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Testosterone - Wikipedia
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id="toc-Biological_effects-sublist" class="vector-toc-list"> <li id="toc-Effects_on_physiological_development" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Effects_on_physiological_development"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.1</span> <span>Effects on physiological development</span> </div> </a> <ul id="toc-Effects_on_physiological_development-sublist" class="vector-toc-list"> <li id="toc-Before_birth" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Before_birth"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.1.1</span> <span>Before birth</span> </div> </a> <ul id="toc-Before_birth-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Early_infancy" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Early_infancy"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.1.2</span> <span>Early infancy</span> </div> </a> <ul id="toc-Early_infancy-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Before_puberty" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Before_puberty"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.1.3</span> <span>Before puberty</span> </div> </a> <ul id="toc-Before_puberty-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Pubertal" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Pubertal"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.1.4</span> <span>Pubertal</span> </div> </a> <ul id="toc-Pubertal-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Adult" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Adult"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.1.5</span> <span>Adult</span> </div> </a> <ul id="toc-Adult-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Health_effects" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Health_effects"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.2</span> <span>Health effects</span> </div> </a> <ul id="toc-Health_effects-sublist" class="vector-toc-list"> <li id="toc-Immune_system_and_inflammation" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Immune_system_and_inflammation"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.2.1</span> <span>Immune system and inflammation</span> </div> </a> <ul id="toc-Immune_system_and_inflammation-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Medical_use" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Medical_use"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.2.2</span> <span>Medical use</span> </div> </a> <ul id="toc-Medical_use-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Behavioural_correlations" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Behavioural_correlations"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.3</span> <span>Behavioural correlations</span> </div> </a> <ul id="toc-Behavioural_correlations-sublist" class="vector-toc-list"> <li id="toc-Sexual_arousal" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Sexual_arousal"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.3.1</span> <span>Sexual arousal</span> </div> </a> <ul id="toc-Sexual_arousal-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Mammalian_studies" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Mammalian_studies"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.3.2</span> <span>Mammalian studies</span> </div> </a> <ul id="toc-Mammalian_studies-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Males" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Males"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.3.3</span> <span>Males</span> </div> </a> <ul id="toc-Males-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Females" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Females"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.3.4</span> <span>Females</span> </div> </a> <ul id="toc-Females-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Romantic_relationships" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Romantic_relationships"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.3.5</span> <span>Romantic relationships</span> </div> </a> <ul id="toc-Romantic_relationships-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Fatherhood" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Fatherhood"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.3.6</span> <span>Fatherhood</span> </div> </a> <ul id="toc-Fatherhood-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Motivation" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Motivation"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.3.7</span> <span>Motivation</span> </div> </a> <ul id="toc-Motivation-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Aggression_and_criminality" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Aggression_and_criminality"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.3.8</span> <span>Aggression and criminality</span> </div> </a> <ul id="toc-Aggression_and_criminality-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Fairness" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Fairness"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.3.9</span> <span>Fairness</span> </div> </a> <ul id="toc-Fairness-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> </ul> </li> <li id="toc-Biological_activity" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Biological_activity"> <div class="vector-toc-text"> <span class="vector-toc-numb">2</span> <span>Biological activity</span> </div> </a> <button aria-controls="toc-Biological_activity-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 Biological activity subsection</span> </button> <ul id="toc-Biological_activity-sublist" class="vector-toc-list"> <li id="toc-Free_testosterone" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Free_testosterone"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.1</span> <span>Free testosterone</span> </div> </a> <ul id="toc-Free_testosterone-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Steroid_hormone_activity" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Steroid_hormone_activity"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.2</span> <span>Steroid hormone activity</span> </div> </a> <ul id="toc-Steroid_hormone_activity-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Neurosteroid_activity" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Neurosteroid_activity"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.3</span> <span>Neurosteroid activity</span> </div> </a> <ul id="toc-Neurosteroid_activity-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Biochemistry" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Biochemistry"> <div class="vector-toc-text"> <span class="vector-toc-numb">3</span> <span>Biochemistry</span> </div> </a> <button aria-controls="toc-Biochemistry-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 Biochemistry subsection</span> </button> <ul id="toc-Biochemistry-sublist" class="vector-toc-list"> <li id="toc-Biosynthesis" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Biosynthesis"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.1</span> <span>Biosynthesis</span> </div> </a> <ul id="toc-Biosynthesis-sublist" class="vector-toc-list"> <li id="toc-Regulation" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Regulation"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.1.1</span> <span>Regulation</span> </div> </a> <ul id="toc-Regulation-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Distribution" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Distribution"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.2</span> <span>Distribution</span> </div> </a> <ul id="toc-Distribution-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Metabolism" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Metabolism"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.3</span> <span>Metabolism</span> </div> </a> <ul id="toc-Metabolism-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Levels" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Levels"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.4</span> <span>Levels</span> </div> </a> <ul id="toc-Levels-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Measurement" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Measurement"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>Measurement</span> </div> </a> <ul id="toc-Measurement-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Distribution_2" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Distribution_2"> <div class="vector-toc-text"> <span class="vector-toc-numb">5</span> <span>Distribution</span> </div> </a> <ul id="toc-Distribution_2-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-History_and_production" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#History_and_production"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>History and production</span> </div> </a> <ul id="toc-History_and_production-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Other_species" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Other_species"> <div class="vector-toc-text"> <span class="vector-toc-numb">7</span> <span>Other species</span> </div> </a> <ul id="toc-Other_species-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">8</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">9</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">10</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"> <div id="vector-page-titlebar-toc" class="vector-dropdown vector-page-titlebar-toc vector-button-flush-left" > <input type="checkbox" id="vector-page-titlebar-toc-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-titlebar-toc" class="vector-dropdown-checkbox " aria-label="Toggle the table of contents" > <label id="vector-page-titlebar-toc-label" for="vector-page-titlebar-toc-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only " aria-hidden="true" ><span class="vector-icon mw-ui-icon-listBullet mw-ui-icon-wikimedia-listBullet"></span> <span class="vector-dropdown-label-text">Toggle the table of contents</span> </label> <div class="vector-dropdown-content"> <div id="vector-page-titlebar-toc-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Testosterone</span></h1> <div id="p-lang-btn" class="vector-dropdown mw-portlet mw-portlet-lang" > <input type="checkbox" id="p-lang-btn-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-p-lang-btn" class="vector-dropdown-checkbox mw-interlanguage-selector" aria-label="Go to an article in another language. Available in 82 languages" > <label id="p-lang-btn-label" for="p-lang-btn-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive mw-portlet-lang-heading-82" aria-hidden="true" ><span class="vector-icon mw-ui-icon-language-progressive mw-ui-icon-wikimedia-language-progressive"></span> <span class="vector-dropdown-label-text">82 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-af mw-list-item"><a href="https://af.wikipedia.org/wiki/Testosteroon" title="Testosteroon – Afrikaans" lang="af" hreflang="af" data-title="Testosteroon" data-language-autonym="Afrikaans" data-language-local-name="Afrikaans" class="interlanguage-link-target"><span>Afrikaans</span></a></li><li class="interlanguage-link interwiki-als mw-list-item"><a href="https://als.wikipedia.org/wiki/Testosteron" title="Testosteron – Alemannic" lang="gsw" hreflang="gsw" data-title="Testosteron" data-language-autonym="Alemannisch" data-language-local-name="Alemannic" class="interlanguage-link-target"><span>Alemannisch</span></a></li><li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D8%AA%D8%B3%D8%AA%D9%88%D8%B3%D8%AA%D9%8A%D8%B1%D9%88%D9%86" title="تستوستيرون – Arabic" lang="ar" hreflang="ar" data-title="تستوستيرون" data-language-autonym="العربية" data-language-local-name="Arabic" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-an mw-list-item"><a href="https://an.wikipedia.org/wiki/Testosterona" title="Testosterona – Aragonese" lang="an" hreflang="an" data-title="Testosterona" data-language-autonym="Aragonés" data-language-local-name="Aragonese" class="interlanguage-link-target"><span>Aragonés</span></a></li><li class="interlanguage-link interwiki-hyw mw-list-item"><a href="https://hyw.wikipedia.org/wiki/%D4%B4%D5%A5%D5%BD%D5%A4%D5%B8%D5%BD%D5%A4%D5%A5%D6%80%D5%B8%D5%B6" title="Դեսդոսդերոն – Western Armenian" lang="hyw" hreflang="hyw" data-title="Դեսդոսդերոն" data-language-autonym="Արեւմտահայերէն" data-language-local-name="Western Armenian" class="interlanguage-link-target"><span>Արեւմտահայերէն</span></a></li><li class="interlanguage-link interwiki-ast mw-list-item"><a href="https://ast.wikipedia.org/wiki/Testosterona" title="Testosterona – Asturian" lang="ast" hreflang="ast" data-title="Testosterona" data-language-autonym="Asturianu" data-language-local-name="Asturian" class="interlanguage-link-target"><span>Asturianu</span></a></li><li class="interlanguage-link interwiki-az mw-list-item"><a href="https://az.wikipedia.org/wiki/Testosteron" title="Testosteron – Azerbaijani" lang="az" hreflang="az" data-title="Testosteron" data-language-autonym="Azərbaycanca" data-language-local-name="Azerbaijani" class="interlanguage-link-target"><span>Azərbaycanca</span></a></li><li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D8%AA%D8%B3%D8%AA%D9%88%D8%B3%D8%AA%D8%B1%D9%88%D9%86" title="تستوسترون – South Azerbaijani" lang="azb" hreflang="azb" data-title="تستوسترون" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-bn mw-list-item"><a href="https://bn.wikipedia.org/wiki/%E0%A6%9F%E0%A7%87%E0%A6%B8%E0%A7%8D%E0%A6%9F%E0%A7%8B%E0%A6%B8%E0%A7%8D%E0%A6%9F%E0%A7%87%E0%A6%B0%E0%A6%A8" title="টেস্টোস্টেরন – Bangla" lang="bn" hreflang="bn" data-title="টেস্টোস্টেরন" data-language-autonym="বাংলা" data-language-local-name="Bangla" class="interlanguage-link-target"><span>বাংলা</span></a></li><li class="interlanguage-link interwiki-be mw-list-item"><a href="https://be.wikipedia.org/wiki/%D0%A2%D1%8D%D1%81%D1%82%D0%B0%D1%81%D1%82%D1%8D%D1%80%D0%BE%D0%BD" title="Тэстастэрон – Belarusian" lang="be" hreflang="be" data-title="Тэстастэрон" data-language-autonym="Беларуская" data-language-local-name="Belarusian" class="interlanguage-link-target"><span>Беларуская</span></a></li><li class="interlanguage-link interwiki-be-x-old mw-list-item"><a href="https://be-tarask.wikipedia.org/wiki/%D0%A2%D1%8D%D1%81%D1%82%D0%B0%D1%81%D1%82%D1%8D%D1%80%D0%BE%D0%BD" title="Тэстастэрон – Belarusian (Taraškievica orthography)" lang="be-tarask" hreflang="be-tarask" data-title="Тэстастэрон" data-language-autonym="Беларуская (тарашкевіца)" data-language-local-name="Belarusian (Taraškievica orthography)" class="interlanguage-link-target"><span>Беларуская (тарашкевіца)</span></a></li><li class="interlanguage-link interwiki-bcl mw-list-item"><a href="https://bcl.wikipedia.org/wiki/Testosterona" title="Testosterona – Central Bikol" lang="bcl" hreflang="bcl" data-title="Testosterona" data-language-autonym="Bikol Central" data-language-local-name="Central Bikol" class="interlanguage-link-target"><span>Bikol Central</span></a></li><li class="interlanguage-link interwiki-bg mw-list-item"><a href="https://bg.wikipedia.org/wiki/%D0%A2%D0%B5%D1%81%D1%82%D0%BE%D1%81%D1%82%D0%B5%D1%80%D0%BE%D0%BD" title="Тестостерон – Bulgarian" lang="bg" hreflang="bg" data-title="Тестостерон" data-language-autonym="Български" data-language-local-name="Bulgarian" class="interlanguage-link-target"><span>Български</span></a></li><li class="interlanguage-link interwiki-bs mw-list-item"><a href="https://bs.wikipedia.org/wiki/Testosteron" title="Testosteron – Bosnian" lang="bs" hreflang="bs" data-title="Testosteron" data-language-autonym="Bosanski" data-language-local-name="Bosnian" class="interlanguage-link-target"><span>Bosanski</span></a></li><li class="interlanguage-link interwiki-br mw-list-item"><a href="https://br.wikipedia.org/wiki/Testosteron" title="Testosteron – Breton" lang="br" hreflang="br" data-title="Testosteron" data-language-autonym="Brezhoneg" data-language-local-name="Breton" class="interlanguage-link-target"><span>Brezhoneg</span></a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Testosterona" title="Testosterona – Catalan" lang="ca" hreflang="ca" data-title="Testosterona" data-language-autonym="Català" data-language-local-name="Catalan" class="interlanguage-link-target"><span>Català</span></a></li><li class="interlanguage-link interwiki-cv mw-list-item"><a href="https://cv.wikipedia.org/wiki/%D0%A2%D0%B5%D1%81%D1%82%D0%BE%D1%81%D1%82%D0%B5%D1%80%D0%BE%D0%BD" title="Тестостерон – Chuvash" lang="cv" hreflang="cv" data-title="Тестостерон" data-language-autonym="Чӑвашла" data-language-local-name="Chuvash" class="interlanguage-link-target"><span>Чӑвашла</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Testosteron" title="Testosteron – Czech" lang="cs" hreflang="cs" data-title="Testosteron" data-language-autonym="Čeština" data-language-local-name="Czech" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-da mw-list-item"><a href="https://da.wikipedia.org/wiki/Testosteron" title="Testosteron – Danish" lang="da" hreflang="da" data-title="Testosteron" data-language-autonym="Dansk" data-language-local-name="Danish" class="interlanguage-link-target"><span>Dansk</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Testosteron" title="Testosteron – German" lang="de" hreflang="de" data-title="Testosteron" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-et mw-list-item"><a href="https://et.wikipedia.org/wiki/Testosteroon" title="Testosteroon – Estonian" lang="et" hreflang="et" data-title="Testosteroon" data-language-autonym="Eesti" data-language-local-name="Estonian" class="interlanguage-link-target"><span>Eesti</span></a></li><li class="interlanguage-link interwiki-el mw-list-item"><a href="https://el.wikipedia.org/wiki/%CE%A4%CE%B5%CF%83%CF%84%CE%BF%CF%83%CF%84%CE%B5%CF%81%CF%8C%CE%BD%CE%B7" title="Τεστοστερόνη – Greek" lang="el" hreflang="el" data-title="Τεστοστερόνη" data-language-autonym="Ελληνικά" data-language-local-name="Greek" class="interlanguage-link-target"><span>Ελληνικά</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Testosterona" title="Testosterona – Spanish" lang="es" hreflang="es" data-title="Testosterona" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-eo mw-list-item"><a href="https://eo.wikipedia.org/wiki/Testosterono" title="Testosterono – Esperanto" lang="eo" hreflang="eo" data-title="Testosterono" data-language-autonym="Esperanto" data-language-local-name="Esperanto" class="interlanguage-link-target"><span>Esperanto</span></a></li><li class="interlanguage-link interwiki-eu mw-list-item"><a href="https://eu.wikipedia.org/wiki/Testosterona" title="Testosterona – Basque" lang="eu" hreflang="eu" data-title="Testosterona" data-language-autonym="Euskara" data-language-local-name="Basque" class="interlanguage-link-target"><span>Euskara</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%AA%D8%B3%D8%AA%D9%88%D8%B3%D8%AA%D8%B1%D9%88%D9%86" title="تستوسترون – Persian" lang="fa" hreflang="fa" data-title="تستوسترون" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/Testost%C3%A9rone" title="Testostérone – French" lang="fr" hreflang="fr" data-title="Testostérone" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-ga mw-list-item"><a href="https://ga.wikipedia.org/wiki/T%C3%A9istist%C3%A9ar%C3%B3n" title="Téististéarón – Irish" lang="ga" hreflang="ga" data-title="Téististéarón" data-language-autonym="Gaeilge" data-language-local-name="Irish" class="interlanguage-link-target"><span>Gaeilge</span></a></li><li class="interlanguage-link interwiki-gl mw-list-item"><a href="https://gl.wikipedia.org/wiki/Testosterona" title="Testosterona – Galician" lang="gl" hreflang="gl" data-title="Testosterona" data-language-autonym="Galego" data-language-local-name="Galician" class="interlanguage-link-target"><span>Galego</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%ED%85%8C%EC%8A%A4%ED%86%A0%EC%8A%A4%ED%85%8C%EB%A1%A0" title="테스토스테론 – Korean" lang="ko" hreflang="ko" data-title="테스토스테론" data-language-autonym="한국어" data-language-local-name="Korean" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-ha mw-list-item"><a href="https://ha.wikipedia.org/wiki/Testosterone" title="Testosterone – Hausa" lang="ha" hreflang="ha" data-title="Testosterone" data-language-autonym="Hausa" data-language-local-name="Hausa" class="interlanguage-link-target"><span>Hausa</span></a></li><li class="interlanguage-link interwiki-hy mw-list-item"><a href="https://hy.wikipedia.org/wiki/%D5%8F%D5%A5%D5%BD%D5%BF%D5%B8%D5%BD%D5%BF%D5%A5%D6%80%D5%B8%D5%B6" title="Տեստոստերոն – Armenian" lang="hy" hreflang="hy" data-title="Տեստոստերոն" data-language-autonym="Հայերեն" data-language-local-name="Armenian" class="interlanguage-link-target"><span>Հայերեն</span></a></li><li class="interlanguage-link interwiki-hi mw-list-item"><a href="https://hi.wikipedia.org/wiki/%E0%A4%9F%E0%A5%87%E0%A4%B8%E0%A5%8D%E0%A4%9F%E0%A5%8B%E0%A4%B8%E0%A5%8D%E0%A4%9F%E0%A5%87%E0%A4%B0%E0%A5%89%E0%A4%A8" title="टेस्टोस्टेरॉन – Hindi" lang="hi" hreflang="hi" data-title="टेस्टोस्टेरॉन" data-language-autonym="हिन्दी" data-language-local-name="Hindi" class="interlanguage-link-target"><span>हिन्दी</span></a></li><li class="interlanguage-link interwiki-hr mw-list-item"><a href="https://hr.wikipedia.org/wiki/Testosteron" title="Testosteron – Croatian" lang="hr" hreflang="hr" data-title="Testosteron" data-language-autonym="Hrvatski" data-language-local-name="Croatian" class="interlanguage-link-target"><span>Hrvatski</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Testosteron" title="Testosteron – Indonesian" lang="id" hreflang="id" data-title="Testosteron" data-language-autonym="Bahasa Indonesia" data-language-local-name="Indonesian" class="interlanguage-link-target"><span>Bahasa Indonesia</span></a></li><li class="interlanguage-link interwiki-is mw-list-item"><a href="https://is.wikipedia.org/wiki/Test%C3%B3ster%C3%B3n" title="Testósterón – Icelandic" lang="is" hreflang="is" data-title="Testósterón" data-language-autonym="Íslenska" data-language-local-name="Icelandic" class="interlanguage-link-target"><span>Íslenska</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Testosterone" title="Testosterone – Italian" lang="it" hreflang="it" data-title="Testosterone" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-he mw-list-item"><a href="https://he.wikipedia.org/wiki/%D7%98%D7%A1%D7%98%D7%95%D7%A1%D7%98%D7%A8%D7%95%D7%9F" title="טסטוסטרון – Hebrew" lang="he" hreflang="he" data-title="טסטוסטרון" data-language-autonym="עברית" data-language-local-name="Hebrew" class="interlanguage-link-target"><span>עברית</span></a></li><li class="interlanguage-link interwiki-sw mw-list-item"><a href="https://sw.wikipedia.org/wiki/Tesistosteroni" title="Tesistosteroni – Swahili" lang="sw" hreflang="sw" data-title="Tesistosteroni" data-language-autonym="Kiswahili" data-language-local-name="Swahili" class="interlanguage-link-target"><span>Kiswahili</span></a></li><li class="interlanguage-link interwiki-ku mw-list-item"><a href="https://ku.wikipedia.org/wiki/Testosteron" title="Testosteron – Kurdish" lang="ku" hreflang="ku" data-title="Testosteron" data-language-autonym="Kurdî" data-language-local-name="Kurdish" class="interlanguage-link-target"><span>Kurdî</span></a></li><li class="interlanguage-link interwiki-la mw-list-item"><a href="https://la.wikipedia.org/wiki/Testosteron" title="Testosteron – Latin" lang="la" hreflang="la" data-title="Testosteron" data-language-autonym="Latina" data-language-local-name="Latin" class="interlanguage-link-target"><span>Latina</span></a></li><li class="interlanguage-link interwiki-lv mw-list-item"><a href="https://lv.wikipedia.org/wiki/Testosterons" title="Testosterons – Latvian" lang="lv" hreflang="lv" data-title="Testosterons" data-language-autonym="Latviešu" data-language-local-name="Latvian" class="interlanguage-link-target"><span>Latviešu</span></a></li><li class="interlanguage-link interwiki-lt mw-list-item"><a href="https://lt.wikipedia.org/wiki/Testosteronas" title="Testosteronas – Lithuanian" lang="lt" hreflang="lt" data-title="Testosteronas" data-language-autonym="Lietuvių" data-language-local-name="Lithuanian" class="interlanguage-link-target"><span>Lietuvių</span></a></li><li class="interlanguage-link interwiki-hu mw-list-item"><a href="https://hu.wikipedia.org/wiki/Tesztoszteron" title="Tesztoszteron – Hungarian" lang="hu" hreflang="hu" data-title="Tesztoszteron" data-language-autonym="Magyar" data-language-local-name="Hungarian" class="interlanguage-link-target"><span>Magyar</span></a></li><li class="interlanguage-link interwiki-mk mw-list-item"><a href="https://mk.wikipedia.org/wiki/%D0%A2%D0%B5%D1%81%D1%82%D0%BE%D1%81%D1%82%D0%B5%D1%80%D0%BE%D0%BD" title="Тестостерон – Macedonian" lang="mk" hreflang="mk" data-title="Тестостерон" data-language-autonym="Македонски" data-language-local-name="Macedonian" class="interlanguage-link-target"><span>Македонски</span></a></li><li class="interlanguage-link interwiki-ml mw-list-item"><a href="https://ml.wikipedia.org/wiki/%E0%B4%9F%E0%B5%86%E0%B4%B8%E0%B5%8D%E0%B4%B1%E0%B5%8D%E0%B4%B1%E0%B5%8B%E0%B4%B8%E0%B5%8D%E0%B4%B1%E0%B5%8D%E0%B4%B1%E0%B4%BF%E0%B4%B1%E0%B5%8B%E0%B5%BA" title="ടെസ്റ്റോസ്റ്റിറോൺ – Malayalam" lang="ml" hreflang="ml" data-title="ടെസ്റ്റോസ്റ്റിറോൺ" data-language-autonym="മലയാളം" data-language-local-name="Malayalam" class="interlanguage-link-target"><span>മലയാളം</span></a></li><li class="interlanguage-link interwiki-mr mw-list-item"><a href="https://mr.wikipedia.org/wiki/%E0%A4%9F%E0%A5%87%E0%A4%B8%E0%A5%8D%E0%A4%9F%E0%A5%8B%E0%A4%B8%E0%A5%8D%E0%A4%9F%E0%A5%87%E0%A4%B0%E0%A5%89%E0%A4%A8" title="टेस्टोस्टेरॉन – Marathi" lang="mr" hreflang="mr" data-title="टेस्टोस्टेरॉन" data-language-autonym="मराठी" data-language-local-name="Marathi" class="interlanguage-link-target"><span>मराठी</span></a></li><li class="interlanguage-link interwiki-ms mw-list-item"><a href="https://ms.wikipedia.org/wiki/Testosteron" title="Testosteron – Malay" lang="ms" hreflang="ms" data-title="Testosteron" data-language-autonym="Bahasa Melayu" data-language-local-name="Malay" class="interlanguage-link-target"><span>Bahasa Melayu</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Testosteron" title="Testosteron – Dutch" lang="nl" hreflang="nl" data-title="Testosteron" data-language-autonym="Nederlands" data-language-local-name="Dutch" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%83%86%E3%82%B9%E3%83%88%E3%82%B9%E3%83%86%E3%83%AD%E3%83%B3" title="テストステロン – Japanese" lang="ja" hreflang="ja" data-title="テストステロン" data-language-autonym="日本語" data-language-local-name="Japanese" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-no mw-list-item"><a href="https://no.wikipedia.org/wiki/Testosteron" title="Testosteron – Norwegian Bokmål" lang="nb" hreflang="nb" data-title="Testosteron" data-language-autonym="Norsk bokmål" data-language-local-name="Norwegian Bokmål" class="interlanguage-link-target"><span>Norsk bokmål</span></a></li><li class="interlanguage-link interwiki-nn mw-list-item"><a href="https://nn.wikipedia.org/wiki/Testosteron" title="Testosteron – Norwegian Nynorsk" lang="nn" hreflang="nn" data-title="Testosteron" data-language-autonym="Norsk nynorsk" data-language-local-name="Norwegian Nynorsk" class="interlanguage-link-target"><span>Norsk nynorsk</span></a></li><li class="interlanguage-link interwiki-oc mw-list-item"><a href="https://oc.wikipedia.org/wiki/Testosterona" title="Testosterona – Occitan" lang="oc" hreflang="oc" data-title="Testosterona" data-language-autonym="Occitan" data-language-local-name="Occitan" class="interlanguage-link-target"><span>Occitan</span></a></li><li class="interlanguage-link interwiki-or mw-list-item"><a href="https://or.wikipedia.org/wiki/%E0%AC%9F%E0%AD%87%E0%AC%B8%E0%AD%8D%E0%AC%9F%E0%AD%8B%E0%AC%B8%E0%AD%8D%E0%AC%9F%E0%AC%BF%E0%AC%B0%E0%AC%A8" title="ଟେସ୍ଟୋସ୍ଟିରନ – Odia" lang="or" hreflang="or" data-title="ଟେସ୍ଟୋସ୍ଟିରନ" data-language-autonym="ଓଡ଼ିଆ" data-language-local-name="Odia" class="interlanguage-link-target"><span>ଓଡ଼ିଆ</span></a></li><li class="interlanguage-link interwiki-uz mw-list-item"><a href="https://uz.wikipedia.org/wiki/Testosteron" title="Testosteron – Uzbek" lang="uz" hreflang="uz" data-title="Testosteron" data-language-autonym="Oʻzbekcha / ўзбекча" data-language-local-name="Uzbek" class="interlanguage-link-target"><span>Oʻzbekcha / ўзбекча</span></a></li><li class="interlanguage-link interwiki-pnb mw-list-item"><a href="https://pnb.wikipedia.org/wiki/%D9%B9%DB%8C%D8%B3%D9%B9%D9%88%D8%B3%D9%B9%DB%8C%D8%B1%D8%A7%D9%86" title="ٹیسٹوسٹیران – Western Punjabi" lang="pnb" hreflang="pnb" data-title="ٹیسٹوسٹیران" data-language-autonym="پنجابی" data-language-local-name="Western Punjabi" class="interlanguage-link-target"><span>پنجابی</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Testosteron" title="Testosteron – Polish" lang="pl" hreflang="pl" data-title="Testosteron" data-language-autonym="Polski" data-language-local-name="Polish" class="interlanguage-link-target"><span>Polski</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Testosterona" title="Testosterona – Portuguese" lang="pt" hreflang="pt" data-title="Testosterona" data-language-autonym="Português" data-language-local-name="Portuguese" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-ro mw-list-item"><a href="https://ro.wikipedia.org/wiki/Testosteron" title="Testosteron – Romanian" lang="ro" hreflang="ro" data-title="Testosteron" data-language-autonym="Română" data-language-local-name="Romanian" class="interlanguage-link-target"><span>Română</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%A2%D0%B5%D1%81%D1%82%D0%BE%D1%81%D1%82%D0%B5%D1%80%D0%BE%D0%BD" title="Тестостерон – Russian" lang="ru" hreflang="ru" data-title="Тестостерон" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sah mw-list-item"><a href="https://sah.wikipedia.org/wiki/%D0%A2%D0%B5%D1%81%D1%82%D0%BE%D1%81%D1%82%D0%B5%D1%80%D0%BE%D0%BD" title="Тестостерон – Yakut" lang="sah" hreflang="sah" data-title="Тестостерон" data-language-autonym="Саха тыла" data-language-local-name="Yakut" class="interlanguage-link-target"><span>Саха тыла</span></a></li><li class="interlanguage-link interwiki-sq mw-list-item"><a href="https://sq.wikipedia.org/wiki/Testosteroni" title="Testosteroni – Albanian" lang="sq" hreflang="sq" data-title="Testosteroni" data-language-autonym="Shqip" data-language-local-name="Albanian" class="interlanguage-link-target"><span>Shqip</span></a></li><li class="interlanguage-link interwiki-simple mw-list-item"><a href="https://simple.wikipedia.org/wiki/Testosterone" title="Testosterone – Simple English" lang="en-simple" hreflang="en-simple" data-title="Testosterone" data-language-autonym="Simple English" data-language-local-name="Simple English" class="interlanguage-link-target"><span>Simple English</span></a></li><li class="interlanguage-link interwiki-ss mw-list-item"><a href="https://ss.wikipedia.org/wiki/Itestateroni" title="Itestateroni – Swati" lang="ss" hreflang="ss" data-title="Itestateroni" data-language-autonym="SiSwati" data-language-local-name="Swati" class="interlanguage-link-target"><span>SiSwati</span></a></li><li class="interlanguage-link interwiki-sk mw-list-item"><a href="https://sk.wikipedia.org/wiki/Testoster%C3%B3n" title="Testosterón – Slovak" lang="sk" hreflang="sk" data-title="Testosterón" data-language-autonym="Slovenčina" data-language-local-name="Slovak" class="interlanguage-link-target"><span>Slovenčina</span></a></li><li class="interlanguage-link interwiki-sl mw-list-item"><a href="https://sl.wikipedia.org/wiki/Testosteron" title="Testosteron – Slovenian" lang="sl" hreflang="sl" data-title="Testosteron" data-language-autonym="Slovenščina" data-language-local-name="Slovenian" class="interlanguage-link-target"><span>Slovenščina</span></a></li><li class="interlanguage-link interwiki-ckb mw-list-item"><a href="https://ckb.wikipedia.org/wiki/%D8%AA%DB%8E%D8%B3%D8%AA%DB%86%D8%B3%D8%AA%DB%8E%D8%B1%DB%86%D9%86" title="تێستۆستێرۆن – Central Kurdish" lang="ckb" hreflang="ckb" data-title="تێستۆستێرۆن" data-language-autonym="کوردی" data-language-local-name="Central Kurdish" class="interlanguage-link-target"><span>کوردی</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/%D0%A2%D0%B5%D1%81%D1%82%D0%BE%D1%81%D1%82%D0%B5%D1%80%D0%BE%D0%BD" title="Тестостерон – Serbian" lang="sr" hreflang="sr" data-title="Тестостерон" data-language-autonym="Српски / srpski" data-language-local-name="Serbian" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Testosteron" title="Testosteron – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Testosteron" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-su mw-list-item"><a href="https://su.wikipedia.org/wiki/T%C3%A9stost%C3%A9ron" title="Téstostéron – Sundanese" lang="su" hreflang="su" data-title="Téstostéron" data-language-autonym="Sunda" data-language-local-name="Sundanese" class="interlanguage-link-target"><span>Sunda</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Testosteroni" title="Testosteroni – Finnish" lang="fi" hreflang="fi" data-title="Testosteroni" data-language-autonym="Suomi" data-language-local-name="Finnish" class="interlanguage-link-target"><span>Suomi</span></a></li><li class="interlanguage-link interwiki-sv mw-list-item"><a href="https://sv.wikipedia.org/wiki/Testosteron" title="Testosteron – Swedish" lang="sv" hreflang="sv" data-title="Testosteron" data-language-autonym="Svenska" data-language-local-name="Swedish" class="interlanguage-link-target"><span>Svenska</span></a></li><li class="interlanguage-link interwiki-ta mw-list-item"><a href="https://ta.wikipedia.org/wiki/%E0%AE%86%E0%AE%A3%E0%AF%8D%E0%AE%AE%E0%AF%88%E0%AE%AF%E0%AE%BF%E0%AE%AF%E0%AE%95%E0%AF%8D%E0%AE%95%E0%AF%81%E0%AE%A8%E0%AF%80%E0%AE%B0%E0%AF%8D" title="ஆண்மையியக்குநீர் – Tamil" lang="ta" hreflang="ta" data-title="ஆண்மையியக்குநீர்" data-language-autonym="தமிழ்" data-language-local-name="Tamil" class="interlanguage-link-target"><span>தமிழ்</span></a></li><li class="interlanguage-link interwiki-te mw-list-item"><a href="https://te.wikipedia.org/wiki/%E0%B0%9F%E0%B1%86%E0%B0%B8%E0%B1%8D%E0%B0%9F%E0%B1%8B%E0%B0%B8%E0%B1%8D%E0%B0%9F%E0%B1%86%E0%B0%B0%E0%B0%BE%E0%B0%A8%E0%B1%8D" title="టెస్టోస్టెరాన్ – Telugu" lang="te" hreflang="te" data-title="టెస్టోస్టెరాన్" data-language-autonym="తెలుగు" data-language-local-name="Telugu" class="interlanguage-link-target"><span>తెలుగు</span></a></li><li class="interlanguage-link interwiki-th mw-list-item"><a href="https://th.wikipedia.org/wiki/%E0%B9%80%E0%B8%97%E0%B8%AA%E0%B9%82%E0%B8%97%E0%B8%AA%E0%B9%80%E0%B8%95%E0%B8%AD%E0%B9%82%E0%B8%A3%E0%B8%99" title="เทสโทสเตอโรน – Thai" lang="th" hreflang="th" data-title="เทสโทสเตอโรน" data-language-autonym="ไทย" data-language-local-name="Thai" class="interlanguage-link-target"><span>ไทย</span></a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/Testosteron" title="Testosteron – Turkish" lang="tr" hreflang="tr" data-title="Testosteron" data-language-autonym="Türkçe" data-language-local-name="Turkish" class="interlanguage-link-target"><span>Türkçe</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%A2%D0%B5%D1%81%D1%82%D0%BE%D1%81%D1%82%D0%B5%D1%80%D0%BE%D0%BD" title="Тестостерон – Ukrainian" lang="uk" hreflang="uk" data-title="Тестостерон" data-language-autonym="Українська" data-language-local-name="Ukrainian" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-vi mw-list-item"><a href="https://vi.wikipedia.org/wiki/Testosterone" title="Testosterone – Vietnamese" lang="vi" hreflang="vi" data-title="Testosterone" data-language-autonym="Tiếng Việt" data-language-local-name="Vietnamese" class="interlanguage-link-target"><span>Tiếng Việt</span></a></li><li class="interlanguage-link interwiki-war mw-list-item"><a href="https://war.wikipedia.org/wiki/Testosterone" title="Testosterone – Waray" lang="war" hreflang="war" data-title="Testosterone" data-language-autonym="Winaray" data-language-local-name="Waray" class="interlanguage-link-target"><span>Winaray</span></a></li><li class="interlanguage-link interwiki-wuu mw-list-item"><a href="https://wuu.wikipedia.org/wiki/%E7%9D%BE%E9%85%AE" title="睾酮 – Wu" lang="wuu" hreflang="wuu" data-title="睾酮" data-language-autonym="吴语" data-language-local-name="Wu" class="interlanguage-link-target"><span>吴语</span></a></li><li class="interlanguage-link interwiki-zh-yue mw-list-item"><a href="https://zh-yue.wikipedia.org/wiki/%E7%9D%BE%E4%B8%B8%E7%B4%A0" title="睾丸素 – Cantonese" lang="yue" hreflang="yue" data-title="睾丸素" data-language-autonym="粵語" data-language-local-name="Cantonese" class="interlanguage-link-target"><span>粵語</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E7%9D%BE%E9%85%AE" title="睾酮 – Chinese" lang="zh" hreflang="zh" data-title="睾酮" data-language-autonym="中文" data-language-local-name="Chinese" class="interlanguage-link-target"><span>中文</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q1318776#sitelinks-wikipedia" title="Edit interlanguage links" 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href="https://www.wikidata.org/wiki/Special:EntityPage/Q1318776" title="Structured data on this page hosted by Wikidata [g]" accesskey="g"><span>Wikidata item</span></a></li> </ul> </div> </div> </div> </div> </div> </div> </nav> </div> </div> </div> <div class="vector-column-end"> <div class="vector-sticky-pinned-container"> <nav class="vector-page-tools-landmark" aria-label="Page tools"> <div id="vector-page-tools-pinned-container" class="vector-pinned-container"> </div> </nav> <nav class="vector-appearance-landmark" aria-label="Appearance"> <div id="vector-appearance-pinned-container" class="vector-pinned-container"> <div id="vector-appearance" class="vector-appearance vector-pinnable-element"> <div class="vector-pinnable-header vector-appearance-pinnable-header vector-pinnable-header-pinned" data-feature-name="appearance-pinned" data-pinnable-element-id="vector-appearance" data-pinned-container-id="vector-appearance-pinned-container" data-unpinned-container-id="vector-appearance-unpinned-container" > <div class="vector-pinnable-header-label">Appearance</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">hide</button> </div> </div> </div> </nav> </div> </div> <div id="bodyContent" class="vector-body" aria-labelledby="firstHeading" data-mw-ve-target-container> <div class="vector-body-before-content"> <div class="mw-indicators"> </div> <div id="siteSub" class="noprint">From Wikipedia, the free encyclopedia</div> </div> <div id="contentSub"><div id="mw-content-subtitle"></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Primary male sex hormone</div> <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 testosterone as a hormone. For its use as a medication, see <a href="/wiki/Testosterone_(medication)" title="Testosterone (medication)">Testosterone (medication)</a>. For other uses, see <a href="/wiki/Testosterone_(disambiguation)" class="mw-disambig" title="Testosterone (disambiguation)">Testosterone (disambiguation)</a>.</div> <style data-mw-deduplicate="TemplateStyles:r1251242444">.mw-parser-output .ambox{border:1px solid #a2a9b1;border-left:10px solid #36c;background-color:#fbfbfb;box-sizing:border-box}.mw-parser-output .ambox+link+.ambox,.mw-parser-output .ambox+link+style+.ambox,.mw-parser-output .ambox+link+link+.ambox,.mw-parser-output .ambox+.mw-empty-elt+link+.ambox,.mw-parser-output .ambox+.mw-empty-elt+link+style+.ambox,.mw-parser-output .ambox+.mw-empty-elt+link+link+.ambox{margin-top:-1px}html body.mediawiki .mw-parser-output .ambox.mbox-small-left{margin:4px 1em 4px 0;overflow:hidden;width:238px;border-collapse:collapse;font-size:88%;line-height:1.25em}.mw-parser-output .ambox-speedy{border-left:10px solid #b32424;background-color:#fee7e6}.mw-parser-output .ambox-delete{border-left:10px solid #b32424}.mw-parser-output .ambox-content{border-left:10px solid #f28500}.mw-parser-output .ambox-style{border-left:10px solid #fc3}.mw-parser-output .ambox-move{border-left:10px solid #9932cc}.mw-parser-output .ambox-protection{border-left:10px solid #a2a9b1}.mw-parser-output .ambox .mbox-text{border:none;padding:0.25em 0.5em;width:100%}.mw-parser-output .ambox .mbox-image{border:none;padding:2px 0 2px 0.5em;text-align:center}.mw-parser-output .ambox .mbox-imageright{border:none;padding:2px 0.5em 2px 0;text-align:center}.mw-parser-output .ambox .mbox-empty-cell{border:none;padding:0;width:1px}.mw-parser-output .ambox .mbox-image-div{width:52px}@media(min-width:720px){.mw-parser-output .ambox{margin:0 10%}}@media print{body.ns-0 .mw-parser-output .ambox{display:none!important}}</style><table class="box-Medical_citations_needed plainlinks metadata ambox ambox-content" role="presentation"><tbody><tr><td class="mbox-image"><div class="mbox-image-div"><span typeof="mw:File"><span><img alt="" src="//upload.wikimedia.org/wikipedia/en/thumb/b/b4/Ambox_important.svg/40px-Ambox_important.svg.png" decoding="async" width="40" height="40" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/b/b4/Ambox_important.svg/60px-Ambox_important.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/b/b4/Ambox_important.svg/80px-Ambox_important.svg.png 2x" data-file-width="40" data-file-height="40" /></span></span></div></td><td class="mbox-text"><div class="mbox-text-span">This article <b>needs more <a href="/wiki/Wikipedia:Identifying_reliable_sources_(medicine)" title="Wikipedia:Identifying reliable sources (medicine)">reliable medical references</a> for <a href="/wiki/Wikipedia:Verifiability" title="Wikipedia:Verifiability">verification</a> or relies too heavily on <a href="/wiki/Wikipedia:Primary_sources" class="mw-redirect" title="Wikipedia:Primary sources">primary sources</a></b>.<span class="hide-when-compact"> Please review the contents of the article and <a class="external text" href="https://en.wikipedia.org/w/index.php?title=Testosterone&action=edit">add the appropriate references</a> if you can. Unsourced or poorly sourced material may be challenged and <a href="/wiki/Wikipedia:Verifiability#Burden_of_evidence" title="Wikipedia:Verifiability">removed</a>. <small><span class="plainlinks"><i>Find sources:</i> <a rel="nofollow" class="external text" href="https://www.google.com/search?as_eq=wikipedia&q=%22Testosterone%22">"Testosterone"</a> – <a rel="nofollow" class="external text" href="https://www.google.com/search?tbm=nws&q=%22Testosterone%22+-wikipedia&tbs=ar:1">news</a> <b>·</b> <a rel="nofollow" class="external text" href="https://www.google.com/search?&q=%22Testosterone%22&tbs=bkt:s&tbm=bks">newspapers</a> <b>·</b> <a rel="nofollow" class="external text" href="https://www.google.com/search?tbs=bks:1&q=%22Testosterone%22+-wikipedia">books</a> <b>·</b> <a rel="nofollow" class="external text" href="https://scholar.google.com/scholar?q=%22Testosterone%22">scholar</a> <b>·</b> <a rel="nofollow" class="external text" href="https://www.jstor.org/action/doBasicSearch?Query=%22Testosterone%22&acc=on&wc=on">JSTOR</a></span></small></span> <span class="date-container"><i>(<span class="date">September 2023</span>)</i></span></div></td><td class="mbox-imageright"><div class="mbox-image-div"><span typeof="mw:File"><span><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/ae/Star_of_life.svg/52px-Star_of_life.svg.png" decoding="async" width="52" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/ae/Star_of_life.svg/77px-Star_of_life.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/ae/Star_of_life.svg/103px-Star_of_life.svg.png 2x" data-file-width="198" data-file-height="192" /></span></span></div></td></tr></tbody></table> <p> <style data-mw-deduplicate="TemplateStyles:r1084375498">.mw-parser-output .ib-chembox{border-collapse:collapse;text-align:left}.mw-parser-output .ib-chembox td,.mw-parser-output .ib-chembox th{border:1px solid #a2a9b1;width:40%}.mw-parser-output .ib-chembox td+td{width:60%}</style> </p> <table class="infobox ib-chembox"> <caption>Testosterone </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Testosteron.svg" class="mw-file-description"><img alt="The chemical structure of testosterone." src="//upload.wikimedia.org/wikipedia/commons/thumb/c/ce/Testosteron.svg/225px-Testosteron.svg.png" decoding="async" width="225" height="150" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/ce/Testosteron.svg/338px-Testosteron.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/ce/Testosteron.svg/450px-Testosteron.svg.png 2x" data-file-width="512" data-file-height="341" /></a></span> </td></tr> <tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Testosterone_molecule_ball.png" class="mw-file-description"><img alt="A ball-and-stick model of testosterone." src="//upload.wikimedia.org/wikipedia/commons/thumb/3/3f/Testosterone_molecule_ball.png/225px-Testosterone_molecule_ball.png" decoding="async" width="225" height="154" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/3f/Testosterone_molecule_ball.png/338px-Testosterone_molecule_ball.