li> <li><a href="/wiki/Pregnanolone" title="Pregnanolone">Pregnanolone</a></li></ul> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"></div><div role="navigation" class="navbox" aria-labelledby="Progestogens_and_antiprogestogens" style="padding:3px"><table class="nowraplinks mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Progestogens_and_antiprogestogens" title="Template:Progestogens and antiprogestogens"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Progestogens_and_antiprogestogens" title="Template talk:Progestogens and antiprogestogens"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Progestogens_and_antiprogestogens" title="Special:EditPage/Template:Progestogens and antiprogestogens"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Progestogens_and_antiprogestogens" style="font-size:114%;margin:0 4em"><a class="mw-selflink selflink">Progestogens</a> and <a href="/wiki/Antiprogestogen" title="Antiprogestogen">antiprogestogens</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a class="mw-selflink selflink">Progestogens</a><br />(and <a href="/wiki/Progestin" class="mw-redirect" title="Progestin">progestins</a>)</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0;background:#DDDDFF;"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="PRTooltip_Progesterone_receptor_agonists" scope="row" class="navbox-group" style="width:8em;;text-align:center;"><a href="/wiki/Progesterone_receptor" title="Progesterone receptor"><abbr title="Progesterone receptor">PR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Progesterone receptor</span> <a href="/wiki/Agonist" title="Agonist">agonists</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Progesterone derivatives:</i> <a href="/wiki/Progesterone_(medication)" title="Progesterone (medication)">Progesterone</a></li> <li><a href="/wiki/Quingestrone" title="Quingestrone">Quingestrone</a></li></ul> <ul><li><i>Retroprogesterone derivatives:</i> <a href="/wiki/Dydrogesterone" title="Dydrogesterone">Dydrogesterone</a></li> <li><a href="/wiki/Trengestone" title="Trengestone">Trengestone</a></li></ul> <ul><li><i>17α-Hydroxyprogesterone (and closely related) derivatives:</i> <i>17α-Hydroxylated:</i> <a href="/wiki/Acetomepregenol" title="Acetomepregenol">Acetomepregenol (mepregenol diacetate)</a></li> <li><a href="/wiki/Algestone_acetophenide" title="Algestone acetophenide">Algestone acetophenide (dihydroxyprogesterone acetophenide)</a></li> <li><a href="/wiki/Anagestone_acetate" title="Anagestone acetate">Anagestone acetate</a></li> <li><a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">Chlormadinone acetate</a></li> <li><a href="/wiki/Chlormethenmadinone_acetate" title="Chlormethenmadinone acetate">Chlormethenmadinone acetate</a></li> <li><a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a></li> <li><a href="/wiki/Delmadinone_acetate" title="Delmadinone acetate">Delmadinone acetate</a></li> <li><a href="/wiki/Flugestone_acetate" title="Flugestone acetate">Flugestone acetate (flurogestone acetate)</a></li> <li><a href="/wiki/Flumedroxone_acetate" title="Flumedroxone acetate">Flumedroxone acetate</a></li> <li><a href="/wiki/Hydroxyprogesterone_acetate" title="Hydroxyprogesterone acetate">Hydroxyprogesterone acetate</a></li> <li><a href="/wiki/Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">Hydroxyprogesterone caproate</a></li> <li><a href="/wiki/Hydroxyprogesterone_heptanoate" title="Hydroxyprogesterone heptanoate">Hydroxyprogesterone heptanoate</a></li> <li><a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a><sup>#</sup></li> <li><a href="/wiki/Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a></li> <li><a href="/wiki/Melengestrol_acetate" title="Melengestrol acetate">Melengestrol acetate</a></li> <li><a href="/wiki/Methenmadinone_acetate" title="Methenmadinone acetate">Methenmadinone acetate</a></li> <li><a href="/wiki/Osaterone_acetate" title="Osaterone acetate">Osaterone acetate</a></li> <li><a href="/wiki/Pentagestrone_acetate" title="Pentagestrone acetate">Pentagestrone acetate</a></li> <li><a href="/wiki/Proligestone" title="Proligestone">Proligestone</a>; <i>17α-Methylated:</i> <a href="/wiki/Medrogestone" title="Medrogestone">Medrogestone</a>; <i>Others:</i> <a href="/wiki/Haloprogesterone" title="Haloprogesterone">Haloprogesterone</a></li></ul> <ul><li><i>19-Norprogesterone derivatives:</i> <i>17α-Hydroxylated:</i> <a href="/wiki/Gestonorone_caproate" title="Gestonorone caproate">Gestonorone caproate (gestronol hexanoate)</a></li> <li><a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">Nomegestrol acetate</a></li> <li><a href="/wiki/Norgestomet" title="Norgestomet">Norgestomet</a></li> <li><a href="/wiki/Segesterone_acetate" title="Segesterone acetate">Segesterone acetate (nestorone, elcometrine)</a>; <i>17α-Methylated:</i> <a href="/wiki/Demegestone" title="Demegestone">Demegestone</a></li> <li><a href="/wiki/Promegestone" title="Promegestone">Promegestone</a></li> <li><a href="/wiki/Trimegestone" title="Trimegestone">Trimegestone</a></li></ul> <ul><li><i>Testosterone derivatives:</i> <i>Estranes:</i> <a href="/wiki/Danazol" title="Danazol">Danazol</a></li> <li><a href="/wiki/Dimethisterone" title="Dimethisterone">Dimethisterone</a></li> <li><a href="/wiki/Ethisterone" title="Ethisterone">Ethisterone</a></li></ul> <ul><li><i>19-Nortestosterone derivatives:</i> <i>Estranes:</i> <a href="/wiki/Allylestrenol" title="Allylestrenol">Allylestrenol</a></li> <li><a href="/wiki/Altrenogest" title="Altrenogest">Altrenogest</a></li> <li><a href="/wiki/Dienogest" title="Dienogest">Dienogest</a></li> <li><a href="/wiki/Etynodiol_diacetate" title="Etynodiol diacetate">Etynodiol diacetate</a></li> <li><a href="/wiki/Lynestrenol" title="Lynestrenol">Lynestrenol</a></li> <li><a href="/wiki/Norethisterone" title="Norethisterone">Norethisterone (norethindrone)</a><sup>#</sup></li> <li><a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">Norethisterone acetate</a></li> <li><a href="/wiki/Norethisterone_enanthate" title="Norethisterone enanthate">Norethisterone enanthate</a></li> <li><a href="/wiki/Noretynodrel" title="Noretynodrel">Noretynodrel</a></li> <li><a href="/wiki/Norgesterone" title="Norgesterone">Norgesterone</a></li> <li><a href="/wiki/Norgestrienone" title="Norgestrienone">Norgestrienone</a></li> <li><a href="/wiki/Normethandrone" title="Normethandrone">Normethandrone (methylestrenolone)</a></li> <li><a href="/wiki/Norvinisterone" title="Norvinisterone">Norvinisterone</a></li> <li><a href="/wiki/Oxendolone" title="Oxendolone">Oxendolone</a></li> <li><a href="/wiki/Quingestanol_acetate" title="Quingestanol acetate">Quingestanol acetate</a></li> <li><a href="/wiki/Tibolone" title="Tibolone">Tibolone</a>; <i>Gonanes:</i> <a href="/wiki/Desogestrel" title="Desogestrel">Desogestrel</a></li> <li><a href="/wiki/Etonogestrel" title="Etonogestrel">Etonogestrel</a></li> <li><a href="/wiki/Gestodene" title="Gestodene">Gestodene</a></li> <li><a href="/wiki/Gestrinone" title="Gestrinone">Gestrinone</a></li> <li><a href="/wiki/Levonorgestrel" title="Levonorgestrel">Levonorgestrel</a><sup>#</sup></li> <li><a href="/wiki/Norelgestromin" title="Norelgestromin">Norelgestromin</a></li> <li><a href="/wiki/Norgestimate" title="Norgestimate">Norgestimate</a></li> <li><a href="/wiki/Norgestrel" title="Norgestrel">Norgestrel</a></li></ul> <ul><li><i>Spirolactone derivatives:</i> <a href="/wiki/Drospirenone" title="Drospirenone">Drospirenone</a></li></ul> <ul><li><i>Others:</i> <a href="/wiki/Anabolic%E2%80%93androgenic_steroid" class="mw-redirect" title="Anabolic–androgenic steroid">Anabolic–androgenic steroids</a> (e.g., <a href="/wiki/Nandrolone" title="Nandrolone">nandrolone</a> and <a href="/wiki/Nandrolone_ester" class="mw-redirect" title="Nandrolone ester">esters</a>, <a href="/wiki/Trenbolone" title="Trenbolone">trenbolone</a> and <a href="/wiki/Trenbolone_ester" class="mw-redirect" title="Trenbolone ester">esters</a>, <a href="/wiki/Ethylestrenol" title="Ethylestrenol">ethylestrenol</a>, <a href="/wiki/Norethandrolone" title="Norethandrolone">norethandrolone</a>, others)</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Antiprogestogen" title="Antiprogestogen">Antiprogestogens</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0;background:#DDDDFF;"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:8em;;text-align:center;"><a href="/wiki/Selective_progesterone_receptor_modulators" class="mw-redirect" title="Selective progesterone receptor modulators"><abbr title="Selective progesterone receptor modulators">SPRMs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Selective progesterone receptor modulators</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Telapristone" title="Telapristone">Telapristone</a><sup>§</sup></li> <li><a href="/wiki/Ulipristal_acetate" title="Ulipristal acetate">Ulipristal acetate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:8em;;text-align:center;"><a href="/wiki/Progesterone_receptor" title="Progesterone receptor"><abbr title="Progesterone receptor">PR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Progesterone receptor</span> <a href="/wiki/Receptor_antagonist" title="Receptor antagonist">antagonists</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Aglepristone" title="Aglepristone">Aglepristone</a></li> <li><a href="/wiki/Mifepristone" title="Mifepristone">Mifepristone</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><td colspan="2" class="navbox-list navbox-even hlist" style="width:100%;padding:0;background:#DDDDFF;"><div style="padding:0 0.25em"><div class="hlist"> <ul><li><sup>#</sup><a href="/wiki/WHO_Model_List_of_Essential_Medicines" title="WHO Model List of Essential Medicines">WHO-EM</a></li> <li><sup>‡</sup><a href="/wiki/List_of_withdrawn_drugs" title="List of withdrawn drugs">Withdrawn</a> from market</li> <li><a href="/wiki/Clinical_trial" title="Clinical trial">Clinical trials</a>: <ul><li><sup>†</sup><a href="/wiki/Phases_of_clinical_research#Phase_III" title="Phases of clinical research">Phase III</a></li> <li><sup>§</sup>Never to phase III</li></ul></li></ul> </div> <dl><dt>See also</dt> <dd><a href="/wiki/Template:Progesterone_receptor_modulators" title="Template:Progesterone