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/3f/Testosterone_molecule_ball.png/450px-Testosterone_molecule_ball.png 2x" data-file-width="2000" data-file-height="1372" /></a></span> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Names </th></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Chemical_nomenclature" title="Chemical nomenclature">IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;">17β-Hydroxyandrost-4-en-3-one</div> </td></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Chemical_nomenclature#Systematic_name" title="Chemical nomenclature">Systematic IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0; max-width:22em;">(1<i>S</i>,3a<i>S</i>,3b<i>R</i>,9a<i>R</i>,9b<i>S</i>,11a<i>S</i>)-1-Hydroxy-9a,11a-dimethyl-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7<i>H</i>-cyclopenta[<i>a</i>]phenanthren-7-one</div></div> </td></tr> <tr> <td colspan="2" style="text-align:left;">Other names <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;">Androst-4-en-17β-ol-3-one</div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Identifiers </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></div> </td> <td><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=58-22-0">58-22-0</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=O%3DC1C%3DC2%5BC%40%5D%28C%29%28CC1%29%5BC%40H%5D3CC%5BC%40%5D4%28C%29%5BC%40H%5D%28CC%5BC%40H%5D4%5BC%40%40H%5D3CC2%29O">Interactive image</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chebi/searchId.do?chebiId=17347">CHEBI:17347</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChEMBL" title="ChEMBL">ChEMBL</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembldb/index.php/compound/inspect/ChEMBL386630">ChEMBL386630</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.chemspider.com"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.5791.html">5791</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/DrugBank" title="DrugBank">DrugBank</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.drugbank.ca"><a rel="nofollow" class="external text" href="https://www.drugbank.ca/drugs/DB00624">DB00624</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard"><span title="echa.europa.eu">ECHA InfoCard</span></a> </td> <td><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.000.336">100.000.336</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q1318776#P2566" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span> </td></tr> <tr> <td><a href="/wiki/European_Community_number" title="European Community number"><span title="European Community number (chemical identifier)">EC Number</span></a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li>200-370-5</li></ul></div> </td></tr> <tr> <td><a href="/wiki/KEGG" title="KEGG">KEGG</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.kegg.jp"><a rel="nofollow" class="external text" href="https://www.kegg.jp/entry/D00075">D00075</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/PubChem" title="PubChem">PubChem</a> <abbr title="Compound ID">CID</abbr></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/6013">6013</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/3XMK78S47O">3XMK78S47O</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CompTox_Chemicals_Dashboard" title="CompTox Chemicals Dashboard">CompTox Dashboard</a> <span style="font-weight:normal">(<abbr title="U.S. Environmental Protection Agency">EPA</abbr>)</span></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="comptox.epa.gov"><a rel="nofollow" class="external text" href="https://comptox.epa.gov/dashboard/chemical/details/DTXSID8022371">DTXSID8022371</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q1318776#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></li></ul></div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal; background:transparent;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: MUMGGOZAMZWBJJ-DYKIIFRCSA-N<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div></div></li></ul> </div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal; background:transparent;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.6em; word-wrap:break-word; text-indent:-1.5em; text-align:left; font-size:97%; line-height:120%;">O=C1C=C2[C@](C)(CC1)[C@H]3CC[C@]4(C)[C@H](CC[C@H]4[C@@H]3CC2)O</div></li></ul> </div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Properties </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Chemical_formula" title="Chemical formula">Chemical formula</a></div> </td> <td><span title="Carbon">C</span><sub>19</sub><span title="Hydrogen">H</span><sub>28</sub><span title="Oxygen">O</span><sub>2</sub> </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td><span class="nowrap"><span data-sort-value="7002288431000000000♠"></span>288.431</span> g·mol<sup>−1</sup>   </td></tr> <tr> <td><a href="/wiki/Melting_point" title="Melting point">Melting point</a> </td> <td>151.0 °C (303.8 °F; 424.1 K)<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Pharmacology </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Anatomical_Therapeutic_Chemical_Classification_System" title="Anatomical Therapeutic Chemical Classification System">ATC code</a></div> </td> <td><a href="/wiki/ATC_code_G03" title="ATC code G03">G03BA03</a> (<span title="www.whocc.no"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=G03BA03">WHO</a></span>)  </td></tr> <tr> <td><a href="/wiki/Regulation_of_therapeutic_goods" title="Regulation of therapeutic goods">License data</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"> <ul><li><small><abbr class="country-name" title="European Union">EU</abbr></small> <a href="/wiki/European_Medicines_Agency" title="European Medicines Agency">EMA</a>: <span title="www.ema.europa.eu: 'Testosterone'"><a rel="nofollow" class="external text" href="https://www.ema.europa.eu/en/medicines/search_api_aggregation_ema_active_substance_and_inn_common_name/Testosterone">by INN</a></span></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Route_of_administration" title="Route of administration">Routes of<br />administration</a></div> </td> <td><a href="/wiki/Transdermal" title="Transdermal">Transdermal</a> (<a href="/wiki/Gel" title="Gel">gel</a>, <a href="/wiki/Cream_(pharmaceutical)" class="mw-redirect" title="Cream (pharmaceutical)">cream</a>, <a href="/wiki/Topical_medication#Topical_solution" title="Topical medication">solution</a>, <a href="/wiki/Transdermal_patch" title="Transdermal patch">patch</a>), <a href="/wiki/Oral_administration" title="Oral administration">by mouth</a> (as <a href="/wiki/Testosterone_undecanoate" title="Testosterone undecanoate">testosterone undecanoate</a>), <a href="/wiki/Buccal_administration" title="Buccal administration">in the cheek</a>, <a href="/wiki/Intranasal" class="mw-redirect" title="Intranasal">intranasal</a> (gel), <a href="/wiki/Intramuscular_injection" title="Intramuscular injection">intramuscular injection</a> (as <a href="/wiki/Testosterone_esters" class="mw-redirect" title="Testosterone esters">esters</a>), <a href="/wiki/Subdermal_implant" title="Subdermal implant">subcutaneous pellets</a> </td></tr> <tr> <td colspan="2" style="text-align:left; background-color:#eaeaea;"><a href="/wiki/Pharmacokinetics" title="Pharmacokinetics">Pharmacokinetics</a>: </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Bioavailability" title="Bioavailability">Bioavailability</a></div> </td> <td>Oral: very low (due to extensive <a href="/wiki/First_pass_effect" title="First pass effect">first pass metabolism</a>) </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Plasma_protein_binding" title="Plasma protein binding">Protein binding</a></div> </td> <td>97.0–99.5% (to <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> and <a href="/wiki/Human_serum_albumin" title="Human serum albumin">albumin</a>)<sup id="cite_ref-MelmedPolonsky2015_2-0" class="reference"><a href="#cite_note-MelmedPolonsky2015-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Metabolism" title="Metabolism">Metabolism</a></div> </td> <td><a href="/wiki/Liver" title="Liver">Liver</a> (mainly <a href="/wiki/Redox" title="Redox">reduction</a> and <a href="/wiki/Conjugation_(biochemistry)" class="mw-redirect" title="Conjugation (biochemistry)">conjugation</a>) </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Biological_half-life" title="Biological half-life">Biological half-life</a></div> </td> <td>30–45 minutes<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> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Excretion" title="Excretion">Excretion</a></div> </td> <td><a href="/wiki/Urine" title="Urine">Urine</a> (90%), <a href="/wiki/Feces" title="Feces">feces</a> (6%) </td></tr> <tr> <td colspan="2" style="text-align:left; background:#f8eaba; border:1px solid #a2a9b1;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Except where otherwise noted, data are given for materials in their <a href="/wiki/Standard_state" title="Standard state">standard state</a> (at 25 °C [77 °F], 100 kPa).</div> <div style="margin-top: 0.3em;"><div style="text-align:center;"><span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/12px-Yes_check.svg.png" decoding="async" width="12" height="12" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/18px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/24px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span> <span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&rev1=649778658&page2=Testosterone">verify</a></span> (<a href="/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validation" title="Wikipedia:WikiProject Chemicals/Chembox validation">what is</a> <sup><span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span><span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup> ?) </div></div> <div style="margin-top: 0.3em; text-align: center;"><a href="/wiki/Wikipedia:Chemical_infobox#References" title="Wikipedia:Chemical infobox">Infobox references</a></div> </td></tr> </tbody></table><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <p><b>Testosterone</b> is the primary male <a href="/wiki/Sex_hormone" title="Sex hormone">sex hormone</a> and <a href="/wiki/Androgen" title="Androgen">androgen</a> in <a href="/wiki/Males" class="mw-redirect" title="Males">males</a>.<sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> In humans, testosterone plays a key role in the development of <a href="/wiki/Male_reproductive_system" title="Male reproductive system">male reproductive</a> tissues such as <a href="/wiki/Testicle" title="Testicle">testicles</a> and <a href="/wiki/Prostate" title="Prostate">prostate</a>, as well as promoting <a href="/wiki/Secondary_sexual_characteristic" class="mw-redirect" title="Secondary sexual characteristic">secondary sexual characteristics</a> such as increased <a href="/wiki/Muscle" title="Muscle">muscle</a> and <a href="/wiki/Bone" title="Bone">bone</a> mass, and the growth of <a href="/wiki/Androgenic_hair" class="mw-redirect" title="Androgenic hair">body hair</a>. It is associated with increased <a href="/wiki/Aggression" title="Aggression">aggression</a>, <a href="/wiki/Sex_drive" class="mw-redirect" title="Sex drive">sex drive</a>, <a href="/wiki/Dominance_hierarchy" title="Dominance hierarchy">dominance</a>, <a href="/wiki/Courtship_display" title="Courtship display">courtship display</a>, and a wide range of behavioral characteristics.<sup id="cite_ref-pmid3549275_4-0" class="reference"><a href="#cite_note-pmid3549275-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> In addition, testosterone in both sexes is involved in health and well-being, where it has a significant effect on overall mood, cognition, social and sexual behavior, metabolism and energy output, the cardiovascular system, and in the prevention of <a href="/wiki/Osteoporosis" title="Osteoporosis">osteoporosis</a>.<sup id="cite_ref-pmid19707253_5-0" class="reference"><a href="#cite_note-pmid19707253-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid19011293_6-0" class="reference"><a href="#cite_note-pmid19011293-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> Insufficient levels of testosterone in men may lead to abnormalities including frailty, accumulation of adipose fat tissue within the body, anxiety and depression, sexual performance issues, and bone loss. </p><p>Excessive levels of testosterone in men may be associated with <a href="/wiki/Hyperandrogenism" title="Hyperandrogenism">hyperandrogenism</a>, higher risk of <a href="/wiki/Heart_failure" title="Heart failure">heart failure</a>, increased <a href="/wiki/Death" title="Death">mortality</a> in men with <a href="/wiki/Prostate_cancer" title="Prostate cancer">prostate cancer</a>,<sup id="cite_ref-7" class="reference"><a href="#cite_note-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> and <a href="/wiki/Male_pattern_baldness" class="mw-redirect" title="Male pattern baldness">male pattern baldness</a>. </p><p>Testosterone is a <a href="/wiki/Steroid_hormone" title="Steroid hormone">steroid hormone</a> from the <a href="/wiki/Androstane" title="Androstane">androstane</a> class containing a <a href="/wiki/Ketone" title="Ketone">ketone</a> and a <a href="/wiki/Hydroxyl" class="mw-redirect" title="Hydroxyl">hydroxyl</a> group at positions three and seventeen respectively. It is <a href="/wiki/Biosynthesis" title="Biosynthesis">biosynthesized</a> in several steps from cholesterol and is converted in the liver to inactive metabolites.<sup id="cite_ref-Luetjens_2012_8-0" class="reference"><a href="#cite_note-Luetjens_2012-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> It exerts its action through binding to and activation of the <a href="/wiki/Androgen_receptor" title="Androgen receptor">androgen receptor</a>.<sup id="cite_ref-Luetjens_2012_8-1" class="reference"><a href="#cite_note-Luetjens_2012-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> In humans and most other <a href="/wiki/Vertebrate" title="Vertebrate">vertebrates</a>, testosterone is secreted primarily by the <a href="/wiki/Testicles" class="mw-redirect" title="Testicles">testicles</a> of males and, to a lesser extent, the <a href="/wiki/Ovaries" class="mw-redirect" title="Ovaries">ovaries</a> of <a href="/wiki/Female" title="Female">females</a>. On average, in adult males, levels of testosterone are about seven to eight times as great as in adult females.<sup id="cite_ref-pmid14981046_9-0" class="reference"><a href="#cite_note-pmid14981046-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> As the metabolism of testosterone in males is more pronounced, the daily production is about 20 times greater in men.<sup id="cite_ref-pmid6025472_10-0" class="reference"><a href="#cite_note-pmid6025472-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid5843701_11-0" class="reference"><a href="#cite_note-pmid5843701-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> Females are also more sensitive to the hormone.<sup id="cite_ref-isbn0-07-135739-4_12-0" class="reference"><a href="#cite_note-isbn0-07-135739-4-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup><sup class="noprint Inline-Template" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citing_sources" title="Wikipedia:Citing sources"><span title="This citation requires a reference to the specific page or range of pages in which the material appears. (June 2023)">page needed</span></a></i>]</sup> </p><p>In addition to its role as a natural hormone, testosterone is used as a <a href="/wiki/Medication" title="Medication">medication</a> to treat <a href="/wiki/Hypogonadism" title="Hypogonadism">hypogonadism</a> and <a href="/wiki/Breast_cancer" title="Breast cancer">breast cancer</a>.<sup id="cite_ref-AHFS2016_13-0" class="reference"><a href="#cite_note-AHFS2016-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> Since <a href="/wiki/Andropause" class="mw-redirect" title="Andropause">testosterone levels decrease as men age</a>, testosterone is sometimes used in older men to counteract this deficiency. It is also used illicitly to <a href="/wiki/Performance-enhancing_substance" title="Performance-enhancing substance">enhance physique and performance</a>, for instance in <a href="/wiki/Athlete" title="Athlete">athletes</a>.<sup id="cite_ref-14" class="reference"><a href="#cite_note-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup> The <a href="/wiki/World_Anti-Doping_Agency" title="World Anti-Doping Agency">World Anti-Doping Agency</a> lists it as S1 Anabolic agent substance "prohibited at all times".<sup id="cite_ref-15" class="reference"><a href="#cite_note-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Biological_effects">Biological effects</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=1" title="Edit section: Biological effects"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Effects_on_physiological_development">Effects on physiological development</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=2" title="Edit section: Effects on physiological development"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>In general, <a href="/wiki/Androgens" class="mw-redirect" title="Androgens">androgens</a> such as testosterone promote <a href="/wiki/Protein_synthesis" class="mw-redirect" title="Protein synthesis">protein synthesis</a> and thus growth of tissues with <a href="/wiki/Androgen_receptors" class="mw-redirect" title="Androgen receptors">androgen receptors</a>.<sup id="cite_ref-pmid10821325_16-0" class="reference"><a href="#cite_note-pmid10821325-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> Testosterone can be described as having <a href="/wiki/Anabolism" title="Anabolism">anabolic</a> and androgenic (<a href="/wiki/Virilization" title="Virilization">virilising</a>) effects, though these categorical descriptions are somewhat arbitrary, as there is a great deal of mutual overlap between them.<sup id="cite_ref-pmid25905231_17-0" class="reference"><a href="#cite_note-pmid25905231-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> The relative potency of these effects can depend on various factors and is a topic of ongoing research.<sup id="cite_ref-Ceponis-2017_18-0" class="reference"><a href="#cite_note-Ceponis-2017-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid12017555_19-0" class="reference"><a href="#cite_note-pmid12017555-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup> Testosterone can either directly exert effects on target tissues or be metabolized by 5α-reductase into dihydrotestosterone (DHT) or aromatized to estradiol (E2).<sup id="cite_ref-Ceponis-2017_18-1" class="reference"><a href="#cite_note-Ceponis-2017-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> Both testosterone and DHT bind to an androgen receptor; however, DHT has a stronger binding affinity than testosterone and may have more androgenic effect in certain tissues at lower levels.<sup id="cite_ref-Ceponis-2017_18-2" class="reference"><a href="#cite_note-Ceponis-2017-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> </p> <ul><li><i>Anabolic effects</i> include growth of <a href="/wiki/Muscle_mass" class="mw-redirect" title="Muscle mass">muscle mass</a> and strength, increased <a href="/wiki/Bone_density" title="Bone density">bone density</a> and strength, and stimulation of linear growth and <a href="/wiki/Bone_maturation" class="mw-redirect" title="Bone maturation">bone maturation</a>.</li> <li><i>Androgenic effects</i> include <a href="/wiki/Developmental_biology" title="Developmental biology">maturation</a> of the <a href="/wiki/Sex_organs" class="mw-redirect" title="Sex organs">sex organs</a>, particularly the <a href="/wiki/Human_penis" title="Human penis">penis</a>, and the formation of the <a href="/wiki/Scrotum" title="Scrotum">scrotum</a> in the fetus, and after birth (usually at <a href="/wiki/Puberty" title="Puberty">puberty</a>) a deepening of the <a href="/wiki/Human_voice" title="Human voice">voice</a>, growth of <a href="/wiki/Facial_hair" title="Facial hair">facial hair</a> (such as the <a href="/wiki/Beard" title="Beard">beard</a>) and <a href="/wiki/Axillary_hair" class="mw-redirect" title="Axillary hair">axillary (underarm) hair</a>. Many of these fall into the category of male <a href="/wiki/Secondary_sex_characteristics" class="mw-redirect" title="Secondary sex characteristics">secondary sex characteristics</a>.</li></ul> <p>Testosterone effects can also be classified by the age of usual occurrence. For <a href="/wiki/Postnatal" class="mw-redirect" title="Postnatal">postnatal</a> effects in both males and females, these are mostly dependent on the levels and duration of circulating <a href="#Free_testosterone">free testosterone</a>.<sup id="cite_ref-20" class="reference"><a href="#cite_note-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Before_birth">Before birth</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=3" title="Edit section: Before birth"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Effects before birth are divided into two categories, classified in relation to the stages of development. </p><p>The first period occurs between 4 and 6 weeks of the gestation. Examples include genital virilisation such as midline fusion, <a href="/wiki/Phallus" title="Phallus">phallic</a> <a href="/wiki/Urethra" title="Urethra">urethra</a>, <a href="/wiki/Scrotum" title="Scrotum">scrotal</a> thinning and <a href="/wiki/Rugae" title="Rugae">rugation</a>, and <a href="/wiki/Phallic" class="mw-redirect" title="Phallic">phallic</a> enlargement; although the role of testosterone is far smaller than that of <a href="/wiki/Dihydrotestosterone" title="Dihydrotestosterone">dihydrotestosterone</a>. There is also development of the <a href="/wiki/Prostate" title="Prostate">prostate</a> gland and <a href="/wiki/Seminal_vesicle" class="mw-redirect" title="Seminal vesicle">seminal vesicles</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. (May 2022)">citation needed</span></a></i>]</sup> </p><p>During the second trimester, androgen level is associated with <a href="/wiki/Sex" title="Sex">sex</a> formation.<sup id="cite_ref-pmid19403051_21-0" class="reference"><a href="#cite_note-pmid19403051-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup> Specifically, testosterone, along with anti-Müllerian hormone (AMH) promote growth of the Wolffian duct and degeneration of the Müllerian duct respectively.<sup id="cite_ref-22" class="reference"><a href="#cite_note-22"><span class="cite-bracket">[</span>22<span class="cite-bracket">]</span></a></sup> This period affects the femininization or masculinization of the fetus and can be a better predictor of feminine or masculine behaviours such as sex typed behaviour than an adult's own levels. Prenatal androgens apparently influence interests and engagement in gendered activities and have moderate effects on spatial abilities.<sup id="cite_ref-23" class="reference"><a href="#cite_note-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup> Among women with <a href="/wiki/Congenital_adrenal_hyperplasia" title="Congenital adrenal hyperplasia">congenital adrenal hyperplasia</a>, a male-typical play in childhood correlated with reduced satisfaction with the female gender and reduced heterosexual interest in adulthood.<sup id="cite_ref-24" class="reference"><a href="#cite_note-24"><span class="cite-bracket">[</span>24<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Early_infancy">Early infancy</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=4" title="Edit section: Early infancy"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Early infancy androgen effects are the least understood. In the first weeks of life for male infants, testosterone levels rise. The levels remain in a pubertal range for a few months, but usually reach the barely detectable levels of childhood by 4–7 months of age.<sup id="cite_ref-pmid4715291_25-0" class="reference"><a href="#cite_note-pmid4715291-25"><span class="cite-bracket">[</span>25<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid1379488_26-0" class="reference"><a href="#cite_note-pmid1379488-26"><span class="cite-bracket">[</span>26<span class="cite-bracket">]</span></a></sup> The function of this rise in humans is unknown. It has been theorized that brain <a href="/wiki/Virilization" title="Virilization">masculinization</a> is occurring since no significant changes have been identified in other parts of the body.<sup id="cite_ref-pmid18445234_27-0" class="reference"><a href="#cite_note-pmid18445234-27"><span class="cite-bracket">[</span>27<span class="cite-bracket">]</span></a></sup> The male brain is masculinized by the aromatization of testosterone into <a href="/wiki/Estradiol" title="Estradiol">estradiol</a>,<sup id="cite_ref-HäggströmRichfield2014_28-0" class="reference"><a href="#cite_note-HäggströmRichfield2014-28"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup> which crosses the <a href="/wiki/Blood%E2%80%93brain_barrier" title="Blood–brain barrier">blood–brain barrier</a> and enters the male brain, whereas female fetuses have <a href="/wiki/%CE%91-fetoprotein" class="mw-redirect" title="Α-fetoprotein">α-fetoprotein</a>, which binds the estrogen so that female brains are not affected.<sup id="cite_ref-isbn0-495-60300-7_29-0" class="reference"><a href="#cite_note-isbn0-495-60300-7-29"><span class="cite-bracket">[</span>29<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Before_puberty">Before puberty</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=5" title="Edit section: Before puberty"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Before puberty, effects of rising androgen levels occur in both boys and girls. These include adult-type <a href="/wiki/Body_odor" title="Body odor">body odor</a>, increased oiliness of skin and hair, <a href="/wiki/Acne_vulgaris" class="mw-redirect" title="Acne vulgaris">acne</a>, <a href="/wiki/Pubarche" title="Pubarche">pubarche</a> (appearance of <a href="/wiki/Pubic_hair" title="Pubic hair">pubic hair</a>), <a href="/wiki/Axillary_hair" class="mw-redirect" title="Axillary hair">axillary hair</a> (armpit hair), <a href="/wiki/Growth_spurt" class="mw-redirect" title="Growth spurt">growth spurt</a>, accelerated <a href="/wiki/Epiphysis" title="Epiphysis">bone maturation</a>, and <a href="/wiki/Facial_hair" title="Facial hair">facial hair</a>.<sup id="cite_ref-pmid15815567_30-0" class="reference"><a href="#cite_note-pmid15815567-30"><span class="cite-bracket">[</span>30<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Pubertal">Pubertal</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=6" title="Edit section: Pubertal"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><a href="/wiki/Puberty" title="Puberty">Pubertal</a> effects begin to occur when androgen has been higher than normal adult female levels for months or years. In males, these are usual late pubertal effects, and occur in women after prolonged periods of heightened levels of <a href="#Free_testosterone">free testosterone</a> in the <a href="/wiki/Blood" title="Blood">blood</a>. The effects include:<sup id="cite_ref-pmid15815567_30-1" class="reference"><a href="#cite_note-pmid15815567-30"><span class="cite-bracket">[</span>30<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Ganong_2012_31-0" class="reference"><a href="#cite_note-Ganong_2012-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup> </p> <ul><li>Growth of <a href="/wiki/Spermatogenic" class="mw-redirect" title="Spermatogenic">spermatogenic</a> tissue in testicles, male <a href="/wiki/Fertility" title="Fertility">fertility</a>, <a href="/wiki/Human_penis" title="Human penis">penis</a> or <a href="/wiki/Clitoris" title="Clitoris">clitoris</a> enlargement, increased <a href="/wiki/Libido" title="Libido">libido</a> and frequency of <a href="/wiki/Erection" title="Erection">erection</a> or clitoral engorgement occurs.</li> <li>Growth of <a href="/wiki/Jaw" title="Jaw">jaw</a>, brow, chin, and nose and remodeling of facial bone contours, in conjunction with <a href="/wiki/Human_growth_hormone" class="mw-redirect" title="Human growth hormone">human growth hormone</a> occurs.<sup id="cite_ref-pmid20501658_32-0" class="reference"><a href="#cite_note-pmid20501658-32"><span class="cite-bracket">[</span>32<span class="cite-bracket">]</span></a></sup></li> <li>Completion of bone maturation and termination of growth. This occurs indirectly via <a href="/wiki/Estradiol" title="Estradiol">estradiol</a> <a href="/wiki/Metabolites" class="mw-redirect" title="Metabolites">metabolites</a> and hence more gradually in men than women.</li> <li>Increased muscle strength and mass, shoulders become broader and rib cage expands, deepening of voice, growth of the <a href="/wiki/Adam%27s_apple" title="Adam's apple">Adam's apple</a>.</li> <li>Enlargement of <a href="/wiki/Sebaceous_glands" class="mw-redirect" title="Sebaceous glands">sebaceous glands</a>. This might cause acne, subcutaneous <a href="/wiki/Body_fat" class="mw-redirect" title="Body fat">fat</a> in face decreases.</li> <li>Pubic hair extends to thighs and up toward <a href="/wiki/Navel" title="Navel">umbilicus</a>, development of <a href="/wiki/Facial_hair" title="Facial hair">facial hair</a> (<a href="/wiki/Sideburns" title="Sideburns">sideburns</a>, <a href="/wiki/Beard" title="Beard">beard</a>, <a href="/wiki/Moustache" title="Moustache">moustache</a>), loss of scalp hair (androgenetic alopecia), increase in <a href="/wiki/Chest_hair" title="Chest hair">chest hair</a>, periareolar hair, <a href="/wiki/Perianal" class="mw-redirect" title="Perianal">perianal</a> hair, <a href="/wiki/Leg_hair" title="Leg hair">leg hair</a>, <a href="/wiki/Axillary_hair" class="mw-redirect" title="Axillary hair">armpit hair</a>.</li></ul> <div class="mw-heading mw-heading4"><h4 id="Adult">Adult</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=7" title="Edit section: Adult"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Testosterone is necessary for normal <a href="/wiki/Sperm" title="Sperm">sperm</a> development. It activates genes in <a href="/wiki/Sertoli_cell" title="Sertoli cell">Sertoli cells</a>, which promote differentiation of <a href="/wiki/Spermatogonia" class="mw-redirect" title="Spermatogonia">spermatogonia</a>. It regulates acute HPA (<a href="/wiki/Hypothalamic%E2%80%93pituitary%E2%80%93adrenal_axis" title="Hypothalamic–pituitary–adrenal axis">hypothalamic–pituitary–adrenal axis</a>) response under dominance challenge.<sup id="cite_ref-pmid18505319_33-0" class="reference"><a href="#cite_note-pmid18505319-33"><span class="cite-bracket">[</span>33<span class="cite-bracket">]</span></a></sup> Androgens including testosterone enhance muscle growth. Testosterone also regulates the population of <a href="/wiki/Thromboxane_A2" title="Thromboxane A2">thromboxane A<sub>2</sub></a> receptors on <a href="/wiki/Megakaryocytes" class="mw-redirect" title="Megakaryocytes">megakaryocytes</a> and <a href="/wiki/Platelets" class="mw-redirect" title="Platelets">platelets</a> and hence platelet aggregation in humans.<sup id="cite_ref-pmid15820970_34-0" class="reference"><a href="#cite_note-pmid15820970-34"><span class="cite-bracket">[</span>34<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid7758179_35-0" class="reference"><a href="#cite_note-pmid7758179-35"><span class="cite-bracket">[</span>35<span class="cite-bracket">]</span></a></sup> </p><p>Adult testosterone effects are more clearly demonstrable in males than in females, but are likely important to both sexes. Some of these effects may decline as testosterone levels might decrease in the later decades of adult life.<sup id="cite_ref-36" class="reference"><a href="#cite_note-36"><span class="cite-bracket">[</span>36<span class="cite-bracket">]</span></a></sup> </p><p>The brain is also affected by this sexual differentiation;<sup id="cite_ref-pmid19403051_21-1" class="reference"><a href="#cite_note-pmid19403051-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup> the <a href="/wiki/Enzyme" title="Enzyme">enzyme</a> <a href="/wiki/Aromatase" title="Aromatase">aromatase</a> converts testosterone into <a href="/wiki/Estradiol" title="Estradiol">estradiol</a> that is responsible for <a href="/wiki/Masculinization" class="mw-redirect" title="Masculinization">masculinization</a> of the brain in male mice. In humans, masculinization of the fetal brain appears, by observation of gender preference in patients with <a href="/wiki/Congenital_disease" class="mw-redirect" title="Congenital disease">congenital</a> disorders of androgen formation or androgen receptor function, to be associated with functional androgen receptors.<sup id="cite_ref-pmid11534997_37-0" class="reference"><a href="#cite_note-pmid11534997-37"><span class="cite-bracket">[</span>37<span class="cite-bracket">]</span></a></sup> </p><p>There are some <a href="/wiki/Neuroscience_of_sex_differences" title="Neuroscience of sex differences">differences between a male and female brain</a> that may be due to different testosterone levels, one of them being size: the male human brain is, on average, larger.<sup id="cite_ref-pmid17544382_38-0" class="reference"><a href="#cite_note-pmid17544382-38"><span class="cite-bracket">[</span>38<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Health_effects">Health effects</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=8" title="Edit section: Health effects"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Testosterone does not appear to increase the risk of developing <a href="/wiki/Prostate_cancer" title="Prostate cancer">prostate cancer</a>. In people who have undergone testosterone deprivation therapy, testosterone increases beyond the castrate level have been shown to increase the rate of spread of an existing prostate cancer.<sup id="cite_ref-pmid19011298_39-0" class="reference"><a href="#cite_note-pmid19011298-39"><span class="cite-bracket">[</span>39<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-40" class="reference"><a href="#cite_note-40"><span class="cite-bracket">[</span>40<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-41" class="reference"><a href="#cite_note-41"><span class="cite-bracket">[</span>41<span class="cite-bracket">]</span></a></sup> </p><p>Conflicting results have been obtained concerning the importance of <a href="/wiki/Testosterone_and_cardiovascular_system" class="mw-redirect" title="Testosterone and cardiovascular system">testosterone in maintaining cardiovascular health</a>.<sup id="cite_ref-pmid17285783_42-0" class="reference"><a href="#cite_note-pmid17285783-42"><span class="cite-bracket">[</span>42<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid19464009_43-0" class="reference"><a href="#cite_note-pmid19464009-43"><span class="cite-bracket">[</span>43<span class="cite-bracket">]</span></a></sup> Nevertheless, maintaining normal testosterone levels in elderly men has been shown to improve many parameters that are thought to reduce cardiovascular disease risk, such as increased lean body mass, decreased visceral fat mass, decreased total cholesterol, and improved glycemic control.<sup id="cite_ref-pmid18488876_44-0" class="reference"><a href="#cite_note-pmid18488876-44"><span class="cite-bracket">[</span>44<span class="cite-bracket">]</span></a></sup> </p><p>High androgen levels are associated with <a href="/wiki/Menstrual_cycle" title="Menstrual cycle">menstrual cycle</a> irregularities in both clinical populations and healthy women.<sup class="noprint Inline-Template noprint noexcerpt Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:NOTRS" class="mw-redirect" title="Wikipedia:NOTRS"><span title="This claim needs references to better sources. (July 2021)">better source needed</span></a></i>]</sup><sup id="cite_ref-pmid17039468_45-0" class="reference"><a href="#cite_note-pmid17039468-45"><span class="cite-bracket">[</span>45<span class="cite-bracket">]</span></a></sup> There also can be effects in unusual hair growth, <a href="/wiki/Acne" title="Acne">acne</a>, weight gain, infertility, and sometimes even scalp hair loss. These effects are seen largely in women with polycystic ovary syndrome (<a href="/wiki/PCOS" class="mw-redirect" title="PCOS">PCOS</a>). For women with PCOS, hormones like <a href="/wiki/Birth_control_pills" class="mw-redirect" title="Birth control pills">birth control pills</a> can be used to help lessen the effects of this increased level of testosterone.<sup id="cite_ref-46" class="reference"><a href="#cite_note-46"><span class="cite-bracket">[</span>46<span class="cite-bracket">]</span></a></sup> </p><p>Attention, memory, and spatial ability are key cognitive functions affected by testosterone in humans. Preliminary evidence suggests that low testosterone levels may be a risk factor for cognitive decline and possibly for <a href="/wiki/Dementia" title="Dementia">dementia</a> of the Alzheimer's type,<sup id="cite_ref-pmid16785599_47-0" class="reference"><a href="#cite_note-pmid16785599-47"><span class="cite-bracket">[</span>47<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15383512_48-0" class="reference"><a href="#cite_note-pmid15383512-48"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15582279_49-0" class="reference"><a href="#cite_note-pmid15582279-49"><span class="cite-bracket">[</span>49<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid14745052_50-0" class="reference"><a href="#cite_note-pmid14745052-50"><span class="cite-bracket">[</span>50<span class="cite-bracket">]</span></a></sup> a key argument in <a href="/wiki/Life_extension" title="Life extension">life extension</a> medicine for the use of testosterone in anti-aging therapies. Much of the literature, however, suggests a curvilinear or even quadratic relationship between spatial performance and circulating testosterone,<sup id="cite_ref-pmid8817730_51-0" class="reference"><a href="#cite_note-pmid8817730-51"><span class="cite-bracket">[</span>51<span class="cite-bracket">]</span></a></sup> where both hypo- and hypersecretion (deficient- and excessive-secretion) of circulating androgens have negative effects on cognition. </p> <div class="mw-heading mw-heading4"><h4 id="Immune_system_and_inflammation">Immune system and inflammation</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=9" title="Edit section: Immune system and inflammation"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Testosterone deficiency is associated with an increased risk of <a href="/wiki/Metabolic_syndrome" title="Metabolic syndrome">metabolic syndrome</a>, <a href="/wiki/Cardiovascular_disease" title="Cardiovascular disease">cardiovascular disease</a> and <a href="/wiki/Mortality_rate" title="Mortality rate">mortality</a>, which are also sequelae of chronic <a href="/wiki/Inflammation" title="Inflammation">inflammation</a>.<sup id="cite_ref-pmid30582096_52-0" class="reference"><a href="#cite_note-pmid30582096-52"><span class="cite-bracket">[</span>52<span class="cite-bracket">]</span></a></sup> Testosterone plasma concentration inversely correlates to multiple <a href="/wiki/Biomarker" title="Biomarker">biomarkers</a> of inflammation including <a href="/wiki/C-reactive_protein" title="C-reactive protein">CRP</a>, <a href="/wiki/Interleukin_1_beta" title="Interleukin 1 beta">interleukin 1 beta</a>, <a href="/wiki/Interleukin_6" title="Interleukin 6">interleukin 6</a>, <a href="/wiki/TNF_alpha" class="mw-redirect" title="TNF alpha">TNF alpha</a> and <a href="/wiki/Endotoxin" class="mw-redirect" title="Endotoxin">endotoxin</a> concentration, as well as <a href="/wiki/Leukocyte" class="mw-redirect" title="Leukocyte">leukocyte</a> count.<sup id="cite_ref-pmid30582096_52-1" class="reference"><a href="#cite_note-pmid30582096-52"><span class="cite-bracket">[</span>52<span class="cite-bracket">]</span></a></sup> As demonstrated by a <a href="/wiki/Meta-analysis" title="Meta-analysis">meta-analysis</a>, substitution therapy with testosterone results in a significant reduction of inflammatory markers.<sup id="cite_ref-pmid30582096_52-2" class="reference"><a href="#cite_note-pmid30582096-52"><span class="cite-bracket">[</span>52<span class="cite-bracket">]</span></a></sup> These effects are mediated by different mechanisms with synergistic action.<sup id="cite_ref-pmid30582096_52-3" class="reference"><a href="#cite_note-pmid30582096-52"><span class="cite-bracket">[</span>52<span class="cite-bracket">]</span></a></sup> In androgen-deficient men with concomitant <a href="/wiki/Autoimmune_thyroiditis" class="mw-redirect" title="Autoimmune thyroiditis">autoimmune thyroiditis</a>, substitution therapy with testosterone leads to a decrease in <a href="/wiki/Thyroid_autoantibody" class="mw-redirect" title="Thyroid autoantibody">thyroid autoantibody</a> titres and an increase in <a href="/wiki/Thyroid%27s_secretory_capacity" title="Thyroid's secretory capacity">thyroid's secretory capacity</a> (SPINA-GT).<sup id="cite_ref-53" class="reference"><a href="#cite_note-53"><span class="cite-bracket">[</span>53<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Medical_use">Medical use</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=10" title="Edit section: Medical use"><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">Main article: <a href="/wiki/Testosterone_(medication)" title="Testosterone (medication)">Testosterone (medication)</a></div> <p>Testosterone is used as a medication for the treatment of <a href="/wiki/Male_hypogonadism" class="mw-redirect" title="Male hypogonadism">male hypogonadism</a>, <a href="/wiki/Gender_dysphoria" title="Gender dysphoria">gender dysphoria</a>, and certain types of <a href="/wiki/Breast_cancer" title="Breast cancer">breast cancer</a>.<sup id="cite_ref-AHFS2016_13-1" class="reference"><a href="#cite_note-AHFS2016-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-54" class="reference"><a href="#cite_note-54"><span class="cite-bracket">[</span>54<span class="cite-bracket">]</span></a></sup> This is known as <a href="/wiki/Hormone_replacement_therapy" title="Hormone replacement therapy">hormone replacement therapy</a> (HRT) or testosterone replacement therapy (TRT), which maintains serum testosterone levels in the normal range. <a href="/wiki/Andropause" class="mw-redirect" title="Andropause">Decline of testosterone production with age</a> has led to interest in <a href="/wiki/Androgen_replacement_therapy" title="Androgen replacement therapy">androgen replacement therapy</a>.<sup id="cite_ref-pmid16985841_55-0" class="reference"><a href="#cite_note-pmid16985841-55"><span class="cite-bracket">[</span>55<span class="cite-bracket">]</span></a></sup> It is unclear if the use of testosterone for low levels due to aging is beneficial or harmful.<sup id="cite_ref-FDA2015_56-0" class="reference"><a href="#cite_note-FDA2015-56"><span class="cite-bracket">[</span>56<span class="cite-bracket">]</span></a></sup> </p><p>Testosterone is included in the <a href="/wiki/WHO_Model_List_of_Essential_Medicines" title="WHO Model List of Essential Medicines">World Health Organization's list of essential medicines</a>, which are the most important medications needed in a basic <a href="/wiki/Health_system" title="Health system">health system</a>.<sup id="cite_ref-WHO2015E_57-0" class="reference"><a href="#cite_note-WHO2015E-57"><span class="cite-bracket">[</span>57<span class="cite-bracket">]</span></a></sup> It is available as a <a href="/wiki/Generic_medication" class="mw-redirect" title="Generic medication">generic medication</a>.<sup id="cite_ref-AHFS2016_13-2" class="reference"><a href="#cite_note-AHFS2016-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> It can be administered as a cream or <a href="/wiki/Transdermal_patch" title="Transdermal patch">transdermal patch</a> that is applied to the skin, by <a href="/wiki/Intramuscular_injection" title="Intramuscular injection">injection into a muscle</a>, as a tablet that is <a href="/wiki/Buccal_administration" title="Buccal administration">placed in the cheek</a>, or by ingestion.<sup id="cite_ref-AHFS2016_13-3" class="reference"><a href="#cite_note-AHFS2016-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> </p><p>Common <a href="/wiki/Side_effect" title="Side effect">side effects</a> from testosterone medication include <a href="/wiki/Acne" title="Acne">acne</a>, <a href="/wiki/Swelling_(medical)" class="mw-redirect" title="Swelling (medical)">swelling</a>, and <a href="/wiki/Gynecomastia" title="Gynecomastia">breast enlargement in males</a>.<sup id="cite_ref-AHFS2016_13-4" class="reference"><a href="#cite_note-AHFS2016-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> Serious side effects may include <a href="/wiki/Liver_toxicity" class="mw-redirect" title="Liver toxicity">liver toxicity</a>, <a href="/wiki/Cardiovascular_disease" title="Cardiovascular disease">heart disease</a> (though a randomized trial found no evidence of major adverse cardiac events compared to placebo in men with low testosterone<sup id="cite_ref-58" class="reference"><a href="#cite_note-58"><span class="cite-bracket">[</span>58<span class="cite-bracket">]</span></a></sup>), and behavioral changes.<sup id="cite_ref-AHFS2016_13-5" class="reference"><a href="#cite_note-AHFS2016-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> Women and children who are exposed may develop <a href="/wiki/Virilization" title="Virilization">virilization</a>.<sup id="cite_ref-AHFS2016_13-6" class="reference"><a href="#cite_note-AHFS2016-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> It is recommended that individuals with <a href="/wiki/Prostate_cancer" title="Prostate cancer">prostate cancer</a> not use the medication.<sup id="cite_ref-AHFS2016_13-7" class="reference"><a href="#cite_note-AHFS2016-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> It can cause harm if used during <a href="/wiki/Pregnancy" title="Pregnancy">pregnancy</a> or <a href="/wiki/Breastfeeding" title="Breastfeeding">breastfeeding</a>.<sup id="cite_ref-AHFS2016_13-8" class="reference"><a href="#cite_note-AHFS2016-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> </p><p>2020 guidelines from the <a href="/wiki/American_College_of_Physicians" title="American College of Physicians">American College of Physicians</a> support the discussion of <a href="/wiki/Testosterone_(medication)" title="Testosterone (medication)">testosterone</a> treatment in adult men with age-related <a href="/wiki/Low_T" class="mw-redirect" title="Low T">low levels of testosterone</a> who have <a href="/wiki/Sexual_dysfunction" title="Sexual dysfunction">sexual dysfunction</a>. They recommend yearly evaluation regarding possible improvement and, if none, to discontinue testosterone; physicians should consider intramuscular treatments, rather than transdermal treatments, due to costs and since the effectiveness and harm of either method is similar. Testosterone treatment for reasons other than possible improvement of sexual dysfunction may not be recommended.<sup id="cite_ref-ANN-20200106_59-0" class="reference"><a href="#cite_note-ANN-20200106-59"><span class="cite-bracket">[</span>59<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-MSCP-20200107_60-0" class="reference"><a href="#cite_note-MSCP-20200107-60"><span class="cite-bracket">[</span>60<span class="cite-bracket">]</span></a></sup> </p><p>No immediate short term effects on mood or behavior were found from the administration of <a href="https://en.wiktionary.org/wiki/supraphysiological" class="extiw" title="wikt:supraphysiological">supraphysiologic</a> doses of testosterone for 10 weeks on 43 healthy men.<sup id="cite_ref-pmid8637535_61-0" class="reference"><a href="#cite_note-pmid8637535-61"><span class="cite-bracket">[</span>61<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Behavioural_correlations">Behavioural correlations</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=11" title="Edit section: Behavioural correlations"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading4"><h4 id="Sexual_arousal">Sexual arousal</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=12" title="Edit section: Sexual arousal"><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/Hormones_and_sexual_arousal" class="mw-redirect" title="Hormones and sexual arousal">Hormones and sexual arousal</a></div> <p>Testosterone levels follow a <a href="/wiki/Circadian_rhythm" title="Circadian rhythm">circadian rhythm</a> that peaks early each day, regardless of sexual activity.