receptor modulators">Progesterone receptor modulators</a></dd> <dd><a href="/wiki/Template:Androgens_and_antiandrogens" title="Template:Androgens and antiandrogens">Androgens and antiandrogens</a></dd> <dd><a href="/wiki/Template:Estrogens_and_antiestrogens" title="Template:Estrogens and antiestrogens">Estrogens and antiestrogens</a></dd> <dd><a href="/wiki/List_of_steroidal_progestogens" class="mw-redirect" title="List of steroidal progestogens">List of progestogens</a></dd></dl></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Progesterone_receptor_modulators" style="padding:3px"><table class="nowraplinks hlist mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Progesterone_receptor_modulators" title="Template:Progesterone receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Progesterone_receptor_modulators" title="Template talk:Progesterone receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Progesterone_receptor_modulators" title="Special:EditPage/Template:Progesterone receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Progesterone_receptor_modulators" style="font-size:114%;margin:0 4em"><a href="/wiki/Progesterone_receptor" title="Progesterone receptor">Progesterone receptor</a> <a href="/wiki/Receptor_modulator" title="Receptor modulator">modulators</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Progesterone_receptor" title="Progesterone receptor"><abbr title="Progesterone receptor">PR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Progesterone receptor</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center">Agonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Progesterone derivatives:</i> <a href="/wiki/3%CE%B2-Dihydroprogesterone" title="3β-Dihydroprogesterone">3β-Dihydroprogesterone</a></li> <li><a href="/wiki/5%CE%B1-Dihydroprogesterone" title="5α-Dihydroprogesterone">5α-Dihydroprogesterone</a></li> <li><a href="/wiki/6%CE%B1-Methylprogesterone" title="6α-Methylprogesterone">6α-Methylprogesterone</a></li> <li><a href="/wiki/9%CE%B1-Bromo-11-ketoprogesterone" class="mw-redirect" title="9α-Bromo-11-ketoprogesterone">9α-Bromo-11-ketoprogesterone</a></li> <li><a href="/wiki/11-Dehydroprogesterone" title="11-Dehydroprogesterone">11-Dehydroprogesterone</a></li> <li><a href="/wiki/11-Deoxycorticosterone" title="11-Deoxycorticosterone">11-Deoxycorticosterone</a></li> <li><a href="/wiki/16%CE%B1-Hydroxyprogesterone" title="16α-Hydroxyprogesterone">16α-Hydroxyprogesterone</a></li> <li><a href="/w/index.php?title=17%CE%B1-Methyl-11-deoxycorticosterone_acetate&action=edit&redlink=1" class="new" title="17α-Methyl-11-deoxycorticosterone acetate (page does not exist)">17α-Methyl-11-deoxycorticosterone acetate</a></li> <li><a href="/wiki/20%CE%B1-Dihydroprogesterone" title="20α-Dihydroprogesterone">20α-Dihydroprogesterone</a></li> <li><a href="/wiki/20%CE%B2-Dihydroprogesterone" title="20β-Dihydroprogesterone">20β-Dihydroprogesterone</a></li> <li><a href="/wiki/Dimepregnen" title="Dimepregnen">Dimepregnen</a></li> <li><a href="/wiki/Diosgenin" title="Diosgenin">Diosgenin</a></li> <li><a href="/wiki/P1-185" title="P1-185">P1-185</a></li> <li><a href="/wiki/Progesterone" title="Progesterone">Progesterone</a></li> <li><a href="/wiki/Progesterone_3-acetyl_enol_ether" title="Progesterone 3-acetyl enol ether">Progesterone 3-acetyl enol ether</a></li> <li><a href="/wiki/Quingestrone" title="Quingestrone">Quingestrone</a></li></ul> <ul><li><i>Retroprogesterone derivatives:</i> <a href="/wiki/20%CE%B1-Dihydrodydrogesterone" title="20α-Dihydrodydrogesterone">20α-Dihydrodydrogesterone</a></li> <li><a href="/wiki/20%CE%B1-Dihydrotrengestone" title="20α-Dihydrotrengestone">20α-Dihydrotrengestone</a></li> <li><a href="/wiki/DU-41164" title="DU-41164">DU-41164</a></li> <li><a href="/wiki/DU-41165" title="DU-41165">DU-41165</a></li> <li><a href="/wiki/Dydrogesterone" title="Dydrogesterone">Dydrogesterone</a></li> <li><a href="/wiki/Retroprogesterone" title="Retroprogesterone">Retroprogesterone</a></li> <li><a href="/wiki/Ro_6-3129" title="Ro 6-3129">Ro 6-3129</a></li> <li><a href="/wiki/Trengestone" title="Trengestone">Trengestone</a></li></ul> <ul><li><i>17α-Substituted progesterone derivatives:</i> <a href="/wiki/6%CE%B1-Methyl-17%CE%B1-bromoprogesterone" title="6α-Methyl-17α-bromoprogesterone">6α-Methyl-17α-bromoprogesterone</a></li> <li><a href="/wiki/15%CE%B2-Hydroxycyproterone_acetate" title="15β-Hydroxycyproterone acetate">15β-Hydroxycyproterone acetate</a></li> <li><a href="/wiki/16-Methylene-17%CE%B1-hydroxyprogesterone_acetate" title="16-Methylene-17α-hydroxyprogesterone acetate">16-Methylene-17α-hydroxyprogesterone acetate</a></li> <li><a href="/wiki/17%CE%B1-Bromoprogesterone" title="17α-Bromoprogesterone">17α-Bromoprogesterone</a></li> <li><a href="/wiki/17%CE%B1-Hydroxyprogesterone" title="17α-Hydroxyprogesterone">17α-Hydroxyprogesterone (hydroxyprogesterone)</a></li> <li><a href="/wiki/17%CE%B1-Methylprogesterone" title="17α-Methylprogesterone">17α-Methylprogesterone</a></li> <li><a href="/wiki/Acetomepregenol" title="Acetomepregenol">Acetomepregenol (mepregenol diacetate)</a></li> <li><a href="/wiki/Algestone" title="Algestone">Algestone</a></li> <li><a href="/wiki/Algestone_acetonide" title="Algestone acetonide">Algestone acetonide</a></li> <li><a href="/wiki/Algestone_acetophenide" title="Algestone acetophenide">Algestone acetophenide</a></li> <li><a href="/wiki/Anagestone" title="Anagestone">Anagestone</a></li> <li><a href="/wiki/Anagestone_acetate" title="Anagestone acetate">Anagestone acetate</a></li> <li><a href="/w/index.php?title=Bromethenmadinone&action=edit&redlink=1" class="new" title="Bromethenmadinone (page does not exist)">Bromethenmadinone</a></li> <li><a href="/wiki/Bromethenmadinone_acetate" title="Bromethenmadinone acetate">Bromethenmadinone acetate</a></li> <li><a href="/wiki/Butagest" title="Butagest">Butagest (buterol)</a></li> <li><a href="/wiki/Chlormadinone" title="Chlormadinone">Chlormadinone</a></li> <li><a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">Chlormadinone acetate</a></li> <li><a href="/wiki/Chlormadinone_caproate" title="Chlormadinone caproate">Chlormadinone caproate</a></li> <li><a href="/w/index.php?title=Chlormethenmadinone&action=edit&redlink=1" class="new" title="Chlormethenmadinone (page does not exist)">Chlormethenmadinone</a></li> <li><a href="/wiki/Chlormethenmadinone_acetate" title="Chlormethenmadinone acetate">Chlormethenmadinone acetate</a></li> <li><a href="/wiki/Cismadinone" title="Cismadinone">Cismadinone</a></li> <li><a href="/wiki/Cismadinone_acetate" title="Cismadinone acetate">Cismadinone acetate</a></li> <li><a href="/wiki/Clogestone" title="Clogestone">Clogestone</a></li> <li><a href="/wiki/Clogestone_acetate" title="Clogestone acetate">Clogestone acetate</a></li> <li><a href="/wiki/Clomegestone" title="Clomegestone">Clomegestone</a></li> <li><a href="/wiki/Clomegestone_acetate" title="Clomegestone acetate">Clomegestone acetate</a></li> <li><a href="/wiki/Cymegesolate" title="Cymegesolate">Cymegesolate</a></li> <li><a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a></li> <li><a href="/wiki/Delmadinone" title="Delmadinone">Delmadinone</a></li> <li><a href="/wiki/Delmadinone_acetate" title="Delmadinone acetate">Delmadinone acetate</a></li> <li><a href="/wiki/Edogestrone" title="Edogestrone">Edogestrone</a></li> <li><a href="/wiki/Flugestone" title="Flugestone">Flugestone</a></li> <li><a href="/wiki/Flugestone_acetate" title="Flugestone acetate">Flugestone acetate</a></li> <li><a href="/wiki/Fluorometholone" title="Fluorometholone">Fluorometholone</a></li> <li><a href="/wiki/Fluorometholone_acetate" title="Fluorometholone acetate">Fluorometholone acetate</a></li> <li><a href="/wiki/Flumedroxone" title="Flumedroxone">Flumedroxone</a></li> <li><a href="/wiki/Flumedroxone_acetate" title="Flumedroxone acetate">Flumedroxone acetate</a></li> <li><a href="/wiki/Fluoromedroxyprogesterone_acetate" title="Fluoromedroxyprogesterone acetate">Fluoromedroxyprogesterone acetate</a></li> <li><a href="/wiki/Gestaclone" title="Gestaclone">Gestaclone</a></li> <li><a href="/w/index.php?title=Gestobutanoyl&action=edit&redlink=1" class="new" title="Gestobutanoyl (page does not exist)">Gestobutanoyl</a></li> <li><a href="/wiki/Haloprogesterone" title="Haloprogesterone">Haloprogesterone</a></li> <li><a href="/wiki/Hydromadinone" title="Hydromadinone">Hydromadinone</a></li> <li><a href="/wiki/Hydromadinone_acetate" title="Hydromadinone acetate">Hydromadinone acetate</a></li> <li><a href="/wiki/Hydroxyprogesterone_acetate" title="Hydroxyprogesterone acetate">Hydroxyprogesterone acetate</a></li> <li><a href="/wiki/Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">Hydroxyprogesterone caproate (hydroxyprogesterone hexanoate)</a></li> <li><a href="/wiki/Hydroxyprogesterone_heptanoate" title="Hydroxyprogesterone heptanoate">Hydroxyprogesterone heptanoate (hydroxyprogesterone enanthate)</a></li> <li><a href="/wiki/Hydroxyprogesterone_heptanoate_benzilic_acid_hydrazone" title="Hydroxyprogesterone heptanoate benzilic acid hydrazone">Hydroxyprogesterone heptanoate benzilic acid hydrazone</a></li> <li><a href="/wiki/Mecigestone" title="Mecigestone">Mecigestone (pentarane B)</a></li> <li><a href="/wiki/Medrogestone" title="Medrogestone">Medrogestone</a></li> <li><a href="/wiki/Medroxyprogesterone" title="Medroxyprogesterone">Medroxyprogesterone</a></li> <li><a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a></li> <li><a href="/wiki/Medroxyprogesterone_caproate" title="Medroxyprogesterone caproate">Medroxyprogesterone caproate</a></li> <li><a href="/wiki/Megestrol" title="Megestrol">Megestrol</a></li> <li><a href="/wiki/Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a></li> <li><a href="/wiki/Megestrol_caproate" title="Megestrol caproate">Megestrol caproate</a></li> <li><a href="/wiki/Melengestrol" title="Melengestrol">Melengestrol</a></li> <li><a href="/wiki/Melengestrol_acetate" title="Melengestrol acetate">Melengestrol acetate</a></li> <li><a href="/wiki/Methenmadinone" title="Methenmadinone">Methenmadinone</a></li> <li><a href="/wiki/Methenmadinone_acetate" title="Methenmadinone acetate">Methenmadinone acetate</a></li> <li><a