<sup id="cite_ref-pmid5061159_62-0" class="reference"><a href="#cite_note-pmid5061159-62"><span class="cite-bracket">[</span>62<span class="cite-bracket">]</span></a></sup> </p><p>In women, correlations may exist between positive orgasm experience and testosterone levels. Studies have shown small or inconsistent correlations between testosterone levels and male orgasm experience, as well as sexual assertiveness in both sexes.<sup id="cite_ref-pmid19409392_63-0" class="reference"><a href="#cite_note-pmid19409392-63"><span class="cite-bracket">[</span>63<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-64" class="reference"><a href="#cite_note-64"><span class="cite-bracket">[</span>64<span class="cite-bracket">]</span></a></sup> </p><p>Sexual arousal and <a href="/wiki/Masturbation" title="Masturbation">masturbation</a> in women produce small increases in testosterone concentrations.<sup id="cite_ref-pmid10367606_65-0" class="reference"><a href="#cite_note-pmid10367606-65"><span class="cite-bracket">[</span>65<span class="cite-bracket">]</span></a></sup> The <a href="/wiki/Blood_plasma" title="Blood plasma">plasma</a> levels of various <a href="/wiki/Steroids" class="mw-redirect" title="Steroids">steroids</a> significantly increase after masturbation in men and the testosterone levels correlate to those levels.<sup id="cite_ref-pmid135817_66-0" class="reference"><a href="#cite_note-pmid135817-66"><span class="cite-bracket">[</span>66<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Mammalian_studies">Mammalian studies</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=13" title="Edit section: Mammalian studies"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Studies conducted in rats have indicated that their degree of sexual arousal is sensitive to reductions in testosterone. When testosterone-deprived rats were given medium levels of testosterone, their sexual behaviours (copulation, partner preference, etc.) resumed, but not when given low amounts of the same hormone. Therefore, these mammals may provide a model for studying clinical populations among humans with sexual arousal deficits such as <a href="/wiki/Hypoactive_sexual_desire_disorder" title="Hypoactive sexual desire disorder">hypoactive sexual desire disorder</a>.<sup id="cite_ref-pmid20920505_67-0" class="reference"><a href="#cite_note-pmid20920505-67"><span class="cite-bracket">[</span>67<span class="cite-bracket">]</span></a></sup> </p><p>Every mammalian species examined demonstrated a marked increase in a male's testosterone level upon encountering a <em>novel</em> female. The reflexive testosterone increases in male mice is related to the male's initial level of sexual arousal.<sup id="cite_ref-pmid16828762_68-0" class="reference"><a href="#cite_note-pmid16828762-68"><span class="cite-bracket">[</span>68<span class="cite-bracket">]</span></a></sup> </p><p>In non-human primates, it may be that testosterone in puberty stimulates sexual arousal, which allows the primate to increasingly seek out sexual experiences with females and thus creates a sexual preference for females.<sup id="cite_ref-pmid11534996_69-0" class="reference"><a href="#cite_note-pmid11534996-69"><span class="cite-bracket">[</span>69<span class="cite-bracket">]</span></a></sup> Some research has also indicated that if testosterone is eliminated in an adult male human or other adult male primate's system, its sexual motivation decreases, but there is no corresponding decrease in ability to engage in sexual activity (mounting, ejaculating, etc.).<sup id="cite_ref-pmid11534996_69-1" class="reference"><a href="#cite_note-pmid11534996-69"><span class="cite-bracket">[</span>69<span class="cite-bracket">]</span></a></sup> </p><p>In accordance with <a href="/wiki/Sperm_competition" title="Sperm competition">sperm competition</a> theory, testosterone levels are shown to increase as a response to previously neutral stimuli when conditioned to become sexual in male rats.<sup id="cite_ref-pmid6665072_70-0" class="reference"><a href="#cite_note-pmid6665072-70"><span class="cite-bracket">[</span>70<span class="cite-bracket">]</span></a></sup> This reaction engages penile reflexes (such as erection and ejaculation) that aid in sperm competition when more than one male is present in mating encounters, allowing for more production of successful sperm and a higher chance of reproduction. </p> <div class="mw-heading mw-heading4"><h4 id="Males">Males</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=14" title="Edit section: Males"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>In men, higher levels of testosterone are associated with periods of sexual activity.<sup id="cite_ref-pmid1275688_71-0" class="reference"><a href="#cite_note-pmid1275688-71"><span class="cite-bracket">[</span>71<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Roney_2003_72-0" class="reference"><a href="#cite_note-Roney_2003-72"><span class="cite-bracket">[</span>72<span class="cite-bracket">]</span></a></sup> </p><p>Men who watch a sexually explicit movie have an average increase of 35% in testosterone, peaking at 60–90 minutes after the end of the film, but no increase is seen in men who watch sexually neutral films.<sup id="cite_ref-73" class="reference"><a href="#cite_note-73"><span class="cite-bracket">[</span>73<span class="cite-bracket">]</span></a></sup> Men who watch sexually explicit films also report increased motivation and competitiveness, and decreased exhaustion.<sup id="cite_ref-pmid4001279_74-0" class="reference"><a href="#cite_note-pmid4001279-74"><span class="cite-bracket">[</span>74<span class="cite-bracket">]</span></a></sup> A link has also been found between relaxation following sexual arousal and testosterone levels.<sup id="cite_ref-pmid3602262_75-0" class="reference"><a href="#cite_note-pmid3602262-75"><span class="cite-bracket">[</span>75<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Females">Females</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=15" title="Edit section: Females"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Androgens may modulate the physiology of vaginal tissue and contribute to female genital sexual arousal.<sup id="cite_ref-pmid12007897_76-0" class="reference"><a href="#cite_note-pmid12007897-76"><span class="cite-bracket">[</span>76<span class="cite-bracket">]</span></a></sup> Women's level of testosterone is higher when measured pre-intercourse vs. pre-cuddling, as well as post-intercourse vs. post-cuddling.<sup id="cite_ref-pmid17320881_77-0" class="reference"><a href="#cite_note-pmid17320881-77"><span class="cite-bracket">[</span>77<span class="cite-bracket">]</span></a></sup> There is a time lag effect when testosterone is administered, on genital arousal in women. In addition, a continuous increase in vaginal sexual arousal may result in higher genital sensations and sexual appetitive behaviors.<sup id="cite_ref-pmid10665617_78-0" class="reference"><a href="#cite_note-pmid10665617-78"><span class="cite-bracket">[</span>78<span class="cite-bracket">]</span></a></sup> </p><p>When females have a higher baseline level of testosterone, they have higher increases in sexual arousal levels but smaller increases in testosterone, indicating a ceiling effect on testosterone levels in females. Sexual thoughts also change the level of testosterone but not the level of cortisol in the female body, and hormonal contraceptives may affect the variation in testosterone response to sexual thoughts.<sup id="cite_ref-pmid21185838_79-0" class="reference"><a href="#cite_note-pmid21185838-79"><span class="cite-bracket">[</span>79<span class="cite-bracket">]</span></a></sup> </p><p>Testosterone may prove to be an effective treatment in <a href="/wiki/Female_sexual_arousal_disorder" title="Female sexual arousal disorder">female sexual arousal disorders</a>,<sup id="cite_ref-pmid15889125_80-0" class="reference"><a href="#cite_note-pmid15889125-80"><span class="cite-bracket">[</span>80<span class="cite-bracket">]</span></a></sup> and is available as a <a href="/wiki/Testosterone_(patch)" title="Testosterone (patch)">dermal patch</a>. There is no FDA-approved androgen preparation for the treatment of androgen insufficiency; however, it has been used as an <a href="/wiki/Off-label_use" title="Off-label use">off-label use</a> to treat low <a href="/wiki/Libido" title="Libido">libido</a> and <a href="/wiki/Female_sexual_arousal_disorder" title="Female sexual arousal disorder">sexual dysfunction</a> in older women. Testosterone may be a treatment for postmenopausal women as long as they are effectively estrogenized.<sup id="cite_ref-pmid15889125_80-1" class="reference"><a href="#cite_note-pmid15889125-80"><span class="cite-bracket">[</span>80<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Romantic_relationships">Romantic relationships</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=16" title="Edit section: Romantic relationships"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><a href="/wiki/Falling_in_love" title="Falling in love">Falling in love</a> has been linked with decreases in men's testosterone levels while mixed changes are reported for women's testosterone levels.<sup id="cite_ref-pmid31683520_81-0" class="reference"><a href="#cite_note-pmid31683520-81"><span class="cite-bracket">[</span>81<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15177709_82-0" class="reference"><a href="#cite_note-pmid15177709-82"><span class="cite-bracket">[</span>82<span class="cite-bracket">]</span></a></sup> There has been speculation that these changes in testosterone result in the temporary reduction of differences in behavior between the sexes.<sup id="cite_ref-pmid15177709_82-1" class="reference"><a href="#cite_note-pmid15177709-82"><span class="cite-bracket">[</span>82<span class="cite-bracket">]</span></a></sup> However, the testosterone changes observed do not seem to be maintained as relationships develop over time.<sup id="cite_ref-pmid31683520_81-1" class="reference"><a href="#cite_note-pmid31683520-81"><span class="cite-bracket">[</span>81<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15177709_82-2" class="reference"><a href="#cite_note-pmid15177709-82"><span class="cite-bracket">[</span>82<span class="cite-bracket">]</span></a></sup> </p><p>Men who produce less testosterone are more likely to be in a relationship<sup id="cite_ref-pmid16621328_83-0" class="reference"><a href="#cite_note-pmid16621328-83"><span class="cite-bracket">[</span>83<span class="cite-bracket">]</span></a></sup> or married,<sup id="cite_ref-Booth_Dabbs_1993_84-0" class="reference"><a href="#cite_note-Booth_Dabbs_1993-84"><span class="cite-bracket">[</span>84<span class="cite-bracket">]</span></a></sup> and men who produce more testosterone are more likely to divorce.<sup id="cite_ref-Booth_Dabbs_1993_84-1" class="reference"><a href="#cite_note-Booth_Dabbs_1993-84"><span class="cite-bracket">[</span>84<span class="cite-bracket">]</span></a></sup> Marriage or commitment could cause a decrease in testosterone levels.<sup id="cite_ref-Mazur_Michalek_1998_85-0" class="reference"><a href="#cite_note-Mazur_Michalek_1998-85"><span class="cite-bracket">[</span>85<span class="cite-bracket">]</span></a></sup> Single men who have not had relationship experience have lower testosterone levels than single men with experience. It is suggested that these single men with prior experience are in a more competitive state than their non-experienced counterparts.<sup id="cite_ref-pmid26190409_86-0" class="reference"><a href="#cite_note-pmid26190409-86"><span class="cite-bracket">[</span>86<span class="cite-bracket">]</span></a></sup> Married men who engage in bond-maintenance activities such as spending the day with their spouse or child have no different testosterone levels compared to times when they do not engage in such activities. Collectively, these results suggest that the presence of competitive activities rather than bond-maintenance activities is more relevant to changes in testosterone levels.<sup id="cite_ref-pmid15219639_87-0" class="reference"><a href="#cite_note-pmid15219639-87"><span class="cite-bracket">[</span>87<span class="cite-bracket">]</span></a></sup> </p><p>Men who produce more testosterone are more likely to engage in extramarital sex.<sup id="cite_ref-Booth_Dabbs_1993_84-2" class="reference"><a href="#cite_note-Booth_Dabbs_1993-84"><span class="cite-bracket">[</span>84<span class="cite-bracket">]</span></a></sup> Testosterone levels do not rely on physical presence of a partner; testosterone levels of men engaging in same-city and long-distance relationships are similar.<sup id="cite_ref-pmid16621328_83-1" class="reference"><a href="#cite_note-pmid16621328-83"><span class="cite-bracket">[</span>83<span class="cite-bracket">]</span></a></sup> Physical presence may be required for women who are in relationships for the testosterone–partner interaction, where same-city partnered women have lower testosterone levels than long-distance partnered women.<sup id="cite_ref-pmid17196592_88-0" class="reference"><a href="#cite_note-pmid17196592-88"><span class="cite-bracket">[</span>88<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Fatherhood">Fatherhood</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=17" title="Edit section: Fatherhood"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Fatherhood decreases testosterone levels in men, suggesting that the emotions and behaviour tied to paternal care decrease testosterone levels. In humans and other species that utilize <a href="/wiki/Allomothering" title="Allomothering">allomaternal care</a>, paternal investment in offspring is beneficial to said offspring's survival because it allows the two parents to raise multiple children simultaneously. This increases the reproductive fitness of the parents because their offspring are more likely to survive and reproduce. Paternal care increases offspring survival due to increased access to higher quality food and reduced physical and immunological threats.<sup id="cite_ref-89" class="reference"><a href="#cite_note-89"><span class="cite-bracket">[</span>89<span class="cite-bracket">]</span></a></sup> This is particularly beneficial for humans since offspring are dependent on parents for extended periods of time and mothers have relatively short inter-birth intervals.<sup id="cite_ref-90" class="reference"><a href="#cite_note-90"><span class="cite-bracket">[</span>90<span class="cite-bracket">]</span></a></sup> </p><p>While the extent of paternal care varies between cultures, higher investment in direct child care has been seen to be correlated with lower average testosterone levels as well as temporary fluctuations.<sup id="cite_ref-91" class="reference"><a href="#cite_note-91"><span class="cite-bracket">[</span>91<span class="cite-bracket">]</span></a></sup> For instance, fluctuation in testosterone levels when a child is in distress has been found to be indicative of fathering styles. If a father's testosterone levels decrease in response to hearing their baby cry, it is an indication of empathizing with the baby. This is associated with increased nurturing behavior and better outcomes for the infant.<sup id="cite_ref-92" class="reference"><a href="#cite_note-92"><span class="cite-bracket">[</span>92<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Motivation">Motivation</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=18" title="Edit section: Motivation"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Testosterone levels play a major role in risk-taking during financial decisions.<sup id="cite_ref-pmid19706398_93-0" class="reference"><a href="#cite_note-pmid19706398-93"><span class="cite-bracket">[</span>93<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Apicella_2008_94-0" class="reference"><a href="#cite_note-Apicella_2008-94"><span class="cite-bracket">[</span>94<span class="cite-bracket">]</span></a></sup> Higher testosterone levels in men reduce the risk of becoming or staying unemployed.<sup id="cite_ref-95" class="reference"><a href="#cite_note-95"><span class="cite-bracket">[</span>95<span class="cite-bracket">]</span></a></sup> Research has also found that heightened levels of testosterone and <a href="/wiki/Cortisol" title="Cortisol">cortisol</a> are associated with an increased risk of impulsive and violent criminal behavior.<sup id="cite_ref-96" class="reference"><a href="#cite_note-96"><span class="cite-bracket">[</span>96<span class="cite-bracket">]</span></a></sup> On the other hand, elevated testosterone in men may increase their generosity, primarily to attract a potential mate.<sup id="cite_ref-97" class="reference"><a href="#cite_note-97"><span class="cite-bracket">[</span>97<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-98" class="reference"><a href="#cite_note-98"><span class="cite-bracket">[</span>98<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Aggression_and_criminality">Aggression and criminality <span class="anchor" id="Aggression"></span><span class="anchor" id="Criminality"></span></h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=19" title="Edit section: Aggression and criminality"><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/Aggression#Testosterone" title="Aggression">Aggression § Testosterone</a>, and <a href="/wiki/Biosocial_criminology" title="Biosocial criminology">Biosocial criminology</a></div> <p>Most studies support a link between adult criminality and testosterone.<sup id="cite_ref-Armstrong_2022_99-0" class="reference"><a href="#cite_note-Armstrong_2022-99"><span class="cite-bracket">[</span>99<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid1757712_100-0" class="reference"><a href="#cite_note-pmid1757712-100"><span class="cite-bracket">[</span>100<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-101" class="reference"><a href="#cite_note-101"><span class="cite-bracket">[</span>101<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-102" class="reference"><a href="#cite_note-102"><span class="cite-bracket">[</span>102<span class="cite-bracket">]</span></a></sup> Nearly all studies of juvenile delinquency and testosterone are not significant. Most studies have found testosterone to be associated with behaviors or personality traits linked with <a href="/wiki/Antisocial_personality_disorder" title="Antisocial personality disorder">antisocial behavior</a><sup id="cite_ref-pmid24631306_103-0" class="reference"><a href="#cite_note-pmid24631306-103"><span class="cite-bracket">[</span>103<span class="cite-bracket">]</span></a></sup> and <a href="/wiki/Alcoholism" title="Alcoholism">alcoholism</a>. Many studies<sup class="noprint Inline-Template" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Avoid_weasel_words" class="mw-redirect" title="Wikipedia:Avoid weasel words"><span title="The material near this tag possibly uses too vague attribution or weasel words. (June 2023)">which?</span></a></i>]</sup> have been undertaken on the relationship between more general aggressive behavior, and feelings, and testosterone. About half of studies have found a relationship and about half, no relationship.<sup id="cite_ref-isbn0-12-373612-9_104-0" class="reference"><a href="#cite_note-isbn0-12-373612-9-104"><span class="cite-bracket">[</span>104<span class="cite-bracket">]</span></a></sup> Studies have found that testosterone facilitates aggression by modulating <a href="/wiki/Vasopressin" title="Vasopressin">vasopressin</a> receptors in the <a href="/wiki/Hypothalamus" title="Hypothalamus">hypothalamus</a>.<sup id="cite_ref-105" class="reference"><a href="#cite_note-105"><span class="cite-bracket">[</span>105<span class="cite-bracket">]</span></a></sup> </p><p>There are two theories on the role of testosterone in aggression and competition.<sup id="cite_ref-Archer_2006_106-0" class="reference"><a href="#cite_note-Archer_2006-106"><span class="cite-bracket">[</span>106<span class="cite-bracket">]</span></a></sup> The first is the <a href="/wiki/Challenge_hypothesis" title="Challenge hypothesis">challenge hypothesis</a> which states that testosterone would increase during puberty, thus facilitating reproductive and competitive behavior which would include aggression.<sup id="cite_ref-Archer_2006_106-1" class="reference"><a href="#cite_note-Archer_2006-106"><span class="cite-bracket">[</span>106<span class="cite-bracket">]</span></a></sup> It is therefore the challenge of competition among males that facilitates aggression and violence.<sup id="cite_ref-Archer_2006_106-2" class="reference"><a href="#cite_note-Archer_2006-106"><span class="cite-bracket">[</span>106<span class="cite-bracket">]</span></a></sup> Studies conducted have found direct correlation between testosterone and dominance, especially among the most violent criminals in prison who had the highest testosterone.<sup id="cite_ref-Archer_2006_106-3" class="reference"><a href="#cite_note-Archer_2006-106"><span class="cite-bracket">[</span>106<span class="cite-bracket">]</span></a></sup> The same research found fathers (outside competitive environments) had the lowest testosterone levels compared to other males.<sup id="cite_ref-Archer_2006_106-4" class="reference"><a href="#cite_note-Archer_2006-106"><span class="cite-bracket">[</span>106<span class="cite-bracket">]</span></a></sup> </p><p>The second theory is similar and known as "<a href="/wiki/Evolutionary_neuroandrogenic_theory" title="Evolutionary neuroandrogenic theory">evolutionary neuroandrogenic (ENA) theory</a> of male aggression".<sup id="cite_ref-Ellis_2015_107-0" class="reference"><a href="#cite_note-Ellis_2015-107"><span class="cite-bracket">[</span>107<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-108" class="reference"><a href="#cite_note-108"><span class="cite-bracket">[</span>108<span class="cite-bracket">]</span></a></sup> Testosterone and other androgens have evolved to masculinize a brain to be competitive, even to the point of risking harm to the person and others. By doing so, individuals with masculinized brains as a result of pre-natal and adult life testosterone and androgens, enhance their resource acquiring abilities to survive, attract and copulate with mates as much as possible.<sup id="cite_ref-Ellis_2015_107-1" class="reference"><a href="#cite_note-Ellis_2015-107"><span class="cite-bracket">[</span>107<span class="cite-bracket">]</span></a></sup> The masculinization of the brain is not just mediated by testosterone levels at the adult stage, but also testosterone exposure in the womb. Higher pre-natal testosterone indicated by a low <a href="/wiki/Digit_ratio" title="Digit ratio">digit ratio</a> as well as adult testosterone levels increased risk of fouls or aggression among male players in a soccer game.<sup id="cite_ref-109" class="reference"><a href="#cite_note-109"><span class="cite-bracket">[</span>109<span class="cite-bracket">]</span></a></sup> Studies have found higher pre-natal testosterone or lower digit ratio to be correlated with higher aggression.<sup id="cite_ref-Bailey_&_Hurd_2005_110-0" class="reference"><a href="#cite_note-Bailey_&_Hurd_2005-110"><span class="cite-bracket">[</span>110<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-111" class="reference"><a href="#cite_note-111"><span class="cite-bracket">[</span>111<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-112" class="reference"><a href="#cite_note-112"><span class="cite-bracket">[</span>112<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-113" class="reference"><a href="#cite_note-113"><span class="cite-bracket">[</span>113<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-114" class="reference"><a href="#cite_note-114"><span class="cite-bracket">[</span>114<span class="cite-bracket">]</span></a></sup> </p><p>The rise in testosterone during competition predicted aggression in males, but not in females.<sup id="cite_ref-115" class="reference"><a href="#cite_note-115"><span class="cite-bracket">[</span>115<span class="cite-bracket">]</span></a></sup> Subjects who interacted with handguns and an experimental game showed rise in testosterone and aggression.<sup id="cite_ref-116" class="reference"><a href="#cite_note-116"><span class="cite-bracket">[</span>116<span class="cite-bracket">]</span></a></sup> Natural selection might have evolved males to be more sensitive to competitive and status challenge situations, and that the interacting roles of testosterone are the essential ingredient for aggressive behaviour in these situations.<sup id="cite_ref-117" class="reference"><a href="#cite_note-117"><span class="cite-bracket">[</span>117<span class="cite-bracket">]</span></a></sup> Testosterone mediates attraction to cruel and violent cues in men by promoting extended viewing of violent stimuli.<sup id="cite_ref-118" class="reference"><a href="#cite_note-118"><span class="cite-bracket">[</span>118<span class="cite-bracket">]</span></a></sup> Testosterone-specific structural brain characteristic can predict aggressive behaviour in individuals.<sup id="cite_ref-119" class="reference"><a href="#cite_note-119"><span class="cite-bracket">[</span>119<span class="cite-bracket">]</span></a></sup> </p><p>The Annual NY Academy of Sciences has found anabolic steroid use (which increases testosterone) to be higher in teenagers, and this was associated with increased violence.<sup id="cite_ref-120" class="reference"><a href="#cite_note-120"><span class="cite-bracket">[</span>120<span class="cite-bracket">]</span></a></sup> Studies have found administered testosterone to increase verbal aggression and anger in some participants.<sup id="cite_ref-121" class="reference"><a href="#cite_note-121"><span class="cite-bracket">[</span>121<span class="cite-bracket">]</span></a></sup> </p><p>A few studies indicate that the testosterone derivative <a href="/wiki/Estradiol" title="Estradiol">estradiol</a> might play an important role in male aggression.<sup id="cite_ref-isbn0-12-373612-9_104-1" class="reference"><a href="#cite_note-isbn0-12-373612-9-104"><span class="cite-bracket">[</span>104<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-122" class="reference"><a href="#cite_note-122"><span class="cite-bracket">[</span>122<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-123" class="reference"><a href="#cite_note-123"><span class="cite-bracket">[</span>123<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid9253313_124-0" class="reference"><a href="#cite_note-pmid9253313-124"><span class="cite-bracket">[</span>124<span class="cite-bracket">]</span></a></sup> Estradiol is known to correlate with aggression in male mice.<sup id="cite_ref-pmid18280561_125-0" class="reference"><a href="#cite_note-pmid18280561-125"><span class="cite-bracket">[</span>125<span class="cite-bracket">]</span></a></sup> Moreover, the conversion of testosterone to estradiol regulates male aggression in <a href="/wiki/Old_World_sparrow" title="Old World sparrow">sparrows</a> during breeding season.<sup id="cite_ref-pmid11016791_126-0" class="reference"><a href="#cite_note-pmid11016791-126"><span class="cite-bracket">[</span>126<span class="cite-bracket">]</span></a></sup> Rats who were given anabolic steroids that increase testosterone were also more physically aggressive to provocation as a result of "threat sensitivity".<sup id="cite_ref-127" class="reference"><a href="#cite_note-127"><span class="cite-bracket">[</span>127<span class="cite-bracket">]</span></a></sup> </p><p>The relationship between testosterone and aggression may also function indirectly, as it has been proposed that testosterone does not amplify tendencies towards aggression, but rather amplifies whatever tendencies will allow an individual to maintain social status when challenged. In most animals, aggression is the means of maintaining social status. However, humans have multiple ways of obtaining status. This could explain why some studies find a link between testosterone and pro-social behaviour, if pro-social behaviour is rewarded with social status. Thus the link between testosterone and aggression and violence is due to these being rewarded with social status.<sup id="cite_ref-pmid30619017_128-0" class="reference"><a href="#cite_note-pmid30619017-128"><span class="cite-bracket">[</span>128<span class="cite-bracket">]</span></a></sup> The relationship may also be one of a "permissive effect" whereby testosterone does elevate aggression levels, but only in the sense of allowing average aggression levels to be maintained; chemically or physically castrating the individual will reduce aggression levels (though not eliminate them) but the individual only needs a small-level of pre-castration testosterone to have aggression levels to return to normal, which they will remain at even if additional testosterone is added. Testosterone may also simply exaggerate or amplify existing aggression; for example, chimpanzees who receive testosterone increases become more aggressive to chimps lower than them in the social hierarchy, but will still be submissive to chimps higher than them. Testosterone thus does not make the chimpanzee indiscriminately aggressive, but instead amplifies his pre-existing aggression towards lower-ranked chimps.<sup id="cite_ref-129" class="reference"><a href="#cite_note-129"><span class="cite-bracket">[</span>129<span class="cite-bracket">]</span></a></sup> </p><p>In humans, testosterone appears more to promote status-seeking and social dominance than simply increasing physical aggression. When controlling for the effects of belief in having received testosterone, women who have received testosterone make fairer offers than women who have not received testosterone.<sup id="cite_ref-pmid21616702_130-0" class="reference"><a href="#cite_note-pmid21616702-130"><span class="cite-bracket">[</span>130<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Fairness">Fairness</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=20" title="Edit section: Fairness"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Testosterone might encourage fair behavior. For one study, subjects took part in a behavioral experiment where the distribution of a real amount of money was decided. The rules allowed both fair and unfair offers. The negotiating partner could subsequently accept or decline the offer. The fairer the offer, the less probable a refusal by the negotiating partner. If no agreement was reached, neither party earned anything. Test subjects with an artificially enhanced testosterone level generally made better, fairer offers than those who received placebos, thus reducing the risk of a rejection of their offer to a minimum. Two later studies have empirically confirmed these results.<sup id="cite_ref-pmid19997098_131-0" class="reference"><a href="#cite_note-pmid19997098-131"><span class="cite-bracket">[</span>131<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-132" class="reference"><a href="#cite_note-132"><span class="cite-bracket">[</span>132<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-133" class="reference"><a href="#cite_note-133"><span class="cite-bracket">[</span>133<span class="cite-bracket">]</span></a></sup> However men with high testosterone were significantly 27% less generous in an ultimatum game.<sup id="cite_ref-134" class="reference"><a href="#cite_note-134"><span class="cite-bracket">[</span>134<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Biological_activity">Biological activity</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=21" title="Edit section: Biological activity"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Free_testosterone">Free testosterone</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=22" title="Edit section: Free testosterone"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><a href="/wiki/Lipophilic" class="mw-redirect" title="Lipophilic">Lipophilic</a> <a href="/wiki/Hormones" class="mw-redirect" title="Hormones">hormones</a> (soluble in <a href="/wiki/Lipids" class="mw-redirect" title="Lipids">lipids</a> but not in <a href="/wiki/Water" title="Water">water</a>), such as <a href="/wiki/Steroid" title="Steroid">steroid</a> hormones, including testosterone, are transported in water-based <a href="/wiki/Blood_plasma" title="Blood plasma">blood plasma</a> through specific and non-specific <a href="/wiki/Proteins" class="mw-redirect" title="Proteins">proteins</a>. Specific proteins include <a href="/wiki/Sex_hormone-binding_globulin" title="Sex hormone-binding globulin">sex hormone-binding globulin</a> (SHBG), which binds testosterone, <a href="/wiki/Dihydrotestosterone" title="Dihydrotestosterone">dihydrotestosterone</a>, <a href="/wiki/Estradiol" title="Estradiol">estradiol</a>, and other <a href="/wiki/Sex_steroids" class="mw-redirect" title="Sex steroids">sex steroids</a>. Non-specific binding proteins include <a href="/wiki/Albumin" title="Albumin">albumin</a>. The part of the total hormone concentration that is not bound to its respective specific carrier protein is the free part. As a result, testosterone which is not bound to SHBG is called <i>free testosterone</i>. Only the free amount of testosterone can bind to an androgenic receptor, which means it has biological activity.<sup id="cite_ref-pmid33553985_135-0" class="reference"><a href="#cite_note-pmid33553985-135"><span class="cite-bracket">[</span>135<span class="cite-bracket">]</span></a></sup> While a significant portion of testosterone is bound to SHBG, a small fraction of testosterone (1%-2%)<sup id="cite_ref-synevo_136-0" class="reference"><a href="#cite_note-synevo-136"><span class="cite-bracket">[</span>136<span class="cite-bracket">]</span></a></sup> is bound to albumin and the binding of testosterone to albumin is weak and can be reversed easily;<sup id="cite_ref-pmid30842823_137-0" class="reference"><a href="#cite_note-pmid30842823-137"><span class="cite-bracket">[</span>137<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid28673039_138-0" class="reference"><a href="#cite_note-pmid28673039-138"><span class="cite-bracket">[</span>138<span class="cite-bracket">]</span></a></sup> as such, both albumin-bound and unbound testosterone are considered to be bioavailable testosterone.<sup id="cite_ref-pmid30842823_137-1" class="reference"><a href="#cite_note-pmid30842823-137"><span class="cite-bracket">[</span>137<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid28673039_138-1" class="reference"><a href="#cite_note-pmid28673039-138"><span class="cite-bracket">[</span>138<span class="cite-bracket">]</span></a></sup> This binding plays an important role in regulating the transport, tissue delivery, bioactivity, and metabolism of testosterone.<sup id="cite_ref-pmid28673039_138-2" class="reference"><a href="#cite_note-pmid28673039-138"><span class="cite-bracket">[</span>138<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid30842823_137-2" class="reference"><a href="#cite_note-pmid30842823-137"><span class="cite-bracket">[</span>137<span class="cite-bracket">]</span></a></sup> At the tissue level, testosterone dissociates from albumin and quickly diffuses into the tissues. The percentage of testosterone bound to SHBG is lower in men than in women. Both the free fraction and the one bound to albumin are available at the tissue level (their sum constitutes the bioavailable testosterone), while SHBG effectively and irreversibly inhibits the action of testosterone.<sup id="cite_ref-synevo_136-1" class="reference"><a href="#cite_note-synevo-136"><span class="cite-bracket">[</span>136<span class="cite-bracket">]</span></a></sup> The relationship between sex steroids and SHBG in physiological and pathological conditions is complex, as various factors may influence the levels of plasma SHBG, affecting bioavailability of testosterone.<sup id="cite_ref-pmid4062218_139-0" class="reference"><a href="#cite_note-pmid4062218-139"><span class="cite-bracket">[</span>139<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid33139661_140-0" class="reference"><a href="#cite_note-pmid33139661-140"><span class="cite-bracket">[</span>140<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid34197576_141-0" class="reference"><a href="#cite_note-pmid34197576-141"><span class="cite-bracket">[</span>141<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Steroid_hormone_activity">Steroid hormone activity</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=23" title="Edit section: Steroid hormone activity"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The effects of testosterone in humans and other <a href="/wiki/Vertebrates" class="mw-redirect" title="Vertebrates">vertebrates</a> occur by way of multiple mechanisms: by activation of the <a href="/wiki/Androgen_receptor" title="Androgen receptor">androgen receptor</a> (directly or as dihydrotestosterone), and by conversion to <a href="/wiki/Estradiol" title="Estradiol">estradiol</a> and activation of certain <a href="/wiki/Estrogen_receptor" title="Estrogen receptor">estrogen receptors</a>.<sup id="cite_ref-pmid18406296_142-0" class="reference"><a href="#cite_note-pmid18406296-142"><span class="cite-bracket">[</span>142<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid11511858_143-0" class="reference"><a href="#cite_note-pmid11511858-143"><span class="cite-bracket">[</span>143<span class="cite-bracket">]</span></a></sup> Androgens such as testosterone have also been found to bind to and activate <a href="/wiki/Membrane_androgen_receptor" title="Membrane androgen receptor">membrane androgen receptors</a>.<sup id="cite_ref-pmid19931639_144-0" class="reference"><a href="#cite_note-pmid19931639-144"><span class="cite-bracket">[</span>144<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid25257522_145-0" class="reference"><a href="#cite_note-pmid25257522-145"><span class="cite-bracket">[</span>145<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23746222_146-0" class="reference"><a href="#cite_note-pmid23746222-146"><span class="cite-bracket">[</span>146<span class="cite-bracket">]</span></a></sup> </p><p><a href="#Free_testosterone">Free testosterone</a> (T) is transported into the <a href="/wiki/Cytoplasm" title="Cytoplasm">cytoplasm</a> of target <a href="/wiki/Tissue_(biology)" title="Tissue (biology)">tissue</a> <a href="/wiki/Cell_(biology)" title="Cell (biology)">cells</a>, where it can bind to the <a href="/wiki/Androgen_receptor" title="Androgen receptor">androgen receptor</a>, or can be reduced to <a href="/wiki/Dihydrotestosterone" title="Dihydrotestosterone">5α-dihydrotestosterone</a> (5α-DHT) by the cytoplasmic enzyme <a href="/wiki/5%CE%B1-reductase" class="mw-redirect" title="5α-reductase">5α-reductase</a>. 5α-DHT binds to the same androgen receptor even more strongly than testosterone, so that its androgenic potency is about 5 times that of T.<sup id="cite_ref-pmid3762019_147-0" class="reference"><a href="#cite_note-pmid3762019-147"><span class="cite-bracket">[</span>147<span class="cite-bracket">]</span></a></sup> The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the <a href="/wiki/Cell_nucleus" title="Cell nucleus">cell nucleus</a> and bind directly to specific <a href="/wiki/Nucleotide" title="Nucleotide">nucleotide</a> sequences of the <a href="/wiki/Chromosome" title="Chromosome">chromosomal</a> DNA. The areas of binding are called <a href="/wiki/Hormone_response_element" class="mw-redirect" title="Hormone response element">hormone response elements</a> (HREs), and influence transcriptional activity of certain <a href="/wiki/Gene" title="Gene">genes</a>, producing the androgen effects. </p><p>Androgen receptors occur in many different vertebrate body system tissues, and both males and females respond similarly to similar levels. Greatly differing amounts of testosterone prenatally, at puberty, and throughout life account for a share of <a href="/wiki/Sexual_differentiation" title="Sexual differentiation">biological differences</a> between males and females. </p><p>The bones and the brain are two important tissues in humans where the primary effect of testosterone is by way of <a href="/wiki/Aromatization" title="Aromatization">aromatization</a> to <a href="/wiki/Estradiol" title="Estradiol">estradiol</a>. In the bones, estradiol accelerates ossification of cartilage into bone, leading to closure of the <a href="/wiki/Epiphysis" title="Epiphysis">epiphyses</a> and conclusion of growth. In the central nervous system, testosterone is aromatized to estradiol. Estradiol rather than testosterone serves as the most important feedback signal to the hypothalamus (especially affecting <a href="/wiki/Luteinizing_hormone" title="Luteinizing hormone">LH</a> secretion).<sup id="cite_ref-148" class="reference"><a href="#cite_note-148"><span class="cite-bracket">[</span>148<span class="cite-bracket">]</span></a></sup><sup class="noprint Inline-Template" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Verifiability" title="Wikipedia:Verifiability"><span title="The material near this tag failed verification of its source citation(s). (February 2023)">failed verification</span></a></i>]</sup> In many <a href="/wiki/Mammal" title="Mammal">mammals</a>, prenatal or perinatal "masculinization" of the <a href="/wiki/Sexual_dimorphism" title="Sexual dimorphism">sexually dimorphic</a> areas of the brain by estradiol derived from testosterone programs later male sexual behavior.<sup id="cite_ref-pmid18195084_149-0" class="reference"><a href="#cite_note-pmid18195084-149"><span class="cite-bracket">[</span>149<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Neurosteroid_activity">Neurosteroid activity</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=24" title="Edit section: Neurosteroid activity"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Testosterone, via its <a href="/wiki/Active_metabolite" title="Active metabolite">active metabolite</a> <a href="/wiki/3%CE%B1-androstanediol" class="mw-redirect" title="3α-androstanediol">3α-androstanediol</a>, is a potent <a href="/wiki/Positive_allosteric_modulator" class="mw-redirect" title="Positive allosteric modulator">positive allosteric modulator</a> of the <a href="/wiki/GABAA_receptor" title="GABAA receptor">GABA<sub>A</sub> receptor</a>.<sup id="cite_ref-KohtzFrye2012_150-0" class="reference"><a href="#cite_note-KohtzFrye2012-150"><span class="cite-bracket">[</span>150<span class="cite-bracket">]</span></a></sup> </p><p>Testosterone has been found to act as an <a href="/wiki/Receptor_antagonist" title="Receptor antagonist">antagonist</a> of the <a href="/wiki/TrkA" class="mw-redirect" title="TrkA">TrkA</a> and <a href="/wiki/P75NTR" class="mw-redirect" title="P75NTR">p75<sup>NTR</sup></a>, <a href="/wiki/Receptor_(biochemistry)" title="Receptor (biochemistry)">receptors</a> for the <a href="/wiki/Neurotrophin" title="Neurotrophin">neurotrophin</a> <a href="/wiki/Nerve_growth_factor" title="Nerve growth factor">nerve growth factor</a> (NGF), with high <a href="/wiki/Affinity_(pharmacology)" class="mw-redirect" title="Affinity (pharmacology)">affinity</a> (around 5 nM).<sup id="cite_ref-pmid26908835_151-0" class="reference"><a href="#cite_note-pmid26908835-151"><span class="cite-bracket">[</span>151<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid21541365_152-0" class="reference"><a href="#cite_note-pmid21541365-152"><span class="cite-bracket">[</span>152<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23074265_153-0" class="reference"><a href="#cite_note-pmid23074265-153"><span class="cite-bracket">[</span>153<span class="cite-bracket">]</span></a></sup> In contrast to testosterone, DHEA and <a href="/wiki/DHEA_sulfate" class="mw-redirect" title="DHEA sulfate">DHEA sulfate</a> have been found to act as high-affinity <a href="/wiki/Agonist" title="Agonist">agonists</a> of these receptors.<sup id="cite_ref-pmid26908835_151-1" class="reference"><a href="#cite_note-pmid26908835-151"><span class="cite-bracket">[</span>151<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid21541365_152-1" class="reference"><a href="#cite_note-pmid21541365-152"><span class="cite-bracket">[</span>152<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23074265_153-1" class="reference"><a href="#cite_note-pmid23074265-153"><span class="cite-bracket">[</span>153<span class="cite-bracket">]</span></a></sup> </p><p>Testosterone is an antagonist of the <a href="/wiki/Sigma-1_receptor" title="Sigma-1 receptor">sigma-1 receptor</a> (K<sub>i</sub> = 1,014 or 201 nM).<sup id="cite_ref-AlbayrakHashimoto2017_154-0" class="reference"><a href="#cite_note-AlbayrakHashimoto2017-154"><span class="cite-bracket">[</span>154<span class="cite-bracket">]</span></a></sup> However, the concentrations of testosterone required for binding the receptor are far above even total circulating concentrations of testosterone in adult males (which range between 10 and 35 nM).<sup id="cite_ref-Regitz-Zagrosek2012_155-0" class="reference"><a href="#cite_note-Regitz-Zagrosek2012-155"><span class="cite-bracket">[</span>155<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Biochemistry">Biochemistry</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=25" title="Edit section: Biochemistry"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:Steroidogenesis.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/13/Steroidogenesis.svg/440px-Steroidogenesis.svg.png" decoding="async" width="440" height="391" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/13/Steroidogenesis.svg/660px-Steroidogenesis.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/13/Steroidogenesis.svg/880px-Steroidogenesis.svg.png 2x" data-file-width="1245" data-file-height="1105" /></a><figcaption><style data-mw-deduplicate="TemplateStyles:r1238216509">.mw-parser-output .vanchor>:target~.vanchor-text{background-color:#b1d2ff}@media screen{html.skin-theme-clientpref-night .mw-parser-output .vanchor>:target~.vanchor-text{background-color:#0f4dc9}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .vanchor>:target~.vanchor-text{background-color:#0f4dc9}}</style><span class="vanchor"><span id="Figure_1"></span><span class="vanchor-text">Figure 1</span></span>: Human <a href="/wiki/Steroidogenesis" class="mw-redirect" title="Steroidogenesis">steroidogenesis</a>, showing testosterone near bottom<sup id="cite_ref-HäggströmRichfield2014_28-1" class="reference"><a href="#cite_note-HäggströmRichfield2014-28"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup></figcaption></figure> <div class="mw-heading mw-heading3"><h3 id="Biosynthesis">Biosynthesis</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=26" title="Edit section: Biosynthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Like other <a href="/wiki/Steroid" title="Steroid">steroid</a> hormones, testosterone is derived from <a href="/wiki/Cholesterol" title="Cholesterol">cholesterol</a> <style data-mw-deduplicate="TemplateStyles:r1033199720">.mw-parser-output div.crossreference{padding-left:0}</style><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><span role="note" class="hatnote navigation-not-searchable crossreference">(<a href="#Figure_1">Figure 1</a>)</span>.