href="/wiki/Methenmadinone_caproate" title="Methenmadinone caproate">Methenmadinone caproate</a></li> <li><a href="/wiki/Mometasone" title="Mometasone">Mometasone</a></li> <li><a href="/wiki/Mometasone_furoate" class="mw-redirect" title="Mometasone furoate">Mometasone furoate</a></li> <li><a href="/wiki/Osaterone" title="Osaterone">Osaterone</a></li> <li><a href="/wiki/Osaterone_acetate" title="Osaterone acetate">Osaterone acetate</a></li> <li><a href="/wiki/Pentagestrone" title="Pentagestrone">Pentagestrone</a></li> <li><a href="/wiki/Pentagestrone_acetate" title="Pentagestrone acetate">Pentagestrone acetate</a></li> <li><a href="/wiki/Pentarane_A" title="Pentarane A">Pentarane A</a></li> <li><a href="/wiki/Proligestone" title="Proligestone">Proligestone</a></li> <li><a href="/wiki/Triamcinolone_acetonide" title="Triamcinolone acetonide">Triamcinolone acetonide</a></li></ul> <ul><li><i>19-Norprogesterone derivatives:</i> <a href="/wiki/17%CE%B1-Methyl-19-norprogesterone" title="17α-Methyl-19-norprogesterone">17α-Methyl-19-norprogesterone</a></li> <li><a href="/wiki/18-Methylsegesterone_acetate" title="18-Methylsegesterone acetate">18-Methylsegesterone acetate</a></li> <li><a href="/wiki/19-Norprogesterone" title="19-Norprogesterone">19-Norprogesterone</a></li> <li><a href="/wiki/Amadinone" title="Amadinone">Amadinone</a></li> <li><a href="/wiki/Amadinone_acetate" title="Amadinone acetate">Amadinone acetate</a></li> <li><a href="/wiki/Demegestone" title="Demegestone">Demegestone</a></li> <li><a href="/w/index.php?title=Fluoro_ethyl_norprogesterone&action=edit&redlink=1" class="new" title="Fluoro ethyl norprogesterone (page does not exist)">Fluoro ethyl norprogesterone</a></li> <li><a href="/w/index.php?title=Fluoro_furanyl_norprogesterone&action=edit&redlink=1" class="new" title="Fluoro furanyl norprogesterone (page does not exist)">Fluoro furanyl norprogesterone</a></li> <li><a href="/wiki/Gestadienol" title="Gestadienol">Gestadienol</a></li> <li><a href="/wiki/Gestadienol_acetate" title="Gestadienol acetate">Gestadienol acetate</a></li> <li><a href="/wiki/Gestonorone_acetate" title="Gestonorone acetate">Gestonorone acetate (gestronol acetate)</a></li> <li><a href="/wiki/Gestonorone_caproate" title="Gestonorone caproate">Gestonorone caproate (gestronol hexanoate)</a></li> <li><a href="/wiki/Gestronol" title="Gestronol">Gestronol (gestonorone)</a></li> <li><a href="/wiki/Nomegestrol" title="Nomegestrol">Nomegestrol</a></li> <li><a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">Nomegestrol acetate</a></li> <li><a href="/wiki/Norgestomet" title="Norgestomet">Norgestomet</a></li> <li><a href="/wiki/ORG-2058" title="ORG-2058">ORG-2058</a></li> <li><a href="/wiki/Oxogestone" title="Oxogestone">Oxogestone</a></li> <li><a href="/wiki/Oxogestone_phenpropionate" title="Oxogestone phenpropionate">Oxogestone phenpropionate (xinogestone)</a></li> <li><a href="/wiki/Promegestone" title="Promegestone">Promegestone</a></li> <li><a href="/wiki/Segesterone" title="Segesterone">Segesterone</a></li> <li><a href="/wiki/Nestorone" class="mw-redirect" title="Nestorone">Segesterone acetate (nestorone)</a></li> <li><a href="/wiki/Trimegestone" title="Trimegestone">Trimegestone</a></li></ul> <ul><li><i>Testosterone derivatives:</i> Progestins: <a href="/wiki/6,6-Difluoronorethisterone" title="6,6-Difluoronorethisterone">6,6-Difluoronorethisterone</a></li> <li><a href="/wiki/6,6-Difluoronorethisterone_acetate" title="6,6-Difluoronorethisterone acetate">6,6-Difluoronorethisterone acetate</a></li> <li><a href="/wiki/17%CE%B1-Allyl-19-nortestosterone" title="17α-Allyl-19-nortestosterone">17α-Allyl-19-nortestosterone</a></li> <li><a href="/wiki/Allylestrenol" title="Allylestrenol">Allylestrenol</a></li> <li><a href="/wiki/Altrenogest" title="Altrenogest">Altrenogest</a></li> <li><a href="/wiki/Chloroethynylnorgestrel" title="Chloroethynylnorgestrel">Chloroethynylnorgestrel</a></li> <li><a href="/wiki/Cingestol" title="Cingestol">Cingestol</a></li> <li><a href="/wiki/Danazol" title="Danazol">Danazol</a></li> <li><a href="/wiki/Desogestrel" title="Desogestrel">Desogestrel</a></li> <li><a href="/wiki/Dienogest" title="Dienogest">Dienogest</a></li> <li><a href="/wiki/Ethinylandrostenediol" title="Ethinylandrostenediol">Ethinylandrostenediol</a> <ul><li><a href="/wiki/Ethandrostate" title="Ethandrostate">Ethandrostate</a></li></ul></li> <li><a href="/wiki/Ethisterone" title="Ethisterone">Ethisterone</a></li> <li><a href="/wiki/Ethynerone" title="Ethynerone">Ethynerone</a></li> <li><a href="/wiki/Etonogestrel" title="Etonogestrel">Etonogestrel</a></li> <li><a href="/wiki/Etynodiol" title="Etynodiol">Etynodiol</a></li> <li><a href="/wiki/Etynodiol_diacetate" title="Etynodiol diacetate">Etynodiol diacetate</a></li> <li><a href="/wiki/Gestodene" title="Gestodene">Gestodene</a></li> <li><a href="/wiki/Gestrinone" title="Gestrinone">Gestrinone</a></li> <li><a href="/wiki/Levonorgestrel" title="Levonorgestrel">Levonorgestrel</a></li> <li><a href="/wiki/Levonorgestrel_ester" class="mw-redirect" title="Levonorgestrel ester">Levonorgestrel esters</a> (e.g., <a