<sup id="cite_ref-pmid1307739_156-0" class="reference"><a href="#cite_note-pmid1307739-156"><span class="cite-bracket">[</span>156<span class="cite-bracket">]</span></a></sup> The first step in the <a href="/wiki/Biosynthesis" title="Biosynthesis">biosynthesis</a> involves the oxidative cleavage of the side-chain of cholesterol by <a href="/wiki/Cholesterol_side-chain_cleavage_enzyme" title="Cholesterol side-chain cleavage enzyme">cholesterol side-chain cleavage enzyme</a> (P450scc, CYP11A1), a <a href="/wiki/Mitochondrion" title="Mitochondrion">mitochondrial</a> <a href="/wiki/Cytochrome_P450" title="Cytochrome P450">cytochrome P450</a> oxidase with the loss of six carbon atoms to give <a href="/wiki/Pregnenolone" title="Pregnenolone">pregnenolone</a>. In the next step, two additional carbon atoms are removed by the <a href="/wiki/CYP17A1" title="CYP17A1">CYP17A1</a> (17α-hydroxylase/17,20-lyase) enzyme in the <a href="/wiki/Endoplasmic_reticulum" title="Endoplasmic reticulum">endoplasmic reticulum</a> to yield a variety of C<sub>19</sub> steroids.<sup id="cite_ref-pmid3535074_157-0" class="reference"><a href="#cite_note-pmid3535074-157"><span class="cite-bracket">[</span>157<span class="cite-bracket">]</span></a></sup> In addition, the 3β-hydroxyl group is oxidized by <a href="/wiki/3%CE%B2-hydroxysteroid_dehydrogenase" class="mw-redirect" title="3β-hydroxysteroid dehydrogenase">3β-hydroxysteroid dehydrogenase</a> to produce <a href="/wiki/Androstenedione" title="Androstenedione">androstenedione</a>. In the final and rate limiting step, the C17 keto group androstenedione is reduced by <a href="/wiki/17%CE%B2-hydroxysteroid_dehydrogenase" class="mw-redirect" title="17β-hydroxysteroid dehydrogenase">17β-hydroxysteroid dehydrogenase</a> to yield testosterone. </p><p>The largest amounts of testosterone (>95%) are produced by the <a href="/wiki/Testis" class="mw-redirect" title="Testis">testes</a> in men,<sup id="cite_ref-pmid3549275_4-1" class="reference"><a href="#cite_note-pmid3549275-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> while the <a href="/wiki/Adrenal_gland" title="Adrenal gland">adrenal glands</a> account for most of the remainder. Testosterone is also synthesized in far smaller total quantities in women by the adrenal glands, <a href="/wiki/Theca_of_follicle" title="Theca of follicle">thecal cells</a> of the <a href="/wiki/Ovary" title="Ovary">ovaries</a>, and, during <a href="/wiki/Pregnancy" title="Pregnancy">pregnancy</a>, by the <a href="/wiki/Placenta" title="Placenta">placenta</a>.<sup id="cite_ref-pmid15507105_158-0" class="reference"><a href="#cite_note-pmid15507105-158"><span class="cite-bracket">[</span>158<span class="cite-bracket">]</span></a></sup> In the testes, testosterone is produced by the <a href="/wiki/Leydig_cell" title="Leydig cell">Leydig cells</a>.<sup id="cite_ref-pmid58744_159-0" class="reference"><a href="#cite_note-pmid58744-159"><span class="cite-bracket">[</span>159<span class="cite-bracket">]</span></a></sup> The male generative glands also contain <a href="/wiki/Sertoli_cell" title="Sertoli cell">Sertoli cells</a>, which require testosterone for <a href="/wiki/Spermatogenesis" title="Spermatogenesis">spermatogenesis</a>. Like most hormones, testosterone is supplied to target tissues in the blood where much of it is transported bound to a specific <a href="/wiki/Plasma_protein" title="Plasma protein">plasma protein</a>, <a href="/wiki/Sex_hormone-binding_globulin" title="Sex hormone-binding globulin">sex hormone-binding globulin</a> (SHBG). </p> <table class="wikitable mw-collapsible mw-collapsed" style="margin: 1em auto;"> <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 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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:Production_rates,_secretion_rates,_clearance_rates,_and_blood_levels_of_major_sex_hormones" title="Template:Production rates, secretion rates, clearance rates, and blood levels of major sex hormones"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Production_rates,_secretion_rates,_clearance_rates,_and_blood_levels_of_major_sex_hormones" title="Template talk:Production rates, secretion rates, clearance rates, and blood levels of major sex hormones"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Production_rates,_secretion_rates,_clearance_rates,_and_blood_levels_of_major_sex_hormones" title="Special:EditPage/Template:Production rates, secretion rates, clearance rates, and blood levels of major sex hormones"><abbr title="Edit this template">e</abbr></a></li></ul></div> Production rates, secretion rates, clearance rates, and blood levels of major sex hormones </caption> <tbody><tr> <th rowspan="2">Sex </th> <th rowspan="2">Sex hormone </th> <th rowspan="2">Reproductive<br />phase </th> <th rowspan="2">Blood<br />production rate </th> <th rowspan="2">Gonadal<br />secretion rate </th> <th rowspan="2">Metabolic<br />clearance rate </th> <th colspan="2">Reference range (serum levels) </th></tr> <tr> <th><abbr title="Système International">SI</abbr> units </th> <th>Non-<abbr title="Système International">SI</abbr> units </th></tr> <tr> <td rowspan="5">Men </td> <td><a href="/wiki/Androstenedione" title="Androstenedione">Androstenedione</a> </td> <td><div class="center" style="width:auto; margin-left:auto; margin-right:auto;">–</div> </td> <td>2.8 mg/day </td> <td>1.6 mg/day </td> <td>2200 L/day </td> <td>2.8–7.3 nmol/L </td> <td>80–210 ng/dL </td></tr> <tr> <td>Testosterone </td> <td><div class="center" style="width:auto; margin-left:auto; margin-right:auto;">–</div> </td> <td>6.5 mg/day </td> <td>6.2 mg/day </td> <td>950 L/day </td> <td>6.9–34.7 nmol/L </td> <td>200–1000 ng/dL </td></tr> <tr> <td><a href="/wiki/Estrone" title="Estrone">Estrone</a> </td> <td><div class="center" style="width:auto; margin-left:auto; margin-right:auto;">–</div> </td> <td>150 μg/day </td> <td>110 μg/day </td> <td>2050 L/day </td> <td>37–250 pmol/L </td> <td>10–70 pg/mL </td></tr> <tr> <td><a href="/wiki/Estradiol" title="Estradiol">Estradiol</a> </td> <td><div class="center" style="width:auto; margin-left:auto; margin-right:auto;">–</div> </td> <td>60 μg/day </td> <td>50 μg/day </td> <td>1600 L/day </td> <td><37–210 pmol/L </td> <td>10–57 pg/mL </td></tr> <tr> <td><a href="/wiki/Estrone_sulfate" title="Estrone sulfate">Estrone sulfate</a> </td> <td><div class="center" style="width:auto; margin-left:auto; margin-right:auto;">–</div> </td> <td>80 μg/day </td> <td>Insignificant </td> <td>167 L/day </td> <td>600–2500 pmol/L </td> <td>200–900 pg/mL </td></tr> <tr> <td rowspan="12">Women </td> <td><a href="/wiki/Androstenedione" title="Androstenedione">Androstenedione</a> </td> <td><div class="center" style="width:auto; margin-left:auto; margin-right:auto;">–</div> </td> <td>3.2 mg/day </td> <td>2.8 mg/day </td> <td>2000 L/day </td> <td>3.1–12.2 nmol/L </td> <td>89–350 ng/dL </td></tr> <tr> <td>Testosterone </td> <td><div class="center" style="width:auto; margin-left:auto; margin-right:auto;">–</div> </td> <td>190 μg/day </td> <td>60 μg/day </td> <td>500 L/day </td> <td>0.7–2.8 nmol/L </td> <td>20–81 ng/dL </td></tr> <tr> <td rowspan="3"><a href="/wiki/Estrone" title="Estrone">Estrone</a> </td> <td>Follicular phase </td> <td>110 μg/day </td> <td>80 μg/day </td> <td>2200 L/day </td> <td>110–400 pmol/L </td> <td>30–110 pg/mL </td></tr> <tr> <td>Luteal phase </td> <td>260 μg/day </td> <td>150 μg/day </td> <td>2200 L/day </td> <td>310–660 pmol/L </td> <td>80–180 pg/mL </td></tr> <tr> <td>Postmenopause </td> <td>40 μg/day </td> <td>Insignificant </td> <td>1610 L/day </td> <td>22–230 pmol/L </td> <td>6–60 pg/mL </td></tr> <tr> <td rowspan="3"><a href="/wiki/Estradiol" title="Estradiol">Estradiol</a> </td> <td>Follicular phase </td> <td>90 μg/day </td> <td>80 μg/day </td> <td>1200 L/day </td> <td><37–360 pmol/L </td> <td>10–98 pg/mL </td></tr> <tr> <td>Luteal phase </td> <td>250 μg/day </td> <td>240 μg/day </td> <td>1200 L/day </td> <td>699–1250 pmol/L </td> <td>190–341 pg/mL </td></tr> <tr> <td>Postmenopause </td> <td>6 μg/day </td> <td>Insignificant </td> <td>910 L/day </td> <td><37–140 pmol/L </td> <td>10–38 pg/mL </td></tr> <tr> <td rowspan="2"><a href="/wiki/Estrone_sulfate" title="Estrone sulfate">Estrone sulfate</a> </td> <td>Follicular phase </td> <td>100 μg/day </td> <td>Insignificant </td> <td>146 L/day </td> <td>700–3600 pmol/L </td> <td>250–1300 pg/mL </td></tr> <tr> <td>Luteal phase </td> <td>180 μg/day </td> <td>Insignificant </td> <td>146 L/day </td> <td>1100–7300 pmol/L </td> <td>400–2600 pg/mL </td></tr> <tr> <td rowspan="2"><a href="/wiki/Progesterone" title="Progesterone">Progesterone</a> </td> <td>Follicular phase </td> <td>2 mg/day </td> <td>1.7 mg/day </td> <td>2100 L/day </td> <td>0.3–3 nmol/L </td> <td>0.1–0.9 ng/mL </td></tr> <tr> <td>Luteal phase </td> <td>25 mg/day </td> <td>24 mg/day </td> <td>2100 L/day </td> <td>19–45 nmol/L </td> <td>6–14 ng/mL </td></tr> <tr> <td colspan="8" 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;">Notes and sources</div><div class="hidden-content mw-collapsible-content" style=""> <span style="font-size:small;"><b>Notes:</b> "The <i>concentration</i> of a steroid in the circulation is determined by the rate at which it is secreted from glands, the rate of metabolism of precursor or prehormones into the steroid, and the rate at which it is extracted by tissues and metabolized. The <i>secretion rate</i> of a steroid refers to the total secretion of the compound from a gland per unit time. Secretion rates have been assessed by sampling the venous effluent from a gland over time and subtracting out the arterial and peripheral venous hormone concentration. The <i>metabolic clearance rate</i> of a steroid is defined as the volume of blood that has been completely cleared of the hormone per unit time. The <i>production rate</i> of a steroid hormone refers to entry into the blood of the compound from all possible sources, including secretion from glands and conversion of prohormones into the steroid of interest. At steady state, the amount of hormone entering the blood from all sources will be equal to the rate at which it is being cleared (metabolic clearance rate) multiplied by blood concentration (production rate = metabolic clearance rate × concentration). If there is little contribution of prohormone metabolism to the circulating pool of steroid, then the production rate will approximate the secretion rate." <b>Sources:</b> See template.</span></div></div> </td></tr></tbody></table> <div class="mw-heading mw-heading4"><h4 id="Regulation">Regulation</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=27" title="Edit section: Regulation"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:Hypothalamus_pituitary_testicles_axis.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/2a/Hypothalamus_pituitary_testicles_axis.png/220px-Hypothalamus_pituitary_testicles_axis.png" decoding="async" width="220" height="371" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/2a/Hypothalamus_pituitary_testicles_axis.png/330px-Hypothalamus_pituitary_testicles_axis.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/2a/Hypothalamus_pituitary_testicles_axis.png/440px-Hypothalamus_pituitary_testicles_axis.png 2x" data-file-width="979" data-file-height="1653" /></a><figcaption><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238216509"><span class="vanchor"><span id="Figure_2"></span><span class="vanchor-text">Figure 2</span></span>. Hypothalamic–pituitary–testicular axis</figcaption></figure> <p>In males, testosterone is synthesized primarily in <a href="/wiki/Leydig_cells" class="mw-redirect" title="Leydig cells">Leydig cells</a>. The number of Leydig cells in turn is regulated by <a href="/wiki/Luteinizing_hormone" title="Luteinizing hormone">luteinizing hormone</a> (LH) and <a href="/wiki/Follicle-stimulating_hormone" title="Follicle-stimulating hormone">follicle-stimulating hormone</a> (FSH). In addition, the amount of testosterone produced by existing Leydig cells is under the control of LH, which regulates the expression of <a href="/wiki/17%CE%B2-hydroxysteroid_dehydrogenase" class="mw-redirect" title="17β-hydroxysteroid dehydrogenase">17β-hydroxysteroid dehydrogenase</a>.<sup id="cite_ref-isbn0-9627422-7-9_160-0" class="reference"><a href="#cite_note-isbn0-9627422-7-9-160"><span class="cite-bracket">[</span>160<span class="cite-bracket">]</span></a></sup> </p><p>The amount of testosterone synthesized is regulated by the <a href="/wiki/Hypothalamic%E2%80%93pituitary%E2%80%93gonadal_axis" title="Hypothalamic–pituitary–gonadal axis">hypothalamic–pituitary–testicular axis</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1033199720"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><span role="note" class="hatnote navigation-not-searchable crossreference">(<a href="#Figure_2">Figure 2</a>)</span>.<sup id="cite_ref-pmid1377467_161-0" class="reference"><a href="#cite_note-pmid1377467-161"><span class="cite-bracket">[</span>161<span class="cite-bracket">]</span></a></sup> When testosterone levels are low, gonadotropin-releasing hormone (<a href="/wiki/Gonadotropin-releasing_hormone" title="Gonadotropin-releasing hormone">GnRH</a>) is released by the <a href="/wiki/Hypothalamus" title="Hypothalamus">hypothalamus</a>, which in turn stimulates the <a href="/wiki/Pituitary_gland" title="Pituitary gland">pituitary gland</a> to release FSH and LH. These latter two hormones stimulate the testis to synthesize testosterone. Finally, increasing levels of testosterone through a negative <a href="/wiki/Feedback" title="Feedback">feedback</a> loop act on the hypothalamus and pituitary to inhibit the release of GnRH and FSH/LH, respectively. </p><p>Factors affecting testosterone levels may include: </p> <ul><li>Age: Testosterone levels gradually reduce as men age.<sup id="cite_ref-pmid25009850_162-0" class="reference"><a href="#cite_note-pmid25009850-162"><span class="cite-bracket">[</span>162<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid24407185_163-0" class="reference"><a href="#cite_note-pmid24407185-163"><span class="cite-bracket">[</span>163<span class="cite-bracket">]</span></a></sup> This effect is sometimes referred to as <a href="/wiki/Andropause" class="mw-redirect" title="Andropause">andropause</a> or <a href="/wiki/Late-onset_hypogonadism" title="Late-onset hypogonadism">late-onset hypogonadism</a>.<sup id="cite_ref-pmid24793989_164-0" class="reference"><a href="#cite_note-pmid24793989-164"><span class="cite-bracket">[</span>164<span class="cite-bracket">]</span></a></sup></li> <li>Exercise: <a href="/wiki/Strength_training" title="Strength training">Resistance training</a> increases testosterone levels acutely,<sup id="cite_ref-Vingren_2010_165-0" class="reference"><a href="#cite_note-Vingren_2010-165"><span class="cite-bracket">[</span>165<span class="cite-bracket">]</span></a></sup> however, in older men, that increase can be avoided by protein ingestion.<sup id="cite_ref-pmid18455389_166-0" class="reference"><a href="#cite_note-pmid18455389-166"><span class="cite-bracket">[</span>166<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Endurance_training" title="Endurance training">Endurance training</a> in men may lead to lower testosterone levels.<sup id="cite_ref-pmid16268050_167-0" class="reference"><a href="#cite_note-pmid16268050-167"><span class="cite-bracket">[</span>167<span class="cite-bracket">]</span></a></sup></li> <li>Nutrients: <a href="/wiki/Vitamin_A_deficiency" title="Vitamin A deficiency">Vitamin A deficiency</a> may lead to sub-optimal plasma testosterone levels.<sup id="cite_ref-pmid12141930_168-0" class="reference"><a href="#cite_note-pmid12141930-168"><span class="cite-bracket">[</span>168<span class="cite-bracket">]</span></a></sup> The secosteroid <a href="/wiki/Vitamin_D" title="Vitamin D">vitamin D</a> in levels of 400–1000 <a href="/wiki/International_unit" title="International unit">IU</a>/d (10–25 μg/d) raises testosterone levels.<sup id="cite_ref-pmid21154195_169-0" class="reference"><a href="#cite_note-pmid21154195-169"><span class="cite-bracket">[</span>169<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Zinc_deficiency" title="Zinc deficiency">Zinc deficiency</a> lowers testosterone levels<sup id="cite_ref-pmid8875519_170-0" class="reference"><a href="#cite_note-pmid8875519-170"><span class="cite-bracket">[</span>170<span class="cite-bracket">]</span></a></sup> but over-supplementation has no effect on serum testosterone.<sup id="cite_ref-pmid17882141_171-0" class="reference"><a href="#cite_note-pmid17882141-171"><span class="cite-bracket">[</span>171<span class="cite-bracket">]</span></a></sup> There is limited evidence that <a href="/wiki/Low-fat_diet" title="Low-fat diet">low-fat diets</a> may reduce total and <a href="#Free_testosterone">free testosterone</a> levels in men.<sup id="cite_ref-172" class="reference"><a href="#cite_note-172"><span class="cite-bracket">[</span>172<span class="cite-bracket">]</span></a></sup></li> <li>Weight loss: Reduction in weight may result in an increase in testosterone levels. Fat cells synthesize the enzyme aromatase, which converts testosterone, the male sex hormone, into estradiol, the female sex hormone.<sup id="cite_ref-pmid21849026_173-0" class="reference"><a href="#cite_note-pmid21849026-173"><span class="cite-bracket">[</span>173<span class="cite-bracket">]</span></a></sup> However no clear association between <a href="/wiki/Body_mass_index" title="Body mass index">body mass index</a> and testosterone levels has been found.<sup id="cite_ref-pmid19889752_174-0" class="reference"><a href="#cite_note-pmid19889752-174"><span class="cite-bracket">[</span>174<span class="cite-bracket">]</span></a></sup></li> <li>Miscellaneous: <i>Sleep</i>: (<a href="/wiki/REM_sleep" class="mw-redirect" title="REM sleep">REM sleep</a>) increases nocturnal testosterone levels.<sup id="cite_ref-pmid18519168_175-0" class="reference"><a href="#cite_note-pmid18519168-175"><span class="cite-bracket">[</span>175<span class="cite-bracket">]</span></a></sup></li> <li>Behavior: Dominance challenges can, in some cases, stimulate increased testosterone release in men.<sup id="cite_ref-pmid10603287_176-0" class="reference"><a href="#cite_note-pmid10603287-176"><span class="cite-bracket">[</span>176<span class="cite-bracket">]</span></a></sup></li> <li>Foods: Natural or man-made <a href="/wiki/Antiandrogens" class="mw-redirect" title="Antiandrogens">antiandrogens</a> including <a href="/wiki/Spearmint" title="Spearmint">spearmint</a> tea reduce testosterone levels.<sup id="cite_ref-pmid17310494_177-0" class="reference"><a href="#cite_note-pmid17310494-177"><span class="cite-bracket">[</span>177<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid18804513_178-0" class="reference"><a href="#cite_note-pmid18804513-178"><span class="cite-bracket">[</span>178<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid19585478_179-0" class="reference"><a href="#cite_note-pmid19585478-179"><span class="cite-bracket">[</span>179<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Licorice" class="mw-redirect" title="Licorice">Licorice</a> can decrease the production of testosterone and this effect is greater in females.<sup id="cite_ref-180" class="reference"><a href="#cite_note-180"><span class="cite-bracket">[</span>180<span class="cite-bracket">]</span></a></sup></li></ul> <div class="mw-heading mw-heading3"><h3 id="Distribution">Distribution</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=28" title="Edit section: Distribution"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The <a href="/wiki/Plasma_protein_binding" title="Plasma protein binding">plasma protein binding</a> of testosterone is 98.0 to 98.5%, with 1.5 to 2.0% free or unbound.<sup id="cite_ref-NieschlagBehre2012_181-0" class="reference"><a href="#cite_note-NieschlagBehre2012-181"><span class="cite-bracket">[</span>181<span class="cite-bracket">]</span></a></sup> It is bound 65% to <a href="/wiki/Sex_hormone-binding_globulin" title="Sex hormone-binding globulin">sex hormone-binding globulin</a> (SHBG) and 33% bound weakly to <a href="/wiki/Human_serum_albumin" title="Human serum albumin">albumin</a>.<sup id="cite_ref-pmid4044776_182-0" class="reference"><a href="#cite_note-pmid4044776-182"><span class="cite-bracket">[</span>182<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:Plasma_protein_binding_of_testosterone_and_dihydrotestosterone" title="Template:Plasma protein binding of testosterone and dihydrotestosterone"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Plasma_protein_binding_of_testosterone_and_dihydrotestosterone" title="Template talk:Plasma protein binding of testosterone and dihydrotestosterone"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Plasma_protein_binding_of_testosterone_and_dihydrotestosterone" title="Special:EditPage/Template:Plasma protein binding of testosterone and dihydrotestosterone"><abbr title="Edit this template">e</abbr></a></li></ul></div> Plasma protein binding of testosterone and dihydrotestosterone </caption> <tbody><tr> <th>Compound</th> <th>Group</th> <th>Level (nM)</th> <th>Free (%)</th> <th><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><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> <th><a href="/wiki/Human_serum_albumin" title="Human serum albumin">Albumin</a> (%) </th></tr> <tr> <td rowspan="5">Testosterone</td> <td>Adult men</td> <td>23.0</td> <td>2.23</td> <td>44.3</td> <td>3.56</td> <td>49.9 </td></tr> <tr> <td colspan="6">Adult women </td></tr> <tr> <td>  Follicular phase</td> <td>1.3</td> <td>1.36</td> <td>66.0</td> <td>2.26</td> <td>30.4 </td></tr> <tr> <td>  Luteal phase</td> <td>1.3</td> <td>1.37</td> <td>65.7</td> <td>2.20</td> <td>30.7 </td></tr> <tr> <td>  Pregnancy</td> <td>4.7</td> <td>0.23</td> <td>95.4</td> <td>0.82</td> <td>3.6 </td></tr> <tr> <td rowspan="5"><a href="/wiki/Dihydrotestosterone" title="Dihydrotestosterone">Dihydrotestosterone</a></td> <td>Adult men</td> <td>1.70</td> <td>0.88</td> <td>49.7</td> <td>0.22</td> <td>39.2 </td></tr> <tr> <td colspan="6">Adult women </td></tr> <tr> <td>  Follicular phase</td> <td>0.65</td> <td>0.47</td> <td>78.4</td> <td>0.12</td> <td>21.0 </td></tr> <tr> <td>  Luteal phase</td> <td>0.65</td> <td>0.48</td> <td>78.1</td> <td>0.12</td> <td>21.3 </td></tr> <tr> <td>  Pregnancy</td> <td>0.93</td> <td>0.07</td> <td>97.8</td> <td>0.04</td> <td>21.2 </td></tr> <tr class="sortbottom"> <td colspan="7" style="width: 1px; background-color:#eaecf0; text-align: center;"><b>Sources:</b> See template. </td></tr></tbody></table> <div class="mw-heading mw-heading3"><h3 id="Metabolism">Metabolism</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=29" title="Edit section: Metabolism"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <table role="presentation" cellpadding="0" style="border-spacing:0; clear:right; float:right;"> <tbody><tr> <td><div class="thumb tright"> <div class="thumbinner" style="width:452px;"> <div style="clear: both; font-weight: bold; font-size: 106.4%; text-align: center; background-color: aliceblue;margin-bottom:3px;"><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:Testosterone_metabolism_mini" title="Template:Testosterone metabolism mini"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Testosterone_metabolism_mini" title="Template talk:Testosterone metabolism mini"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Testosterone_metabolism_mini" title="Special:EditPage/Template:Testosterone metabolism mini"><abbr title="Edit this template">e</abbr></a></li></ul></div> Testosterone <a href="/wiki/Metabolism" title="Metabolism">metabolism</a> in humans</div> <div style="position:relative; width:450px; height:550px; overflow:hidden; border:solid #ccc 1px; background-color:white;"> <div style="left:0px; top:0px; width:450px; position:absolute"> <span typeof="mw:File"><a href="https://commons.wikimedia.org/wiki/File:Testosterone_metabolism.png" title="commons:File:Testosterone metabolism.png"><img alt="Testosterone structures" src="//upload.wikimedia.org/wikipedia/commons/thumb/4/49/Testosterone_metabolism.png/450px-Testosterone_metabolism.png" decoding="async" width="450" height="550" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/49/Testosterone_metabolism.png/675px-Testosterone_metabolism.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/49/Testosterone_metabolism.png/900px-Testosterone_metabolism.png 2x" data-file-width="2030" data-file-height="2480" /></a></span> </div> <div style="text-align:center; font-size:14px; line-height:110%"> <div style="background-color:transparent; color:black"></div> </div> </div> <div class="thumbcaption" style="clear:left"><div style="float:left;margin-right:0.5em"><span typeof="mw:File"><span title="The image above contains clickable links"><img alt="The image above contains clickable links" src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e6/Interactive_icon.svg/18px-Interactive_icon.svg.png" decoding="async" width="18" height="27" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e6/Interactive_icon.svg/27px-Interactive_icon.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e6/Interactive_icon.svg/36px-Interactive_icon.svg.png 2x" data-file-width="133" data-file-height="200" /></span></span></div>The <a href="/wiki/Metabolic_pathway" title="Metabolic pathway">metabolic pathways</a> involved in the <a href="/wiki/Metabolism" title="Metabolism">metabolism</a> of testosterone in humans. In addition to the <a href="/wiki/Biotransformation" title="Biotransformation">transformations</a> shown in the diagram, <a href="/wiki/Conjugation_(biochemistry)" class="mw-redirect" title="Conjugation (biochemistry)">conjugation</a> via <a href="/wiki/Sulfation" title="Sulfation">sulfation</a> and <a href="/wiki/Glucuronidation" title="Glucuronidation">glucuronidation</a> occurs with testosterone and <a href="/wiki/Metabolite" title="Metabolite">metabolites</a> that have one or more available <a href="/wiki/Hydroxyl_group" class="mw-redirect" title="Hydroxyl group">hydroxyl</a> (–OH) <a href="/wiki/Functional_group" title="Functional group">groups</a>.</div> </div> </div> </td></tr></tbody></table> <p>Both testosterone and 5α-DHT are <a href="/wiki/Metabolism" title="Metabolism">metabolized</a> mainly in the <a href="/wiki/Liver" title="Liver">liver</a>.<sup id="cite_ref-MelmedPolonsky2015_2-1" class="reference"><a href="#cite_note-MelmedPolonsky2015-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Becker2001_183-0" class="reference"><a href="#cite_note-Becker2001-183"><span class="cite-bracket">[</span>183<span class="cite-bracket">]</span></a></sup> Approximately 50% of testosterone is metabolized via <a href="/wiki/Conjugation_(biochemistry)" class="mw-redirect" title="Conjugation (biochemistry)">conjugation</a> into <a href="/wiki/Testosterone_glucuronide" title="Testosterone glucuronide">testosterone glucuronide</a> and to a lesser extent <a href="/wiki/Testosterone_sulfate" title="Testosterone sulfate">testosterone sulfate</a> by <a href="/wiki/Glucuronosyltransferase" title="Glucuronosyltransferase">glucuronosyltransferases</a> and <a href="/wiki/Sulfotransferase" title="Sulfotransferase">sulfotransferases</a>, respectively.<sup id="cite_ref-MelmedPolonsky2015_2-2" class="reference"><a href="#cite_note-MelmedPolonsky2015-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> An additional 40% of testosterone is metabolized in equal proportions into the <a href="/wiki/17-ketosteroid" class="mw-redirect" title="17-ketosteroid">17-ketosteroids</a> <a href="/wiki/Androsterone" title="Androsterone">androsterone</a> and <a href="/wiki/Etiocholanolone" title="Etiocholanolone">etiocholanolone</a> via the combined actions of <a href="/wiki/5%CE%B1-reductase" class="mw-redirect" title="5α-reductase">5α-</a> and <a href="/wiki/5%CE%B2-reductase" class="mw-redirect" title="5β-reductase">5β-reductases</a>, <a href="/wiki/3%CE%B1-hydroxysteroid_dehydrogenase" class="mw-redirect" title="3α-hydroxysteroid dehydrogenase">3α-hydroxysteroid dehydrogenase</a>, and 17β-HSD, in that order.<sup id="cite_ref-MelmedPolonsky2015_2-3" class="reference"><a href="#cite_note-MelmedPolonsky2015-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Becker2001_183-1" class="reference"><a href="#cite_note-Becker2001-183"><span class="cite-bracket">[</span>183<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-WeckerWatts2009_184-0" class="reference"><a href="#cite_note-WeckerWatts2009-184"><span class="cite-bracket">[</span>184<span class="cite-bracket">]</span></a></sup> Androsterone and etiocholanolone are then <a href="/wiki/Glucuronidation" title="Glucuronidation">glucuronidated</a> and to a lesser extent <a href="/wiki/Sulfation" title="Sulfation">sulfated</a> similarly to testosterone.<sup id="cite_ref-MelmedPolonsky2015_2-4" class="reference"><a href="#cite_note-MelmedPolonsky2015-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Becker2001_183-2" class="reference"><a href="#cite_note-Becker2001-183"><span class="cite-bracket">[</span>183<span class="cite-bracket">]</span></a></sup> The conjugates of testosterone and its hepatic metabolites are released from the liver into <a href="/wiki/Circulatory_system" title="Circulatory system">circulation</a> and <a href="/wiki/Excretion" title="Excretion">excreted</a> in the <a href="/wiki/Urine" title="Urine">urine</a> and <a href="/wiki/Bile" title="Bile">bile</a>.<sup id="cite_ref-MelmedPolonsky2015_2-5" class="reference"><a href="#cite_note-MelmedPolonsky2015-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Becker2001_183-3" class="reference"><a href="#cite_note-Becker2001-183"><span class="cite-bracket">[</span>183<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-WeckerWatts2009_184-1" class="reference"><a href="#cite_note-WeckerWatts2009-184"><span class="cite-bracket">[</span>184<span class="cite-bracket">]</span></a></sup> Only a small fraction (2%) of testosterone is excreted unchanged in the urine.<sup id="cite_ref-Becker2001_183-4" class="reference"><a href="#cite_note-Becker2001-183"><span class="cite-bracket">[</span>183<span class="cite-bracket">]</span></a></sup> </p><p>In the hepatic 17-ketosteroid pathway of testosterone metabolism, testosterone is converted in the liver by 5α-reductase and 5β-reductase into 5α-DHT and the inactive <a href="/wiki/5%CE%B2-Dihydrotestosterone" title="5β-Dihydrotestosterone">5β-DHT</a>, respectively.<sup id="cite_ref-MelmedPolonsky2015_2-6" class="reference"><a href="#cite_note-MelmedPolonsky2015-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Becker2001_183-5" class="reference"><a href="#cite_note-Becker2001-183"><span class="cite-bracket">[</span>183<span class="cite-bracket">]</span></a></sup> Then, 5α-DHT and 5β-DHT are converted by 3α-HSD into <a href="/wiki/3%CE%B1-androstanediol" class="mw-redirect" title="3α-androstanediol">3α-androstanediol</a> and <a href="/wiki/3%CE%B1-etiocholanediol" class="mw-redirect" title="3α-etiocholanediol">3α-etiocholanediol</a>, respectively.<sup id="cite_ref-MelmedPolonsky2015_2-7" class="reference"><a href="#cite_note-MelmedPolonsky2015-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Becker2001_183-6" class="reference"><a href="#cite_note-Becker2001-183"><span class="cite-bracket">[</span>183<span class="cite-bracket">]</span></a></sup> Subsequently, 3α-androstanediol and 3α-etiocholanediol are converted by 17β-HSD into androsterone and etiocholanolone, which is followed by their conjugation and excretion.<sup id="cite_ref-MelmedPolonsky2015_2-8" class="reference"><a href="#cite_note-MelmedPolonsky2015-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Becker2001_183-7" class="reference"><a href="#cite_note-Becker2001-183"><span class="cite-bracket">[</span>183<span class="cite-bracket">]</span></a></sup> <a href="/wiki/3%CE%B2-Androstanediol" title="3β-Androstanediol">3β-Androstanediol</a> and <a href="/wiki/3%CE%B2-etiocholanediol" class="mw-redirect" title="3β-etiocholanediol">3β-etiocholanediol</a> can also be formed in this pathway when 5α-DHT and 5β-DHT are acted upon by 3β-HSD instead of 3α-HSD, respectively, and they can then be transformed into <a href="/wiki/Epiandrosterone" title="Epiandrosterone">epiandrosterone</a> and <a href="/wiki/Epietiocholanolone" title="Epietiocholanolone">epietiocholanolone</a>, respectively.<sup id="cite_ref-pmid20186052_185-0" class="reference"><a href="#cite_note-pmid20186052-185"><span class="cite-bracket">[</span>185<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-HorskyPresl2012_186-0" class="reference"><a href="#cite_note-HorskyPresl2012-186"><span class="cite-bracket">[</span>186<span class="cite-bracket">]</span></a></sup> A small portion of approximately 3% of testosterone is <a href="/wiki/Reversible_reaction" title="Reversible reaction">reversibly</a> converted in the liver into <a href="/wiki/Androstenedione" title="Androstenedione">androstenedione</a> by 17β-HSD.<sup id="cite_ref-WeckerWatts2009_184-2" class="reference"><a href="#cite_note-WeckerWatts2009-184"><span class="cite-bracket">[</span>184<span class="cite-bracket">]</span></a></sup> </p><p>In addition to conjugation and the 17-ketosteroid pathway, testosterone can also be <a href="/wiki/Hydroxylation" title="Hydroxylation">hydroxylated</a> and <a href="/wiki/Oxidation" class="mw-redirect" title="Oxidation">oxidized</a> in the liver by <a href="/wiki/Cytochrome_P450" title="Cytochrome P450">cytochrome P450</a> <a href="/wiki/Enzyme" title="Enzyme">enzymes</a>, including <a href="/wiki/CYP3A4" title="CYP3A4">CYP3A4</a>, <a href="/wiki/CYP3A5" title="CYP3A5">CYP3A5</a>, <a href="/wiki/CYP2C9" title="CYP2C9">CYP2C9</a>, <a href="/wiki/CYP2C19" title="CYP2C19">CYP2C19</a>, and <a href="/wiki/CYP2D6" title="CYP2D6">CYP2D6</a>.<sup id="cite_ref-Zhou2016_187-0" class="reference"><a href="#cite_note-Zhou2016-187"><span class="cite-bracket">[</span>187<span class="cite-bracket">]</span></a></sup> 6β-Hydroxylation and to a lesser extent 16β-hydroxylation are the major transformations.<sup id="cite_ref-Zhou2016_187-1" class="reference"><a href="#cite_note-Zhou2016-187"><span class="cite-bracket">[</span>187<span class="cite-bracket">]</span></a></sup> The 6β-hydroxylation of testosterone is catalyzed mainly by CYP3A4 and to a lesser extent CYP3A5 and is responsible for 75 to 80% of cytochrome P450-mediated testosterone metabolism.<sup id="cite_ref-Zhou2016_187-2" class="reference"><a href="#cite_note-Zhou2016-187"><span class="cite-bracket">[</span>187<span class="cite-bracket">]</span></a></sup> In addition to 6β- and 16β-hydroxytestosterone, 1β-, 2α/β-, 11β-, and 15β-hydroxytestosterone are also formed as minor metabolites.<sup id="cite_ref-Zhou2016_187-3" class="reference"><a href="#cite_note-Zhou2016-187"><span class="cite-bracket">[</span>187<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-isbn0-3870-8012-0_188-0" class="reference"><a href="#cite_note-isbn0-3870-8012-0-188"><span class="cite-bracket">[</span>188<span class="cite-bracket">]</span></a></sup> Certain cytochrome P450 enzymes such as CYP2C9 and CYP2C19 can also oxidize testosterone at the C17 position to form androstenedione.<sup id="cite_ref-Zhou2016_187-4" class="reference"><a href="#cite_note-Zhou2016-187"><span class="cite-bracket">[</span>187<span class="cite-bracket">]</span></a></sup> </p><p>Two of the immediate metabolites of testosterone, 5α-DHT and <a href="/wiki/Estradiol" title="Estradiol">estradiol</a>, are biologically important and can be formed both in the liver and in extrahepatic tissues.<sup id="cite_ref-Becker2001_183-8" class="reference"><a href="#cite_note-Becker2001-183"><span class="cite-bracket">[</span>183<span class="cite-bracket">]</span></a></sup> Approximately 5 to 7% of testosterone is converted by 5α-reductase into 5α-DHT, with circulating levels of 5α-DHT about 10% of those of testosterone, and approximately 0.3% of testosterone is converted into estradiol by <a href="/wiki/Aromatase" title="Aromatase">aromatase</a>.<sup id="cite_ref-pmid3549275_4-2" class="reference"><a href="#cite_note-pmid3549275-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Becker2001_183-9" class="reference"><a href="#cite_note-Becker2001-183"><span class="cite-bracket">[</span>183<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid8092979_189-0" class="reference"><a href="#cite_note-pmid8092979-189"><span class="cite-bracket">[</span>189<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid12428207_190-0" class="reference"><a href="#cite_note-pmid12428207-190"><span class="cite-bracket">[</span>190<span class="cite-bracket">]</span></a></sup> 5α-Reductase is highly expressed in the <a href="/wiki/Male_reproductive_system" title="Male reproductive system">male reproductive organs</a> (including the <a href="/wiki/Prostate_gland" class="mw-redirect" title="Prostate gland">prostate gland</a>, <a href="/wiki/Seminal_vesicle" class="mw-redirect" title="Seminal vesicle">seminal vesicles</a>, and <a href="/wiki/Epididymides" class="mw-redirect" title="Epididymides">epididymides</a>),<sup id="cite_ref-Noakes2009_191-0" class="reference"><a href="#cite_note-Noakes2009-191"><span class="cite-bracket">[</span>191<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Skin" title="Skin">skin</a>, <a href="/wiki/Hair_follicle" title="Hair follicle">hair follicles</a>, and <a href="/wiki/Brain" title="Brain">brain</a><sup id="cite_ref-NieschlagBehre2004_192-0" class="reference"><a href="#cite_note-NieschlagBehre2004-192"><span class="cite-bracket">[</span>192<span class="cite-bracket">]</span></a></sup> and aromatase is highly expressed in adipose tissue, <a href="/wiki/Bone" title="Bone">bone</a>, and the brain.<sup id="cite_ref-Parl2000_193-0" class="reference"><a href="#cite_note-Parl2000-193"><span class="cite-bracket">[</span>193<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-NormanHenry2014_194-0" class="reference"><a href="#cite_note-NormanHenry2014-194"><span class="cite-bracket">[</span>194<span class="cite-bracket">]</span></a></sup> As much as 90% of testosterone is converted into 5α-DHT in so-called androgenic tissues with high 5α-reductase expression,<sup id="cite_ref-WeckerWatts2009_184-3" class="reference"><a href="#cite_note-WeckerWatts2009-184"><span class="cite-bracket">[</span>184<span class="cite-bracket">]</span></a></sup> and due to the several-fold greater potency of 5α-DHT as an AR agonist relative to testosterone,<sup id="cite_ref-MozayaniRaymon2011_195-0" class="reference"><a href="#cite_note-MozayaniRaymon2011-195"><span class="cite-bracket">[</span>195<span class="cite-bracket">]</span></a></sup> it has been estimated that the effects of testosterone are potentiated 2- to 3-fold in such tissues.<sup id="cite_ref-pmid7626464_196-0" class="reference"><a href="#cite_note-pmid7626464-196"><span class="cite-bracket">[</span>196<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Levels">Levels</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=30" title="Edit section: Levels"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Total levels of testosterone in the body have been reported as 264 to 916 ng/dL (nanograms per deciliter) in non-obese European and American men age 19 to 39 years,<sup id="cite_ref-pmid28324103_197-0" class="reference"><a href="#cite_note-pmid28324103-197"><span class="cite-bracket">[</span>197<span class="cite-bracket">]</span></a></sup> while mean testosterone levels in adult men have been reported as 630 ng/dL.<sup id="cite_ref-Sperling2014_198-0" class="reference"><a href="#cite_note-Sperling2014-198"><span class="cite-bracket">[</span>198<span class="cite-bracket">]</span></a></sup> Although commonly used as a <a href="/wiki/Reference_range" title="Reference range">reference range</a>,<sup id="cite_ref-199" class="reference"><a href="#cite_note-199"><span class="cite-bracket">[</span>199<span class="cite-bracket">]</span></a></sup> some physicians have disputed the use of this range to determine <a href="/wiki/Hypogonadism" title="Hypogonadism">hypogonadism</a>.<sup id="cite_ref-200" class="reference"><a href="#cite_note-200"><span class="cite-bracket">[</span>200<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-201" class="reference"><a href="#cite_note-201"><span class="cite-bracket">[</span>201<span class="cite-bracket">]</span></a></sup> Several professional medical groups have recommended that 350 ng/dL generally be considered the minimum normal level,<sup id="cite_ref-202" class="reference"><a href="#cite_note-202"><span class="cite-bracket">[</span>202<span class="cite-bracket">]</span></a></sup> which is consistent with previous findings.<sup id="cite_ref-203" class="reference"><a href="#cite_note-203"><span class="cite-bracket">[</span>203<span class="cite-bracket">]</span></a></sup><sup class="noprint Inline-Template noprint Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:No_original_research#Primary,_secondary_and_tertiary_sources" title="Wikipedia:No original research"><span title="This claim needs references to reliable secondary sources. (December 2021)">non-primary source needed</span></a></i>]</sup><sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Identifying_reliable_sources_(medicine)" title="Wikipedia:Identifying reliable sources (medicine)"><span title="Material near this tag needs references to reliable medical sources. (December 2021)">medical citation needed</span></a></i>]</sup> Levels of testosterone in men decline with age.<sup id="cite_ref-pmid28324103_197-1" class="reference"><a href="#cite_note-pmid28324103-197"><span class="cite-bracket">[</span>197<span class="cite-bracket">]</span></a></sup> In women, mean levels of total testosterone have been reported to be 32.6 ng/dL.<sup id="cite_ref-Camacho2012_204-0" class="reference"><a href="#cite_note-Camacho2012-204"><span class="cite-bracket">[</span>204<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15251757_205-0" class="reference"><a href="#cite_note-pmid15251757-205"><span class="cite-bracket">[</span>205<span class="cite-bracket">]</span></a></sup> In women with <a href="/wiki/Hyperandrogenism" title="Hyperandrogenism">hyperandrogenism</a>, mean levels of total testosterone have been reported to be 62.1 ng/dL.<sup id="cite_ref-Camacho2012_204-1" class="reference"><a href="#cite_note-Camacho2012-204"><span class="cite-bracket">[</span>204<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15251757_205-1" class="reference"><a href="#cite_note-pmid15251757-205"><span class="cite-bracket">[</span>205<span class="cite-bracket">]</span></a></sup> </p> <table class="wikitable mw-collapsible mw-collapsed" style="margin: 1em auto; 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:Testosterone_levels_in_males_and_females" title="Template:Testosterone levels in males and females"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Testosterone_levels_in_males_and_females" title="Template talk:Testosterone levels in males and females"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Testosterone_levels_in_males_and_females" title="Special:EditPage/Template:Testosterone levels in males and females"><abbr title="Edit this template">e</abbr></a></li></ul></div> Testosterone levels in males and females </caption> <tbody><tr> <th colspan="6">Total testosterone </th></tr> <tr> <th rowspan="2">Stage</th> <th rowspan="2">Age range</th> <th colspan="2">Male</th> <th colspan="2">Female </th></tr> <tr> <th>Values</th> <th><abbr title="International System of Units">SI</abbr> units</th> <th>Values</th> <th><abbr title="International System of Units">SI</abbr> units </th></tr> <tr> <td rowspan="3">Infant</td> <td>Premature (26–28 weeks)</td> <td>59–125 ng/dL</td> <td>2.047–4.337 nmol/L</td> <td>5–16 ng/dL</td> <td>0.173–0.555 nmol/L </td></tr> <tr> <td>Premature (31–35 weeks)</td> <td>37–198 ng/dL</td> <td>1.284–6.871 nmol/L</td> <td>5–22 ng/dL</td> <td>0.173–0.763 nmol/L </td></tr> <tr> <td>Newborn</td> <td>75–400 ng/dL</td> <td>2.602–13.877 nmol/L</td> <td>20–64 ng/dL</td> <td>0.694–2.220 nmol/L </td></tr> <tr> <td rowspan="3">Child</td> <td>1–6 years</td> <td><abbr title="No data">ND</abbr></td> <td><abbr title="No data">ND</abbr></td> <td><abbr title="No data">ND</abbr></td> <td><abbr title="No data">ND</abbr> </td></tr> <tr> <td>7–9 years</td> <td>0–8 ng/dL</td> <td>0–0.277 nmol/L</td> <td>1–12 ng/dL</td> <td>0.035–0.416 nmol/L </td></tr> <tr> <td>Just before puberty</td> <td>3–10 ng/dL<abbr title="7th month until puberty">*</abbr></td> <td>0.104–0.347 nmol/L<abbr title="7th month until puberty">*</abbr></td> <td><10 ng/dL<abbr title="1 month until puberty">*</abbr></td> <td><0.347 nmol/L<abbr title="1 month until puberty">*</abbr> </td></tr> <tr> <td rowspan="4">Puberty</td> <td>10–11 years</td> <td>1–48 ng/dL</td> <td>0.035–1.666 nmol/L</td> <td>2–35 ng/dL</td> <td>0.069–1.214 nmol/L </td></tr> <tr> <td>12–13 years</td> <td>5–619 ng/dL</td> <td>0.173–21.480 nmol/L</td> <td>5–53 ng/dL</td> <td>0.173–1.839 nmol/L </td></tr> <tr> <td>14–15 years</td> <td>100–320 ng/dL</td> <td>3.47–11.10 nmol/L</td> <td>8–41 ng/dL</td> <td>0.278–1.423 nmol/L </td></tr> <tr> <td>16–17 years</td> <td>200–970 ng/dL<abbr title="16–19 years">*</abbr></td> <td>6.94–33.66 nmol/L<abbr title="16–19 years">*</abbr></td> <td>8–53 ng/dL</td> <td>0.278–1.839 nmol/L </td></tr> <tr> <td rowspan="6">Adult</td> <td>≥18 years</td> <td>350–1080 ng/dL<abbr title="≥20 years">*</abbr></td> <td>12.15–37.48 nmol/L<abbr title="≥20 years">*</abbr></td> <td>–</td> <td>– </td></tr> <tr> <td>20–39 years</td> <td>400–1080 ng/dL</td> <td>13.88–37.48 nmol/L</td> <td>–</td> <td>– </td></tr> <tr> <td>40–59 years</td> <td>350–890 ng/dL</td> <td>12.15–30.88 nmol/L</td> <td>–</td> <td>– </td></tr> <tr> <td>≥60 years</td> <td>350–720 ng/dL</td> <td>12.15–24.98 nmol/L</td> <td>–</td> <td>– </td></tr> <tr> <td>Premenopausal</td> <td>–</td> <td>–</td> <td>10–54 ng/dL</td> <td>0.347–1.873 nmol/L </td></tr> <tr> <td>Postmenopausal</td> <td>–</td> <td>–</td> <td>7–40 ng/dL</td> <td>0.243–1.388 nmol/L </td></tr> <tr> <th colspan="6">Bioavailable testosterone </th></tr> <tr> <th rowspan="2">Stage</th> <th rowspan="2">Age range</th> <th colspan="2">Male</th> <th colspan="2">Female </th></tr> <tr> <th>Values</th> <th><abbr title="International System of Units">SI</abbr> units</th> <th>Values</th> <th><abbr title="International System of Units">SI</abbr> units </th></tr> <tr> <td rowspan="2">Child</td> <td>1–6 years</td> <td>0.2–1.3 ng/dL</td> <td>0.007–0.045 nmol/L</td> <td>0.2–1.3 ng/dL</td> <td>0.007–0.045 nmol/L </td></tr> <tr> <td>7–9 years</td> <td>0.2–2.3 ng/dL</td> <td>0.007–0.079 nmol/L</td> <td>0.2–4.2 ng/dL</td> <td>0.007–0.146 nmol/L </td></tr> <tr> <td rowspan="4">Puberty</td> <td>10–11 years</td> <td>0.2–14.8 ng/dL</td> <td>0.007–0.513 nmol/L</td> <td>0.4–19.3 ng/dL</td> <td>0.014–0.670 nmol/L </td></tr> <tr> <td>12–13 years</td> <td>0.3–232.8 ng/dL</td> <td>0.010–8.082 nmol/L</td> <td>1.1–15.6 ng/dL</td> <td>0.038–0.541 nmol/L </td></tr> <tr> <td>14–15 years</td> <td>7.9–274.5 ng/dL</td> <td>0.274–9.525 nmol/L</td> <td>2.5–18.8 ng/dL</td> <td>0.087–0.652 nmol/L </td></tr> <tr> <td>16–17 years</td> <td>24.1–416.5 ng/dL</td> <td>0.836–14.452 nmol/L</td> <td>2.7–23.8 ng/dL</td> <td>0.094–0.826 nmol/L </td></tr> <tr> <td rowspan="3">Adult</td> <td>≥18 years</td> <td><abbr title="No data">ND</abbr></td> <td><abbr title="No data">ND</abbr></td> <td>–</td> <td>– </td></tr> <tr> <td>Premenopausal</td> <td>–</td> <td>–</td> <td>1.9–22.8 ng/dL</td> <td>0.066–0.791 nmol/L </td></tr> <tr> <td>Postmenopausal</td> <td>–</td> <td>–</td> <td>1.6–19.1 ng/dL</td> <td>0.055–0.662 nmol/L </td></tr> <tr> <th colspan="6">Free testosterone </th></tr> <tr> <th rowspan="2">Stage</th> <th rowspan="2">Age range</th> <th colspan="2">Male</th> <th colspan="2">Female </th></tr> <tr> <th>Values</th> <th><abbr title="International System of Units">SI</abbr> units</th> <th>Values</th> <th><abbr title="International System of Units">SI</abbr> units </th></tr> <tr> <td rowspan="2">Child</td> <td>1–6 years</td> <td>0.1–0.6 pg/mL</td> <td>0.3–2.1 pmol/L</td> <td>0.1–0.6 pg/mL</td> <td>0.3–2.1 pmol/L </td></tr> <tr> <td>7–9 years</td> <td>0.1–0.8 pg/mL</td> <td>0.3–2.8 pmol/L</td> <td>0.1–1.6 pg/mL</td> <td>0.3–5.6 pmol/L </td></tr> <tr> <td rowspan="4">Puberty</td> <td>10–11 years</td> <td>0.1–5.2 pg/mL</td> <td>0.3–18.0 pmol/L</td> <td>0.1–2.9 pg/mL</td> <td>0.3–10.1 pmol/L </td></tr> <tr> <td>12–13 years</td> <td>0.4–79.6 pg/mL</td> <td>1.4–276.2 pmol/L</td> <td>0.6–5.6 pg/mL</td> <td>2.1–19.4 pmol/L </td></tr> <tr> <td>14–15 years</td> <td>2.7–112.3 pg/mL</td> <td>9.4–389.7 pmol/L</td> <td>1.0–6.2 pg/mL</td> <td>3.5–21.5 pmol/L </td></tr> <tr> <td>16–17 years</td> <td>31.5–159 pg/mL</td> <td>109.3–551.7 pmol/L</td> <td>1.0–8.3 pg/mL</td> <td>3.5–28.8 pmol/L </td></tr> <tr> <td rowspan="3">Adult</td> <td>≥18 years</td> <td>44–244 pg/mL</td> <td>153–847 pmol/L</td> <td>–</td> <td>– </td></tr> <tr> <td>Premenopausal</td> <td>–</td> <td>–</td> <td>0.8–9.2 pg/mL</td> <td>2.8–31.9 pmol/L </td></tr> <tr> <td>Postmenopausal</td> <td>–</td> <td>–</td> <td>0.6–6.7 pg/mL</td> <td>2.1–23.2 pmol/L </td></tr> <tr class="sortbottom"> <td colspan="6" style="width: 1px; background-color:#eaecf0; text-align: center;"><b>Sources:</b> See template. </td></tr></tbody></table> <table class="wikitable mw-collapsible mw-collapsed" style="text-align:left; margin-left:auto; margin-right:auto; border:none;"> <caption class="nowrap">Total testosterone levels in males throughout life </caption> <tbody><tr> <th>Life stage</th> <th>Tanner stage</th> <th>Age range</th> <th>Mean age</th> <th>Levels range</th> <th>Mean levels </th></tr> <tr> <td>Child</td> <td>Stage I</td> <td><10 years</td> <td>–</td> <td><30 ng/dL</td> <td>5.8 ng/dL </td></tr> <tr> <td rowspan="4">Puberty</td> <td>Stage II</td> <td>10–14 years</td> <td>12 years</td> <td><167 ng/dL</td> <td>40 ng/dL </td></tr> <tr> <td>Stage III</td> <td>12–16 years</td> <td>13–14 years</td> <td>21–719 ng/dL</td> <td>190 ng/dL </td></tr> <tr> <td>Stage IV</td> <td>13–17 years</td> <td>14–15 years</td> <td>25–912 ng/dL</td> <td>370 ng/dL </td></tr> <tr> <td>Stage V</td> <td>13–17 years</td> <td>15 years</td> <td>110–975 ng/dL</td> <td>550 ng/dL </td></tr> <tr> <td>Adult</td> <td>–</td> <td>≥18 years</td> <td>–</td> <td>250–1,100 ng/dL</td> <td>630 ng/dL </td></tr> <tr class="sortbottom"> <td colspan="6" style="width: 1px; background-color:#eaecf0; text-align: center;"><b>Sources:</b> <sup id="cite_ref-BajajBerman2011_206-0" class="reference"><a href="#cite_note-BajajBerman2011-206"><span class="cite-bracket">[</span>206<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Styne2016_207-0" class="reference"><a href="#cite_note-Styne2016-207"><span class="cite-bracket">[</span>207<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Sperling2014_198-1" class="reference"><a href="#cite_note-Sperling2014-198"><span class="cite-bracket">[</span>198<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-PaganaPagana2014_208-0" class="reference"><a href="#cite_note-PaganaPagana2014-208"><span class="cite-bracket">[</span>208<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-HospitalEngorn2014_209-0" class="reference"><a href="#cite_note-HospitalEngorn2014-209"><span class="cite-bracket">[</span>209<span class="cite-bracket">]</span></a></sup> </td></tr></tbody></table> <div class="thumb tnone" style="margin-left:auto;margin-right:auto;overflow:hidden;width:auto;max-width:1208px"><div class="thumbinner"><div class="noresize" style="overflow:auto"><span typeof="mw:File"><a href="/wiki/File:Blood_values_sorted_by_mass_and_molar_concentration.png" class="mw-file-description" title="Reference ranges for blood tests, showing adult male testosterone levels in light blue at center-left"><img alt="" src="//upload.wikimedia.org/wikipedia/commons/thumb/c/cb/Blood_values_sorted_by_mass_and_molar_concentration.png/1200px-Blood_values_sorted_by_mass_and_molar_concentration.png" decoding="async" width="1200" height="172" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/cb/Blood_values_sorted_by_mass_and_molar_concentration.png/1800px-Blood_values_sorted_by_mass_and_molar_concentration.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/cb/Blood_values_sorted_by_mass_and_molar_concentration.png/2400px-Blood_values_sorted_by_mass_and_molar_concentration.png 2x" data-file-width="6798" data-file-height="977" /></a></span></div><div class="thumbcaption"><div class="magnify"><a href="/wiki/File:Blood_values_sorted_by_mass_and_molar_concentration.png" title="File:Blood values sorted by mass and molar concentration.png"> </a></div><a href="/wiki/Reference_ranges_for_blood_tests" title="Reference ranges for blood tests">Reference ranges for blood tests</a>, showing adult male testosterone levels in light blue at center-left</div></div></div> <div class="mw-heading mw-heading2"><h2 id="Measurement">Measurement</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=31" title="Edit section: Measurement"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>In measurements of testosterone in blood samples, different assay techniques can yield different results.<sup id="cite_ref-210" class="reference"><a href="#cite_note-210"><span class="cite-bracket">[</span>210<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-211" class="reference"><a href="#cite_note-211"><span class="cite-bracket">[</span>211<span class="cite-bracket">]</span></a></sup> Immunofluorescence assays exhibit considerable variability in quantifying testosterone concentrations in blood samples due to the cross-reaction of structurally similar steroids, leading to overestimating the results. In contrast, the liquid chromatography/tandem mass spectrometry method is more desirable: it offers superior specificity and precision, making it a more suitable choice for this application.<sup id="cite_ref-pmid38311999_212-0" class="reference"><a href="#cite_note-pmid38311999-212"><span class="cite-bracket">[</span>212<span class="cite-bracket">]</span></a></sup> </p><p>Testosterone's bioavailable concentration is commonly determined using the Vermeulen calculation or more precisely using the modified Vermeulen method,<sup id="cite_ref-Jong_213-0" class="reference"><a href="#cite_note-Jong-213"><span class="cite-bracket">[</span>213<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-214" class="reference"><a href="#cite_note-214"><span class="cite-bracket">[</span>214<span class="cite-bracket">]</span></a></sup> which considers the dimeric form of sex hormone-binding globulin.<sup id="cite_ref-PDB_215-0" class="reference"><a href="#cite_note-PDB-215"><span class="cite-bracket">[</span>215<span class="cite-bracket">]</span></a></sup> </p><p>Both methods use chemical equilibrium to derive the concentration of bioavailable testosterone: in circulation, testosterone has two major binding partners, albumin (weakly bound) and sex hormone-binding globulin (strongly bound). These methods are described in detail in the accompanying figure. </p> <ul class="gallery mw-gallery-traditional"> <li class="gallerybox" style="width: 155px"> <div class="thumb" style="width: 150px; height: 150px;"><span typeof="mw:File"><a href="/wiki/File:Dimeric_SHBG.png" class="mw-file-description" title="Dimeric sex hormone-binding globulin with its testosterone ligands"><img alt="Dimeric sex hormone-binding globulin with its testosterone ligands" src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6d/Dimeric_SHBG.png/120px-Dimeric_SHBG.png" decoding="async" width="120" height="90" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6d/Dimeric_SHBG.png/180px-Dimeric_SHBG.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6d/Dimeric_SHBG.png/240px-Dimeric_SHBG.png 2x" data-file-width="936" data-file-height="702" /></a></span></div> <div class="gallerytext">Dimeric sex hormone-binding globulin with its testosterone ligands</div> </li> <li class="gallerybox" style="width: 155px"> <div class="thumb" style="width: 150px; height: 150px;"><span typeof="mw:File"><a href="/wiki/File:Method_for_determining_testosterone.png" class="mw-file-description" title="Two methods for determining the concentration of bioavailable testosterone"><img alt="Two methods for determining the concentration of bioavailable testosterone" src="//upload.wikimedia.org/wikipedia/commons/thumb/1/1b/Method_for_determining_testosterone.png/90px-Method_for_determining_testosterone.png" decoding="async" width="90" height="120" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/1b/Method_for_determining_testosterone.png/135px-Method_for_determining_testosterone.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/1b/Method_for_determining_testosterone.png/181px-Method_for_determining_testosterone.png 2x" data-file-width="3909" data-file-height="5191" /></a></span></div> <div class="gallerytext">Two methods for determining the concentration of bioavailable testosterone</div> </li> </ul> <div class="mw-heading mw-heading2"><h2 id="Distribution_2">Distribution</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=32" title="Edit section: Distribution"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Testosterone has been detected at variably higher and lower levels among men of various nations and from various backgrounds, explanations for the causes of this have been relatively diverse.<sup id="cite_ref-216" class="reference"><a href="#cite_note-216"><span class="cite-bracket">[</span>216<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-217" class="reference"><a href="#cite_note-217"><span class="cite-bracket">[</span>217<span class="cite-bracket">]</span></a></sup> </p><p>People from nations of the <a href="/wiki/Eurasian_Steppe" title="Eurasian Steppe">Eurasian Steppe</a> and <a href="/wiki/Central_Asia" title="Central Asia">Central Asia</a>, such as <a href="/wiki/Mongolia" title="Mongolia">Mongolia</a>, <a href="/wiki/Kyrgyzstan" title="Kyrgyzstan">Kyrgyzstan</a> and <a href="/wiki/Uzbekistan" title="Uzbekistan">Uzbekistan</a>, have consistently been detected to have had significantly elevated levels of testosterone,<sup id="cite_ref-antipufaadmin_218-0" class="reference"><a href="#cite_note-antipufaadmin-218"><span class="cite-bracket">[</span>218<span class="cite-bracket">]</span></a></sup> while people from <a href="/wiki/Central_Europe" title="Central Europe">Central European</a> and <a href="/wiki/Baltic_states" title="Baltic states">Baltic</a> nations such as the <a href="/wiki/Czech_Republic" title="Czech Republic">Czech Republic</a>, <a href="/wiki/Slovakia" title="Slovakia">Slovakia</a>, <a href="/wiki/Latvia" title="Latvia">Latvia</a> and <a href="/wiki/Estonia" title="Estonia">Estonia</a> have been found to have had significantly decreased levels of testosterone.<sup id="cite_ref-antipufaadmin_218-1" class="reference"><a href="#cite_note-antipufaadmin-218"><span class="cite-bracket">[</span>218<span class="cite-bracket">]</span></a></sup> </p><p>The region with the highest-ever tested levels of testosterone is <a href="/wiki/Chita,_Russia" class="mw-redirect" title="Chita, Russia">Chita, Russia</a>, the people group with the highest ever tested levels of testosterone were the <a href="/wiki/Yakuts" title="Yakuts">Yakuts</a>.<sup id="cite_ref-219" class="reference"><a href="#cite_note-219"><span class="cite-bracket">[</span>219<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="History_and_production">History and production</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=33" title="Edit section: History and production"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:Lavoslav_Ru%C5%BEi%C4%87ka_1939.jpg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c7/Lavoslav_Ru%C5%BEi%C4%87ka_1939.jpg/180px-Lavoslav_Ru%C5%BEi%C4%87ka_1939.jpg" decoding="async" width="180" height="255" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c7/Lavoslav_Ru%C5%BEi%C4%87ka_1939.jpg/270px-Lavoslav_Ru%C5%BEi%C4%87ka_1939.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/c/c7/Lavoslav_Ru%C5%BEi%C4%87ka_1939.jpg 2x" data-file-width="280" data-file-height="396" /></a><figcaption>Nobel Prize winner, <a href="/wiki/Leopold_Ru%C5%BEi%C4%8Dka" title="Leopold Ružička">Leopold Ruzicka</a> of Ciba, a pharmaceutical industry giant that synthesized testosterone</figcaption></figure> <p>A <a href="/wiki/Testicular" class="mw-redirect" title="Testicular">testicular</a> action was linked to circulating blood fractions – now understood to be a family of androgenic hormones – in the early work on castration and testicular transplantation in fowl by <a href="/wiki/Arnold_Adolph_Berthold" title="Arnold Adolph Berthold">Arnold Adolph Berthold</a> (1803–1861).<sup id="cite_ref-Berthold_1849_220-0" class="reference"><a href="#cite_note-Berthold_1849-220"><span class="cite-bracket">[</span>220<span class="cite-bracket">]</span></a></sup> Research on the action of testosterone received a brief boost in 1889, when the Harvard professor <a href="/wiki/Charles-%C3%89douard_Brown-S%C3%A9quard" title="Charles-Édouard Brown-Séquard">Charles-Édouard Brown-Séquard</a> (1817–1894), then in Paris, self-injected subcutaneously a "rejuvenating elixir" consisting of an extract of dog and guinea pig testicle. He reported in <i><a href="/wiki/The_Lancet" title="The Lancet">The Lancet</a></i> that his vigor and feeling of well-being were markedly restored but the effects were transient,<sup id="cite_ref-Brown-Sequard_1889_221-0" class="reference"><a href="#cite_note-Brown-Sequard_1889-221"><span class="cite-bracket">[</span>221<span class="cite-bracket">]</span></a></sup> and Brown-Séquard's hopes for the compound were dashed. Suffering the ridicule of his colleagues, he abandoned his work on the mechanisms and effects of androgens in human beings. </p><p>In 1927, the University of Chicago's Professor of Physiologic Chemistry, Fred C. Koch, established easy access to a large source of bovine testicles – the Chicago stockyards – and recruited students willing to endure the tedious work of extracting their isolates. In that year, Koch and his student, Lemuel McGee, derived 20 mg of a substance from a supply of 40 pounds of bovine testicles that, when administered to castrated roosters, pigs and rats, re-masculinized them.<sup id="cite_ref-Gallagher_Koch_1929_222-0" class="reference"><a href="#cite_note-Gallagher_Koch_1929-222"><span class="cite-bracket">[</span>222<span class="cite-bracket">]</span></a></sup> The group of Ernst Laqueur at the University of Amsterdam purified testosterone from bovine testicles in a similar manner in 1934, but the isolation of the hormone from animal tissues in amounts permitting serious study in humans was not feasible until three European pharmaceutical giants – <a href="/wiki/Schering_AG" title="Schering AG">Schering</a> (Berlin, Germany), <a href="/wiki/Organon_International" class="mw-redirect" title="Organon International">Organon</a> (Oss, Netherlands) and <a href="/wiki/Novartis" title="Novartis">Ciba</a> – began full-scale steroid research and development programs in the 1930s. </p><p>The Organon group in the Netherlands were the first to isolate the hormone, identified in a May 1935 paper "On Crystalline Male Hormone from Testicles (Testosterone)".<sup id="cite_ref-David_1935_223-0" class="reference"><a href="#cite_note-David_1935-223"><span class="cite-bracket">[</span>223<span class="cite-bracket">]</span></a></sup> They named the hormone <i>testosterone</i>, from the <a href="/wiki/Stem_(linguistics)" class="mw-redirect" title="Stem (linguistics)">stems</a> of <i>testicle</i> and <i><a href="/wiki/Sterol" title="Sterol">sterol</a></i>, and the <a href="/wiki/Suffix" title="Suffix">suffix</a> of <i><a href="/wiki/Ketone" title="Ketone">ketone</a></i>. The structure was worked out by Schering's <a href="/wiki/Adolf_Butenandt" title="Adolf Butenandt">Adolf Butenandt</a>, at the <a href="/wiki/Faculty_of_Chemistry,_Gda%C5%84sk_University_of_Technology" class="mw-redirect" title="Faculty of Chemistry, Gdańsk University of Technology"><i>Chemisches Institut</i></a> of <a href="/wiki/Gda%C5%84sk_University_of_Technology" title="Gdańsk University of Technology">Technical University</a> in <a href="/wiki/Gda%C5%84sk" title="Gdańsk">Gdańsk</a>.<sup id="cite_ref-Butenandt_1935a_224-0" class="reference"><a href="#cite_note-Butenandt_1935a-224"><span class="cite-bracket">[</span>224<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid11176375_225-0" class="reference"><a href="#cite_note-pmid11176375-225"><span class="cite-bracket">[</span>225<span class="cite-bracket">]</span></a></sup> </p><p>The <a href="/wiki/Chemical_synthesis" title="Chemical synthesis">chemical synthesis</a> of testosterone from cholesterol was achieved in August that year by Butenandt and Hanisch.<sup id="cite_ref-Butenandt_1935b_226-0" class="reference"><a href="#cite_note-Butenandt_1935b-226"><span class="cite-bracket">[</span>226<span class="cite-bracket">]</span></a></sup> Only a week later, the Ciba group in Zurich, <a href="/wiki/Leopold_Ruzicka" class="mw-redirect" title="Leopold Ruzicka">Leopold Ruzicka</a> (1887–1976) and A. Wettstein, published their synthesis of testosterone.<sup id="cite_ref-Ruzicka_1935_227-0" class="reference"><a href="#cite_note-Ruzicka_1935-227"><span class="cite-bracket">[</span>227<span class="cite-bracket">]</span></a></sup> These independent partial syntheses of testosterone from a cholesterol base earned both Butenandt and Ruzicka the joint 1939 <a href="/wiki/Nobel_Prize_in_Chemistry" title="Nobel Prize in Chemistry">Nobel Prize in Chemistry</a>.<sup id="cite_ref-pmid11176375_225-1" class="reference"><a href="#cite_note-pmid11176375-225"><span class="cite-bracket">[</span>225<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid7817189_228-0" class="reference"><a href="#cite_note-pmid7817189-228"><span class="cite-bracket">[</span>228<span class="cite-bracket">]</span></a></sup> Testosterone was identified as 17β-hydroxyandrost-4-en-3-one (C<sub>19</sub>H<sub>28</sub>O<sub>2</sub>), a solid polycyclic alcohol with a hydroxyl group at the 17th carbon atom. This also made it obvious that additional modifications on the synthesized testosterone could be made, i.e., esterification and alkylation. </p><p>The partial synthesis in the 1930s of abundant, potent <a href="/wiki/Testosterone_ester" class="mw-redirect" title="Testosterone ester">testosterone esters</a> permitted the characterization of the hormone's effects, so that Kochakian and Murlin (1936) were able to show that testosterone raised nitrogen retention (a mechanism central to anabolism) in the dog, after which Allan Kenyon's group<sup id="cite_ref-Kenyon_1940_229-0" class="reference"><a href="#cite_note-Kenyon_1940-229"><span class="cite-bracket">[</span>229<span class="cite-bracket">]</span></a></sup> was able to demonstrate both anabolic and androgenic effects of testosterone propionate in eunuchoidal men, boys, and women. The period of the early 1930s to the 1950s has been called "The Golden Age of Steroid Chemistry",<sup id="cite_ref-pmid10443899_230-0" class="reference"><a href="#cite_note-pmid10443899-230"><span class="cite-bracket">[</span>230<span class="cite-bracket">]</span></a></sup> and work during this period progressed quickly.<sup id="cite_ref-de_Kruif_1945_231-0" class="reference"><a href="#cite_note-de_Kruif_1945-231"><span class="cite-bracket">[</span>231<span class="cite-bracket">]</span></a></sup> </p><p>Like other androsteroids, testosterone is manufactured industrially from microbial fermentation of plant cholesterol (e.g., from soybean oil). In the early 2000s, the steroid market weighed around one million tonnes and was worth $10 billion, making it the 2nd largest biopharmaceutical market behind antibiotics.<sup id="cite_ref-232" class="reference"><a href="#cite_note-232"><span class="cite-bracket">[</span>232<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Other_species">Other species</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Testosterone&action=edit&section=34" title="Edit section: Other species"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Testosterone is observed in most vertebrates. Testosterone and the classical nuclear <a href="/wiki/Androgen_receptor" title="Androgen receptor">androgen receptor</a> first appeared in <a href="/wiki/Gnathostome" class="mw-redirect" title="Gnathostome">gnathostomes</a> (jawed vertebrates).<sup id="cite_ref-pmid19456336_233-0" class="reference"><a href="#cite_note-pmid19456336-233"><span class="cite-bracket">[</span>233<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Agnathan" class="mw-redirect" title="Agnathan">Agnathans</a> (jawless vertebrates) such as <a href="/wiki/Lamprey" title="Lamprey">lampreys</a> do not produce testosterone but instead use <a href="/wiki/Androstenedione" title="Androstenedione">androstenedione</a> as a male sex hormone.<sup id="cite_ref-pmid17931674_234-0" class="reference"><a href="#cite_note-pmid17931674-234"><span class="cite-bracket">[</span>234<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Fish" title="Fish">Fish</a> make a slightly different form called <a href="/wiki/11-ketotestosterone" class="mw-redirect" title="11-ketotestosterone">11-ketotestosterone</a>.<sup id="cite_ref-isbn0-87893-617-3_235-0" class="reference"><a href="#cite_note-isbn0-87893-617-3-235"><span class="cite-bracket">[</span>235<span class="cite-bracket">]</span></a></sup> Its counterpart in insects is <a href="/wiki/Ecdysone" title="Ecdysone">ecdysone</a>.<sup id="cite_ref-De_Loof_2006_236-0" class="reference"><a href="#cite_note-De_Loof_2006-236"><span class="cite-bracket">[</span>236<span class="cite-bracket">]</span></a></sup> The presence of these ubiquitous steroids in a wide range of animals suggest that <a href="/wiki/Sex_hormone" title="Sex hormone">sex hormones</a> have an ancient evolutionary history.<sup id="cite_ref-Mechoulam_1984_237-0" class="reference"><a href="#cite_note-Mechoulam_1984-237"><span class="cite-bracket">[</span>237<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=Testosterone&action=edit&section=35" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/List_of_androgens/anabolic_steroids" class="mw-redirect" title="List of androgens/anabolic steroids">List of androgens/anabolic steroids</a></li> <li><a href="/wiki/List_of_human_hormones" title="List of human hormones">List of human hormones</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=Testosterone&action=edit&section=36" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <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"> <div class="mw-references-wrap mw-references-columns"><ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-1">^</a></b></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="CITEREFHaynes2011" class="citation book cs1">Haynes WM, ed. 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Cambridge University Press. pp. 61–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-107-01290-5" title="Special:BookSources/978-1-107-01290-5"><bdi>978-1-107-01290-5</bdi></a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20230111143032/https://books.google.com/books?id=MkrAPaQ4wJkC&pg=PA61">Archived</a> from the original on January 11, 2023<span class="reference-accessdate">. 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Elsevier Health Sciences. pp. 468–469. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-323-07575-6" title="Special:BookSources/978-0-323-07575-6"><bdi>978-0-323-07575-6</bdi></a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20230111143031/https://books.google.com/books?id=kfsrz_-OrMQC&pg=PA468">Archived</a> from the original on January 11, 2023<span class="reference-accessdate">. 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Lippincott Williams & Wilkins. pp. 217–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-4511-7146-4" title="Special:BookSources/978-1-4511-7146-4"><bdi>978-1-4511-7146-4</bdi></a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20230111143033/https://books.google.com/books?id=s06wXkPAnfcC&pg=PA217">Archived</a> from the original on January 11, 2023<span class="reference-accessdate">. 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Elsevier Health Sciences. pp. 160–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-323-05405-8" title="Special:BookSources/978-0-323-05405-8"><bdi>978-0-323-05405-8</bdi></a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20230111143033/https://books.google.com/books?id=NPhnHrDQ1_kC&pg=PA160">Archived</a> from the original on January 11, 2023<span class="reference-accessdate">. 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Springer. pp. 191–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-3-319-18371-8" title="Special:BookSources/978-3-319-18371-8"><bdi>978-3-319-18371-8</bdi></a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20230111143038/https://books.google.com/books?id=akMWDAAAQBAJ&pg=PA191">Archived</a> from the original on January 11, 2023<span class="reference-accessdate">. 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"Sex steroids and their receptors in lampreys". <i>Steroids</i>. <b>73</b> (1): 1–12. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.steroids.2007.08.011">10.1016/j.steroids.2007.08.011</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/17931674">17931674</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:33753909">33753909</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=Sex+steroids+and+their+receptors+in+lampreys&rft.volume=73&rft.issue=1&rft.pages=1-12&rft.date=2008&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A33753909%23id-name%3DS2CID&rft_id=info%3Apmid%2F17931674&rft_id=info%3Adoi%2F10.1016%2Fj.steroids.2007.08.011&rft.aulast=Bryan&rft.aufirst=MB&rft.au=Scott%2C+AP&rft.au=Li%2C+W&rfr_id=info%3Asid%2Fen.wikipedia.org%3ATestosterone" class="Z3988"></span></span> </li> <li id="cite_note-isbn0-87893-617-3-235"><span class="mw-cite-backlink"><b><a href="#cite_ref-isbn0-87893-617-3_235-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFNelson2005" class="citation book cs1">Nelson RF (2005). <i>An introduction to behavioral endocrinology</i>. Sunderland, Mass: Sinauer Associates. p. 143. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-87893-617-5" title="Special:BookSources/978-0-87893-617-5"><bdi>978-0-87893-617-5</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=An+introduction+to+behavioral+endocrinology&rft.place=Sunderland%2C+Mass&rft.pages=143&rft.pub=Sinauer+Associates&rft.date=2005&rft.isbn=978-0-87893-617-5&rft.aulast=Nelson&rft.aufirst=RF&rfr_id=info%3Asid%2Fen.wikipedia.org%3ATestosterone" class="Z3988"></span></span> </li> <li id="cite_note-De_Loof_2006-236"><span class="mw-cite-backlink"><b><a href="#cite_ref-De_Loof_2006_236-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFDe_Loof2006" class="citation journal cs1">De Loof A (October 2006). "Ecdysteroids: the overlooked sex steroids of insects? Males: the black box". <i>Insect Science</i>. <b>13</b> (5): 325–338. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/2006InsSc..13..325D">2006InsSc..13..325D</a>. <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.1744-7917.2006.00101.x">10.1111/j.1744-7917.2006.00101.x</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:221810929">221810929</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Insect+Science&rft.atitle=Ecdysteroids%3A+the+overlooked+sex+steroids+of+insects%3F+Males%3A+the+black+box&rft.volume=13&rft.issue=5&rft.pages=325-338&rft.date=2006-10&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A221810929%23id-name%3DS2CID&rft_id=info%3Adoi%2F10.1111%2Fj.1744-7917.2006.00101.x&rft_id=info%3Abibcode%2F2006InsSc..13..325D&rft.aulast=De+Loof&rft.aufirst=A&rfr_id=info%3Asid%2Fen.wikipedia.org%3ATestosterone" class="Z3988"></span></span> </li> <li id="cite_note-Mechoulam_1984-237"><span class="mw-cite-backlink"><b><a href="#cite_ref-Mechoulam_1984_237-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMechoulamBrueggemeierDenlinger1984" class="citation journal cs1">Mechoulam R, Brueggemeier RW, Denlinger DL (September 1984). "Estrogens in insects". <i>Cellular and Molecular Life Sciences</i>. <b>40</b> (9): 942–44. <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%2FBF01946450">10.1007/BF01946450</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:31950471">31950471</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Cellular+and+Molecular+Life+Sciences&rft.atitle=Estrogens+in+insects&rft.volume=40&rft.issue=9&rft.pages=942-44&rft.date=1984-09&rft_id=info%3Adoi%2F10.1007%2FBF01946450&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A31950471%23id-name%3DS2CID&rft.aulast=Mechoulam&rft.aufirst=R&rft.au=Brueggemeier%2C+RW&rft.au=Denlinger%2C+DL&rfr_id=info%3Asid%2Fen.wikipedia.org%3ATestosterone" 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=Testosterone&action=edit&section=37" 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" style=""> <ul><li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFFargoPakFoeckingJones2010" class="citation book cs1">Fargo KN, Pak TR, Foecking EM, Jones KJ (2010). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=Y8jxd5vu6N8C&pg=PA127">"Molecular Biology of Androgen Action: Perspectives on Neuroprotective and Neurotherapeutic Effects."</a>. In Pfaff DW, Etgen AM (eds.). <i>Molecular Mechanisms of Hormone Actions on Behavior</i>. Elsevier Inc. pp. 1219–1246. <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%2FB978-008088783-8.00036-X">10.1016/B978-008088783-8.00036-X</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-12-374939-0" title="Special:BookSources/978-0-12-374939-0"><bdi>978-0-12-374939-0</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Molecular+Biology+of+Androgen+Action%3A+Perspectives+on+Neuroprotective+and+Neurotherapeutic+Effects.&rft.btitle=Molecular+Mechanisms+of+Hormone+Actions+on+Behavior&rft.pages=1219-1246&rft.pub=Elsevier+Inc.&rft.date=2010&rft_id=info%3Adoi%2F10.1016%2FB978-008088783-8.00036-X&rft.isbn=978-0-12-374939-0&rft.aulast=Fargo&rft.aufirst=KN&rft.au=Pak%2C+TR&rft.au=Foecking%2C+EM&rft.au=Jones%2C+KJ&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DY8jxd5vu6N8C%26pg%3DPA127&rfr_id=info%3Asid%2Fen.wikipedia.org%3ATestosterone" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFDowd2013" class="citation journal cs1">Dowd NE (2013). <a rel="nofollow" class="external text" href="http://scholars.law.unlv.edu/nlj/vol13/iss2/8">"Sperm, testosterone, masculinities and fatherhood"</a>. <i>Nevada Law Journal</i>. <b>13</b> (2): 8. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20210308061603/https://scholars.law.unlv.edu/nlj/vol13/iss2/8/">Archived</a> from the original on March 8, 2021<span class="reference-accessdate">. Retrieved <span class="nowrap">December 10,</span> 2017</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Nevada+Law+Journal&rft.atitle=Sperm%2C+testosterone%2C+masculinities+and+fatherhood&rft.volume=13&rft.issue=2&rft.pages=8&rft.date=2013&rft.aulast=Dowd&rft.aufirst=NE&rft_id=http%3A%2F%2Fscholars.law.unlv.edu%2Fnlj%2Fvol13%2Fiss2%2F8&rfr_id=info%3Asid%2Fen.wikipedia.org%3ATestosterone" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCelecOstatníkováHodosy2015" class="citation journal cs1">Celec P, Ostatníková D, Hodosy J (February 2015). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4330791">"On the effects of testosterone on brain behavioral functions"</a>. <i>Frontiers in Neuroscience</i>. <b>9</b>: 12. <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/10.3389%2Ffnins.2015.00012">10.3389/fnins.2015.00012</a></span>. <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/PMC4330791">4330791</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/25741229">25741229</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Frontiers+in+Neuroscience&rft.atitle=On+the+effects+of+testosterone+on+brain+behavioral+functions&rft.volume=9&rft.pages=12&rft.date=2015-02&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC4330791%23id-name%3DPMC&rft_id=info%3Apmid%2F25741229&rft_id=info%3Adoi%2F10.3389%2Ffnins.2015.00012&rft.aulast=Celec&rft.aufirst=P&rft.au=Ostatn%C3%ADkov%C3%A1%2C+D&rft.au=Hodosy%2C+J&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC4330791&rfr_id=info%3Asid%2Fen.wikipedia.org%3ATestosterone" class="Z3988"></span></li></ul> </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 2em;background-color:#fdfdfd;border:1px solid #a2a9b1;clear:both;margin:1em auto 0}.mw-parser-output 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.navbox-group{white-space:nowrap;text-align:right}.mw-parser-output .navbox,.mw-parser-output .navbox-subgroup{background-color:#fdfdfd}.mw-parser-output .navbox-list{line-height:1.5em;border-color:#fdfdfd}.mw-parser-output .navbox-list-with-group{text-align:left;border-left-width:2px;border-left-style:solid}.mw-parser-output tr+tr>.navbox-abovebelow,.mw-parser-output tr+tr>.navbox-group,.mw-parser-output tr+tr>.navbox-image,.mw-parser-output tr+tr>.navbox-list{border-top:2px solid #fdfdfd}.mw-parser-output .navbox-title{background-color:#ccf}.mw-parser-output .navbox-abovebelow,.mw-parser-output .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="Testosterone" 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 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<li><a href="/wiki/Pharmacodynamics_of_testosterone" class="mw-redirect" title="Pharmacodynamics of testosterone">Pharmacodynamics of testosterone</a></li> <li><a href="/wiki/Pharmacokinetics_of_testosterone" title="Pharmacokinetics of testosterone">Pharmacokinetics of testosterone</a></li> <li><a href="/wiki/Androgen" title="Androgen">Androgen (as a hormone)</a></li> <li><a href="/wiki/Anabolic_steroid" title="Anabolic steroid">Androgen/anabolic steroid (as a medication)</a></li> <li><a href="/wiki/Androgen_replacement_therapy" title="Androgen replacement therapy">Androgen replacement therapy</a></li> <li><a href="/wiki/Masculinizing_hormone_therapy" title="Masculinizing hormone therapy">Masculinizing hormone therapy</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Testosterone_ester" class="mw-redirect" title="Testosterone ester">Esters</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Androgen_ester" title="Androgen ester">Androgen ester</a></li> <li><a href="/wiki/Testosterone_ester" class="mw-redirect" title="Testosterone ester">Testosterone ester</a></li> <li><a href="/wiki/Testosterone_buciclate" title="Testosterone buciclate">Testosterone buciclate</a></li> <li><a href="/wiki/Testosterone_caproate" title="Testosterone caproate">Testosterone caproate</a></li> <li><a href="/wiki/Testosterone_cypionate" title="Testosterone cypionate">Testosterone cypionate</a></li> <li><a href="/wiki/Testosterone_decanoate" title="Testosterone decanoate">Testosterone decanoate</a></li> <li><a href="/wiki/Testosterone_enanthate" title="Testosterone enanthate">Testosterone enanthate</a></li> <li><a href="/wiki/Testosterone_isobutyrate" title="Testosterone isobutyrate">Testosterone isobutyrate</a></li> <li><a href="/wiki/Testosterone_isocaproate" title="Testosterone isocaproate">Testosterone isocaproate</a></li> <li><a href="/wiki/Testosterone_phenylpropionate" title="Testosterone phenylpropionate">Testosterone phenylpropionate</a></li> <li><a href="/wiki/Testosterone_propionate" title="Testosterone propionate">Testosterone propionate</a></li> <li><a href="/wiki/Testosterone_undecanoate" title="Testosterone undecanoate">Testosterone undecanoate</a></li> <li><a href="/wiki/Mixed_testosterone_esters" class="mw-redirect" title="Mixed testosterone esters">Mixed testosterone esters</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Related</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/Androstanolone" title="Androstanolone">Dihydrotestosterone (DHT; androstanolone)</a></li> <li><a href="/wiki/Methyltestosterone" title="Methyltestosterone">Methyltestosterone</a></li> <li><a href="/wiki/Nandrolone" title="Nandrolone">Nandrolone (19-nortestosterone)</a></li> <li><a href="/wiki/Prasterone" title="Prasterone">Dehydroepiandrosterone (DHEA; prasterone)</a></li> <li><a href="/wiki/Estradiol_(medication)" title="Estradiol (medication)">Estradiol</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"></div><div role="navigation" class="navbox" aria-labelledby="Hormones" 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:Hormones" title="Template:Hormones"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Hormones" title="Template talk:Hormones"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Hormones" title="Special:EditPage/Template:Hormones"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Hormones" style="font-size:114%;margin:0 4em"><a href="/wiki/Hormone" title="Hormone">Hormones</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Endocrine_gland" title="Endocrine gland">Endocrine<br />glands</a></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 id="Hypothalamic–pituitary" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hypothalamic%E2%80%93pituitary_hormone" title="Hypothalamic–pituitary hormone">Hypothalamic–<br />pituitary</a></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:1%"><a href="/wiki/Hypothalamus" title="Hypothalamus">Hypothalamus</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Gonadotropin-releasing_hormone" title="Gonadotropin-releasing hormone">GnRH</a></li> <li><a href="/wiki/Thyrotropin-releasing_hormone" title="Thyrotropin-releasing hormone">TRH</a></li> <li><a href="/wiki/Dopamine" title="Dopamine">Dopamine</a></li> <li><a href="/wiki/Corticotropin-releasing_hormone" title="Corticotropin-releasing hormone">CRH</a></li> <li><a href="/wiki/Growth_hormone%E2%80%93releasing_hormone" title="Growth hormone–releasing hormone">GHRH</a></li> <li><a href="/wiki/Somatostatin" title="Somatostatin">Somatostatin (GHIH)</a></li> <li><a href="/wiki/Melanin_concentrating_hormone" class="mw-redirect" title="Melanin concentrating hormone">MCH</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Posterior_pituitary" title="Posterior pituitary">Posterior pituitary</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Oxytocin" title="Oxytocin">Oxytocin</a></li> <li><a href="/wiki/Vasopressin" title="Vasopressin">Vasopressin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Anterior_pituitary" title="Anterior pituitary">Anterior pituitary</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Follicle-stimulating_hormone" title="Follicle-stimulating hormone">FSH</a></li> <li><a href="/wiki/Luteinizing_hormone" title="Luteinizing hormone">LH</a></li> <li><a href="/wiki/Thyroid-stimulating_hormone" title="Thyroid-stimulating hormone">TSH</a></li> <li><a href="/wiki/Prolactin" title="Prolactin">Prolactin</a></li> <li><a href="/wiki/Proopiomelanocortin" title="Proopiomelanocortin">POMC</a> <ul><li><a href="/wiki/Corticotropin-like_intermediate_peptide" title="Corticotropin-like intermediate peptide">CLIP</a></li> <li><a href="/wiki/Adrenocorticotropic_hormone" title="Adrenocorticotropic hormone">ACTH</a></li> <li><a href="/wiki/Melanocyte-stimulating_hormone" title="Melanocyte-stimulating hormone">MSH</a></li> <li><a href="/wiki/Endorphins" title="Endorphins">Endorphins</a></li> <li><a href="/wiki/Lipotropin" title="Lipotropin">Lipotropin</a></li></ul></li> <li><a href="/wiki/Growth_hormone" title="Growth hormone">GH</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hypothalamic%E2%80%93pituitary%E2%80%93adrenal_axis" title="Hypothalamic–pituitary–adrenal axis">Adrenal axis</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Adrenal_gland#Adrenal_cortex" title="Adrenal gland">Adrenal cortex</a> <ul><li><a href="/wiki/Aldosterone" title="Aldosterone">Aldosterone</a></li> <li><a href="/wiki/Cortisol" title="Cortisol">Cortisol</a></li> <li><a href="/wiki/Cortisone" title="Cortisone">Cortisone</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a></li> <li><a href="/wiki/Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">DHEA-S</a></li> <li><a href="/wiki/Androstenedione" title="Androstenedione">Androstenedione</a></li></ul></li> <li><a href="/wiki/Adrenal_gland#Adrenal_medulla" title="Adrenal gland">Adrenal medulla</a> <ul><li><a href="/wiki/Adrenaline" title="Adrenaline">Adrenaline</a></li> <li><a href="/wiki/Norepinephrine" title="Norepinephrine">Norepinephrine</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Thyroid" title="Thyroid">Thyroid</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Thyroid_hormones" title="Thyroid hormones">Thyroid hormones</a> <ul><li><a href="/wiki/Triiodothyronine" title="Triiodothyronine">T<sub>3</sub></a></li> <li><a href="/wiki/Thyroxine" class="mw-redirect" title="Thyroxine">T<sub>4</sub></a></li></ul></li> <li><a href="/wiki/Calcitonin" title="Calcitonin">Calcitonin</a></li> <li><a href="/wiki/Hypothalamic%E2%80%93pituitary%E2%80%93thyroid_axis" title="Hypothalamic–pituitary–thyroid axis">Thyroid axis</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Parathyroid_gland" title="Parathyroid gland">Parathyroid</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Parathyroid_hormone" title="Parathyroid hormone">PTH</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hypothalamic%E2%80%93pituitary%E2%80%93gonadal_axis" title="Hypothalamic–pituitary–gonadal axis">Gonadal axis</a></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:1%"><a href="/wiki/Testicle" title="Testicle">Testis</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a class="mw-selflink selflink">Testosterone</a></li> <li><a href="/wiki/Anti-M%C3%BCllerian_hormone" title="Anti-Müllerian hormone">AMH</a></li> <li><a href="/wiki/Activin_and_inhibin" title="Activin and inhibin">Inhibin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Ovary" title="Ovary">Ovary</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Estradiol" title="Estradiol">Estradiol</a></li> <li><a href="/wiki/Progesterone" title="Progesterone">Progesterone</a></li> <li><a href="/wiki/Activin_and_inhibin" title="Activin and inhibin">Activin</a></li> <li><a href="/wiki/Activin_and_inhibin" title="Activin and inhibin">Inhibin</a></li> <li><a href="/wiki/Relaxin" title="Relaxin">Relaxin</a></li> <li><a href="/wiki/Gonadotropin_surge-attenuating_factor" title="Gonadotropin surge-attenuating factor">GnSAF</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Placenta" title="Placenta">Placenta</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Human_chorionic_gonadotropin" title="Human chorionic gonadotropin">hCG</a></li> <li><a href="/wiki/Human_placental_lactogen" title="Human placental lactogen">HPL</a></li> <li><a href="/wiki/Estrogen" title="Estrogen">Estrogen</a></li> <li><a href="/wiki/Progesterone" title="Progesterone">Progesterone</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Pancreas" title="Pancreas">Pancreas</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Glucagon" title="Glucagon">Glucagon</a></li> <li><a href="/wiki/Insulin" title="Insulin">Insulin</a></li> <li><a href="/wiki/Amylin" title="Amylin">Amylin</a></li> <li><a href="/wiki/Somatostatin" title="Somatostatin">Somatostatin</a></li> <li><a href="/wiki/Pancreatic_polypeptide" title="Pancreatic polypeptide">Pancreatic polypeptide</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Pineal_gland" title="Pineal gland">Pineal gland</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Melatonin" title="Melatonin">Melatonin</a></li> <li><a href="/wiki/N,N-Dimethyltryptamine" title="N,N-Dimethyltryptamine">N,N-Dimethyltryptamine</a></li> <li><a href="/wiki/5-Methoxy-N,N-dimethyltryptamine" class="mw-redirect" title="5-Methoxy-N,N-dimethyltryptamine">5-Methoxy-N,N-dimethyltryptamine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Other</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:1%"><a href="/wiki/Thymus" title="Thymus">Thymus</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Thymosin" title="Thymosin">Thymosins</a> <ul><li><a href="/wiki/Thymosin_%CE%B11" title="Thymosin α1">Thymosin α1</a></li> <li><a href="/wiki/Beta_thymosin" class="mw-redirect" title="Beta thymosin">Beta thymosins</a></li></ul></li> <li><a href="/wiki/Thymopoietin" title="Thymopoietin">Thymopoietin</a></li> <li><a href="/wiki/Thymulin" title="Thymulin">Thymulin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Digestion" title="Digestion">Digestive system</a></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:1%"><a href="/wiki/Stomach" title="Stomach">Stomach</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Gastrin" title="Gastrin">Gastrin</a></li> <li><a href="/wiki/Ghrelin" title="Ghrelin">Ghrelin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Duodenum" title="Duodenum">Duodenum</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cholecystokinin" title="Cholecystokinin">CCK</a></li> <li><a