href="/wiki/Levonorgestrel_butanoate" title="Levonorgestrel butanoate">levonorgestrel butanoate</a>)</li> <li><a href="/wiki/Lynestrenol" title="Lynestrenol">Lynestrenol</a></li> <li><a href="/wiki/Lynestrenol_phenylpropionate" title="Lynestrenol phenylpropionate">Lynestrenol phenylpropionate</a></li> <li><a href="/wiki/Metynodiol" title="Metynodiol">Metynodiol</a></li> <li><a href="/wiki/Metynodiol_diacetate" title="Metynodiol diacetate">Metynodiol diacetate</a></li> <li><a href="/wiki/Norelgestromin" title="Norelgestromin">Norelgestromin</a></li> <li><a href="/wiki/Norethisterone" title="Norethisterone">Norethisterone (norethindrone)</a></li> <li><a href="/wiki/Norethisterone_ester" class="mw-redirect" title="Norethisterone ester">Norethisterone esters</a> (e.g., <a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">norethisterone acetate</a>, <a href="/wiki/Norethisterone_enanthate" title="Norethisterone enanthate">norethisterone enanthate</a>)</li> <li><a href="/wiki/Noretynodrel" title="Noretynodrel">Noretynodrel</a></li> <li><a href="/wiki/Norgesterone" title="Norgesterone">Norgesterone</a></li> <li><a href="/wiki/Norgestimate" title="Norgestimate">Norgestimate</a></li> <li><a href="/wiki/Norgestrel" title="Norgestrel">Norgestrel</a></li> <li><a href="/wiki/Norgestrienone" title="Norgestrienone">Norgestrienone</a></li> <li><a href="/wiki/Norvinisterone" title="Norvinisterone">Norvinisterone</a></li> <li><a href="/wiki/Oxendolone" title="Oxendolone">Oxendolone</a></li> <li><a href="/wiki/Quingestanol" title="Quingestanol">Quingestanol</a></li> <li><a href="/wiki/Quingestanol_acetate" title="Quingestanol acetate">Quingestanol acetate</a></li> <li><a href="/wiki/Tibolone" title="Tibolone">Tibolone</a></li> <li><a href="/wiki/Tigestol" title="Tigestol">Tigestol</a></li> <li><a href="/wiki/Tosagestin" title="Tosagestin">Tosagestin</a>; Anabolic–androgenic steroids: <a href="/wiki/11%CE%B2-Methyl-19-nortestosterone" title="11β-Methyl-19-nortestosterone">11β-Methyl-19-nortestosterone</a></li> <li><a href="/wiki/11%CE%B2-Methyl-19-nortestosterone_dodecylcarbonate" title="11β-Methyl-19-nortestosterone dodecylcarbonate">11β-Methyl-19-nortestosterone dodecylcarbonate</a></li> <li><a href="/wiki/19-Nor-5-androstenediol" title="19-Nor-5-androstenediol">19-Nor-5-androstenediol</a></li> <li><a href="/wiki/19-Nor-5-androstenedione" title="19-Nor-5-androstenedione">19-Nor-5-androstenedione</a></li> <li><a href="/wiki/19-Nordehydroepiandrosterone" title="19-Nordehydroepiandrosterone">19-Nordehydroepiandrosterone</a></li> <li><a href="/wiki/Bolandiol" title="Bolandiol">Bolandiol</a></li> <li><a href="/wiki/Bolandiol_dipropionate" title="Bolandiol dipropionate">Bolandiol dipropionate</a></li> <li><a href="/wiki/Bolandione" title="Bolandione">Bolandione</a></li> <li><a href="/wiki/Dimethisterone" title="Dimethisterone">Dimethisterone</a></li> <li><a href="/wiki/Dienedione" title="Dienedione">Dienedione</a></li> <li><a href="/wiki/Dienolone" title="Dienolone">Dienolone</a></li> <li><a href="/wiki/Dimethandrolone" title="Dimethandrolone">Dimethandrolone</a></li> <li><a href="/wiki/Dimethandrolone_buciclate" title="Dimethandrolone buciclate">Dimethandrolone buciclate</a></li> <li><a href="/wiki/Dimethandrolone_dodecylcarbonate" title="Dimethandrolone dodecylcarbonate">Dimethandrolone dodecylcarbonate</a></li> <li><a href="/wiki/Dimethandrolone_undecanoate" title="Dimethandrolone undecanoate">Dimethandrolone undecanoate</a></li> <li><a href="/wiki/Dimethyldienolone" title="Dimethyldienolone">Dimethyldienolone</a></li> <li><a href="/wiki/Dimethyltrienolone" title="Dimethyltrienolone">Dimethyltrienolone</a></li> <li><a href="/wiki/Ethyldienolone" title="Ethyldienolone">Ethyldienolone</a></li> <li><a href="/wiki/Ethylestrenol" title="Ethylestrenol">Ethylestrenol (ethylnandrol)</a></li> <li><a href="/wiki/Methyldienolone" title="Methyldienolone">Methyldienolone</a></li> <li><a href="/wiki/Metribolone" title="Metribolone">Metribolone (R-1881)</a></li> <li><a href="/wiki/Methoxydienone" title="Methoxydienone">Methoxydienone (methoxygonadiene)</a></li> <li><a href="/wiki/Mibolerone" title="Mibolerone">Mibolerone</a></li> <li><a href="/wiki/Nandrolone" title="Nandrolone">Nandrolone</a></li> <li><a href="/wiki/Nandrolone_ester" class="mw-redirect" title="Nandrolone ester">Nandrolone esters</a> (e.g., <a href="/wiki/Nandrolone_decanoate" title="Nandrolone decanoate">nandrolone decanoate</a>, <a href="/wiki/Nandrolone_phenylpropionate" title="Nandrolone phenylpropionate">nandrolone phenylpropionate</a>)</li> <li><a href="/wiki/Norethandrolone" title="Norethandrolone">Norethandrolone</a></li> <li><a href="/wiki/Normethandrone" title="Normethandrone">Normethandrone (methylestrenolone, normethandrolone, normethisterone)</a></li> <li><a href="/wiki/RU-2309" title="RU-2309">RU-2309</a></li> <li><a href="/wiki/Tetrahydrogestrinone" title="Tetrahydrogestrinone">Tetrahydrogestrinone</a></li> <li><a href="/wiki/Trenbolone" title="Trenbolone">Trenbolone (trienolone)</a></li> <li><a href="/wiki/Trenbolone_ester" class="mw-redirect" title="Trenbolone ester">Trenbolone