href="/wiki/Gastric_inhibitory_polypeptide" title="Gastric inhibitory polypeptide">GIP</a></li> <li><a href="/wiki/Secretin" title="Secretin">Secretin</a></li> <li><a href="/wiki/Motilin" title="Motilin">Motilin</a></li> <li><a href="/wiki/Vasoactive_intestinal_peptide" title="Vasoactive intestinal peptide">VIP</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Ileum" title="Ileum">Ileum</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Enteroglucagon" title="Enteroglucagon">Enteroglucagon</a></li> <li><a href="/wiki/Peptide_YY" title="Peptide YY">Peptide YY</a></li> <li><a href="/wiki/Glucagon-like_peptide-1" title="Glucagon-like peptide-1">GLP-1</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Liver" title="Liver">Liver</a>/other</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Insulin-like_growth_factor" title="Insulin-like growth factor">Insulin-like growth factor</a> <ul><li><a href="/wiki/Insulin-like_growth_factor_1" title="Insulin-like growth factor 1">IGF-1</a></li> <li><a href="/wiki/Insulin-like_growth_factor_2" title="Insulin-like growth factor 2">IGF-2</a></li></ul></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Adipose_tissue" title="Adipose tissue">Adipose tissue</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Leptin" title="Leptin">Leptin</a></li> <li><a href="/wiki/Adiponectin" title="Adiponectin">Adiponectin</a></li> <li><a href="/wiki/Resistin" title="Resistin">Resistin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Human_skeleton" title="Human skeleton">Skeleton</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Osteocalcin" title="Osteocalcin">Osteocalcin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Kidney" title="Kidney">Kidney</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Renin" title="Renin">Renin</a></li> <li><a href="/wiki/Erythropoietin" title="Erythropoietin">EPO</a></li> <li><a href="/wiki/Calcitriol" title="Calcitriol">Calcitriol</a></li> <li><a href="/wiki/Prostaglandin" title="Prostaglandin">Prostaglandin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Heart" title="Heart">Heart</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Natriuretic_peptide" title="Natriuretic peptide">Natriuretic peptide</a> <ul><li><a href="/wiki/Atrial_natriuretic_peptide" title="Atrial natriuretic peptide">ANP</a></li> <li><a href="/wiki/Brain_natriuretic_peptide_32" title="Brain natriuretic peptide 32">BNP</a></li></ul></li></ul> </div></td></tr></tbody></table><div></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="Endogenous_steroids" 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:Steroid_hormones" title="Template:Steroid hormones"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Steroid_hormones" title="Template talk:Steroid hormones"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Steroid_hormones" title="Special:EditPage/Template:Steroid hormones"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Endogenous_steroids" style="font-size:114%;margin:0 4em"><a href="/wiki/Endogenous" class="mw-redirect" title="Endogenous">Endogenous</a> <a href="/wiki/Steroid" title="Steroid">steroids</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Precursor_(chemistry)" title="Precursor (chemistry)">Precursors</a></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/Cholesterol" title="Cholesterol">Cholesterol</a></li> <li><a href="/wiki/22R-Hydroxycholesterol" title="22R-Hydroxycholesterol">22<i>R</i>-Hydroxycholesterol</a></li> <li><a href="/wiki/20%CE%B1,22R-Dihydroxycholesterol" title="20α,22R-Dihydroxycholesterol">20α,22<i>R</i>-Dihydroxycholesterol</a></li> <li><a href="/wiki/Pregnenolone" title="Pregnenolone">Pregnenolone</a></li> <li><a href="/w/index.php?title=11%CE%B2-Hydroxypregnenolone&action=edit&redlink=1" class="new" title="11β-Hydroxypregnenolone (page does not exist)">11β-Hydroxypregnenolone</a></li> <li><a href="/wiki/17%CE%B1-Hydroxypregnenolone" title="17α-Hydroxypregnenolone">17α-Hydroxypregnenolone</a></li> <li><a href="/wiki/21-Hydroxypregnenolone" title="21-Hydroxypregnenolone">21-Hydroxypregnenolone</a></li> <li><a href="/w/index.php?title=17%CE%B1,21-Dihydroxypregnenolone&action=edit&redlink=1" class="new" title="17α,21-Dihydroxypregnenolone (page does not exist)">17α,21-Dihydroxypregnenolone</a></li> <li><a href="/w/index.php?title=11%CE%B2,17%CE%B1,21-Trihydroxypregnenolone&action=edit&redlink=1" class="new" title="11β,17α,21-Trihydroxypregnenolone (page does not exist)">11β,17α,21-Trihydroxypregnenolone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Corticosteroid" title="Corticosteroid">Corticosteroids</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" 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:1%"><a href="/wiki/Glucocorticoid" title="Glucocorticoid">Glucocorticoids</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Tetrahydrocorticosterone" title="Tetrahydrocorticosterone">3α,5α-Tetrahydrocorticosterone</a></li> <li><a href="/wiki/5%CE%B1-Dihydrocorticosterone" title="5α-Dihydrocorticosterone">5α-Dihydrocorticosterone</a></li> <li><a href="/wiki/11-Deoxycorticosterone" title="11-Deoxycorticosterone">11-Deoxycorticosterone</a></li> <li><a href="/wiki/11-Deoxycortisol" title="11-Deoxycortisol">11-Deoxycortisol</a></li> <li><a href="/wiki/11-Ketoprogesterone" title="11-Ketoprogesterone">11-Ketoprogesterone</a></li> <li><a href="/wiki/21-Deoxycortisol" title="21-Deoxycortisol">21-Deoxycortisol</a></li> <li><a href="/wiki/21-Deoxycortisone" title="21-Deoxycortisone">21-Deoxycortisone</a></li> <li><a href="/wiki/Corticosterone" title="Corticosterone">Corticosterone</a></li> <li><a href="/wiki/Cortisol" title="Cortisol">Cortisol</a></li> <li><a href="/wiki/Cortisone" title="Cortisone">Cortisone</a></li> <li><a href="/wiki/17%CE%B1-Hydroxypregnenolone" title="17α-Hydroxypregnenolone">17α-Hydroxypregnenolone</a></li> <li><a href="/wiki/17%CE%B1-Hydroxyprogesterone" title="17α-Hydroxyprogesterone">17α-Hydroxyprogesterone</a></li> <li><a href="/wiki/Pregnenolone" title="Pregnenolone">Pregnenolone</a></li> <li><a href="/wiki/Progesterone" title="Progesterone">Progesterone</a></li></ul> <ul><li><i>Metabolites:</i> <a href="/wiki/5%CE%B1-Dihydrocortisol" title="5α-Dihydrocortisol">5α-Dihydrocortisol</a></li> <li><a href="/w/index.php?title=3%CE%B1,5%CE%B1-Tetrahydrocortisol&action=edit&redlink=1" class="new" title="3α,5α-Tetrahydrocortisol (page does not exist)">3α,5α-Tetrahydrocortisol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Mineralocorticoid" title="Mineralocorticoid">Mineralocorticoids</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/5%CE%B1-Dihydroaldosterone" title="5α-Dihydroaldosterone">5α-Dihydroaldosterone</a></li> <li><a href="/wiki/11-Dehydrocorticosterone" title="11-Dehydrocorticosterone">11-Dehydrocorticosterone (11-oxocorticosterone, 17-deoxycortisone)</a></li> <li><a href="/wiki/11-Deoxycortisol" title="11-Deoxycortisol">11-Deoxycortisol</a></li> <li><a href="/wiki/11-Deoxycorticosterone" title="11-Deoxycorticosterone">11-Deoxycorticosterone</a></li> <li><a href="/wiki/11%CE%B2-Hydroxyprogesterone" title="11β-Hydroxyprogesterone">11β-Hydroxyprogesterone (21-deoxycorticosterone)</a></li> <li><a href="/wiki/18-Hydroxy-11-deoxycorticosterone" title="18-Hydroxy-11-deoxycorticosterone">18-Hydroxy-11-deoxycorticosterone</a></li> <li><a href="/wiki/18-Hydroxycorticosterone" title="18-Hydroxycorticosterone">18-Hydroxycorticosterone</a></li> <li><a href="/w/index.php?title=18-Hydroxyprogesterone&action=edit&redlink=1" class="new" title="18-Hydroxyprogesterone (page does not exist)">18-Hydroxyprogesterone</a></li> <li><a href="/wiki/Aldosterone" title="Aldosterone">Aldosterone</a></li> <li><a href="/wiki/Corticosterone" title="Corticosterone">Corticosterone</a></li> <li><a href="/wiki/Cortisol" title="Cortisol">Cortisol</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Sex_steroid" class="mw-redirect" title="Sex steroid">Sex steroids</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" 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:1%"><a href="/wiki/Androgen" title="Androgen">Androgens</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/11-Ketodihydrotestosterone" title="11-Ketodihydrotestosterone">11-Ketodihydrotestosterone</a></li> <li><a href="/wiki/11-Ketotestosterone" title="11-Ketotestosterone">11-Ketotestosterone</a></li> <li><a href="/wiki/7%CE%B2-Hydroxyepiandrosterone" title="7β-Hydroxyepiandrosterone">7β-Hydroxyepiandrosterone</a></li> <li><a href="/wiki/11%CE%B2-Hydroxyandrostenedione" title="11β-Hydroxyandrostenedione">11β-Hydroxyandrostenedione</a></li> <li><a href="/wiki/Adrenosterone" title="Adrenosterone">Adrenosterone (11-ketoandrostenedione)</a></li> <li><a href="/wiki/Androstenediol" title="Androstenediol">Androstenediol</a></li> <li><a href="/wiki/Androstenedione" title="Androstenedione">Androstenedione</a></li> <li><a href="/wiki/Androsterone" title="Androsterone">Androsterone</a></li> <li><a href="/wiki/Dehydroandrosterone" title="Dehydroandrosterone">Dehydroandrosterone</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a></li> <li><a href="/wiki/Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">DHEA sulfate</a></li> <li><a href="/wiki/Dihydrotestosterone" title="Dihydrotestosterone">Dihydrotestosterone</a></li> <li><a href="/wiki/Epiandrosterone" title="Epiandrosterone">Epiandrosterone</a></li> <li><a href="/wiki/Epitestosterone" title="Epitestosterone">Epitestosterone</a></li> <li><a href="/wiki/16%CE%B1-Hydroxyandrostenedione" title="16α-Hydroxyandrostenedione">16α-Hydroxyandrostenedione</a></li> <li><a href="/wiki/16-Hydroxydehydroepiandrosterone" class="mw-redirect" title="16-Hydroxydehydroepiandrosterone">16α-Hydroxy-DHEA</a></li> <li><a href="/wiki/16-Hydroxydehydroepiandrosterone_sulfate" class="mw-redirect" title="16-Hydroxydehydroepiandrosterone sulfate">16α-Hydroxy-DHEA sulfate</a></li> <li><a class="mw-selflink selflink">Testosterone</a></li></ul> <ul><li><i>Metabolites:</i> <a href="/wiki/3%CE%B1-Androstanediol" title="3α-Androstanediol">3α-Androstanediol</a></li> <li><a href="/wiki/3%CE%B1-Androstanediol_glucuronide" class="mw-redirect" title="3α-Androstanediol glucuronide">3α-Androstanediol glucuronide</a></li> <li><a href="/wiki/3%CE%B2-Androstanediol" title="3β-Androstanediol">3β-Androstanediol</a></li> <li><a href="/wiki/5%CE%B2-Dihydrotestosterone" title="5β-Dihydrotestosterone">5β-Dihydrotestosterone</a></li> <li><a href="/wiki/3%CE%B1-Etiocholanediol" title="3α-Etiocholanediol">3α-Etiocholanediol</a></li> <li><a href="/wiki/3%CE%B2-Etiocholanediol" title="3β-Etiocholanediol">3β-Etiocholanediol</a></li> <li><a href="/w/index.php?title=Androstanetriol&action=edit&redlink=1" class="new" title="Androstanetriol (page does not exist)">Androstanetriols</a></li> <li><a href="/wiki/Androstenediol_sulfate" title="Androstenediol sulfate">Androstenediol sulfate</a></li> <li><a href="/wiki/Androstenetriol" title="Androstenetriol">Androstenetriol</a></li> <li><a href="/wiki/Androsterone_glucuronide" title="Androsterone glucuronide">Androsterone glucuronide</a></li> <li><a href="/wiki/Androsterone_sulfate" title="Androsterone sulfate">Androsterone sulfate</a></li> <li><a href="/w/index.php?title=Dihydrotestosterone_glucuronide&action=edit&redlink=1" class="new" title="Dihydrotestosterone glucuronide (page does not exist)">Dihydrotestosterone glucuronide</a></li> <li><a href="/w/index.php?title=Dihydrotestosterone_sulfate&action=edit&redlink=1" class="new" title="Dihydrotestosterone sulfate (page does not exist)">Dihydrotestosterone sulfate</a></li> <li><a href="/wiki/Etiocholanedione" title="Etiocholanedione">Etiocholanedione</a></li> <li><a href="/wiki/Etiocholanolone" title="Etiocholanolone">Etiocholanolone</a></li> <li><a href="/wiki/Etiocholanolone_glucuronide" title="Etiocholanolone glucuronide">Etiocholanolone glucuronide</a></li> <li><a href="/wiki/Epietiocholanolone" title="Epietiocholanolone">Epietiocholanolone</a></li> <li><a href="/wiki/Testosterone_glucuronide" title="Testosterone glucuronide">Testosterone glucuronide</a></li> <li><a href="/wiki/Testosterone_sulfate" title="Testosterone sulfate">Testosterone sulfate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Estrogen" title="Estrogen">Estrogens</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Estranes:</i> <a href="/wiki/Estetrol" title="Estetrol">Estetrol</a></li> <li><a href="/wiki/Estradiol" title="Estradiol">Estradiol</a></li> <li><a href="/wiki/Estrone" title="Estrone">Estrone</a></li> <li><a href="/wiki/Estriol" title="Estriol">Estriol</a></li> <li><a href="/wiki/17%CE%B1-Estradiol" title="17α-Estradiol">17α-Estradiol</a></li> <li><a href="/wiki/Epiestriol" title="Epiestriol">16β-Epiestriol (16β-hydroxyestradiol)</a></li> <li><a href="/wiki/17%CE%B1-Epiestriol" title="17α-Epiestriol">17α-Epiestriol (16α-hydroxy-17α-estradiol)</a></li> <li><a href="/wiki/16%CE%B2,17%CE%B1-Epiestriol" title="16β,17α-Epiestriol">16β,17α-Epiestriol (16β-hydroxy-17α-estradiol)</a></li> <li><a href="/wiki/2-Hydroxyestradiol" title="2-Hydroxyestradiol">2-Hydroxyestradiol</a></li> <li><a href="/wiki/2-Hydroxyestriol" title="2-Hydroxyestriol">2-Hydroxyestriol</a></li> <li><a href="/wiki/2-Hydroxyestrone" title="2-Hydroxyestrone">2-Hydroxyestrone</a></li> <li><a href="/wiki/4-Hydroxyestradiol" title="4-Hydroxyestradiol">4-Hydroxyestradiol</a></li> <li><a href="/wiki/4-Hydroxyestriol" title="4-Hydroxyestriol">4-Hydroxyestriol</a></li> <li><a href="/wiki/4-Hydroxyestrone" title="4-Hydroxyestrone">4-Hydroxyestrone</a></li> <li><a href="/wiki/4-Methoxyestradiol" title="4-Methoxyestradiol">4-Methoxyestradiol</a></li> <li><a href="/wiki/4-Methoxyestrone" title="4-Methoxyestrone">4-Methoxyestrone</a></li> <li><a href="/wiki/16%CE%B1-Hydroxyestrone" title="16α-Hydroxyestrone">16α-Hydroxyestrone</a></li> <li><a href="/wiki/16%CE%B2-Hydroxyestrone" title="16β-Hydroxyestrone">16β-Hydroxyestrone</a></li> <li><a href="/wiki/16-Ketoestradiol" title="16-Ketoestradiol">16-Ketoestradiol</a></li> <li><a href="/wiki/16-Ketoestrone" title="16-Ketoestrone">16-Ketoestrone</a></li></ul> <ul><li><i>Others:</i> <a href="/wiki/27-Hydroxycholesterol" title="27-Hydroxycholesterol">27-Hydroxycholesterol</a></li> <li><a href="/wiki/3%CE%B1-Androstanediol" title="3α-Androstanediol">3α-Androstanediol</a></li> <li><a href="/wiki/3%CE%B2-Androstanediol" title="3β-Androstanediol">3β-Androstanediol</a></li> <li><a href="/wiki/4-Androstenedione" class="mw-redirect" title="4-Androstenedione">4-Androstenedione</a></li> <li><a href="/wiki/5-Androstenediol" class="mw-redirect" title="5-Androstenediol">5-Androstenediol</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a></li> <li><a href="/wiki/Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">DHEA sulfate</a></li> <li><a href="/wiki/7-Keto-DHEA" title="7-Keto-DHEA">7-Keto-DHEA</a></li> <li><a href="/wiki/7%CE%B1-Hydroxy-DHEA" title="7α-Hydroxy-DHEA">7α-Hydroxy-DHEA</a></li> <li><a href="/wiki/16-Hydroxydehydroepiandrosterone" class="mw-redirect" title="16-Hydroxydehydroepiandrosterone">16α-Hydroxy-DHEA</a></li></ul> <ul><li><i>Metabolites:</i> <a href="/wiki/2-Methoxyestradiol" title="2-Methoxyestradiol">2-Methoxyestradiol</a></li> <li><a href="/wiki/2-Methoxyestrone" title="2-Methoxyestrone">2-Methoxyestrone</a></li> <li><a href="/wiki/2-Methoxyestriol" title="2-Methoxyestriol">2-Methoxyestriol</a></li> <li><a href="/wiki/4-Methoxyestriol" title="4-Methoxyestriol">4-Methoxyestriol</a></li> <li><a href="/wiki/Estradiol_disulfate" title="Estradiol disulfate">Estradiol disulfate</a></li> <li><a href="/wiki/Estradiol_glucuronide" title="Estradiol glucuronide">Estradiol glucuronide</a></li> <li><a href="/wiki/Estradiol_3-glucuronide" title="Estradiol 3-glucuronide">Estradiol 3-glucuronide</a></li> <li><a href="/wiki/Estradiol_3-glucuronide_17%CE%B2-sulfate" title="Estradiol 3-glucuronide 17β-sulfate">Estradiol 3-glucuronide 17β-sulfate</a></li> <li><a href="/wiki/Estradiol_sulfate" title="Estradiol sulfate">Estradiol sulfate</a></li> <li><a href="/wiki/Estradiol_17%CE%B2-sulfate" title="Estradiol 17β-sulfate">Estradiol 17β-sulfate</a></li> <li><a href="/wiki/Estrone_glucuronide" title="Estrone glucuronide">Estrone glucuronide</a></li> <li><a href="/wiki/Estrone_sulfate" title="Estrone sulfate">Estrone sulfate</a></li> <li><a href="/wiki/Estriol_glucuronide" title="Estriol glucuronide">Estriol glucuronide</a></li> <li><a href="/wiki/Estriol_sulfate" title="Estriol sulfate">Estriol sulfate</a></li> <li><a href="/wiki/Lipoidal_estradiol" title="Lipoidal estradiol">Lipoidal estradiol</a> (e.g., <a href="/wiki/Estradiol_stearate" title="Estradiol stearate">estradiol stearate</a>, <a href="/wiki/Estradiol_palmitate" title="Estradiol palmitate">estradiol palmitate</a>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Progestogen" title="Progestogen">Progestogens</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Progesterone" title="Progesterone">Progesterone</a></li> <li><a href="/wiki/16%CE%B1-Hydroxyprogesterone" title="16α-Hydroxyprogesterone">16α-Hydroxyprogesterone</a></li> <li><a href="/wiki/17%CE%B1-Hydroxyprogesterone" title="17α-Hydroxyprogesterone">17α-Hydroxyprogesterone</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/5%CE%B1-Dihydroprogesterone" title="5α-Dihydroprogesterone">5α-Dihydroprogesterone</a></li> <li><a href="/wiki/11-Deoxycorticosterone" title="11-Deoxycorticosterone">11-Deoxycorticosterone</a></li> <li><a href="/wiki/Dihydrodeoxycorticosterone" title="Dihydrodeoxycorticosterone">5α-DHDOC</a></li></ul> <ul><li><i>Metabolites:</i> <a href="/wiki/Allopregnanediol" title="Allopregnanediol">Allopregnanediol</a></li> <li><a href="/wiki/Pregnanediol" title="Pregnanediol">Pregnanediol</a></li> <li><a href="/wiki/Pregnanediol_glucuronide" title="Pregnanediol glucuronide">Pregnanediol glucuronide</a></li> <li><a href="/wiki/Pregnanetriol" title="Pregnanetriol">Pregnanetriol</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Neuroactive_steroid" class="mw-redirect" title="Neuroactive steroid">Neurosteroids</a></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><i>Cholestanes:</i> <a href="/wiki/24S-hydroxycholesterol" class="mw-redirect" title="24S-hydroxycholesterol">24<i>S</i>-Hydroxycholesterol</a></li> <li><a href="/wiki/Cholesterol" title="Cholesterol">Cholesterol</a></li></ul> <ul><li><i>Pregnanes:</i> <a href="/wiki/3%CE%B1-Dihydroprogesterone" title="3α-Dihydroprogesterone">3α-Dihydroprogesterone</a></li> <li><a href="/wiki/3%CE%B2-Dihydroprogesterone" title="3β-Dihydroprogesterone">3β-Dihydroprogesterone</a></li> <li><a href="/wiki/5%CE%B1-Dihydrocorticosterone" title="5α-Dihydrocorticosterone">5α-Dihydrocorticosterone</a></li> <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/Allopregnanolone" title="Allopregnanolone">Allopregnanolone</a></li> <li><a href="/wiki/Corticosterone" title="Corticosterone">Corticosterone</a></li> <li><a href="/wiki/Dihydrocorticosterone" class="mw-redirect" title="Dihydrocorticosterone">DHC</a></li> <li><a href="/wiki/Dihydrodeoxycorticosterone" title="Dihydrodeoxycorticosterone">DHDOC</a></li> <li><a href="/wiki/11-Deoxycorticosterone" title="11-Deoxycorticosterone">11-Deoxycorticosterone</a></li> <li><a href="/wiki/Epipregnanolone" title="Epipregnanolone">Epipregnanolone</a></li> <li><a href="/wiki/Isopregnanolone" title="Isopregnanolone">Isopregnanolone</a></li> <li><a href="/wiki/Pregnanolone" title="Pregnanolone">Pregnanolone</a></li> <li><a href="/wiki/Pregnenolone" title="Pregnenolone">Pregnenolone</a></li> <li><a href="/wiki/Pregnenolone_sulfate" title="Pregnenolone sulfate">Pregnenolone sulfate</a></li> <li><a href="/wiki/Progesterone" title="Progesterone">Progesterone</a></li> <li><a href="/wiki/Tetrahydrocorticosterone" title="Tetrahydrocorticosterone">THB</a></li> <li><a href="/wiki/Tetrahydrodeoxycorticosterone" title="Tetrahydrodeoxycorticosterone">THDOC</a></li></ul> <ul><li><i>Androstanes:</i> <a href="/wiki/3%CE%B1-Androstanediol" title="3α-Androstanediol">3α-Androstanediol</a></li> <li><a href="/wiki/3%CE%B1-Androstenol" class="mw-redirect" title="3α-Androstenol">3α-Androstenol</a></li> <li><a href="/wiki/7-Keto-DHEA" title="7-Keto-DHEA">7-Keto-DHEA</a></li> <li><a href="/wiki/7%CE%B1-Hydroxy-DHEA" title="7α-Hydroxy-DHEA">7α-Hydroxy-DHEA</a></li> <li><a href="/wiki/7%CE%B2-Hydroxy-DHEA" title="7β-Hydroxy-DHEA">7β-Hydroxy-DHEA</a></li> <li><a href="/wiki/7%CE%B1-Hydroxyepiandrosterone" title="7α-Hydroxyepiandrosterone">7α-Hydroxyepiandrosterone</a></li> <li><a href="/wiki/7%CE%B2-Hydroxyepiandrosterone" title="7β-Hydroxyepiandrosterone">7β-Hydroxyepiandrosterone</a></li> <li><a href="/wiki/Androsterone" title="Androsterone">Androsterone</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a></li> <li><a href="/wiki/Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">DHEA sulfate</a></li> <li><a href="/wiki/Etiocholanolone" title="Etiocholanolone">Etiocholanolone</a></li></ul> <ul><li><b><a href="/wiki/Pheromone" title="Pheromone">Pheromones</a>:</b> <a href="/wiki/3%CE%B1-Androstenol" class="mw-redirect" title="3α-Androstenol">3α-Androstenol</a></li> <li><a href="/wiki/3%CE%B2-Androstenol" title="3β-Androstenol">3β-Androstenol</a></li> <li><a href="/wiki/Androstadienol" title="Androstadienol">Androstadienol</a></li> <li><a href="/wiki/Androstadienone" title="Androstadienone">Androstadienone</a></li> <li><a href="/wiki/Androstenone" title="Androstenone">Androstenone</a></li> <li><a href="/wiki/Androsterone" title="Androsterone">Androsterone</a></li> <li><a href="/wiki/Estratetraenol" title="Estratetraenol">Estratetraenol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Others</th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b><a href="/wiki/Vitamin_D" title="Vitamin D">Vitamin D</a>:</b> <a href="/wiki/7-Dehydrocholesterol" title="7-Dehydrocholesterol">7-Dehydrocholesterol</a></li> <li><a href="/wiki/Calcifediol" title="Calcifediol">Calcidiol/Calcifediol</a></li> <li><a href="/wiki/Calcitriol" title="Calcitriol">Calcitriol</a></li> <li><a href="/wiki/Cholecalciferol" title="Cholecalciferol">Cholecalciferol</a></li></ul> <ul><li><b>Others:</b> <a href="/wiki/7%CE%B1-Hydroxycholesterol" title="7α-Hydroxycholesterol">7α-Hydroxycholesterol</a></li> <li><a href="/wiki/11%CE%B1-Hydroxyprogesterone" title="11α-Hydroxyprogesterone">11α-Hydroxyprogesterone</a></li> <li><a href="/wiki/11%CE%B2-Hydroxyprogesterone" title="11β-Hydroxyprogesterone">11β-Hydroxyprogesterone</a></li> <li><a href="/wiki/Cholesterol_sulfate" title="Cholesterol sulfate">Cholesterol sulfate</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="Androgens_and_antiandrogens" 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:Androgens_and_antiandrogens" title="Template:Androgens and antiandrogens"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Androgens_and_antiandrogens" title="Template talk:Androgens and antiandrogens"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Androgens_and_antiandrogens" title="Special:EditPage/Template:Androgens and antiandrogens"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Androgens_and_antiandrogens" style="font-size:114%;margin:0 4em"><a href="/wiki/Androgen" title="Androgen">Androgens</a> and <a href="/wiki/Antiandrogen" title="Antiandrogen">antiandrogens</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Androgen" title="Androgen">Androgens</a><br />(incl. <a href="/wiki/Anabolic%E2%80%93androgenic_steroid" class="mw-redirect" title="Anabolic–androgenic steroid"><abbr title="anabolic–androgenic steroid">AAS</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 anabolic–androgenic steroid</span>)</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" 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:9em;;text-align:center;"><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/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>Testosterone derivatives:</i> <a href="/wiki/Androstenediol_dipropionate" title="Androstenediol dipropionate">Androstenediol dipropionate</a></li> <li><a href="/wiki/Boldenone_undecylenate" title="Boldenone undecylenate">Boldenone undecylenate</a></li> <li><a href="/wiki/Clostebol" title="Clostebol">Clostebol</a></li> <li><a href="/wiki/Clostebol_acetate" title="Clostebol acetate">Clostebol acetate</a></li> <li><a href="/wiki/Clostebol_caproate" title="Clostebol caproate">Clostebol caproate</a></li> <li><a href="/wiki/Clostebol_propionate" title="Clostebol propionate">Clostebol propionate</a></li> <li><a href="/wiki/Cloxotestosterone_acetate" title="Cloxotestosterone acetate">Cloxotestosterone acetate</a></li> <li><a href="/wiki/Prasterone" title="Prasterone">Prasterone (dehydroepiandrosterone, DHEA)</a></li> <li><a href="/wiki/Prasterone_enanthate" title="Prasterone enanthate">Prasterone enanthate (DHEA enanthate)</a></li> <li><a href="/wiki/Prasterone_sulfate" title="Prasterone sulfate">Prasterone sulfate (DHEA sulfate)</a></li> <li><a href="/wiki/Quinbolone" title="Quinbolone">Quinbolone</a></li> <li><a href="/wiki/Testosterone_(medication)" title="Testosterone (medication)">Testosterone</a><sup>#</sup></li> <li><a href="/wiki/List_of_androgen_esters#Testosterone_esters" title="List of androgen esters">Testosterone esters</a> (e.g., <a href="/wiki/Testosterone_cypionate" title="Testosterone cypionate">testosterone cypionate</a>, <a href="/wiki/Testosterone_enanthate" title="Testosterone enanthate">testosterone enanthate</a>, <a href="/wiki/Testosterone_propionate" title="Testosterone propionate">testosterone propionate</a>, <a href="/wiki/Testosterone_undecanoate" title="Testosterone undecanoate">testosterone undecanoate</a>, <a href="/wiki/Testosterone_ester_mixture" class="mw-redirect" title="Testosterone ester mixture">testosterone ester mixtures</a> (<a href="/wiki/Deposterona" class="mw-redirect" title="Deposterona">Deposterona</a>, <a href="/wiki/Omnadren" class="mw-redirect" title="Omnadren">Omnadren</a>, <a href="/wiki/Testosterone_propionate/testosterone_phenylpropionate/testosterone_isocaproate/testosterone_decanoate" title="Testosterone propionate/testosterone phenylpropionate/testosterone isocaproate/testosterone decanoate">Sustanon</a>, <a href="/wiki/Testoviron_depot" class="mw-redirect" title="Testoviron depot">Testoviron Depot</a>))</li></ul> <ul><li><i>Dihydrotestosterone derivatives:</i> <a href="/wiki/Androstanolone" title="Androstanolone">Androstanolone (stanolone, dihydrotestosterone, DHT)</a></li> <li><a href="/wiki/List_of_androgen_esters#Dihydrotestosterone_esters" title="List of androgen esters">Androstanolone esters</a></li> <li><a href="/wiki/Bolazine_capronate" title="Bolazine capronate">Bolazine capronate</a></li> <li><a href="/wiki/Drostanolone_propionate" title="Drostanolone propionate">Drostanolone propionate (dromostanolone propionate)</a></li> <li><a href="/wiki/Epitiostanol" title="Epitiostanol">Epitiostanol</a></li> <li><a href="/wiki/Mepitiostane" title="Mepitiostane">Mepitiostane</a></li> <li><a href="/wiki/Mesterolone" title="Mesterolone">Mesterolone</a></li> <li><a href="/wiki/Metenolone_acetate" title="Metenolone acetate">Metenolone acetate (methenolone acetate)</a></li> <li><a href="/wiki/Metenolone_enanthate" title="Metenolone enanthate">Metenolone enanthate (methenolone enanthate)</a></li> <li><a href="/wiki/Stenbolone_acetate" title="Stenbolone acetate">Stenbolone acetate</a></li></ul> <ul><li><i>19-Nortestosterone derivatives:</i> <a href="/wiki/Bolandiol_dipropionate" title="Bolandiol dipropionate">Bolandiol dipropionate</a></li> <li><a href="/wiki/List_of_androgen_esters#Nandrolone_esters" title="List of androgen esters">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/Norclostebol" title="Norclostebol">Norclostebol</a></li> <li><a href="/wiki/Norclostebol_acetate" title="Norclostebol acetate">Norclostebol acetate</a></li> <li><a href="/wiki/Oxabolone_cipionate" title="Oxabolone cipionate">Oxabolone cipionate (oxabolone cypionate)</a></li> <li><a href="/wiki/Trenbolone_acetate" title="Trenbolone acetate">Trenbolone acetate</a></li> <li><a href="/wiki/Trenbolone_hexahydrobenzylcarbonate" title="Trenbolone hexahydrobenzylcarbonate">Trenbolone hexahydrobenzylcarbonate (trenbolone cyclohexylmethylcarbonate)</a></li></ul> <ul><li><i>17α-Alkylated testosterone derivatives:</i> <a href="/wiki/Bolasterone" title="Bolasterone">Bolasterone</a></li> <li><a href="/wiki/Calusterone" title="Calusterone">Calusterone</a></li> <li><a href="/wiki/Chlorodehydromethyltestosterone" title="Chlorodehydromethyltestosterone">Chlorodehydromethyltestosterone (CDMT)</a></li> <li><a href="/wiki/Fluoxymesterone" title="Fluoxymesterone">Fluoxymesterone</a></li> <li><a href="/wiki/Formebolone" title="Formebolone">Formebolone</a></li> <li><a href="/wiki/Metandienone" title="Metandienone">Metandienone (methandienone, methandrostenolone)</a></li> <li><a href="/wiki/Methandriol" title="Methandriol">Methandriol (methylandrostenediol)</a></li> <li><a href="/wiki/Methandriol_bisenanthoyl_acetate" title="Methandriol bisenanthoyl acetate">Methandriol bisenanthoyl acetate</a></li> <li><a href="/wiki/Methandriol_dipropionate" title="Methandriol dipropionate">Methandriol dipropionate</a></li> <li><a href="/wiki/Methandriol_propionate" title="Methandriol propionate">Methandriol propionate</a></li> <li><a href="/wiki/Methyltestosterone" title="Methyltestosterone">Methyltestosterone</a></li> <li><a href="/wiki/Methyltestosterone_3-hexyl_ether" title="Methyltestosterone 3-hexyl ether">Methyltestosterone 3-hexyl ether</a></li> <li><a href="/wiki/Oxymesterone" title="Oxymesterone">Oxymesterone</a></li> <li><a href="/wiki/Penmesterol" title="Penmesterol">Penmesterol</a></li> <li><a href="/wiki/Tiomesterone" title="Tiomesterone">Tiomesterone (thiomesterone)</a></li></ul> <ul><li><i>17α-Alkylated dihydrotestosterone derivatives:</i> <a href="/wiki/Androisoxazole" title="Androisoxazole">Androisoxazole</a></li> <li><a href="/wiki/Furazabol" title="Furazabol">Furazabol</a></li> <li><a href="/wiki/Mebolazine" title="Mebolazine">Mebolazine (dimethazine)</a></li> <li><a href="/wiki/Mestanolone" title="Mestanolone">Mestanolone</a></li> <li><a href="/wiki/Oxandrolone" title="Oxandrolone">Oxandrolone</a></li> <li><a href="/wiki/Oxymetholone" title="Oxymetholone">Oxymetholone</a></li> <li><a href="/wiki/Stanozolol" title="Stanozolol">Stanozolol</a></li></ul> <ul><li><i>17α-Alkylated 19-nortestosterone derivatives:</i> <a href="/wiki/Ethylestrenol" title="Ethylestrenol">Ethylestrenol</a></li> <li><a href="/wiki/Mibolerone" title="Mibolerone">Mibolerone</a></li> <li><a href="/wiki/Norethandrolone" title="Norethandrolone">Norethandrolone</a></li> <li><a href="/wiki/Normethandrone" title="Normethandrone">Normethandrone (methylestrenolone, normethisterone)</a></li> <li><a href="/wiki/Propetandrol" title="Propetandrol">Propetandrol (propethandrol)</a></li></ul> <ul><li><i>17α-Vinyltestosterone derivatives:</i> <a href="/wiki/Norvinisterone" title="Norvinisterone">Norvinisterone (vinylnortestosterone)</a></li></ul> <ul><li><i>17α-Ethynyltestosterone derivatives:</i> <a href="/wiki/Danazol" title="Danazol">Danazol</a></li> <li><a href="/wiki/Gestrinone" title="Gestrinone">Gestrinone</a></li> <li><a href="/wiki/Progestin" class="mw-redirect" title="Progestin">Progestins</a> (e.g., <a href="/wiki/Ethisterone" title="Ethisterone">ethisterone (ethynyltestosterone)</a>, <a href="/wiki/Levonorgestrel" title="Levonorgestrel">levonorgestrel</a>, <a href="/wiki/Norgestrel" title="Norgestrel">norgestrel</a>, <a href="/wiki/Norethisterone" title="Norethisterone">norethisterone (norethindrone)</a>, <a href="/wiki/Lynestrenol" title="Lynestrenol">lynestrenol</a>, <a href="/wiki/Norgestrienone" title="Norgestrienone">norgestrienone</a>)</li> <li><a href="/wiki/Tibolone" title="Tibolone">Tibolone</a></li></ul> <ul><li><i>Progesterone derivatives:</i> <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:9em;;text-align:center;"><a href="/wiki/Progonadotropin" title="Progonadotropin">Progonadotropins</a></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/Antiestrogen" title="Antiestrogen">Antiestrogens</a> (e.g., <a href="/wiki/Tamoxifen" title="Tamoxifen">tamoxifen</a>, <a href="/wiki/Clomifene" title="Clomifene">clomifene</a>)</li> <li><a href="/wiki/GnRH_agonist" class="mw-redirect" title="GnRH agonist">GnRH agonists</a> (e.g., <a href="/wiki/Gonadotropin-releasing_hormone" title="Gonadotropin-releasing hormone">GnRH (gonadorelin)</a>, <a href="/wiki/Leuprorelin" title="Leuprorelin">leuprorelin</a>)</li> <li><a href="/wiki/Gonadotropin" title="Gonadotropin">Gonadotropins</a> (e.g., <a href="/wiki/Luteinizing_hormone" title="Luteinizing hormone"><abbr title="luteinizing hormone">LH</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 luteinizing hormone</span>, <a href="/wiki/Human_chorionic_gonadotropin" title="Human chorionic gonadotropin"><abbr title="human chorionic gonadotropin">hCG</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 human chorionic gonadotropin</span>)</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/Antiandrogen" title="Antiandrogen">Antiandrogens</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" 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:9em;;text-align:center;"><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/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><i>Steroidal:</i> <a href="/wiki/Abiraterone_acetate" title="Abiraterone acetate">Abiraterone acetate</a> <a href="/wiki/Niraparib/abiraterone_acetate" title="Niraparib/abiraterone acetate">+niraparib</a></li> <li><a href="/wiki/Canrenone" title="Canrenone">Canrenone</a></li> <li><a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">Chlormadinone 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/Dienogest" title="Dienogest">Dienogest</a></li> <li><a href="/wiki/Drospirenone" title="Drospirenone">Drospirenone</a></li> <li><a href="/wiki/Medrogestone" title="Medrogestone">Medrogestone</a></li> <li><a href="/wiki/Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a></li> <li><a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">Nomegestrol acetate</a></li> <li><a href="/wiki/Osaterone_acetate" title="Osaterone acetate">Osaterone acetate</a></li> <li><a href="/wiki/Oxendolone" title="Oxendolone">Oxendolone</a></li> <li><a href="/wiki/Potassium_canrenoate" title="Potassium canrenoate">Potassium canrenoate</a></li> <li><a href="/wiki/Spironolactone" title="Spironolactone">Spironolactone</a></li></ul> <ul><li><i>Nonsteroidal:</i> <a href="/wiki/Apalutamide" title="Apalutamide">Apalutamide</a></li> <li><a href="/wiki/Bicalutamide" title="Bicalutamide">Bicalutamide</a></li> <li><a href="/wiki/Cimetidine" title="Cimetidine">Cimetidine</a></li> <li><a href="/wiki/Darolutamide" title="Darolutamide">Darolutamide</a></li> <li><a href="/wiki/Enzalutamide" title="Enzalutamide">Enzalutamide</a></li> <li><a href="/wiki/Flutamide" title="Flutamide">Flutamide</a></li> <li><a href="/wiki/Ketoconazole" title="Ketoconazole">Ketoconazole</a></li> <li><a href="/wiki/Nilutamide" title="Nilutamide">Nilutamide</a></li> <li><a href="/wiki/Seviteronel" title="Seviteronel">Seviteronel</a><sup>†</sup></li> <li><a href="/wiki/Topilutamide" title="Topilutamide">Topilutamide (fluridil)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:9em;;text-align:center;"><a href="/wiki/Steroidogenesis_inhibitor" title="Steroidogenesis inhibitor">Steroidogenesis<br />inhibitors</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="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:1%;text-align:center;"><a href="/wiki/5%CE%B1-Reductase_inhibitor" title="5α-Reductase inhibitor">5α-Reductase</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Alfatradiol" title="Alfatradiol">Alfatradiol</a></li> <li><a href="/wiki/Dutasteride" title="Dutasteride">Dutasteride</a></li> <li><a href="/wiki/Epristeride" title="Epristeride">Epristeride</a></li> <li><a href="/wiki/Finasteride" title="Finasteride">Finasteride</a></li> <li><a href="/wiki/Saw_palmetto_extract" title="Saw palmetto extract">Saw palmetto extract</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Others</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Abiraterone_acetate" title="Abiraterone acetate">Abiraterone acetate</a> <a href="/wiki/Niraparib/abiraterone_acetate" title="Niraparib/abiraterone acetate">+niraparib</a></li> <li><a href="/wiki/Aminoglutethimide" title="Aminoglutethimide">Aminoglutethimide</a></li> <li><a href="/wiki/Bifluranol" title="Bifluranol">Bifluranol</a></li> <li><a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a></li> <li><a href="/wiki/Flutamide" title="Flutamide">Flutamide</a></li> <li><a href="/wiki/Ketoconazole" title="Ketoconazole">Ketoconazole</a></li> <li><a href="/wiki/Nilutamide" title="Nilutamide">Nilutamide</a></li> <li><a href="/wiki/Seviteronel" title="Seviteronel">Seviteronel</a><sup>†</sup></li> <li><a href="/wiki/Spironolactone" title="Spironolactone">Spironolactone</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:9em;;text-align:center;"><a href="/wiki/Antigonadotropin" title="Antigonadotropin">Antigonadotropins</a></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/D2_receptor" class="mw-redirect" title="D2 receptor">D<sub>2</sub> receptor</a> <a href="/wiki/Dopamine_antagonist" title="Dopamine antagonist">antagonists</a> (<a href="/wiki/Prolactin_releaser" class="mw-redirect" title="Prolactin releaser">prolactin releasers</a>) (e.g., <a href="/wiki/Domperidone" title="Domperidone">domperidone</a>, <a href="/wiki/Metoclopramide" title="Metoclopramide">metoclopramide</a>, <a href="/wiki/Risperidone" title="Risperidone">risperidone</a>, <a href="/wiki/Haloperidol" title="Haloperidol">haloperidol</a>, <a href="/wiki/Chlorpromazine" title="Chlorpromazine">chlorpromazine</a>, <a href="/wiki/Sulpiride" title="Sulpiride">sulpiride</a>)</li> <li><a href="/wiki/Estrogen" title="Estrogen">Estrogens</a> (e.g., <a href="/wiki/Bifluranol" title="Bifluranol">bifluranol</a>, <a href="/wiki/Diethylstilbestrol" title="Diethylstilbestrol">diethylstilbestrol</a>, <a href="/wiki/Estradiol" title="Estradiol">estradiol</a>, <a href="/wiki/List_of_estrogen_esters#Estradiol_esters" title="List of estrogen esters">estradiol esters</a>, <a href="/wiki/Ethinylestradiol" title="Ethinylestradiol">ethinylestradiol</a>, <a href="/wiki/Ethinylestradiol_sulfonate" title="Ethinylestradiol sulfonate">ethinylestradiol sulfonate</a>, <a href="/wiki/Paroxypropione" title="Paroxypropione">paroxypropione</a>)</li> <li><a href="/wiki/GnRH_agonist" class="mw-redirect" title="GnRH agonist">GnRH agonists</a> (e.g., <a href="/wiki/Leuprorelin" title="Leuprorelin">leuprorelin</a>)</li> <li><a href="/wiki/GnRH_antagonist" class="mw-redirect" title="GnRH antagonist">GnRH antagonists</a> (e.g., <a href="/wiki/Cetrorelix" title="Cetrorelix">cetrorelix</a>)</li> <li><a href="/wiki/Progestogen" title="Progestogen">Progestogens</a> (incl., <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/Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">hydroxyprogesterone caproate</a>, <a href="/wiki/Gestonorone_caproate" title="Gestonorone caproate">gestonorone caproate</a>, <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a>, <a href="/wiki/Megestrol_acetate" title="Megestrol acetate">megestrol acetate</a>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:9em;;text-align:center;">Others</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Androstenedione immunogens:</i> <a href="/wiki/Androvax" title="Androvax">Androvax (androstenedione albumin)</a></li> <li><a href="/wiki/Ovandrotone_albumin" title="Ovandrotone albumin">Ovandrotone albumin (Fecundin)</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"><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:Androgen_receptor_modulators" title="Template:Androgen receptor modulators">Androgen receptor modulators</a></dd> <dd><a href="/wiki/Template:Estrogens_and_antiestrogens" title="Template:Estrogens and antiestrogens">Estrogens and antiestrogens</a></dd> <dd><a href="/wiki/Template:Progestogens_and_antiprogestogens" title="Template:Progestogens and antiprogestogens">Progestogens and antiprogestogens</a></dd> <dd><a href="/wiki/List_of_androgens/anabolic_steroids" class="mw-redirect" title="List of androgens/anabolic steroids">List of androgens/anabolic steroids</a></dd></dl></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Biological_activity" 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" style="background:#e8e8ff;background:#ccccff"><div id="Biological_activity" style="font-size:114%;margin:0 4em"><a href="/wiki/Biological_activity" title="Biological activity">Biological activity</a></div></th></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0;font-size:114%"><div style="padding:0px"> <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="Androgen_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:Androgen_receptor_modulators" title="Template:Androgen receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Androgen_receptor_modulators" title="Template talk:Androgen receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Androgen_receptor_modulators" title="Special:EditPage/Template:Androgen receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Androgen_receptor_modulators" style="font-size:114%;margin:0 4em"><a href="/wiki/Androgen_receptor" title="Androgen receptor">Androgen 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/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><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>Testosterone derivatives:</i> <a href="/wiki/4-Androstenediol" title="4-Androstenediol">4-Androstenediol</a></li> <li><a href="/wiki/4-Dehydroepiandrosterone" title="4-Dehydroepiandrosterone">4-Dehydroepiandrosterone (4-DHEA)</a></li> <li><a href="/wiki/4-Hydroxytestosterone" title="4-Hydroxytestosterone">4-Hydroxytestosterone</a></li> <li><a href="/w/index.php?title=4,17%CE%B1-Dimethyltestosterone&action=edit&redlink=1" class="new" title="4,17α-Dimethyltestosterone (page does not exist)">4,17α-Dimethyltestosterone</a></li> <li><a href="/wiki/5-Androstenedione" title="5-Androstenedione">5-Androstenedione</a></li> <li><a href="/wiki/11-Ketotestosterone" title="11-Ketotestosterone">11-Ketotestosterone</a></li> <li><a href="/wiki/11%CE%B2-Hydroxyandrostenedione" title="11β-Hydroxyandrostenedione">11β-Hydroxyandrostenedione</a></li> <li><a href="/wiki/Adrenosterone" title="Adrenosterone">Adrenosterone (11-ketoandrostenedione, 11-oxoandrostenedione)</a></li> <li><a href="/wiki/5-Androstenediol" class="mw-redirect" title="5-Androstenediol">Androstenediol (5-androstenediol)</a> <ul><li><a href="/wiki/Androstenediol_3%CE%B2-acetate" title="Androstenediol 3β-acetate">Androstenediol 3β-acetate</a></li> <li><a href="/wiki/Androstenediol_17%CE%B2-acetate" title="Androstenediol 17β-acetate">Androstenediol 17β-acetate</a></li> <li><a href="/wiki/Androstenediol_diacetate" title="Androstenediol diacetate">Androstenediol diacetate</a></li> <li><a href="/wiki/Androstenediol_dipropionate" title="Androstenediol dipropionate">Androstenediol dipropionate</a></li></ul></li> <li><a href="/wiki/4-Androstenedione" class="mw-redirect" title="4-Androstenedione">Androstenedione (4-androstenedione)</a></li> <li><a href="/wiki/Atamestane" title="Atamestane">Atamestane</a></li> <li><a href="/wiki/Boldenone" title="Boldenone">Boldenone</a> <ul><li><a href="/wiki/Boldenone_undecylenate" title="Boldenone undecylenate">Boldenone undecylenate</a></li></ul></li> <li><a href="/wiki/Boldione" title="Boldione">Boldione (1,4-androstadienedione)</a></li> <li><a href="/wiki/Clostebol" title="Clostebol">Clostebol</a> <ul><li><a href="/wiki/Clostebol_acetate" title="Clostebol acetate">Clostebol acetate</a></li> <li><a href="/wiki/Clostebol_caproate" title="Clostebol caproate">Clostebol caproate</a></li> <li><a href="/wiki/Clostebol_propionate" title="Clostebol propionate">Clostebol propionate</a></li></ul></li> <li><a href="/wiki/Cloxotestosterone" title="Cloxotestosterone">Cloxotestosterone</a> <ul><li><a href="/wiki/Cloxotestosterone_acetate" title="Cloxotestosterone acetate">Cloxotestosterone acetate</a></li></ul></li> <li><a href="/wiki/Dehydroandrosterone" title="Dehydroandrosterone">Dehydroandrosterone</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA (androstenolone, prasterone; 5-DHEA)</a> <ul><li><a href="/wiki/Prasterone_enanthate" title="Prasterone enanthate">DHEA enanthate (prasterone enanthate)</a></li> <li><a href="/wiki/Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">DHEA sulfate</a></li></ul></li> <li><a href="/wiki/Exemestane" title="Exemestane">Exemestane</a></li> <li><a href="/wiki/Formestane" title="Formestane">Formestane</a></li> <li><a href="/wiki/Plomestane" title="Plomestane">Plomestane</a></li> <li><a href="/wiki/Quinbolone" title="Quinbolone">Quinbolone</a></li> <li><a href="/wiki/Silandrone" title="Silandrone">Silandrone</a></li> <li><a href="/wiki/Testosterone_(medication)" title="Testosterone (medication)">Testosterone</a><sup>#</sup> (<a href="/wiki/Testosterone/dutasteride" title="Testosterone/dutasteride">+dutasteride</a>) <ul><li><a href="/wiki/List_of_androgen_esters#Testosterone_esters" title="List of androgen esters">Testosterone esters</a></li> <li><a href="/wiki/Polytestosterone_phloretin_phosphate" title="Polytestosterone phloretin phosphate">Polytestosterone phloretin phosphate</a></li></ul></li></ul> <ul><li><i>5α-Dihydrotestosterone derivatives:</i> <a href="/wiki/1-Androstenediol" title="1-Androstenediol">1-Androstenediol</a></li> <li><a href="/wiki/1-Androstenedione" title="1-Androstenedione">1-Androstenedione</a></li> <li><a href="/wiki/1-Androsterone" title="1-Androsterone">1-Androsterone (1-andro, 1-DHEA)</a></li> <li><a href="/wiki/1-Testosterone" title="1-Testosterone">1-Testosterone</a></li> <li><a href="/wiki/3%CE%B1-Androstanediol" title="3α-Androstanediol">3α-Androstanediol</a></li> <li><a href="/wiki/5%CE%B1-Androst-2-en-17-one" class="mw-redirect" title="5α-Androst-2-en-17-one">5α-Androst-2-en-17-one</a></li> <li><a href="/wiki/7%CE%B2-Hydroxyepiandrosterone" title="7β-Hydroxyepiandrosterone">7β-Hydroxyepiandrosterone</a></li> <li><a href="/wiki/11-Ketodihydrotestosterone" title="11-Ketodihydrotestosterone">11-Ketodihydrotestosterone</a></li> <li><a href="/wiki/Androsterone" title="Androsterone">Androsterone</a></li> <li><a href="/wiki/Bolazine" title="Bolazine">Bolazine</a> <ul><li><a href="/wiki/Bolazine_capronate" title="Bolazine capronate">Bolazine capronate</a></li></ul></li> <li><a href="/w/index.php?title=Dihydroethyltestosterone&action=edit&redlink=1" class="new" title="Dihydroethyltestosterone (page does not exist)">Dihydroethyltestosterone</a></li> <li><a href="/wiki/Dihydrofluoxymesterone" title="Dihydrofluoxymesterone">Dihydrofluoxymesterone</a></li> <li><a href="/w/index.php?title=Dihydromethylandrostenediol&action=edit&redlink=1" class="new" title="Dihydromethylandrostenediol (page does not exist)">Dihydromethylandrostenediol</a></li> <li><a href="/wiki/Dihydrotestosterone" title="Dihydrotestosterone">Dihydrotestosterone (DHT)</a> (<a href="/wiki/Androstanolone" title="Androstanolone">androstanolone, stanolone</a>) <ul><li><a href="/wiki/List_of_androgen_esters#Dihydrotestosterone_esters" title="List of androgen esters">Dihydrotestosterone esters</a></li></ul></li> <li><a href="/wiki/Drostanolone" title="Drostanolone">Drostanolone</a> <ul><li><a href="/wiki/Drostanolone_propionate" title="Drostanolone propionate">Drostanolone propionate</a></li></ul></li> <li><a href="/wiki/Epiandrosterone" title="Epiandrosterone">Epiandrosterone</a></li> <li><a href="/wiki/Epitiostanol" title="Epitiostanol">Epitiostanol</a></li> <li><a href="/wiki/Mepitiostane" title="Mepitiostane">Mepitiostane</a></li> <li><a href="/wiki/Mesabolone" title="Mesabolone">Mesabolone</a></li> <li><a href="/wiki/Mesterolone" title="Mesterolone">Mesterolone</a> <ul><li><a href="/wiki/Mesterolone_cipionate" title="Mesterolone cipionate">Mesterolone cipionate</a></li></ul></li> <li><a href="/wiki/Methyldiazinol" title="Methyldiazinol">Methyldiazinol</a></li> <li><a href="/wiki/Nisterime" title="Nisterime">Nisterime</a> <ul><li><a href="/wiki/Nisterime_acetate" title="Nisterime acetate">Nisterime acetate</a></li></ul></li> <li><a href="/wiki/Prostanozol" title="Prostanozol">Prostanozol</a></li> <li><a href="/wiki/Stenbolone" title="Stenbolone">Stenbolone</a> <ul><li><a href="/wiki/Stenbolone_acetate" title="Stenbolone acetate">Stenbolone acetate</a></li></ul></li> <li><a href="/wiki/Testifenon" title="Testifenon">Testifenon (testiphenon, testiphenone)</a></li></ul> <ul><li><i>19-Nortestosterone derivatives:</i> <a href="/wiki/7%CE%B1-Methyl-19-norandrostenedione" title="7α-Methyl-19-norandrostenedione">7α-Methyl-19-norandrostenedione (MENT dione, trestione)</a></li> <li><a href="/wiki/11%CE%B2-Methyl-19-nortestosterone" title="11β-Methyl-19-nortestosterone">11β-Methyl-19-nortestosterone</a> <ul><li><a href="/wiki/11%CE%B2-Methyl-19-nortestosterone_dodecylcarbonate" title="11β-Methyl-19-nortestosterone dodecylcarbonate">11β-Methyl-19-nortestosterone dodecylcarbonate</a></li></ul></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> <ul><li><a href="/wiki/Bolandiol_dipropionate" title="Bolandiol dipropionate">Bolandiol dipropionate</a></li></ul></li> <li><a href="/wiki/Bolandione" title="Bolandione">Bolandione (19-nor-4-androstenedione)</a></li> <li><a href="/wiki/Bolmantalate" title="Bolmantalate">Bolmantalate (nandrolone adamantoate)</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> <ul><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></ul></li> <li><a href="/wiki/LS-1727" title="LS-1727">LS-1727 (nandrolone 17β-<i>N</i>-(2-chloroethyl)-<i>N</i>-nitrosocarbamate)</a></li> <li><a href="/wiki/Methoxydienone" title="Methoxydienone">Methoxydienone (methoxygonadiene)</a></li> <li><a href="/wiki/Nandrolone" title="Nandrolone">Nandrolone</a> <ul><li><a href="/wiki/List_of_androgen_esters#Nandrolone_esters" title="List of androgen esters">Nandrolone esters</a></li></ul></li> <li><a href="/wiki/Norclostebol" title="Norclostebol">Norclostebol</a> <ul><li><a href="/wiki/Norclostebol_acetate" title="Norclostebol acetate">Norclostebol acetate</a></li></ul></li> <li><a href="/wiki/Normethandrone" title="Normethandrone">Normethandrone (methylestrenolone, normethisterone)</a></li> <li><a href="/wiki/Oxabolone" title="Oxabolone">Oxabolone</a> <ul><li><a href="/wiki/Oxabolone_cipionate" title="Oxabolone cipionate">Oxabolone cipionate (oxabolone cypionate)</a></li></ul></li> <li><a href="/wiki/Trenbolone" title="Trenbolone">Trenbolone</a> <ul><li><a href="/wiki/Trenbolone_acetate" title="Trenbolone acetate">Trenbolone acetate</a></li> <li><a href="/wiki/Trenbolone_enanthate" title="Trenbolone enanthate">Trenbolone enanthate</a></li> <li><a href="/wiki/Trenbolone_hexahydrobenzylcarbonate" title="Trenbolone hexahydrobenzylcarbonate">Trenbolone hexahydrobenzylcarbonate</a></li> <li><a href="/wiki/Trenbolone_undecanoate" title="Trenbolone undecanoate">Trenbolone undecanoate</a></li></ul></li> <li><a href="/wiki/Trendione" title="Trendione">Trendione</a></li> <li><a href="/wiki/Trestolone" title="Trestolone">Trestolone (MENT)</a> <ul><li><a href="/wiki/Trestolone_acetate" title="Trestolone acetate">Trestolone acetate</a></li> <li><a href="/wiki/Trestolone_enanthate" title="Trestolone enanthate">Trestolone enanthate</a></li></ul></li></ul> <ul><li><i>5α-Dihydro-19-nortestosterone derivatives:</i> <a href="/wiki/5%CE%B1-Dihydronandrolone" title="5α-Dihydronandrolone">5α-Dihydronandrolone</a></li> <li><a href="/w/index.php?title=5%CE%B1-Dihydrotrestolone&action=edit&redlink=1" class="new" title="5α-Dihydrotrestolone (page does not exist)">5α-Dihydrotrestolone</a></li> <li><a href="/wiki/19-Norandrosterone" title="19-Norandrosterone">19-Norandrosterone</a></li></ul> <ul><li><i>17α-Alkylated testosterone derivatives:</i> <a href="/wiki/Bolasterone" title="Bolasterone">Bolasterone</a></li> <li><a href="/wiki/Calusterone" title="Calusterone">Calusterone</a></li> <li><a href="/wiki/Chlorodehydromethylandrostenediol" title="Chlorodehydromethylandrostenediol">Chlorodehydromethylandrostenediol (CDMA)</a></li> <li><a href="/wiki/Chlorodehydromethyltestosterone" title="Chlorodehydromethyltestosterone">Chlorodehydromethyltestosterone (CDMT)</a></li> <li><a href="/wiki/Chloromethylandrostenediol" title="Chloromethylandrostenediol">Chloromethylandrostenediol (CMA)</a></li> <li><a href="/wiki/Enestebol" title="Enestebol">Enestebol</a></li> <li><a href="/wiki/Ethyltestosterone" title="Ethyltestosterone">Ethyltestosterone</a></li> <li><a href="/wiki/Fluoxymesterone" title="Fluoxymesterone">Fluoxymesterone</a></li> <li><a href="/wiki/Formebolone" title="Formebolone">Formebolone</a></li> <li><a href="/wiki/Hydroxystenozole" title="Hydroxystenozole">Hydroxystenozole</a></li> <li><a href="/wiki/Metandienone" title="Metandienone">Metandienone (methandrostenolone)</a></li> <li><a href="/wiki/Methandriol" title="Methandriol">Methandriol (methylandrostenediol)</a> <ul><li><a href="/wiki/Methandriol_bisenanthoyl_acetate" title="Methandriol bisenanthoyl acetate">Methandriol bisenanthoyl acetate</a></li> <li><a href="/wiki/Methandriol_diacetate" title="Methandriol diacetate">Methandriol diacetate</a></li> <li><a href="/wiki/Methandriol_dipropionate" title="Methandriol dipropionate">Methandriol dipropionate</a></li> <li><a href="/wiki/Methandriol_propionate" title="Methandriol propionate">Methandriol propionate</a></li></ul></li> <li><a href="/wiki/Methylclostebol" title="Methylclostebol">Methylclostebol (chloromethyltestosterone)</a></li> <li><a href="/wiki/Methyltestosterone" title="Methyltestosterone">Methyltestosterone</a> (<a href="/wiki/Esterified_estrogens/methyltestosterone" title="Esterified estrogens/methyltestosterone">+esterified estrogens</a>) <ul><li><a href="/wiki/Methyltestosterone_3-hexyl_ether" title="Methyltestosterone 3-hexyl ether">Methyltestosterone 3-hexyl ether</a></li></ul></li> <li><a href="/wiki/Oxymesterone" title="Oxymesterone">Oxymesterone</a></li> <li><a href="/wiki/Penmesterol" title="Penmesterol">Penmesterol</a></li> <li><a href="/wiki/Tiomesterone" title="Tiomesterone">Tiomesterone</a></li></ul> <ul><li><i>17α-Alkylated 5α-dihydrotestosterone derivatives:</i> <a href="/wiki/Androisoxazole" title="Androisoxazole">Androisoxazole</a></li> <li><a href="/wiki/Desoxymethyltestosterone" title="Desoxymethyltestosterone">Desoxymethyltestosterone</a></li> <li><a href="/wiki/Furazabol" title="Furazabol">Furazabol</a></li> <li><a href="/wiki/Mebolazine" title="Mebolazine">Mebolazine (dimethazine)</a></li> <li><a href="/wiki/Mestanolone" title="Mestanolone">Mestanolone</a></li> <li><a href="/wiki/Metenolone" title="Metenolone">Metenolone</a> <ul><li><a href="/wiki/Metenolone_acetate" title="Metenolone acetate">Metenolone acetate</a></li> <li><a href="/wiki/Metenolone_enanthate" title="Metenolone enanthate">Metenolone enanthate</a></li></ul></li> <li><a href="/wiki/Methasterone" title="Methasterone">Methasterone</a></li> <li><a href="/wiki/Methyl-1-testosterone" title="Methyl-1-testosterone">Methyl-1-testosterone</a></li> <li><a href="/wiki/Methylepitiostanol" title="Methylepitiostanol">Methylepitiostanol</a></li> <li><a href="/wiki/Methylstenbolone" title="Methylstenbolone">Methylstenbolone</a></li> <li><a href="/wiki/Oxandrolone" title="Oxandrolone">Oxandrolone</a></li> <li><a href="/wiki/Oxymetholone" title="Oxymetholone">Oxymetholone</a></li> <li><a href="/wiki/Stanozolol" title="Stanozolol">Stanozolol</a></li></ul> <ul><li><i>17α-Alkylated 19-nortestosterone derivatives:</i> <a href="/wiki/Bolenol" title="Bolenol">Bolenol</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</a></li> <li><a href="/wiki/Methyldienolone" title="Methyldienolone">Methyldienolone</a></li> <li><a href="/wiki/Methylhydroxynandrolone" title="Methylhydroxynandrolone">Methylhydroxynandrolone (MOHN, MHN)</a></li> <li><a href="/wiki/Metribolone" title="Metribolone">Metribolone</a></li> <li><a href="/wiki/Mibolerone" title="Mibolerone">Mibolerone</a></li> <li><a href="/wiki/Norboletone" title="Norboletone">Norboletone</a></li> <li><a href="/wiki/Norethandrolone" title="Norethandrolone">Norethandrolone</a></li> <li><a href="/wiki/Propetandrol" title="Propetandrol">Propetandrol</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></ul> <ul><li><i>17α-Alkylated 5α-dihydro-19-nortestosterone derivatives:</i> <a href="/wiki/5%CE%B1-Dihydronorethandrolone" title="5α-Dihydronorethandrolone">5α-Dihydronorethandrolone</a></li> <li><a href="/wiki/5%CE%B1-Dihydronormethandrone" title="5α-Dihydronormethandrone">5α-Dihydronormethandrone</a></li></ul> <ul><li><i>17α-Vinyltestosterone derivatives:</i> <a href="/wiki/Norvinisterone" title="Norvinisterone">Norvinisterone (vinylnortestosterone)</a></li></ul> <ul><li><i>17α-Vinyl-19-nortestosterone derivatives:</i> <a href="/wiki/Vinyltestosterone" title="Vinyltestosterone">Vinyltestosterone</a></li></ul> <ul><li><i>17α-Ethynyltestosterone derivatives:</i> <a href="/wiki/Danazol" title="Danazol">Danazol</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 (ethynyltestosterone)</a></li></ul> <ul><li><i>5α-Dihydro-17α-ethynyltestosterone derivatives:</i> <a href="/wiki/17%CE%B1-Ethynyl-3%CE%B1-androstanediol" title="17α-Ethynyl-3α-androstanediol">17α-Ethynyl-3α-androstanediol</a></li> <li><a href="/wiki/17%CE%B1-Ethynyl-3%CE%B2-androstanediol" title="17α-Ethynyl-3β-androstanediol">17α-Ethynyl-3β-androstanediol</a></li> <li><a href="/wiki/Dihydroethisterone" class="mw-redirect" title="Dihydroethisterone">Dihydroethisterone</a></li></ul> <ul><li><i>17α-Ethynyl-19-nortestosterone derivatives:</i> <a href="/wiki/%CE%944-Tibolone" title="Δ4-Tibolone">Δ<sup>4</sup>-Tibolone</a></li> <li><a href="/wiki/Desogestrel" title="Desogestrel">Desogestrel</a></li> <li><a href="/wiki/Etonogestrel" title="Etonogestrel">Etonogestrel</a></li> <li><a href="/wiki/Etynodiol" title="Etynodiol">Etynodiol</a> <ul><li><a href="/wiki/Etynodiol_diacetate" title="Etynodiol diacetate">Etynodiol diacetate</a></li></ul></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> <ul><li><a href="/wiki/Lynestrenol_phenylpropionate" title="Lynestrenol phenylpropionate">Lynestrenol phenylpropionate</a></li></ul></li> <li><a href="/wiki/Norethisterone" title="Norethisterone">Norethisterone</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/Norgestrel" title="Norgestrel">Norgestrel</a></li> <li><a href="/wiki/Norgestrienone" title="Norgestrienone">Norgestrienone</a></li> <li><a href="/wiki/Quingestanol" title="Quingestanol">Quingestanol</a> <ul><li><a href="/wiki/Quingestanol_acetate" title="Quingestanol acetate">Quingestanol acetate</a></li></ul></li> <li><a href="/wiki/Tibolone" title="Tibolone">Tibolone</a></li></ul> <ul><li><i>5α-Dihydro-17α-ethynyl-19-nortestosterone derivatives:</i> <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></ul> <ul><li><i>Progesterone derivatives:</i> <a href="/wiki/6%CE%B1-Methylprogesterone" title="6α-Methylprogesterone">6α-Methylprogesterone</a></li> <li><a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a></li> <li><a href="/wiki/Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a></li></ul> <ul><li><i>Others/unsorted:</i> <a href="/wiki/3-Keto-5%CE%B1-abiraterone" title="3-Keto-5α-abiraterone">3-Keto-5α-abiraterone</a></li> <li><a href="/wiki/5%CE%B1-Androstane" class="mw-redirect" title="5α-Androstane">5α-Androstane</a></li> <li><a href="/wiki/Alternariol" title="Alternariol">Alternariol</a></li> <li><a href="/wiki/Cl-4AS-1" title="Cl-4AS-1">Cl-4AS-1</a></li> <li><a href="/wiki/Drupanol" title="Drupanol">Drupanol</a></li> <li><a href="/wiki/Trilostane" title="Trilostane">Trilostane</a></li> <li><a href="/wiki/ZM-182345" title="ZM-182345">ZM-182345</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center"><a href="/wiki/Selective_androgen_receptor_modulator" title="Selective androgen receptor modulator"><abbr title="Selective androgen receptor modulator">SARMs</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 androgen receptor modulator</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Nonsteroidal:</i> <a href="/w/index.php?title=198RL26&action=edit&redlink=1" class="new" title="198RL26 (page does not exist)">198RL26</a></li> <li><a href="/wiki/ACP-105" title="ACP-105">ACP-105</a></li> <li><a href="/wiki/AC-262,536" title="AC-262,536">AC-262,536</a></li> <li><a href="/wiki/Acetothiolutamide" title="Acetothiolutamide">Acetothiolutamide</a></li> <li><a href="/wiki/Acetoxolutamide" title="Acetoxolutamide">Acetoxolutamide</a></li> <li><a href="/wiki/Andarine" title="Andarine">Andarine (acetamidoxolutamide, androxolutamide, GTx-007, S-4)</a></li> <li><a href="/wiki/BMS-564,929" title="BMS-564,929">BMS-564,929</a></li> <li><a href="/w/index.php?title=DTIB&action=edit&redlink=1" class="new" title="DTIB (page does not exist)">DTIB</a></li> <li><a href="/wiki/Enobosarm" title="Enobosarm">Enobosarm (ostarine, MK-2866, GTx-024, S-22)</a></li> <li><a href="/w/index.php?title=FTBU-1&action=edit&redlink=1" class="new" title="FTBU-1 (page does not exist)">FTBU-1</a></li> <li><a href="/wiki/GLPG-0492" title="GLPG-0492">GLPG-0492</a></li> <li><a href="/wiki/GSK2881078" title="GSK2881078">GSK2881078</a></li> <li><a href="/wiki/GSK-4336A" title="GSK-4336A">GSK-4336A</a></li> <li><a href="/w/index.php?title=GSK-8698&action=edit&redlink=1" class="new" title="GSK-8698 (page does not exist)">GSK-8698</a></li> <li><a href="/wiki/LG121071" title="LG121071">LG121071 (LGD-121071)</a></li> <li><a href="/wiki/LGD-2226" title="LGD-2226">LGD-2226</a></li> <li><a href="/wiki/LGD-2941" title="LGD-2941">LGD-2941 (LGD-122941)</a></li> <li><a href="/wiki/LGD-3303" title="LGD-3303">LGD-3303</a></li> <li><a href="/wiki/LGD-4033" class="mw-redirect" title="LGD-4033">LGD-4033</a></li> <li><a href="/wiki/LY305" title="LY305">LY305</a></li> <li><a href="/wiki/JNJ-26146900" title="JNJ-26146900">JNJ-26146900</a></li> <li><a href="/wiki/JNJ-28330835" title="JNJ-28330835">JNJ-28330835</a></li> <li><a href="/wiki/JNJ-37654032" title="JNJ-37654032">JNJ-37654032</a></li> <li><a href="/wiki/OPK-88004" title="OPK-88004">OPK-88004 (LY-2452473, TT-701)</a></li> <li><a href="/w/index.php?title=ORM-11984&action=edit&redlink=1" class="new" title="ORM-11984 (page does not exist)">ORM-11984</a></li> <li><a href="/wiki/PF-06260414" title="PF-06260414">PF-06260414</a></li> <li><a href="/w/index.php?title=R-1_(drug)&action=edit&redlink=1" class="new" title="R-1 (drug) (page does not exist)">R-1</a></li> <li><a href="/wiki/RU-59063" title="RU-59063">RU-59063</a></li> <li><a href="/w/index.php?title=S-1_(drug)&action=edit&redlink=1" class="new" title="S-1 (drug) (page does not exist)">S-1</a></li> <li><a href="/wiki/S-23_(drug)" title="S-23 (drug)">S-23</a></li> <li><a href="/wiki/S-40503" title="S-40503">S-40503</a></li> <li><a href="/w/index.php?title=S-101479&action=edit&redlink=1" class="new" title="S-101479 (page does not exist)">S-101479</a></li> <li><a href="/wiki/Vosilasarm" title="Vosilasarm">Vosilasarm</a></li></ul> <ul><li><i>Steroidal:</i> <a href="/w/index.php?title=EM-9017&action=edit&redlink=1" class="new" title="EM-9017 (page does not exist)">EM-9017</a></li> <li><a href="/wiki/MK-0773" title="MK-0773">MK-0773</a></li> <li><a href="/wiki/TFM-4AS-1" title="TFM-4AS-1">TFM-4AS-1</a></li> <li><a href="/wiki/YK-11" title="YK-11">YK-11</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/7%CE%B1-Thioprogesterone" title="7α-Thioprogesterone">7α-Thioprogesterone</a></li> <li><a href="/wiki/7%CE%B1-Thiospironolactone" title="7α-Thiospironolactone">7α-Thiospironolactone</a></li> <li><a href="/wiki/7%CE%B1-Thiomethylspironolactone" title="7α-Thiomethylspironolactone">7α-Thiomethylspironolactone</a></li> <li><a href="/wiki/11%CE%B1-Hydroxyprogesterone" title="11α-Hydroxyprogesterone">11α-Hydroxyprogesterone</a></li> <li><a href="/wiki/15%CE%B2-Hydroxycyproterone_acetate" title="15β-Hydroxycyproterone acetate">15β-Hydroxycyproterone acetate</a></li> <li><a href="/wiki/Abiraterone" class="mw-redirect" title="Abiraterone">Abiraterone</a></li> <li><a href="/wiki/Abiraterone_acetate" title="Abiraterone acetate">Abiraterone acetate</a></li> <li><a href="/wiki/Allyltestosterone" title="Allyltestosterone">Allyltestosterone</a></li> <li><a href="/wiki/Benorterone" title="Benorterone">Benorterone</a></li> <li><a href="/wiki/BOMT" title="BOMT">BOMT</a></li> <li><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/Chlormadinone_acetate" title="Chlormadinone acetate">Chlormadinone acetate</a></li> <li><a href="/wiki/Clascoterone" title="Clascoterone">Clascoterone</a></li> <li><a href="/wiki/Clometerone" title="Clometerone">Clometerone</a></li> <li><a href="/wiki/Cyproheptadine" title="Cyproheptadine">Cyproheptadine</a></li> <li><a href="/wiki/Cyproterone" title="Cyproterone">Cyproterone</a></li> <li><a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a></li> <li><a href="/wiki/Delanterone" title="Delanterone">Delanterone</a></li> <li><a href="/wiki/Delmadinone_acetate" title="Delmadinone acetate">Delmadinone acetate</a></li> <li><a href="/wiki/Dicirenone" title="Dicirenone">Dicirenone</a></li> <li><a href="/wiki/Dienogest" title="Dienogest">Dienogest</a></li> <li><a href="/wiki/Drospirenone" title="Drospirenone">Drospirenone</a></li> <li><a href="/wiki/DU-41165" title="DU-41165">DU-41165</a></li> <li><a href="/wiki/Edogestrone" title="Edogestrone">Edogestrone</a></li> <li><a href="/w/index.php?title=EM-4350&action=edit&redlink=1" class="new" title="EM-4350 (page does not exist)">EM-4350</a></li> <li><a href="/wiki/EM-5854" title="EM-5854">EM-5854</a></li> <li><a href="/w/index.php?title=EM-5855&action=edit&redlink=1" class="new" title="EM-5855 (page does not exist)">EM-5855</a></li> <li><a href="/w/index.php?title=EM-6537&action=edit&redlink=1" class="new" title="EM-6537 (page does not exist)">EM-6537</a></li> <li><a href="/wiki/Epitestosterone" title="Epitestosterone">Epitestosterone</a></li> <li><a href="/wiki/Galeterone" title="Galeterone">Galeterone</a></li> <li><a href="/wiki/Guggulsterone" title="Guggulsterone">Guggulsterone</a></li> <li><a href="/w/index.php?title=Ludaterone&action=edit&redlink=1" class="new" title="Ludaterone (page does not exist)">Ludaterone</a></li> <li><a href="/wiki/Medrogestone" title="Medrogestone">Medrogestone</a></li> <li><a href="/wiki/Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a></li> <li><a href="/wiki/Mespirenone" title="Mespirenone">Mespirenone</a></li> <li><a href="/wiki/Metogest" title="Metogest">Metogest</a></li> <li><a href="/wiki/Mexrenone" title="Mexrenone">Mexrenone</a></li> <li><a href="/wiki/Mifepristone" title="Mifepristone">Mifepristone</a></li> <li><a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">Nomegestrol acetate</a></li> <li><a href="/wiki/Nordinone" title="Nordinone">Nordinone</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/Oxendolone" title="Oxendolone">Oxendolone</a></li> <li><a href="/wiki/Potassium_canrenoate" title="Potassium canrenoate">Potassium canrenoate</a></li> <li><a href="/wiki/Promegestone" title="Promegestone">Promegestone</a></li> <li><a href="/wiki/Prorenone" title="Prorenone">Prorenone</a></li> <li><a href="/wiki/Rosterolone" title="Rosterolone">Rosterolone</a></li> <li><a href="/w/index.php?title=RU-15328&action=edit&redlink=1" class="new" title="RU-15328 (page does not exist)">RU-15328</a></li> <li><a href="/wiki/SC-5233" title="SC-5233">SC-5233 (spirolactone)</a></li> <li><a href="/wiki/Spironolactone" title="Spironolactone">Spironolactone</a></li> <li><a href="/wiki/Spirorenone" title="Spirorenone">Spirorenone</a></li> <li><a href="/wiki/Spiroxasone" title="Spiroxasone">Spiroxasone</a></li> <li><a href="/wiki/Topterone" title="Topterone">Topterone</a></li> <li><a href="/wiki/Trimegestone" title="Trimegestone">Trimegestone</a></li> <li><a href="/wiki/Trimethyltrienolone" title="Trimethyltrienolone">Trimethyltrienolone (R-2956)</a></li> <li><a href="/wiki/Zanoterone" title="Zanoterone">Zanoterone</a></li></ul> <ul><li><i>Nonsteroidal:</i> <a href="/wiki/5N-Bicalutamide" title="5N-Bicalutamide">5<i>N</i>-Bicalutamide</a></li> <li><a href="/wiki/AA560" title="AA560">AA560</a></li> <li><a href="/w/index.php?title=Antarlide&action=edit&redlink=1" class="new" title="Antarlide (page does not exist)">Antarlides</a></li> <li><a href="/w/index.php?title=Arabilin&action=edit&redlink=1" class="new" title="Arabilin (page does not exist)">Arabilin</a></li> <li><a href="/wiki/Apalutamide" title="Apalutamide">Apalutamide</a></li> <li><a href="/wiki/Atraric_acid" title="Atraric acid">Atraric acid</a></li> <li><a href="/w/index.php?title=AZD-3514&action=edit&redlink=1" class="new" title="AZD-3514 (page does not exist)">AZD-3514</a></li> <li><a href="/wiki/Bakuchiol" title="Bakuchiol">Bakuchiol</a></li> <li><a href="/wiki/Bavdegalutamide" title="Bavdegalutamide">Bavdegalutamide</a></li> <li><a href="/w/index.php?title=BAY-1024767&action=edit&redlink=1" class="new" title="BAY-1024767 (page does not exist)">BAY-1024767</a></li> <li><a href="/wiki/Bicalutamide" title="Bicalutamide">Bicalutamide</a></li> <li><a href="/wiki/Bisphenol" title="Bisphenol">Bisphenols</a> (e.g., <a href="/wiki/Bisphenol_A_diglycidyl_ether" title="Bisphenol A diglycidyl ether">BADGE</a>, <a href="/w/index.php?title=Bisphenol_F_diglycidyl_ether&action=edit&redlink=1" class="new" title="Bisphenol F diglycidyl ether (page does not exist)">BFDGE</a>, <a href="/wiki/Bisphenol_A" title="Bisphenol A">bisphenol A</a>, <a href="/wiki/Bisphenol_F" title="Bisphenol F">bisphenol F</a>, <a href="/wiki/Bisphenol_S" title="Bisphenol S">bisphenol S</a>)</li> <li><a href="/w/index.php?title=BMS-501949&action=edit&redlink=1" class="new" title="BMS-501949 (page does not exist)">BMS-501949</a></li> <li><a href="/w/index.php?title=BMS-570511&action=edit&redlink=1" class="new" title="BMS-570511 (page does not exist)">BMS-570511</a></li> <li><a href="/wiki/BMS-641988" title="BMS-641988">BMS-641988</a></li> <li><a href="/w/index.php?title=CH5137291&action=edit&redlink=1" class="new" title="CH5137291 (page does not exist)">CH5137291</a></li> <li><a href="/wiki/Cimetidine" title="Cimetidine">Cimetidine</a></li> <li><a href="/wiki/Cioteronel" title="Cioteronel">Cioteronel</a></li> <li><a href="/wiki/Cyanonilutamide" title="Cyanonilutamide">Cyanonilutamide</a></li> <li><a href="/wiki/Darolutamide" title="Darolutamide">Darolutamide</a></li> <li><a href="/wiki/DDT" title="DDT">DDT</a> (via metabolite <a href="/wiki/Dichlorodiphenyldichloroethylene" title="Dichlorodiphenyldichloroethylene">p,p’-DDE</a>)</li> <li><a href="/wiki/Dieldrin" title="Dieldrin">Dieldrin</a></li> <li><a href="/wiki/DIMP_(antiandrogen)" title="DIMP (antiandrogen)">DIMP</a></li> <li><a href="/wiki/Endosulfan" title="Endosulfan">Endosulfan</a></li> <li><a href="/wiki/Enzalutamide" title="Enzalutamide">Enzalutamide</a></li> <li><a href="/wiki/EPI-001" title="EPI-001">EPI-001</a></li> <li><a href="/wiki/Fenarimol" title="Fenarimol">Fenarimol</a></li> <li><a href="/wiki/Flutamide" title="Flutamide">Flutamide</a></li> <li><a href="/wiki/Hydroxyflutamide" title="Hydroxyflutamide">Hydroxyflutamide</a></li> <li><a href="/wiki/Inocoterone" title="Inocoterone">Inocoterone</a></li> <li><a href="/wiki/Inocoterone_acetate" title="Inocoterone acetate">Inocoterone acetate</a></li> <li><a href="/wiki/Ketoconazole" title="Ketoconazole">Ketoconazole</a></li> <li><a href="/wiki/Ketodarolutamide" title="Ketodarolutamide">Ketodarolutamide</a></li> <li><a href="/wiki/Lavender_oil" title="Lavender oil">Lavender oil</a></li> <li><a href="/w/index.php?title=LG-105&action=edit&redlink=1" class="new" title="LG-105 (page does not exist)">LG-105</a></li> <li><a href="/wiki/LG-120907" title="LG-120907">LG-120907</a></li> <li><a href="/w/index.php?title=LGD-1331&action=edit&redlink=1" class="new" title="LGD-1331 (page does not exist)">LGD-1331</a></li> <li><a href="/wiki/Linuron" title="Linuron">Linuron</a></li> <li><a href="/wiki/Masofaniten" title="Masofaniten">Masofaniten</a></li> <li><a href="/wiki/Methiocarb" title="Methiocarb">Methiocarb</a></li> <li><a href="/w/index.php?title=N-Butylbenzenesulfonamide&action=edit&redlink=1" class="new" title="N-Butylbenzenesulfonamide (page does not exist)"><i>N</i>-Butylbenzenesulfonamide</a></li> <li><a href="/wiki/N-Desmethylapalutamide" title="N-Desmethylapalutamide"><i>N</i>-Desmethylapalutamide</a></li> <li><a href="/wiki/N-Desmethylenzalutamide" title="N-Desmethylenzalutamide"><i>N</i>-Desmethylenzalutamide</a></li> <li><a href="/wiki/Nilutamide" title="Nilutamide">Nilutamide</a></li> <li><a href="/w/index.php?title=ONC1-13B&action=edit&redlink=1" class="new" title="ONC1-13B (page does not exist)">ONC1-13B</a></li> <li><a href="/wiki/Pentomone" title="Pentomone">Pentomone</a></li> <li><a href="/w/index.php?title=PF-998425&action=edit&redlink=1" class="new" title="PF-998425 (page does not exist)">PF-998425</a></li> <li><a href="/wiki/Phenothrin" title="Phenothrin">Phenothrin</a></li> <li><a href="/wiki/Prochloraz" title="Prochloraz">Prochloraz</a></li> <li><a href="/wiki/Procymidone" title="Procymidone">Procymidone</a></li> <li><a href="/wiki/Proxalutamide" title="Proxalutamide">Proxalutamide</a></li> <li><a href="/wiki/Pyrilutamide" title="Pyrilutamide">Pyrilutamide</a></li> <li><a href="/wiki/Ralaniten" title="Ralaniten">Ralaniten (EPI-002)</a></li> <li><a href="/wiki/Ralaniten_acetate" title="Ralaniten acetate">Ralaniten acetate (EPI-506)</a></li> <li><a href="/wiki/RD-162" title="RD-162">RD-162</a></li> <li><a href="/wiki/Rezvilutamide" title="Rezvilutamide">Rezvilutamide</a></li> <li><a href="/w/index.php?title=Ro_2-7239&action=edit&redlink=1" class="new" title="Ro 2-7239 (page does not exist)">Ro 2-7239</a></li> <li><a href="/w/index.php?title=Ro_5-2537&action=edit&redlink=1" class="new" title="Ro 5-2537 (page does not exist)">Ro 5-2537</a></li> <li><a href="/wiki/RU-22930" title="RU-22930">RU-22930</a></li> <li><a href="/wiki/RU-56187" title="RU-56187">RU-56187</a></li> <li><a href="/wiki/RU-57073" title="RU-57073">RU-57073</a></li> <li><a href="/wiki/RU-58642" title="RU-58642">RU-58642</a></li> <li><a href="/wiki/RU-58841" title="RU-58841">RU-58841</a></li> <li><a href="/wiki/Seviteronel" title="Seviteronel">Seviteronel</a></li> <li><a href="/wiki/Thalidomide" title="Thalidomide">Thalidomide</a></li> <li><a href="/wiki/Topilutamide" title="Topilutamide">Topilutamide (fluridil)</a></li> <li><a href="/wiki/Valproic_acid" class="mw-redirect" title="Valproic acid">Valproic acid</a></li> <li><a href="/wiki/Vinclozolin" title="Vinclozolin">Vinclozolin</a></li> <li><a href="/w/index.php?title=YM-580&action=edit&redlink=1" class="new" title="YM-580 (page does not exist)">YM-580</a></li> <li><a href="/w/index.php?title=YM-92088&action=edit&redlink=1" class="new" title="YM-92088 (page does not exist)">YM-92088</a></li> <li><a href="/w/index.php?title=YM-175735&action=edit&redlink=1" class="new" title="YM-175735 (page does not exist)">YM-175735</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/GPRC6A" title="GPRC6A">GPRC6A</a></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/Cation" class="mw-redirect" title="Cation">Cations</a> (incl. <a href="/wiki/Aluminium" title="Aluminium">aluminium</a>, <a href="/wiki/Calcium" title="Calcium">calcium</a>, <a href="/wiki/Gadolinium" title="Gadolinium">gadolinium</a>, <a href="/wiki/Magnesium" title="Magnesium">magnesium</a>, <a href="/wiki/Strontium" title="Strontium">strontium</a>, <a href="/wiki/Zinc" title="Zinc">zinc</a>)</li> <li><a href="/wiki/Dehydroandrosterone" title="Dehydroandrosterone">Dehydroandrosterone</a></li> <li><a href="/wiki/Dihydrotestosterone" title="Dihydrotestosterone">Dihydrotestosterone</a></li> <li><a href="/wiki/Estradiol" title="Estradiol">Estradiol</a></li> <li><a href="/wiki/Amino_acid" title="Amino acid"><small>L</small>-α-Amino acids</a> (incl. <a href="/wiki/Arginine" title="Arginine"><small>L</small>-arginine</a>, <a href="/wiki/Lysine" title="Lysine"><small>L</small>-lysine</a>, <a href="/wiki/Ornithine" title="Ornithine"><small>L</small>-ornithine</a>)</li> <li><a href="/wiki/Osteocalcin" title="Osteocalcin">Osteocalcin</a></li> <li><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></li> <li><a class="mw-selflink selflink">Testosterone</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:Androgens_and_antiandrogens" title="Template:Androgens and antiandrogens">Androgens and antiandrogens</a></dd> <dd><a href="/wiki/Template:Estrogen_receptor_modulators" title="Template:Estrogen receptor modulators">Estrogen receptor modulators</a></dd> <dd><a href="/wiki/Template:Progesterone_receptor_modulators" title="Template:Progesterone receptor modulators">Progesterone receptor modulators</a></dd> <dd><a href="/wiki/List_of_androgens_and_anabolic_steroids" title="List of androgens and anabolic steroids">List of androgens and anabolic steroids</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="Estrogen_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:Estrogen_receptor_modulators" title="Template:Estrogen receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Estrogen_receptor_modulators" title="Template talk:Estrogen receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Estrogen_receptor_modulators" title="Special:EditPage/Template:Estrogen receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Estrogen_receptor_modulators" style="font-size:114%;margin:0 4em"><a href="/wiki/Estrogen_receptor" title="Estrogen receptor">Estrogen 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/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><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>Steroidal:</i> <a href="/wiki/2-Hydroxyestradiol" title="2-Hydroxyestradiol">2-Hydroxyestradiol</a></li> <li><a href="/wiki/2-Hydroxyestrone" title="2-Hydroxyestrone">2-Hydroxyestrone</a></li> <li><a href="/wiki/3-Methyl-19-methyleneandrosta-3,5-dien-17%CE%B2-ol" title="3-Methyl-19-methyleneandrosta-3,5-dien-17β-ol">3-Methyl-19-methyleneandrosta-3,5-dien-17β-ol</a></li> <li><a href="/wiki/3%CE%B1-Androstanediol" title="3α-Androstanediol">3α-Androstanediol</a></li> <li><a href="/w/index.php?title=3%CE%B1,5%CE%B1-Dihydrolevonorgestrel&action=edit&redlink=1" class="new" title="3α,5α-Dihydrolevonorgestrel (page does not exist)">3α,5α-Dihydrolevonorgestrel</a></li> <li><a href="/w/index.php?title=3%CE%B2,5%CE%B1-Dihydrolevonorgestrel&action=edit&redlink=1" class="new" title="3β,5α-Dihydrolevonorgestrel (page does not exist)">3β,5α-Dihydrolevonorgestrel</a></li> <li><a href="/wiki/3%CE%B1-Hydroxytibolone" title="3α-Hydroxytibolone">3α-Hydroxytibolone</a></li> <li><a href="/wiki/3%CE%B2-Hydroxytibolone" title="3β-Hydroxytibolone">3β-Hydroxytibolone</a></li> <li><a href="/wiki/3%CE%B2-Androstanediol" title="3β-Androstanediol">3β-Androstanediol</a></li> <li><a href="/wiki/4-Androstenediol" title="4-Androstenediol">4-Androstenediol</a></li> <li><a href="/wiki/4-Androstenedione" class="mw-redirect" title="4-Androstenedione">4-Androstenedione</a></li> <li><a href="/wiki/4-Fluoroestradiol" title="4-Fluoroestradiol">4-Fluoroestradiol</a></li> <li><a href="/wiki/4-Hydroxyestradiol" title="4-Hydroxyestradiol">4-Hydroxyestradiol</a></li> <li><a href="/wiki/4-Hydroxyestrone" title="4-Hydroxyestrone">4-Hydroxyestrone</a></li> <li><a href="/wiki/4-Methoxyestradiol" title="4-Methoxyestradiol">4-Methoxyestradiol</a></li> <li><a href="/wiki/4-Methoxyestrone" title="4-Methoxyestrone">4-Methoxyestrone</a></li> <li><a href="/wiki/5-Androstenediol" class="mw-redirect" title="5-Androstenediol">5-Androstenediol</a></li> <li><a href="/wiki/7-Keto-DHEA" title="7-Keto-DHEA">7-Oxo-DHEA</a></li> <li><a href="/wiki/7%CE%B1-Hydroxy-DHEA" title="7α-Hydroxy-DHEA">7α-Hydroxy-DHEA</a></li> <li><a href="/wiki/7%CE%B1-Methylestradiol" title="7α-Methylestradiol">7α-Methylestradiol</a></li> <li><a href="/wiki/7%CE%B2-Hydroxyepiandrosterone" title="7β-Hydroxyepiandrosterone">7β-Hydroxyepiandrosterone</a></li> <li><a href="/wiki/8,9-Dehydroestradiol" title="8,9-Dehydroestradiol">8,9-Dehydroestradiol</a></li> <li><a href="/wiki/8,9-Dehydroestrone" title="8,9-Dehydroestrone">8,9-Dehydroestrone</a></li> <li><a href="/wiki/8%CE%B2-VE2" title="8β-VE2">8β-VE2</a></li> <li><a href="/wiki/10%CE%B2,17%CE%B2-Dihydroxyestra-1,4-dien-3-one" title="10β,17β-Dihydroxyestra-1,4-dien-3-one">10β,17β-Dihydroxyestra-1,4-dien-3-one (DHED)</a></li> <li><a href="/wiki/11%CE%B2-Chloromethylestradiol" title="11β-Chloromethylestradiol">11β-Chloromethylestradiol</a></li> <li><a href="/wiki/11%CE%B2-Methoxyestradiol" title="11β-Methoxyestradiol">11β-Methoxyestradiol</a></li> <li><a href="/wiki/15%CE%B1-Hydroxyestradiol" title="15α-Hydroxyestradiol">15α-Hydroxyestradiol</a></li> <li><a href="/wiki/16-Ketoestradiol" title="16-Ketoestradiol">16-Ketoestradiol</a></li> <li><a href="/wiki/16-Ketoestrone" title="16-Ketoestrone">16-Ketoestrone</a></li> <li><a href="/wiki/16%CE%B1-Fluoroestradiol" class="mw-redirect" title="16α-Fluoroestradiol">16α-Fluoroestradiol</a></li> <li><a href="/wiki/16%CE%B1-Hydroxy-DHEA" title="16α-Hydroxy-DHEA">16α-Hydroxy-DHEA</a></li> <li><a href="/wiki/16%CE%B1-Hydroxyestrone" title="16α-Hydroxyestrone">16α-Hydroxyestrone</a></li> <li><a href="/wiki/16%CE%B1-Iodoestradiol" class="mw-redirect" title="16α-Iodoestradiol">16α-Iodoestradiol</a></li> <li><a href="/wiki/16%CE%B1-LE2" title="16α-LE2">16α-LE2</a></li> <li><a href="/wiki/16%CE%B2-Hydroxyestrone" title="16β-Hydroxyestrone">16β-Hydroxyestrone</a></li> <li><a href="/wiki/16%CE%B2,17%CE%B1-Epiestriol" title="16β,17α-Epiestriol">16β,17α-Epiestriol (16β-hydroxy-17α-estradiol)</a></li> <li><a href="/wiki/17%CE%B1-Estradiol" title="17α-Estradiol">17α-Estradiol</a> (<a href="/wiki/Alfatradiol" title="Alfatradiol">alfatradiol</a>)</li> <li><a href="/wiki/17%CE%B1-Dihydroequilenin" title="17α-Dihydroequilenin">17α-Dihydroequilenin</a></li> <li><a href="/wiki/17%CE%B1-Dihydroequilin" title="17α-Dihydroequilin">17α-Dihydroequilin</a></li> <li><a href="/wiki/17%CE%B1-Epiestriol" title="17α-Epiestriol">17α-Epiestriol (16α-hydroxy-17α-estradiol)</a></li> <li><a href="/wiki/17%CE%B1-Ethynyl-3%CE%B1-androstanediol" title="17α-Ethynyl-3α-androstanediol">17α-Ethynyl-3α-androstanediol</a></li> <li><a href="/wiki/17%CE%B1-Ethynyl-3%CE%B2-androstanediol" title="17α-Ethynyl-3β-androstanediol">17α-Ethynyl-3β-androstanediol</a></li> <li><a href="/wiki/17%CE%B2-Dihydroequilenin" title="17β-Dihydroequilenin">17β-Dihydroequilenin</a></li> <li><a href="/wiki/17%CE%B2-Dihydroequilin" title="17β-Dihydroequilin">17β-Dihydroequilin</a></li> <li><a href="/wiki/17%CE%B2-Methyl-17%CE%B1-dihydroequilenin" title="17β-Methyl-17α-dihydroequilenin">17β-Methyl-17α-dihydroequilenin</a></li> <li><a href="/wiki/Abiraterone" class="mw-redirect" title="Abiraterone">Abiraterone</a></li> <li><a href="/wiki/Abiraterone_acetate" title="Abiraterone acetate">Abiraterone acetate</a></li> <li><a href="/wiki/Alestramustine" title="Alestramustine">Alestramustine</a></li> <li><a href="/wiki/Almestrone" title="Almestrone">Almestrone</a></li> <li><a href="/wiki/Anabolic_steroid" title="Anabolic steroid">Anabolic steroids</a> (e.g., <a class="mw-selflink selflink">testosterone</a> and <a href="/wiki/List_of_androgen_esters#Testosterone_esters" title="List of androgen esters">esters</a>, <a href="/wiki/Methyltestosterone" title="Methyltestosterone">methyltestosterone</a>, <a href="/wiki/Metandienone" title="Metandienone">metandienone (methandrostenolone)</a>, <a href="/wiki/Nandrolone" title="Nandrolone">nandrolone</a> and <a href="/wiki/List_of_androgen_esters#Nandrolone_esters" title="List of androgen esters">esters</a>, many others; via estrogenic metabolites)</li> <li><a href="/wiki/Atrimustine" title="Atrimustine">Atrimustine</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/Butolame" title="Butolame">Butolame</a></li> <li><a href="/wiki/Clomestrone" title="Clomestrone">Clomestrone</a></li> <li><a href="/wiki/Cloxestradiol" title="Cloxestradiol">Cloxestradiol</a> <ul><li><a href="/wiki/Cloxestradiol_acetate" title="Cloxestradiol acetate">Cloxestradiol acetate</a></li></ul></li> <li><a href="/wiki/Conjugated_estriol" title="Conjugated estriol">Conjugated estriol</a></li> <li><a href="/wiki/Conjugated_estrogens" title="Conjugated estrogens">Conjugated estrogens</a></li> <li><a href="/wiki/Cyclodiol" title="Cyclodiol">Cyclodiol</a></li> <li><a href="/wiki/Cyclotriol" title="Cyclotriol">Cyclotriol</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA-S</a></li> <li><a href="/wiki/Ent-Estradiol" title="Ent-Estradiol"><i>ent</i>-Estradiol</a></li> <li><a href="/wiki/Epiestriol" title="Epiestriol">Epiestriol (16β-epiestriol, 16β-hydroxy-17β-estradiol)</a></li> <li><a href="/wiki/Epimestrol" title="Epimestrol">Epimestrol</a></li> <li><a href="/wiki/Equilenin" title="Equilenin">Equilenin</a></li> <li><a href="/wiki/Equilin" title="Equilin">Equilin</a></li> <li><a href="/wiki/ERA-63" title="ERA-63">ERA-63 (ORG-37663)</a></li> <li><a href="/wiki/Esterified_estrogens" title="Esterified estrogens">Esterified estrogens</a></li> <li><a href="/wiki/Estetrol" title="Estetrol">Estetrol</a></li> <li><a href="/wiki/Estradiol" title="Estradiol">Estradiol</a> <ul><li><a href="/wiki/List_of_estrogen_esters#Estradiol_esters" title="List of estrogen esters">Estradiol esters</a></li> <li><a href="/wiki/Lipoidal_estradiol" title="Lipoidal estradiol">Lipoidal estradiol</a></li> <li><a href="/wiki/Polyestradiol_phosphate" title="Polyestradiol phosphate">Polyestradiol phosphate</a></li></ul></li> <li><a href="/wiki/Estramustine" title="Estramustine">Estramustine</a></li> <li><a href="/wiki/Estramustine_phosphate" title="Estramustine phosphate">Estramustine phosphate</a></li> <li><a href="/wiki/Estrapronicate" title="Estrapronicate">Estrapronicate</a></li> <li><a href="/wiki/Estrazinol" title="Estrazinol">Estrazinol</a></li> <li><a href="/wiki/Estriol" title="Estriol">Estriol</a> <ul><li><a href="/wiki/List_of_estrogen_esters#Estriol_esters" title="List of estrogen esters">Estriol esters</a></li> <li><a href="/wiki/Polyestriol_phosphate" title="Polyestriol phosphate">Polyestriol phosphate</a></li></ul></li> <li><a href="/wiki/Estrofurate" title="Estrofurate">Estrofurate</a></li> <li><a href="/wiki/Estrogenic_substances" title="Estrogenic substances">Estrogenic substances</a></li> <li><a href="/wiki/Estromustine" title="Estromustine">Estromustine</a></li> <li><a href="/wiki/Estrone" title="Estrone">Estrone</a> <ul><li><a href="/wiki/List_of_estrogen_esters#Estrone_esters" title="List of estrogen esters">Estrone esters</a></li> <li><a href="/wiki/Estrone_methyl_ether" title="Estrone methyl ether">Estrone methyl ether</a></li> <li><a href="/wiki/Estropipate" title="Estropipate">Estropipate</a></li></ul></li> <li><a href="/wiki/Etamestrol" title="Etamestrol">Etamestrol (eptamestrol)</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/Ethinylestradiol" title="Ethinylestradiol">Ethinylestradiol</a> <ul><li><a href="/wiki/Ethinylestradiol_3-benzoate" class="mw-redirect" title="Ethinylestradiol 3-benzoate">Ethinylestradiol 3-benzoate</a></li> <li><a href="/wiki/Ethinylestradiol_sulfonate" title="Ethinylestradiol sulfonate">Ethinylestradiol sulfonate</a></li></ul></li> <li><a href="/wiki/Ethinylestriol" title="Ethinylestriol">Ethinylestriol</a></li> <li><a href="/wiki/Ethylestradiol" title="Ethylestradiol">Ethylestradiol</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/Hexolame" title="Hexolame">Hexolame</a></li> <li><a href="/wiki/Hippulin" title="Hippulin">Hippulin</a></li> <li><a href="/wiki/Hydroxyestrone_diacetate" title="Hydroxyestrone diacetate">Hydroxyestrone diacetate</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/Mestranol" title="Mestranol">Mestranol</a></li> <li><a href="/wiki/Methylestradiol" title="Methylestradiol">Methylestradiol</a></li> <li><a href="/wiki/Moxestrol" title="Moxestrol">Moxestrol</a></li> <li><a href="/wiki/Mytatrienediol" title="Mytatrienediol">Mytatrienediol</a></li> <li><a href="/wiki/Nilestriol" title="Nilestriol">Nilestriol</a></li> <li><a href="/wiki/Norethisterone" title="Norethisterone">Norethisterone</a></li> <li><a href="/wiki/Noretynodrel" title="Noretynodrel">Noretynodrel</a></li> <li><a href="/wiki/Orestrate" title="Orestrate">Orestrate</a></li> <li><a href="/wiki/Pentolame" title="Pentolame">Pentolame</a></li> <li><a href="/wiki/Prodiame" title="Prodiame">Prodiame</a></li> <li><a href="/wiki/Prolame" title="Prolame">Prolame</a></li> <li><a href="/wiki/Promestriene" title="Promestriene">Promestriene</a></li> <li><a href="/wiki/RU-16117" title="RU-16117">RU-16117</a></li> <li><a href="/wiki/Quinestradol" title="Quinestradol">Quinestradol</a></li> <li><a href="/wiki/Quinestrol" title="Quinestrol">Quinestrol</a></li> <li><a href="/wiki/Tibolone" title="Tibolone">Tibolone</a></li></ul> <ul><li><i>Nonsteroidal:</i> <a href="/wiki/(R,R)-Tetrahydrochrysene" title="(R,R)-Tetrahydrochrysene">(R,R)-THC</a></li> <li><a href="/wiki/(S,S)-Tetrahydrochrysene" title="(S,S)-Tetrahydrochrysene">(S,S)-THC</a></li> <li><a href="/wiki/2,8-Dihydroxyhexahydrochrysene" title="2,8-Dihydroxyhexahydrochrysene">2,8-DHHHC</a></li> <li><a href="/w/index.php?title=%CE%92-LGND1&action=edit&redlink=1" class="new" title="Β-LGND1 (page does not exist)">β-LGND1</a></li> <li><a href="/wiki/%CE%92-LGND2" title="Β-LGND2">β-LGND2 (GTx-878)</a></li> <li><a href="/w/index.php?title=AC-186&action=edit&redlink=1" class="new" title="AC-186 (page does not exist)">AC-186</a></li> <li><a href="/wiki/Allenestrol" title="Allenestrol">Allenestrol</a></li> <li><a href="/wiki/Allenolic_acid" title="Allenolic acid">Allenolic acid</a></li> <li><a href="/wiki/Benzestrol" title="Benzestrol">Benzestrol</a></li> <li><a href="/wiki/Bifluranol" title="Bifluranol">Bifluranol</a></li> <li><a href="/wiki/Bisdehydrodoisynolic_acid" title="Bisdehydrodoisynolic acid">Bisdehydrodoisynolic acid</a></li> <li><a href="/wiki/Butestrol" title="Butestrol">Butestrol</a></li> <li><a href="/wiki/Carbestrol" title="Carbestrol">Carbestrol</a></li> <li><a href="/wiki/D-15414" title="D-15414">D-15414</a></li> <li><a href="/wiki/DCW234" title="DCW234">DCW234</a></li> <li><a href="/wiki/Diarylpropionitrile" title="Diarylpropionitrile">Diarylpropionitrile</a></li> <li><a href="/wiki/Dienestrol" title="Dienestrol">Dienestrol</a> <ul><li><a href="/wiki/Dienestrol_diacetate" title="Dienestrol diacetate">Dienestrol diacetate</a></li></ul></li> <li><a href="/wiki/Diethylstilbestrol" title="Diethylstilbestrol">Diethylstilbestrol</a> <ul><li><a href="/wiki/List_of_estrogen_esters#Diethylstilbestrol_esters" title="List of estrogen esters">Diethylstilbestrol esters</a></li></ul></li> <li><a href="/wiki/Dimestrol" title="Dimestrol">Dimestrol (dianisylhexene)</a></li> <li><a href="/wiki/Dimethylstilbestrol" title="Dimethylstilbestrol">Dimethylstilbestrol</a></li> <li><a href="/wiki/Doisynoestrol" title="Doisynoestrol">Doisynoestrol (fenocycline)</a></li> <li><a href="/wiki/Doisynolic_acid" title="Doisynolic acid">Doisynolic acid</a></li> <li><a href="/wiki/Efavirenz" title="Efavirenz">Efavirenz</a></li> <li><a href="/wiki/Elacestrant" title="Elacestrant">Elacestrant</a></li> <li><a href="/wiki/ERB-196" title="ERB-196">ERB-196 (WAY-202196)</a></li> <li><a href="/wiki/Erteberel" title="Erteberel">Erteberel (SERBA-1, LY-500307)</a></li> <li><a href="/wiki/Estrobin" title="Estrobin">Estrobin (DBE)</a></li> <li><a href="/wiki/Fenestrel" title="Fenestrel">Fenestrel</a></li> <li><a href="/wiki/FERb_033" title="FERb 033">FERb 033</a></li> <li><a href="/wiki/Fosfestrol" title="Fosfestrol">Fosfestrol (diethylstilbestrol diphosphate)</a></li> <li><a href="/wiki/Furostilbestrol" title="Furostilbestrol">Furostilbestrol (diethylstilbestrol difuroate)</a></li> <li><a href="/wiki/GTx-758" title="GTx-758">GTx-758</a></li> <li><a href="/wiki/Hexestrol" title="Hexestrol">Hexestrol</a> <ul><li><a href="/wiki/List_of_estrogen_esters#Hexestrol_esters" title="List of estrogen esters">Hexestrol esters</a></li></ul></li> <li><a href="/wiki/ICI-85966" title="ICI-85966">ICI-85966 (Stilbostat)</a></li> <li><a href="/wiki/M2613" title="M2613">M2613</a></li> <li><a href="/wiki/Meso-Butestrol" title="Meso-Butestrol"><i>meso</i>-Butestrol</a></li> <li><a href="/wiki/Meso-Hexestrol" class="mw-redirect" title="Meso-Hexestrol"><i>meso</i>-Hexestrol</a></li> <li><a href="/wiki/Mestilbol" title="Mestilbol">Mestilbol</a></li> <li><a href="/wiki/Methallenestril" title="Methallenestril">Methallenestril</a></li> <li><a href="/wiki/Methestrol" title="Methestrol">Methestrol</a></li> <li><a href="/wiki/Methestrol_dipropionate" title="Methestrol dipropionate">Methestrol dipropionate</a></li> <li><a href="/wiki/Paroxypropione" title="Paroxypropione">Paroxypropione</a></li> <li><a href="/wiki/Pentafluranol" title="Pentafluranol">Pentafluranol</a></li> <li><a href="/wiki/Phenestrol" title="Phenestrol">Phenestrol</a></li> <li><a href="/wiki/Prinaberel" title="Prinaberel">Prinaberel (ERB-041, WAY-202041)</a></li> <li><a href="/wiki/Propylpyrazoletriol" title="Propylpyrazoletriol">Propylpyrazoletriol</a></li> <li><a href="/wiki/Quadrosilan" title="Quadrosilan">Quadrosilan</a></li> <li><a href="/w/index.php?title=SC-3296&action=edit&redlink=1" class="new" title="SC-3296 (page does not exist)">SC-3296</a></li> <li><a href="/wiki/SC-4289" title="SC-4289">SC-4289</a></li> <li><a