esters</a> (e.g., <a href="/wiki/Trenbolone_acetate" title="Trenbolone acetate">trenbolone acetate</a>, <a href="/wiki/Trenbolone_enanthate" title="Trenbolone enanthate">trenbolone enanthate</a>)</li> <li><a href="/wiki/Trendione" title="Trendione">Trendione</a></li> <li><a href="/wiki/Trestolone" title="Trestolone">Trestolone</a></li> <li><a href="/wiki/Trestolone_acetate" title="Trestolone acetate">Trestolone acetate</a></li></ul> <ul><li><i>Spirolactone derivatives:</i> <a href="/wiki/Canrenoic_acid" title="Canrenoic acid">Canrenoic acid</a></li> <li><a href="/wiki/Canrenone" title="Canrenone">Canrenone</a></li> <li><a href="/wiki/Drospirenone" title="Drospirenone">Drospirenone</a></li> <li><a href="/wiki/Mespirenone" title="Mespirenone">Mespirenone</a></li> <li><a href="/wiki/Potassium_canrenoate" title="Potassium canrenoate">Potassium canrenoate</a></li> <li><a href="/wiki/Prorenone" title="Prorenone">Prorenone</a></li> <li><a href="/wiki/SC-5233" title="SC-5233">SC-5233 (spirolactone)</a></li> <li><a href="/wiki/SC-8109" title="SC-8109">SC-8109</a></li> <li><a href="/wiki/Spironolactone" title="Spironolactone">Spironolactone</a></li> <li><a href="/wiki/Spirorenone" title="Spirorenone">Spirorenone</a></li></ul> <ul><li><i>Nonsteroidal:</i> <a href="/wiki/3,8-Dihydrodiligustilide" title="3,8-Dihydrodiligustilide">3,8-Dihydrodiligustilide</a></li> <li><a href="/wiki/LG-2527" title="LG-2527">LG-2527</a></li> <li><a href="/w/index.php?title=LG-100128&action=edit&redlink=1" class="new" title="LG-100128 (page does not exist)">LG-100128</a></li> <li><a href="/wiki/Riligustilide" title="Riligustilide">Riligustilide</a></li> <li><a href="/w/index.php?title=RWJ-26819&action=edit&redlink=1" class="new" title="RWJ-26819 (page does not exist)">RWJ-26819</a></li> <li><a href="/w/index.php?title=RWJ-49853&action=edit&redlink=1" class="new" title="RWJ-49853 (page does not exist)">RWJ-49853</a></li> <li><a href="/w/index.php?title=RWJ-60130&action=edit&redlink=1" class="new" title="RWJ-60130 (page does not exist)">RWJ-60130</a></li> <li><a href="/wiki/Tanaproget" title="Tanaproget">Tanaproget</a></li> <li><a href="/wiki/ZM-182345" title="ZM-182345">ZM-182345</a></li></ul> <ul><li><i>Unknown:</i> <a href="/wiki/ORG-47241" title="ORG-47241">ORG-47241</a></li> <li><a href="/wiki/ORG-201745" title="ORG-201745">ORG-201745</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center">Mixed<br />(<a href="/wiki/Selective_progesterone_receptor_modulators" class="mw-redirect" title="Selective progesterone receptor modulators"><abbr title="Selective progesterone receptor modulators">SPRMs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Selective progesterone receptor modulators</span>)</th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Steroidal:</i> <a href="/wiki/Dihydroethisterone" class="mw-redirect" title="Dihydroethisterone">Dihydroethisterone</a></li> <li><a href="/wiki/5%CE%B1-Dihydrolevonorgestrel" title="5α-Dihydrolevonorgestrel">5α-Dihydrolevonorgestrel</a></li> <li><a href="/wiki/5%CE%B1-Dihydronorethisterone" title="5α-Dihydronorethisterone">5α-Dihydronorethisterone</a></li> <li><a href="/wiki/Asoprisnil" title="Asoprisnil">Asoprisnil</a></li> <li><a href="/wiki/Asoprisnil_ecamate" title="Asoprisnil ecamate">Asoprisnil ecamate</a></li> <li><a href="/wiki/Guggulsterone" title="Guggulsterone">Guggulsterone</a></li> <li><a href="/w/index.php?title=J1042&action=edit&redlink=1" class="new" title="J1042 (page does not exist)">J1042</a></li> <li><a href="/w/index.php?title=LG-120838&action=edit&redlink=1" class="new" title="LG-120838 (page does not exist)">LG-120838</a></li> <li><a href="/wiki/Metapristone" title="Metapristone">Metapristone (RU-42633)</a></li> <li><a href="/wiki/Mifepristone" title="Mifepristone">Mifepristone (RU-486)</a></li> <li><a href="/w/index.php?title=ORF-9371&action=edit&redlink=1" class="new" title="ORF-9371 (page does not exist)">ORF-9371</a></li> <li><a href="/wiki/ORF-9326" class="mw-redirect" title="ORF-9326">ORF-9326</a></li> <li><a href="/w/index.php?title=ORG-31710&action=edit&redlink=1" class="new" title="ORG-31710 (page does not exist)">ORG-31710</a></li> <li><a href="/w/index.php?title=ORG-33628&action=edit&redlink=1" class="new" title="ORG-33628 (page does not exist)">ORG-33628</a></li> <li><a href="/w/index.php?title=RMI-12936&action=edit&redlink=1" class="new" title="RMI-12936 (page does not exist)">RMI-12936</a></li> <li><a href="/wiki/Telapristone" title="Telapristone">Telapristone</a></li> <li><a href="/wiki/Ulipristal_acetate" title="Ulipristal acetate">Ulipristal acetate</a></li> <li><a href="/wiki/Vilaprisan" title="Vilaprisan">Vilaprisan</a></li> <li><a href="/w/index.php?title=ZK-137316&action=edit&redlink=1" class="new" title="ZK-137316 (page does not exist)">ZK-137316</a></li></ul> <ul><li><i>Nonsteroidal:</i> <a href="/wiki/Apigenin" title="Apigenin">Apigenin</a></li> <li><a href="/wiki/Kaempferol" title="Kaempferol">Kaempferol</a></li> <li><a href="/w/index.php?title=LG-120920&action=edit&redlink=1" class="new" title="LG-120920 (page does not exist)">LG-120920</a></li> <li><a href="/wiki/Naringenin" title="Naringenin">Naringenin</a></li> <li><a href="/w/index.php?title=PRA-910&action=edit&redlink=1" class="new" title="PRA-910 (page does not exist)">PRA-910</a></li> <li><a href="/wiki/Syringic_acid" title="Syringic acid">Syringic acid</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Steroidal:</i> <a href="/wiki/Aglepristone" title="Aglepristone">Aglepristone</a></li> <li><a href="/wiki/Lilopristone" title="Lilopristone">Lilopristone</a></li> <li><a href="/wiki/Lonaprisan" title="Lonaprisan">Lonaprisan</a></li> <li><a href="/wiki/Onapristone" title="Onapristone">Onapristone</a></li> <li><a href="/w/index.php?title=ORG-31710&action=edit&redlink=1" class="new" title="ORG-31710 (page does not exist)">ORG-31710</a></li> <li><a href="/w/index.php?title=ORG-31806&action=edit&redlink=1" class="new" title="ORG-31806 (page does not exist)">ORG-31806</a></li> <li><a href="/w/index.php?title=ORG-33628&action=edit&redlink=1" class="new" title="ORG-33628 (page does not exist)">ORG-33628</a></li> <li><a href="/w/index.php?title=RTI_3021%E2%80%93022&action=edit&redlink=1" class="new" title="RTI 3021–022 (page does not exist)">RTI 3021–022</a></li> <li><a href="/wiki/Toripristone" title="Toripristone">Toripristone</a></li> <li><a href="/wiki/Zanoterone" title="Zanoterone">Zanoterone</a></li></ul> <ul><li><i>Nonsteroidal:</i> <a href="/wiki/Darolutamide" title="Darolutamide">Darolutamide</a></li> <li><a href="/w/index.php?title=LG-001447&action=edit&redlink=1" class="new" title="LG-001447 (page does not exist)">LG-001447</a></li> <li><a href="/w/index.php?title=LG-100127&action=edit&redlink=1" class="new" title="LG-100127 (page does not exist)">LG-100127</a></li> <li><a href="/w/index.php?title=LG-100128&action=edit&redlink=1" class="new" title="LG-100128 (page does not exist)">LG-100128</a></li> <li><a href="/w/index.php?title=LG-120830&action=edit&redlink=1" class="new" title="LG-120830 (page does not exist)">LG-120830</a></li> <li><a href="/w/index.php?title=LG-121046&action=edit&redlink=1" class="new" title="LG-121046 (page does not exist)">LG-121046</a></li> <li><a href="/wiki/Valproic_acid" class="mw-redirect" title="Valproic acid">Valproic acid</a></li> <li><a href="/w/index.php?title=ZM-150271&action=edit&redlink=1" class="new" title="ZM-150271 (page does not exist)">ZM-150271</a></li> <li><a href="/w/index.php?title=ZM-172406&action=edit&redlink=1" class="new" title="ZM-172406 (page does not exist)">ZM-172406</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Membrane_progesterone_receptor" title="Membrane progesterone receptor"><abbr title="Membrane progesterone receptor">mPR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Membrane progesterone receptor</span><br />(<a href="/wiki/Progestin_and_adipoQ_receptor" title="Progestin and adipoQ receptor"><abbr title="Progestin and adipoQ receptor">PAQR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Progestin and adipoQ receptor</span>)</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center">Agonists</th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/5%CE%B1-Dihydroprogesterone" title="5α-Dihydroprogesterone">5α-Dihydroprogesterone</a></li> <li><a href="/wiki/5%CE%B2-Dihydroprogesterone" title="5β-Dihydroprogesterone">5β-Dihydroprogesterone</a></li> <li><a href="/wiki/11-Deoxycorticosterone" title="11-Deoxycorticosterone">11-Deoxycortisone (21-hydroxyprogesterone)</a></li> <li><a href="/wiki/11-Deoxycortisol" title="11-Deoxycortisol">11-Deoxycortisol (17α,21-dihydroxyprogesterone)</a></li> <li><a href="/wiki/17%CE%B1-Hydroxyprogesterone" title="17α-Hydroxyprogesterone">17α-Hydroxyprogesterone</a></li> <li><a href="/wiki/Allopregnanolone" title="Allopregnanolone">Allopregnanolone</a></li> <li><a href="/wiki/Mifepristone" title="Mifepristone">Mifepristone</a></li> <li><a href="/wiki/Pregnenolone" title="Pregnenolone">Pregnenolone</a></li> <li><a href="/wiki/Progesterone" title="Progesterone">Progesterone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Mifepristone" title="Mifepristone">Mifepristone</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <dl><dt>See also</dt> <dd><a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a></dd> <dd><a href="/wiki/Template:Progestogens_and_antiprogestogens" title="Template:Progestogens and antiprogestogens">Progestogens and antiprogestogens</a></dd> <dd><a href="/wiki/Template:Androgen_receptor_modulators" title="Template:Androgen receptor modulators">Androgen receptor modulators</a></dd> <dd><a href="/wiki/Template:Estrogen_receptor_modulators" title="Template:Estrogen receptor modulators">Estrogen receptor modulators</a></dd> <dd><a href="/wiki/List_of_steroidal_progestogens" class="mw-redirect" title="List of steroidal progestogens">List of progestogens</a></dd></dl> </div></td></tr></tbody></table></div> <style data-mw-deduplicate="TemplateStyles:r1130092004">.mw-parser-output .portal-bar{font-size:88%;font-weight:bold;display:flex;justify-content:center;align-items:baseline}.mw-parser-output .portal-bar-bordered{padding:0 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