href="/wiki/SERBA-2" title="SERBA-2">SERBA-2</a></li> <li><a href="/wiki/SKF-82,958" title="SKF-82,958">SKF-82,958</a></li> <li><a href="/wiki/Terfluranol" title="Terfluranol">Terfluranol</a></li> <li><a href="/wiki/Triphenylbromoethylene" title="Triphenylbromoethylene">Triphenylbromoethylene</a></li> <li><a href="/wiki/Triphenylchloroethylene" title="Triphenylchloroethylene">Triphenylchloroethylene</a></li> <li><a href="/wiki/Triphenyliodoethylene" title="Triphenyliodoethylene">Triphenyliodoethylene</a></li> <li><a href="/wiki/Triphenylmethylethylene" title="Triphenylmethylethylene">Triphenylmethylethylene (triphenylpropene)</a></li> <li><a href="/wiki/WAY-166818" title="WAY-166818">WAY-166818</a></li> <li><a href="/w/index.php?title=WAY-169916&action=edit&redlink=1" class="new" title="WAY-169916 (page does not exist)">WAY-169916</a></li> <li><a href="/wiki/WAY-200070" title="WAY-200070">WAY-200070</a></li> <li><a href="/wiki/WAY-204688" title="WAY-204688">WAY-204688 (SIM-688)</a></li> <li><a href="/wiki/WAY-214156" title="WAY-214156">WAY-214156</a></li></ul> <ul><li><i>Unknown/unsorted:</i> <a href="/wiki/ERB-26" title="ERB-26">ERB-26</a></li> <li><a href="/wiki/ERA-45" title="ERA-45">ERA-45</a></li> <li><a href="/wiki/ERB-79" title="ERB-79">ERB-79</a></li> <li><a href="/wiki/ZK-283197" title="ZK-283197">ZK-283197</a></li></ul> <ul><li><i>Xenoestrogens:</i> <a href="/wiki/Anise" title="Anise">Anise</a>-related (e.g., <a href="/wiki/Anethole" title="Anethole">anethole</a>, <a href="/wiki/Anol" title="Anol">anol</a>, <a href="/wiki/Dianethole" title="Dianethole">dianethole</a>, <a href="/wiki/Dianol" title="Dianol">dianol</a>, <a href="/wiki/Photoanethole" title="Photoanethole">photoanethole</a>)</li> <li><a href="/wiki/Chalconoid" title="Chalconoid">Chalconoids</a> (e.g., <a href="/wiki/Isoliquiritigenin" title="Isoliquiritigenin">isoliquiritigenin</a>, <a href="/wiki/Phloretin" title="Phloretin">phloretin</a>, <a href="/wiki/Phlorizin" title="Phlorizin">phlorizin (phloridzin)</a>, <a href="/wiki/Wedelolactone" title="Wedelolactone">wedelolactone</a>)</li> <li><a href="/wiki/Coumestan" title="Coumestan">Coumestans</a> (e.g., <a href="/wiki/Coumestrol" title="Coumestrol">coumestrol</a>, <a href="/wiki/Psoralidin" title="Psoralidin">psoralidin</a>)</li> <li><a href="/wiki/Flavonoid" title="Flavonoid">Flavonoids</a> (incl. <a href="/wiki/7,8-Dihydroxyflavone" class="mw-redirect" title="7,8-Dihydroxyflavone">7,8-DHF</a>, <a href="/wiki/8-Prenylnaringenin" title="8-Prenylnaringenin">8-prenylnaringenin</a>, <a href="/wiki/Apigenin" title="Apigenin">apigenin</a>, <a href="/wiki/Baicalein" title="Baicalein">baicalein</a>, <a href="/wiki/Baicalin" title="Baicalin">baicalin</a>, <a href="/wiki/Biochanin_A" title="Biochanin A">biochanin A</a>, <a href="/wiki/Calycosin" title="Calycosin">calycosin</a>, <a href="/wiki/Catechin" title="Catechin">catechin</a>, <a href="/wiki/Daidzein" title="Daidzein">daidzein</a>, <a href="/wiki/Daidzin" title="Daidzin">daidzin</a>, <a href="/wiki/Epicatechin_gallate" title="Epicatechin gallate">ECG</a>, <a href="/wiki/Epigallocatechin_gallate" title="Epigallocatechin gallate">EGCG</a>, <a href="/wiki/Epicatechin" class="mw-redirect" title="Epicatechin">epicatechin</a>, <a href="/wiki/Equol" title="Equol">equol</a>, <a href="/wiki/Formononetin" title="Formononetin">formononetin</a>, <a href="/wiki/Glabrene" title="Glabrene">glabrene</a>, <a href="/wiki/Glabridin" title="Glabridin">glabridin</a>, <a href="/wiki/Genistein" title="Genistein">genistein</a>, <a href="/wiki/Genistin" title="Genistin">genistin</a>, <a href="/wiki/Glycitein" title="Glycitein">glycitein</a>, <a href="/wiki/Kaempferol" title="Kaempferol">kaempferol</a>, <a href="/wiki/Liquiritigenin" title="Liquiritigenin">liquiritigenin</a>, <a href="/wiki/Mirificin" title="Mirificin">mirificin</a>, <a href="/wiki/Myricetin" title="Myricetin">myricetin</a>, <a href="/wiki/Naringenin" title="Naringenin">naringenin</a>, <a href="/w/index.php?title=Penduletin&action=edit&redlink=1" class="new" title="Penduletin (page does not exist)">penduletin</a>, <a href="/wiki/Pinocembrin" title="Pinocembrin">pinocembrin</a>, <a href="/wiki/Prunetin" title="Prunetin">prunetin</a>, <a href="/wiki/Puerarin" title="Puerarin">puerarin</a>, <a href="/wiki/Quercetin" title="Quercetin">quercetin</a>, <a href="/wiki/Tectoridin" title="Tectoridin">tectoridin</a>, <a href="/wiki/Tectorigenin" title="Tectorigenin">tectorigenin</a>)</li> <li><a href="/wiki/Lavender_oil" title="Lavender oil">Lavender oil</a></li> <li><a href="/wiki/Lignan" title="Lignan">Lignans</a> (e.g., <a href="/wiki/Enterodiol" title="Enterodiol">enterodiol</a>, <a href="/wiki/Enterolactone" title="Enterolactone">enterolactone</a>, <a href="/wiki/Nyasol" title="Nyasol">nyasol (<i>cis</i>-hinokiresinol)</a>)</li> <li><a href="/wiki/Metalloestrogen" title="Metalloestrogen">Metalloestrogens</a> (e.g., <a href="/wiki/Cadmium" title="Cadmium">cadmium</a>)</li> <li><a href="/wiki/Pesticide" title="Pesticide">Pesticides</a> (e.g., <a href="/wiki/Alternariol" title="Alternariol">alternariol</a>, <a href="/wiki/Dieldrin" title="Dieldrin">dieldrin</a>, <a href="/wiki/Endosulfan" title="Endosulfan">endosulfan</a>, <a href="/wiki/Fenarimol" title="Fenarimol">fenarimol</a>, <a href="/wiki/HPTE" title="HPTE">HPTE</a>, <a href="/wiki/Methiocarb" title="Methiocarb">methiocarb</a>, <a href="/wiki/Methoxychlor" title="Methoxychlor">methoxychlor</a>, <a href="/wiki/Triclocarban" title="Triclocarban">triclocarban</a>, <a href="/wiki/Triclosan" title="Triclosan">triclosan</a>)</li> <li><a href="/wiki/Phytosteroid" title="Phytosteroid">Phytosteroids</a> (e.g., <a href="/wiki/Digitoxin" title="Digitoxin">digitoxin</a> (<a href="/wiki/Digitalis" title="Digitalis">digitalis</a>), <a href="/wiki/Diosgenin" title="Diosgenin">diosgenin</a>, <a href="/wiki/Guggulsterone" title="Guggulsterone">guggulsterone</a>)</li> <li><a href="/wiki/Phytosterol" title="Phytosterol">Phytosterols</a> (e.g., <a href="/wiki/%CE%92-sitosterol" class="mw-redirect" title="Β-sitosterol">β-sitosterol</a>, <a href="/wiki/Campesterol" title="Campesterol">campesterol</a>, <a href="/wiki/Stigmasterol" title="Stigmasterol">stigmasterol</a>)</li> <li><a href="/wiki/Resorcylic_acid_lactone" title="Resorcylic acid lactone">Resorcylic acid lactones</a> (e.g., <a href="/wiki/Zearalanone" title="Zearalanone">zearalanone</a>, <a href="/wiki/%CE%91-zearalenol" class="mw-redirect" title="Α-zearalenol">α-zearalenol</a>, <a href="/wiki/%CE%92-zearalenol" class="mw-redirect" title="Β-zearalenol">β-zearalenol</a>, <a href="/wiki/Zearalenone" title="Zearalenone">zearalenone</a>, <a href="/wiki/Zeranol" title="Zeranol">zeranol (α-zearalanol)</a>, <a href="/wiki/Taleranol" title="Taleranol">taleranol (teranol, β-zearalanol)</a>)</li> <li><a href="/wiki/Steroid" title="Steroid">Steroid</a>-like (e.g., <a href="/wiki/Deoxymiroestrol" class="mw-redirect" title="Deoxymiroestrol">deoxymiroestrol</a>, <a href="/wiki/Miroestrol" title="Miroestrol">miroestrol</a>)</li> <li><a href="/wiki/Stilbenoid" title="Stilbenoid">Stilbenoids</a> (e.g., <a href="/wiki/Resveratrol" title="Resveratrol">resveratrol</a>, <a href="/wiki/Rhaponticin" title="Rhaponticin">rhaponticin</a>)</li> <li><a href="/wiki/Synthetic_xenoestrogen" class="mw-redirect" title="Synthetic xenoestrogen">Synthetic xenoestrogens</a> (e.g., <a href="/wiki/Alkylphenol" title="Alkylphenol">alkylphenols</a>, <a href="/wiki/Bisphenol" title="Bisphenol">bisphenols</a> (e.g., <a href="/wiki/Bisphenol_A" title="Bisphenol A">BPA</a>, <a href="/wiki/Bisphenol_F" title="Bisphenol F">BPF</a>, <a href="/wiki/Bisphenol_S" title="Bisphenol S">BPS</a>), <a href="/wiki/Dichlorodiphenyltrichloroethane" class="mw-redirect" title="Dichlorodiphenyltrichloroethane">DDT</a>, <a href="/wiki/Paraben" title="Paraben">parabens</a>, <a href="/wiki/Polybrominated_biphenyl" title="Polybrominated biphenyl">PBBs</a>, <a href="/wiki/4-hydroxybenzoic_acid" class="mw-redirect" title="4-hydroxybenzoic acid">PHBA</a>, <a href="/wiki/Phthalate" class="mw-redirect" title="Phthalate">phthalates</a>, <a href="/wiki/Polychlorinated_biphenyl" title="Polychlorinated biphenyl">PCBs</a>)</li> <li>Others (e.g., <a href="/wiki/Agnuside" title="Agnuside">agnuside</a>, <a href="/w/index.php?title=Rotundifuran&action=edit&redlink=1" class="new" title="Rotundifuran (page does not exist)">rotundifuran</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_estrogen_receptor_modulators" class="mw-redirect" title="Selective estrogen receptor modulators"><abbr title="Selective estrogen receptor modulators">SERMs</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 estrogen 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/2-Phenylbenzofuran" title="2-Phenylbenzofuran">2-Phenylbenzofuran</a></li> <li><a href="/w/index.php?title=2-Phenylbenzothiophene&action=edit&redlink=1" class="new" title="2-Phenylbenzothiophene (page does not exist)">2-Phenylbenzothiophene</a></li> <li><a href="/wiki/4%27-Hydroxynorendoxifen" title="4'-Hydroxynorendoxifen">4'-Hydroxynorendoxifen</a></li> <li><a href="/wiki/27-Hydroxycholesterol" title="27-Hydroxycholesterol">27-Hydroxycholesterol</a></li> <li><a href="/wiki/Acefluranol" title="Acefluranol">Acefluranol</a></li> <li><a href="/wiki/Acolbifene" title="Acolbifene">Acolbifene</a></li> <li><a href="/wiki/Afimoxifene" title="Afimoxifene">Afimoxifene</a></li> <li><a href="/wiki/Anordiol" title="Anordiol">Anordiol</a></li> <li><a href="/wiki/Anordrin" title="Anordrin">Anordrin</a></li> <li><a href="/wiki/Arzoxifene" title="Arzoxifene">Arzoxifene</a></li> <li><a href="/wiki/Bazedoxifene" title="Bazedoxifene">Bazedoxifene</a></li> <li><a href="/wiki/Brilanestrant" title="Brilanestrant">Brilanestrant</a></li> <li><a href="/wiki/Broparestrol" title="Broparestrol">Broparestrol</a></li> <li><a href="/wiki/Camizestrant" title="Camizestrant">Camizestrant</a></li> <li><a href="/wiki/Chlorotrianisene" title="Chlorotrianisene">Chlorotrianisene</a></li> <li><a href="/wiki/Clomifene" title="Clomifene">Clomifene</a></li> <li><a href="/wiki/Clomifenoxide" title="Clomifenoxide">Clomifenoxide</a></li> <li><a href="/w/index.php?title=CN-55945-27&action=edit&redlink=1" class="new" title="CN-55945-27 (page does not exist)">CN-55945-27</a></li> <li><a href="/wiki/Cyclofenil" title="Cyclofenil">Cyclofenil</a></li> <li><a href="/w/index.php?title=D-15413&action=edit&redlink=1" class="new" title="D-15413 (page does not exist)">D-15413</a></li> <li><a href="/wiki/Desmethylchlorotrianisene" title="Desmethylchlorotrianisene">Desmethylchlorotrianisene</a></li> <li><a href="/wiki/Droloxifene" title="Droloxifene">Droloxifene</a></li> <li><a href="/wiki/Enclomifene" title="Enclomifene">Enclomifene</a></li> <li><a href="/wiki/Endoxifen" title="Endoxifen">Endoxifen</a></li> <li><a href="/wiki/Etacstil" title="Etacstil">Etacstil (GW-5638, DPC-974)</a></li> <li><a href="/wiki/Ethamoxytriphetol" title="Ethamoxytriphetol">Ethamoxytriphetol (MER-25)</a></li> <li><a href="/wiki/Femarelle" title="Femarelle">Femarelle</a></li> <li><a href="/wiki/Fispemifene" title="Fispemifene">Fispemifene</a></li> <li><a href="/w/index.php?title=GW-7604&action=edit&redlink=1" class="new" title="GW-7604 (page does not exist)">GW-7604</a></li> <li><a href="/wiki/ICI-55548" class="mw-redirect" title="ICI-55548">ICI-55548</a></li> <li><a href="/wiki/Idoxifene" title="Idoxifene">Idoxifene</a></li> <li><a href="/wiki/Lasofoxifene" title="Lasofoxifene">Lasofoxifene</a></li> <li><a href="/wiki/Levormeloxifene" title="Levormeloxifene">Levormeloxifene</a></li> <li><a href="/wiki/LN-1643" class="mw-redirect" title="LN-1643">LN-1643</a></li> <li><a href="/wiki/LN-2299" class="mw-redirect" title="LN-2299">LN-2299</a></li> <li><a href="/w/index.php?title=LY-117018&action=edit&redlink=1" class="new" title="LY-117018 (page does not exist)">LY-117018</a></li> <li><a href="/wiki/Menerba" title="Menerba">Menerba</a></li> <li><a href="/wiki/Miproxifene" title="Miproxifene">Miproxifene</a></li> <li><a href="/wiki/Miproxifene_phosphate" title="Miproxifene phosphate">Miproxifene phosphate</a></li> <li><a href="/w/index.php?title=MRL-37&action=edit&redlink=1" class="new" title="MRL-37 (page does not exist)">MRL-37</a></li> <li><a href="/wiki/Nafoxidine" title="Nafoxidine">Nafoxidine</a></li> <li><a href="/wiki/Nitromifene" title="Nitromifene">Nitromifene</a></li> <li><a href="/wiki/NNC_45-0095" title="NNC 45-0095">NNC 45-0095</a></li> <li><a href="/w/index.php?title=NNC_45-0320&action=edit&redlink=1" class="new" title="NNC 45-0320 (page does not exist)">NNC 45-0320</a></li> <li><a href="/w/index.php?title=NNC_45-0781&action=edit&redlink=1" class="new" title="NNC 45-0781 (page does not exist)">NNC 45-0781</a></li> <li><a href="/w/index.php?title=NNC_45-1506&action=edit&redlink=1" class="new" title="NNC 45-1506 (page does not exist)">NNC 45-1506</a></li> <li><a href="/wiki/Ormeloxifene" title="Ormeloxifene">Ormeloxifene</a></li> <li><a href="/wiki/Ospemifene" title="Ospemifene">Ospemifene</a></li> <li><a href="/wiki/Panomifene" title="Panomifene">Panomifene</a></li> <li><a href="/wiki/Pipendoxifene" title="Pipendoxifene">Pipendoxifene</a></li> <li><a href="/w/index.php?title=Promensil&action=edit&redlink=1" class="new" title="Promensil (page does not exist)">Promensil</a></li> <li><a href="/wiki/Raloxifene" title="Raloxifene">Raloxifene</a></li> <li><a href="/wiki/Rimostil" title="Rimostil">Rimostil (P-081)</a></li> <li><a href="/wiki/Spironolactone" title="Spironolactone">Spironolactone</a></li> <li><a href="/w/index.php?title=SS1010&action=edit&redlink=1" class="new" title="SS1010 (page does not exist)">SS1010</a></li> <li><a href="/wiki/Tamoxifen" title="Tamoxifen">Tamoxifen</a></li> <li><a href="/wiki/TAS-108" title="TAS-108">TAS-108 (SR-16234)</a></li> <li><a href="/wiki/Toremifene" title="Toremifene">Toremifene</a></li> <li><a href="/wiki/Trioxifene" title="Trioxifene">Trioxifene</a></li> <li><a href="/w/index.php?title=TZE-5323&action=edit&redlink=1" class="new" title="TZE-5323 (page does not exist)">TZE-5323</a></li> <li><a href="/w/index.php?title=U-11555A&action=edit&redlink=1" class="new" title="U-11555A (page does not exist)">U-11555A</a></li> <li><a href="/w/index.php?title=U-11634&action=edit&redlink=1" class="new" title="U-11634 (page does not exist)">U-11634</a></li> <li><a href="/w/index.php?title=Y-134&action=edit&redlink=1" class="new" title="Y-134 (page does not exist)">Y-134</a></li> <li><a href="/wiki/Zindoxifene" title="Zindoxifene">Zindoxifene</a></li> <li><a href="/wiki/Zuclomifene" title="Zuclomifene">Zuclomifene</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/(R,R)-Tetrahydrochrysene" title="(R,R)-Tetrahydrochrysene">(R,R)-THC</a></li> <li><a href="/wiki/7%CE%B2-Hydroxy-DHEA" title="7β-Hydroxy-DHEA">7β-Hydroxy-DHEA</a></li> <li><a href="/w/index.php?title=Chloroindazole&action=edit&redlink=1" class="new" title="Chloroindazole (page does not exist)">Chloroindazole</a></li> <li><a href="/wiki/Cytestrol_acetate" title="Cytestrol acetate">Cytestrol acetate</a></li> <li><a href="/w/index.php?title=EM-800&action=edit&redlink=1" class="new" title="EM-800 (page does not exist)">EM-800 (SCH-57050)</a></li> <li><a href="/wiki/Epitiostanol" title="Epitiostanol">Epitiostanol</a></li> <li><a href="/w/index.php?title=ERA-90&action=edit&redlink=1" class="new" title="ERA-90 (page does not exist)">ERA-90</a></li> <li><a href="/w/index.php?title=ERB-88&action=edit&redlink=1" class="new" title="ERB-88 (page does not exist)">ERB-88</a></li> <li><a href="/wiki/Fulvestrant" title="Fulvestrant">Fulvestrant (ICI-182780)</a></li> <li><a href="/wiki/Glyceollin" title="Glyceollin">Glyceollins</a> (<a href="/wiki/Glyceollin_I" title="Glyceollin I">I</a>, <a href="/w/index.php?title=Glyceollin_II&action=edit&redlink=1" class="new" title="Glyceollin II (page does not exist)">II</a>, <a href="/wiki/Glyceollin_III" title="Glyceollin III">III</a>, <a href="/w/index.php?title=Glyceollin_IV&action=edit&redlink=1" class="new" title="Glyceollin IV (page does not exist)">IV</a>)</li> <li><a href="/wiki/ICI-164384" title="ICI-164384">ICI-164384</a></li> <li><a href="/w/index.php?title=MDL-101906&action=edit&redlink=1" class="new" title="MDL-101906 (page does not exist)">MDL-101906</a></li> <li><a href="/wiki/Mepitiostane" title="Mepitiostane">Mepitiostane</a></li> <li><a href="/wiki/Methylepitiostanol" title="Methylepitiostanol">Methylepitiostanol</a></li> <li><a href="/wiki/Methylpiperidinopyrazole" title="Methylpiperidinopyrazole">Methylpiperidinopyrazole</a></li> <li><a href="/wiki/MIBE" title="MIBE">MIBE</a></li> <li><a href="/w/index.php?title=Oxabicycloheptene_sulfonate&action=edit&redlink=1" class="new" title="Oxabicycloheptene sulfonate (page does not exist)">Oxabicycloheptene sulfonate</a></li> <li><a href="/wiki/Phenytoin" title="Phenytoin">Phenytoin</a></li> <li><a href="/wiki/PHTPP" title="PHTPP">PHTPP</a></li> <li><a href="/wiki/Prochloraz" title="Prochloraz">Prochloraz</a></li> <li><a href="/w/index.php?title=RU-39411&action=edit&redlink=1" class="new" title="RU-39411 (page does not exist)">RU-39411</a></li> <li><a href="/w/index.php?title=RU-58668&action=edit&redlink=1" class="new" title="RU-58668 (page does not exist)">RU-58668</a></li> <li><a href="/w/index.php?title=SS1020&action=edit&redlink=1" class="new" title="SS1020 (page does not exist)">SS1020</a></li> <li><a href="/wiki/TAS-108" title="TAS-108">TAS-108 (SR-16234)</a></li> <li><a href="/wiki/ZB716" title="ZB716">ZB716</a></li> <li><a href="/w/index.php?title=ZK-164015&action=edit&redlink=1" class="new" title="ZK-164015 (page does not exist)">ZK-164015</a></li> <li><a href="/w/index.php?title=ZK-191703&action=edit&redlink=1" class="new" title="ZK-191703 (page does not exist)">ZK-191703</a></li></ul> <ul><li><i>Coregulator-binding modulators:</i> <a href="/wiki/ERX-11" title="ERX-11">ERX-11</a></li></ul> <ul><li><i>Noncompetitive inhibitors:</i> <a href="/wiki/Trilostane" title="Trilostane">Trilostane</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/G_protein-coupled_estrogen_receptor" class="mw-redirect" title="G protein-coupled estrogen receptor"><abbr title="G protein-coupled estrogen receptor">GPER</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 G protein-coupled estrogen 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/2-Methoxyestradiol" title="2-Methoxyestradiol">2-Methoxyestradiol</a></li> <li><a href="/wiki/7%CE%B2-Hydroxyepiandrosterone" title="7β-Hydroxyepiandrosterone">7β-Hydroxyepiandrosterone</a></li> <li><a href="/wiki/Afimoxifene" title="Afimoxifene">Afimoxifene (4-hydroxytamoxifen)</a></li> <li><a href="/wiki/Aldosterone" title="Aldosterone">Aldosterone</a></li> <li><a href="/wiki/Atrazine" title="Atrazine">Atrazine</a></li> <li><a href="/wiki/Bisphenol_A" title="Bisphenol A">Bisphenol A</a></li> <li><a href="/wiki/Daidzein" title="Daidzein">Daidzein</a></li> <li><a href="/wiki/DDT" title="DDT">DDT</a> (<a href="/wiki/P,p%27-DDT" class="mw-redirect" title="P,p'-DDT">p,p'-DDT</a>, <a href="/w/index.php?title=O%27,p%27-DDE&action=edit&redlink=1" class="new" title="O',p'-DDE (page does not exist)">o',p'-DDE</a>)</li> <li><a href="/wiki/Diarylpropionitrile" title="Diarylpropionitrile">Diarylpropionitrile</a></li> <li><a href="/wiki/Equol" title="Equol">Equol</a></li> <li><a href="/wiki/Estradiol" title="Estradiol">Estradiol</a></li> <li><a href="/wiki/Ethinylestradiol" title="Ethinylestradiol">Ethinylestradiol</a></li> <li><a href="/wiki/Fulvestrant" title="Fulvestrant">Fulvestrant (ICI-182780)</a></li> <li><a href="/w/index.php?title=G-1_(drug)&action=edit&redlink=1" class="new" title="G-1 (drug) (page does not exist)">G-1</a></li> <li><a href="/wiki/Genistein" title="Genistein">Genistein</a></li> <li><a href="/w/index.php?title=GPER-L1&action=edit&redlink=1" class="new" title="GPER-L1 (page does not exist)">GPER-L1</a></li> <li><a href="/w/index.php?title=GPER-L2&action=edit&redlink=1" class="new" title="GPER-L2 (page does not exist)">GPER-L2</a></li> <li><a href="/wiki/Hydroxytyrosol" title="Hydroxytyrosol">Hydroxytyrosol</a></li> <li><a href="/wiki/Kepone" class="mw-redirect" title="Kepone">Kepone</a></li> <li><a href="/wiki/Niacin" title="Niacin">Niacin</a></li> <li><a href="/wiki/Niacinamide" class="mw-redirect" title="Niacinamide">Niacinamide</a></li> <li><a href="/wiki/Nonylphenol" title="Nonylphenol">Nonylphenol</a></li> <li><a href="/wiki/Oleuropein" title="Oleuropein">Oleuropein</a></li> <li><a href="/wiki/Polychlorinated_biphenyl" title="Polychlorinated biphenyl">PCBs</a> (<a href="/w/index.php?title=2,2%27,5%27-PCB-4-OH&action=edit&redlink=1" class="new" title="2,2',5'-PCB-4-OH (page does not exist)">2,2',5'-PCB-4-OH</a>)</li> <li><a href="/wiki/Propylpyrazoletriol" title="Propylpyrazoletriol">Propylpyrazoletriol</a></li> <li><a href="/wiki/Quercetin" title="Quercetin">Quercetin</a></li> <li><a href="/wiki/Raloxifene" title="Raloxifene">Raloxifene</a></li> <li><a href="/wiki/Resveratrol" title="Resveratrol">Resveratrol</a></li> <li><a href="/w/index.php?title=STX_(drug)&action=edit&redlink=1" class="new" title="STX (drug) (page does not exist)">STX</a></li> <li><a href="/wiki/Tamoxifen" title="Tamoxifen">Tamoxifen</a></li> <li><a href="/wiki/Tectoridin" title="Tectoridin">Tectoridin</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/CCL18" title="CCL18">CCL18</a></li> <li><a href="/wiki/Estriol" title="Estriol">Estriol</a></li> <li><a href="/w/index.php?title=G-15_(drug)&action=edit&redlink=1" class="new" title="G-15 (drug) (page does not exist)">G-15</a></li> <li><a href="/w/index.php?title=G-36_(drug)&action=edit&redlink=1" class="new" title="G-36 (drug) (page does not exist)">G-36</a></li> <li><a href="/wiki/MIBE" title="MIBE">MIBE</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center">Unknown</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/Diethylstilbestrol" title="Diethylstilbestrol">Diethylstilbestrol</a></li> <li><a href="/wiki/Zearalenone" title="Zearalenone">Zearalenone</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:Estrogens_and_antiestrogens" title="Template:Estrogens and antiestrogens">Estrogens and antiestrogens</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:Progesterone_receptor_modulators" title="Template:Progesterone receptor modulators">Progesterone receptor modulators</a></dd> <dd><a href="/wiki/List_of_steroidal_estrogens" class="mw-redirect" title="List of steroidal estrogens">List of estrogens</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="GABAA_receptor_positive_modulators" 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:GABAA_receptor_positive_modulators" title="Template:GABAA receptor positive modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:GABAA_receptor_positive_modulators" title="Template talk:GABAA receptor positive modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:GABAA_receptor_positive_modulators" title="Special:EditPage/Template:GABAA receptor positive modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="GABAA_receptor_positive_modulators" style="font-size:114%;margin:0 4em"><a href="/wiki/GABAA_receptor_positive_allosteric_modulator" title="GABAA receptor positive allosteric modulator"><abbr title="γ-Aminobutyric acid">GABA</abbr><sub>A</sub> receptor positive modulators</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Alcohol_(chemistry)" title="Alcohol (chemistry)">Alcohols</a></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="/w/index.php?title=Brometone&action=edit&redlink=1" class="new" title="Brometone (page does not exist)">Brometone</a></li> <li><a href="/wiki/1-Butanol" title="1-Butanol">Butanol</a></li> <li><a href="/wiki/Chloralodol" title="Chloralodol">Chloralodol</a></li> <li><a href="/wiki/Chlorobutanol" title="Chlorobutanol">Chlorobutanol (cloretone)</a></li> <li><a href="/wiki/Alcohol_(drug)" title="Alcohol (drug)">Ethanol (alcohol)</a> (<a href="/wiki/Alcoholic_drink" class="mw-redirect" title="Alcoholic drink">alcoholic drink</a>)</li> <li><a href="/wiki/Ethchlorvynol" title="Ethchlorvynol">Ethchlorvynol</a></li> <li><a href="/wiki/Isobutanol" title="Isobutanol">Isobutanol</a></li> <li><a href="/wiki/Isopropanol" class="mw-redirect" title="Isopropanol">Isopropanol</a></li> <li><a href="/wiki/Menthol" title="Menthol">Menthol</a></li> <li><a href="/wiki/Methanol" title="Methanol">Methanol</a></li> <li><a href="/wiki/Methylpentynol" title="Methylpentynol">Methylpentynol</a></li> <li><a href="/wiki/1-Pentanol" title="1-Pentanol">Pentanol</a></li> <li><a href="/wiki/Petrichloral" title="Petrichloral">Petrichloral</a></li> <li><a href="/wiki/1-Propanol" title="1-Propanol">Propanol</a></li> <li><a href="/wiki/Tert-Butanol" class="mw-redirect" title="Tert-Butanol"><i>tert</i>-Butanol (2M2P)</a></li> <li><a href="/wiki/Tert-Pentanol" class="mw-redirect" title="Tert-Pentanol"><i>tert</i>-Pentanol (2M2B)</a></li> <li><a href="/wiki/Tribromoethanol" title="Tribromoethanol">Tribromoethanol</a></li> <li><a href="/wiki/Trichloroethanol" class="mw-redirect" title="Trichloroethanol">Trichloroethanol</a></li> <li><a href="/wiki/Triclofos" title="Triclofos">Triclofos</a></li> <li><a href="/wiki/Trifluoroethanol" class="mw-redirect" title="Trifluoroethanol">Trifluoroethanol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Barbiturate" title="Barbiturate">Barbiturates</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/(-)-5-(1,3-Dimethylbutyl)-5-ethylbarbituric_acid" class="mw-redirect" title="(-)-5-(1,3-Dimethylbutyl)-5-ethylbarbituric acid">(-)-DMBB</a></li> <li><a href="/wiki/Allobarbital" title="Allobarbital">Allobarbital</a></li> <li><a href="/wiki/Alphenal" title="Alphenal">Alphenal</a></li> <li><a href="/wiki/Amobarbital" title="Amobarbital">Amobarbital</a></li> <li><a href="/wiki/Aprobarbital" title="Aprobarbital">Aprobarbital</a></li> <li><a href="/wiki/Barbexaclone" title="Barbexaclone">Barbexaclone</a></li> <li><a href="/wiki/Barbital" title="Barbital">Barbital</a></li> <li><a href="/wiki/Benzobarbital" title="Benzobarbital">Benzobarbital</a></li> <li><a href="/wiki/Benzylbutylbarbiturate" title="Benzylbutylbarbiturate">Benzylbutylbarbiturate</a></li> <li><a href="/wiki/Brallobarbital" title="Brallobarbital">Brallobarbital</a></li> <li><a href="/wiki/Brophebarbital" title="Brophebarbital">Brophebarbital</a></li> <li><a href="/wiki/Butabarbital" title="Butabarbital">Butabarbital/Secbutabarbital</a></li> <li><a href="/wiki/Butalbital" title="Butalbital">Butalbital</a></li> <li><a href="/wiki/Buthalital" title="Buthalital">Buthalital</a></li> <li><a href="/wiki/Butobarbital" title="Butobarbital">Butobarbital</a></li> <li><a href="/wiki/Butallylonal" title="Butallylonal">Butallylonal</a></li> <li><a href="/wiki/Carbubarb" title="Carbubarb">Carbubarb</a></li> <li><a href="/wiki/Crotylbarbital" title="Crotylbarbital">Crotylbarbital</a></li> <li><a href="/wiki/Cyclobarbital" title="Cyclobarbital">Cyclobarbital</a></li> <li><a href="/wiki/Cyclopentobarbital" title="Cyclopentobarbital">Cyclopentobarbital</a></li> <li><a href="/wiki/Difebarbamate" title="Difebarbamate">Difebarbamate</a></li> <li><a href="/wiki/Enallylpropymal" title="Enallylpropymal">Enallylpropymal</a></li> <li><a href="/wiki/Ethallobarbital" title="Ethallobarbital">Ethallobarbital</a></li> <li><a href="/wiki/Eterobarb" title="Eterobarb">Eterobarb</a></li> <li><a href="/wiki/Febarbamate" title="Febarbamate">Febarbamate</a></li> <li><a href="/wiki/Heptabarb" title="Heptabarb">Heptabarb</a></li> <li><a href="/wiki/Heptobarbital" title="Heptobarbital">Heptobarbital</a></li> <li><a href="/wiki/Hexethal" title="Hexethal">Hexethal</a></li> <li><a href="/wiki/Hexobarbital" title="Hexobarbital">Hexobarbital</a></li> <li><a href="/wiki/Metharbital" title="Metharbital">Metharbital</a></li> <li><a href="/wiki/Methitural" title="Methitural">Methitural</a></li> <li><a href="/wiki/Methohexital" title="Methohexital">Methohexital</a></li> <li><a href="/wiki/Methylphenobarbital" title="Methylphenobarbital">Methylphenobarbital</a></li> <li><a href="/wiki/Narcobarbital" title="Narcobarbital">Narcobarbital</a></li> <li><a href="/wiki/Nealbarbital" title="Nealbarbital">Nealbarbital</a></li> <li><a href="/wiki/Pentobarbital" title="Pentobarbital">Pentobarbital</a></li> <li><a href="/wiki/Phenallymal" class="mw-redirect" title="Phenallymal">Phenallymal</a></li> <li><a href="/wiki/Phenobarbital" title="Phenobarbital">Phenobarbital</a></li> <li><a href="/wiki/Phetharbital" title="Phetharbital">Phetharbital</a></li> <li><a href="/wiki/Primidone" title="Primidone">Primidone</a></li> <li><a href="/wiki/Probarbital" title="Probarbital">Probarbital</a></li> <li><a href="/wiki/Propallylonal" title="Propallylonal">Propallylonal</a></li> <li><a href="/wiki/Propylbarbital" title="Propylbarbital">Propylbarbital</a></li> <li><a href="/wiki/Proxibarbital" title="Proxibarbital">Proxibarbital</a></li> <li><a href="/wiki/Reposal" title="Reposal">Reposal</a></li> <li><a href="/wiki/Secobarbital" title="Secobarbital">Secobarbital</a></li> <li><a href="/wiki/Sigmodal" title="Sigmodal">Sigmodal</a></li> <li><a href="/wiki/Spirobarbital" title="Spirobarbital">Spirobarbital</a></li> <li><a href="/wiki/Talbutal" title="Talbutal">Talbutal</a></li> <li><a href="/wiki/Tetrabamate" title="Tetrabamate">Tetrabamate</a></li> <li><a href="/wiki/Tetrabarbital" title="Tetrabarbital">Tetrabarbital</a></li> <li><a href="/wiki/Thialbarbital" title="Thialbarbital">Thialbarbital</a></li> <li><a href="/wiki/Thiamylal" title="Thiamylal">Thiamylal</a></li> <li><a href="/wiki/Thiobarbital" title="Thiobarbital">Thiobarbital</a></li> <li><a href="/wiki/Thiobutabarbital" title="Thiobutabarbital">Thiobutabarbital</a></li> <li><a href="/wiki/Sodium_thiopental" title="Sodium thiopental">Thiopental</a></li> <li><a href="/wiki/Thiotetrabarbital" title="Thiotetrabarbital">Thiotetrabarbital</a></li> <li><a href="/wiki/Valofane" title="Valofane">Valofane</a></li> <li><a href="/wiki/Vinbarbital" title="Vinbarbital">Vinbarbital</a></li> <li><a href="/wiki/Vinylbital" title="Vinylbital">Vinylbital</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Benzodiazepine" title="Benzodiazepine">Benzodiazepines</a></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/2-Oxoquazepam" title="2-Oxoquazepam">2-Oxoquazepam</a></li> <li><a href="/wiki/3-Hydroxyphenazepam" title="3-Hydroxyphenazepam">3-Hydroxyphenazepam</a></li> <li><a href="/wiki/Adinazolam" title="Adinazolam">Adinazolam</a></li> <li><a href="/wiki/Alprazolam" title="Alprazolam">Alprazolam</a></li> <li><a href="/wiki/Arfendazam" title="Arfendazam">Arfendazam</a></li> <li><a href="/wiki/Avizafone" title="Avizafone">Avizafone</a></li> <li><a href="/wiki/Bentazepam" title="Bentazepam">Bentazepam</a></li> <li><a href="/wiki/Bretazenil" title="Bretazenil">Bretazenil</a></li> <li><a href="/wiki/Bromazepam" title="Bromazepam">Bromazepam</a></li> <li><a href="/wiki/Bromazolam" title="Bromazolam">Bromazolam</a></li> <li><a href="/wiki/Brotizolam" title="Brotizolam">Brotizolam</a></li> <li><a href="/wiki/Camazepam" title="Camazepam">Camazepam</a></li> <li><a href="/wiki/Carburazepam" title="Carburazepam">Carburazepam</a></li> <li><a href="/wiki/Chlordiazepoxide" title="Chlordiazepoxide">Chlordiazepoxide</a></li> <li><a href="/wiki/Ciclotizolam" title="Ciclotizolam">Ciclotizolam</a></li> <li><a href="/wiki/Cinazepam" title="Cinazepam">Cinazepam</a></li> <li><a href="/wiki/Cinolazepam" title="Cinolazepam">Cinolazepam</a></li> <li><a href="/wiki/Clazolam" title="Clazolam">Clazolam</a></li> <li><a href="/wiki/Climazolam" title="Climazolam">Climazolam</a></li> <li><a href="/wiki/Clobazam" title="Clobazam">Clobazam</a></li> <li><a href="/wiki/Clonazepam" title="Clonazepam">Clonazepam</a></li> <li><a href="/wiki/Clonazolam" title="Clonazolam">Clonazolam</a></li> <li><a href="/wiki/Cloniprazepam" title="Cloniprazepam">Cloniprazepam</a></li> <li><a href="/wiki/Clorazepate" title="Clorazepate">Clorazepate</a></li> <li><a href="/wiki/Clotiazepam" title="Clotiazepam">Clotiazepam</a></li> <li><a href="/wiki/Cloxazolam" title="Cloxazolam">Cloxazolam</a></li> <li><a href="/wiki/CP-1414S" title="CP-1414S">CP-1414S</a></li> <li><a href="/wiki/Cyprazepam" title="Cyprazepam">Cyprazepam</a></li> <li><a href="/wiki/Delorazepam" title="Delorazepam">Delorazepam</a></li> <li><a href="/wiki/Demoxepam" title="Demoxepam">Demoxepam</a></li> <li><a href="/wiki/Diazepam" title="Diazepam">Diazepam</a></li> <li><a href="/wiki/Diclazepam" title="Diclazepam">Diclazepam</a></li> <li><a href="/wiki/Dimdazenil" title="Dimdazenil">Dimdazenil</a></li> <li><a href="/wiki/Doxefazepam" title="Doxefazepam">Doxefazepam</a></li> <li><a href="/wiki/Elfazepam" title="Elfazepam">Elfazepam</a></li> <li><a href="/wiki/Estazolam" title="Estazolam">Estazolam</a></li> <li><a href="/wiki/Ethyl_carfluzepate" title="Ethyl carfluzepate">Ethyl carfluzepate</a></li> <li><a href="/wiki/Ethyl_dirazepate" title="Ethyl dirazepate">Ethyl dirazepate</a></li> <li><a href="/wiki/Ethyl_loflazepate" title="Ethyl loflazepate">Ethyl loflazepate</a></li> <li><a href="/wiki/Etizolam" title="Etizolam">Etizolam</a></li> <li><a href="/wiki/FG-8205" title="FG-8205">FG-8205</a></li> <li><a href="/wiki/Fletazepam" title="Fletazepam">Fletazepam</a></li> <li><a href="/wiki/Flubromazepam" title="Flubromazepam">Flubromazepam</a></li> <li><a href="/wiki/Flubromazolam" title="Flubromazolam">Flubromazolam</a></li> <li><a href="/wiki/Fludiazepam" title="Fludiazepam">Fludiazepam</a></li> <li><a href="/wiki/Flunitrazepam" title="Flunitrazepam">Flunitrazepam</a></li> <li><a href="/wiki/Flunitrazolam" title="Flunitrazolam">Flunitrazolam</a></li> <li><a href="/wiki/Flurazepam" title="Flurazepam">Flurazepam</a></li> <li><a href="/wiki/Flutazolam" title="Flutazolam">Flutazolam</a></li> <li><a href="/wiki/Flutemazepam" title="Flutemazepam">Flutemazepam</a></li> <li><a href="/wiki/Flutoprazepam" title="Flutoprazepam">Flutoprazepam</a></li> <li><a href="/wiki/Fosazepam" title="Fosazepam">Fosazepam</a></li> <li><a href="/wiki/Gidazepam" title="Gidazepam">Gidazepam</a></li> <li><a href="/wiki/Halazepam" title="Halazepam">Halazepam</a></li> <li><a href="/wiki/Haloxazolam" title="Haloxazolam">Haloxazolam</a></li> <li><a href="/wiki/Iclazepam" title="Iclazepam">Iclazepam</a></li> <li><a href="/wiki/Imidazenil" title="Imidazenil">Imidazenil</a></li> <li><a href="/wiki/Irazepine" title="Irazepine">Irazepine</a></li> <li><a href="/wiki/Ketazolam" title="Ketazolam">Ketazolam</a></li> <li><a href="/wiki/Lofendazam" title="Lofendazam">Lofendazam</a></li> <li><a href="/wiki/Lopirazepam" title="Lopirazepam">Lopirazepam</a></li> <li><a href="/wiki/Loprazolam" title="Loprazolam">Loprazolam</a></li> <li><a href="/wiki/Lorazepam" title="Lorazepam">Lorazepam</a></li> <li><a href="/wiki/Lormetazepam" title="Lormetazepam">Lormetazepam</a></li> <li><a href="/wiki/Meclonazepam" title="Meclonazepam">Meclonazepam</a></li> <li><a href="/wiki/Medazepam" title="Medazepam">Medazepam</a></li> <li><a href="/wiki/Menitrazepam" title="Menitrazepam">Menitrazepam</a></li> <li><a href="/wiki/Metaclazepam" title="Metaclazepam">Metaclazepam</a></li> <li><a href="/wiki/Mexazolam" title="Mexazolam">Mexazolam</a></li> <li><a href="/wiki/Midazolam" title="Midazolam">Midazolam</a></li> <li><a href="/wiki/Motrazepam" title="Motrazepam">Motrazepam</a></li> <li><a href="/wiki/N-Desalkylflurazepam" title="N-Desalkylflurazepam">N-Desalkylflurazepam</a></li> <li><a href="/wiki/Nifoxipam" title="Nifoxipam">Nifoxipam</a></li> <li><a href="/wiki/Nimetazepam" title="Nimetazepam">Nimetazepam</a></li> <li><a href="/wiki/Nitrazepam" title="Nitrazepam">Nitrazepam</a></li> <li><a href="/wiki/Nitrazepate" title="Nitrazepate">Nitrazepate</a></li> <li><a href="/wiki/Nitrazolam" title="Nitrazolam">Nitrazolam</a></li> <li><a href="/wiki/Nordazepam" title="Nordazepam">Nordazepam</a></li> <li><a href="/wiki/Nortetrazepam" title="Nortetrazepam">Nortetrazepam</a></li> <li><a href="/wiki/Oxazepam" title="Oxazepam">Oxazepam</a></li> <li><a href="/wiki/Oxazolam" title="Oxazolam">Oxazolam</a></li> <li><a href="/wiki/Phenazepam" title="Phenazepam">Phenazepam</a></li> <li><a href="/wiki/Pinazepam" title="Pinazepam">Pinazepam</a></li> <li><a href="/wiki/Pivoxazepam" title="Pivoxazepam">Pivoxazepam</a></li> <li><a href="/wiki/Prazepam" title="Prazepam">Prazepam</a></li> <li><a href="/wiki/Premazepam" title="Premazepam">Premazepam</a></li> <li><a href="/wiki/Proflazepam" title="Proflazepam">Proflazepam</a></li> <li><a href="/wiki/Pyrazolam" title="Pyrazolam">Pyrazolam</a></li> <li><a href="/wiki/QH-II-66" title="QH-II-66">QH-II-66</a></li> <li><a href="/wiki/Quazepam" title="Quazepam">Quazepam</a></li> <li><a href="/wiki/Reclazepam" title="Reclazepam">Reclazepam</a></li> <li><a href="/wiki/Remimazolam" title="Remimazolam">Remimazolam</a></li> <li><a href="/wiki/Rilmazafone" title="Rilmazafone">Rilmazafone</a></li> <li><a href="/wiki/Ripazepam" title="Ripazepam">Ripazepam</a></li> <li><a href="/wiki/Ro48-6791" title="Ro48-6791">Ro48-6791</a></li> <li><a href="/wiki/Ro48-8684" title="Ro48-8684">Ro48-8684</a></li> <li><a href="/wiki/SH-053-R-CH3-2%E2%80%B2F" title="SH-053-R-CH3-2′F">SH-053-R-CH3-2′F</a></li> <li><a href="/wiki/Sulazepam" title="Sulazepam">Sulazepam</a></li> <li><a href="/wiki/Temazepam" title="Temazepam">Temazepam</a></li> <li><a href="/wiki/Tetrazepam" title="Tetrazepam">Tetrazepam</a></li> <li><a href="/wiki/Tolufazepam" class="mw-redirect" title="Tolufazepam">Tolufazepam</a></li> <li><a href="/wiki/Triazolam" title="Triazolam">Triazolam</a></li> <li><a href="/wiki/Triflubazam" title="Triflubazam">Triflubazam</a></li> <li><a href="/wiki/Triflunordazepam" title="Triflunordazepam">Triflunordazepam (Ro5-2904)</a></li> <li><a href="/wiki/Tuclazepam" title="Tuclazepam">Tuclazepam</a></li> <li><a href="/wiki/Uldazepam" title="Uldazepam">Uldazepam</a></li> <li><a href="/wiki/Zapizolam" title="Zapizolam">Zapizolam</a></li> <li><a href="/wiki/Zolazepam" title="Zolazepam">Zolazepam</a></li> <li><a href="/wiki/Zomebazam" title="Zomebazam">Zomebazam</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Carbamate" title="Carbamate">Carbamates</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Carisbamate" title="Carisbamate">Carisbamate</a></li> <li><a href="/wiki/Carisoprodol" title="Carisoprodol">Carisoprodol</a></li> <li><a href="/wiki/Clocental" title="Clocental">Clocental</a></li> <li><a href="/wiki/Cyclarbamate" title="Cyclarbamate">Cyclarbamate</a></li> <li><a href="/wiki/Difebarbamate" title="Difebarbamate">Difebarbamate</a></li> <li><a href="/wiki/Emylcamate" title="Emylcamate">Emylcamate</a></li> <li><a href="/wiki/Ethinamate" title="Ethinamate">Ethinamate</a></li> <li><a href="/wiki/Febarbamate" title="Febarbamate">Febarbamate</a></li> <li><a href="/wiki/Felbamate" title="Felbamate">Felbamate</a></li> <li><a href="/wiki/Hexapropymate" title="Hexapropymate">Hexapropymate</a></li> <li><a href="/wiki/Hydroxyphenamate" title="Hydroxyphenamate">Hydroxyphenamate</a></li> <li><a href="/wiki/Lorbamate" title="Lorbamate">Lorbamate</a></li> <li><a href="/wiki/Mebutamate" title="Mebutamate">Mebutamate</a></li> <li><a href="/wiki/Meprobamate" title="Meprobamate">Meprobamate</a></li> <li><a href="/wiki/Nisobamate" title="Nisobamate">Nisobamate</a></li> <li><a href="/wiki/Pentabamate" title="Pentabamate">Pentabamate</a></li> <li><a href="/wiki/Phenprobamate" title="Phenprobamate">Phenprobamate</a></li> <li><a href="/wiki/Procymate" title="Procymate">Procymate</a></li> <li><a href="/wiki/Styramate" title="Styramate">Styramate</a></li> <li><a href="/wiki/Tetrabamate" title="Tetrabamate">Tetrabamate</a></li> <li><a href="/wiki/Tybamate" title="Tybamate">Tybamate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Flavonoid" title="Flavonoid">Flavonoids</a></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/6-Methylapigenin" title="6-Methylapigenin">6-Methylapigenin</a></li> <li><a href="/wiki/Ampelopsin" title="Ampelopsin">Ampelopsin (dihydromyricetin)</a></li> <li><a href="/wiki/Apigenin" title="Apigenin">Apigenin</a></li> <li><a href="/wiki/Baicalein" title="Baicalein">Baicalein</a></li> <li><a href="/wiki/Baicalin" title="Baicalin">Baicalin</a></li> <li><a href="/wiki/Catechin" title="Catechin">Catechin</a></li> <li><a href="/wiki/Epigallocatechin" class="mw-redirect" title="Epigallocatechin">EGC</a></li> <li><a href="/wiki/Epigallocatechin_gallate" title="Epigallocatechin gallate">EGCG</a></li> <li><a href="/wiki/Hispidulin" title="Hispidulin">Hispidulin</a></li> <li><a href="/w/index.php?title=Linarin&action=edit&redlink=1" class="new" title="Linarin (page does not exist)">Linarin</a></li> <li><a href="/wiki/Luteolin" title="Luteolin">Luteolin</a></li> <li><a href="/w/index.php?title=Trans-6,4%E2%80%B2-dimethoxyretrochalcone&action=edit&redlink=1" class="new" title="Trans-6,4′-dimethoxyretrochalcone (page does not exist)">Rc-OMe</a></li> <li><a href="/wiki/Scutellaria" title="Scutellaria">Skullcap</a> constituents (e.g., <a href="/wiki/Baicalin" title="Baicalin">baicalin</a>)</li> <li><a href="/wiki/Wogonin" title="Wogonin">Wogonin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Imidazole" title="Imidazole">Imidazoles</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Etomidate" title="Etomidate">Etomidate</a></li> <li><a href="/wiki/Metomidate" title="Metomidate">Metomidate</a></li> <li><a href="/wiki/Propoxate" title="Propoxate">Propoxate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Kava" title="Kava">Kava</a> constituents</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="/w/index.php?title=10-Methoxyyangonin&action=edit&redlink=1" class="new" title="10-Methoxyyangonin (page does not exist)">10-Methoxyyangonin</a></li> <li><a href="/w/index.php?title=11-Methoxyyangonin&action=edit&redlink=1" class="new" title="11-Methoxyyangonin (page does not exist)">11-Methoxyyangonin</a></li> <li><a href="/w/index.php?title=11-Hydroxyyangonin&action=edit&redlink=1" class="new" title="11-Hydroxyyangonin (page does not exist)">11-Hydroxyyangonin</a></li> <li><a href="/wiki/Desmethoxyyangonin" title="Desmethoxyyangonin">Desmethoxyyangonin</a></li> <li><a href="/w/index.php?title=11-Methoxy-12-hydroxydehydrokavain&action=edit&redlink=1" class="new" title="11-Methoxy-12-hydroxydehydrokavain (page does not exist)">11-Methoxy-12-hydroxydehydrokavain</a></li> <li><a href="/w/index.php?title=7,8-Dihydroyangonin&action=edit&redlink=1" class="new" title="7,8-Dihydroyangonin (page does not exist)">7,8-Dihydroyangonin</a></li> <li><a href="/wiki/Kavain" title="Kavain">Kavain</a></li> <li><a href="/w/index.php?title=5-Hydroxykavain&action=edit&redlink=1" class="new" title="5-Hydroxykavain (page does not exist)">5-Hydroxykavain</a></li> <li><a href="/w/index.php?title=5,6-Dihydroyangonin&action=edit&redlink=1" class="new" title="5,6-Dihydroyangonin (page does not exist)">5,6-Dihydroyangonin</a></li> <li><a href="/w/index.php?title=7,8-Dihydrokavain&action=edit&redlink=1" class="new" title="7,8-Dihydrokavain (page does not exist)">7,8-Dihydrokavain</a></li> <li><a href="/w/index.php?title=5,6,7,8-Tetrahydroyangonin&action=edit&redlink=1" class="new" title="5,6,7,8-Tetrahydroyangonin (page does not exist)">5,6,7,8-Tetrahydroyangonin</a></li> <li><a href="/w/index.php?title=5,6-Dehydromethysticin&action=edit&redlink=1" class="new" title="5,6-Dehydromethysticin (page does not exist)">5,6-Dehydromethysticin</a></li> <li><a href="/wiki/Methysticin" title="Methysticin">Methysticin</a></li> <li><a href="/w/index.php?title=7,8-Dihydromethysticin&action=edit&redlink=1" class="new" title="7,8-Dihydromethysticin (page does not exist)">7,8-Dihydromethysticin</a></li> <li><a href="/wiki/Yangonin" title="Yangonin">Yangonin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Monoureide" class="mw-redirect" title="Monoureide">Monoureides</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acecarbromal" title="Acecarbromal">Acecarbromal</a></li> <li><a href="/wiki/Apronal" title="Apronal">Apronal (apronalide)</a></li> <li><a href="/wiki/Bromisoval" title="Bromisoval">Bromisoval</a></li> <li><a href="/wiki/Carbromal" title="Carbromal">Carbromal</a></li> <li><a href="/w/index.php?title=Capuride&action=edit&redlink=1" class="new" title="Capuride (page does not exist)">Capuride</a></li> <li><a href="/w/index.php?title=Ectylurea&action=edit&redlink=1" class="new" title="Ectylurea (page does not exist)">Ectylurea</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Neuroactive_steroid" class="mw-redirect" title="Neuroactive steroid">Neuroactive steroids</a></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/Acebrochol" title="Acebrochol">Acebrochol</a></li> <li><a href="/wiki/Allopregnanolone" title="Allopregnanolone">Allopregnanolone (brexanolone)</a></li> <li><a href="/wiki/Alfadolone" title="Alfadolone">Alfadolone</a></li> <li><a href="/wiki/Alfaxalone" title="Alfaxalone">Alfaxalone</a></li> <li><a href="/wiki/3%CE%B1-Androstanediol" title="3α-Androstanediol">3α-Androstanediol</a></li> <li><a href="/wiki/Androstenol" title="Androstenol">Androstenol</a></li> <li><a href="/wiki/Androsterone" title="Androsterone">Androsterone</a></li> <li>Certain <a href="/wiki/Anabolic-androgenic_steroid" class="mw-redirect" title="Anabolic-androgenic steroid">anabolic-androgenic steroids</a></li> <li><a href="/wiki/Cholesterol" title="Cholesterol">Cholesterol</a></li> <li><a href="/wiki/Dihydrodeoxycorticosterone" title="Dihydrodeoxycorticosterone">DHDOC</a></li> <li><a href="/wiki/3%CE%B1-Dihydroprogesterone" title="3α-Dihydroprogesterone">3α-DHP</a></li> <li><a href="/wiki/5%CE%B1-Dihydroprogesterone" title="5α-Dihydroprogesterone">5α-DHP</a></li> <li><a href="/wiki/5%CE%B2-Dihydroprogesterone" title="5β-Dihydroprogesterone">5β-DHP</a></li> <li><a href="/wiki/Dihydrotestosterone" title="Dihydrotestosterone">DHT</a></li> <li><a href="/wiki/Etiocholanolone" title="Etiocholanolone">Etiocholanolone</a></li> <li><a href="/wiki/Ganaxolone" title="Ganaxolone">Ganaxolone</a></li> <li><a href="/wiki/Hydroxydione" title="Hydroxydione">Hydroxydione</a></li> <li><a href="/wiki/Minaxolone" title="Minaxolone">Minaxolone</a></li> <li><a href="/wiki/ORG-20599" title="ORG-20599">ORG-20599</a></li> <li><a href="/wiki/ORG-21465" title="ORG-21465">ORG-21465</a></li> <li><a href="/wiki/P1-185" title="P1-185">P1-185</a></li> <li><a href="/wiki/Posovolone" title="Posovolone">Posovolone</a></li> <li><a href="/wiki/Pregnanolone" title="Pregnanolone">Pregnanolone (eltanolone)</a></li> <li><a href="/wiki/Progesterone" title="Progesterone">Progesterone</a></li> <li><a href="/wiki/Renanolone" title="Renanolone">Renanolone</a></li> <li><a href="/w/index.php?title=SAGE-105&action=edit&redlink=1" class="new" title="SAGE-105 (page does not exist)">SAGE-105</a></li> <li><a href="/wiki/SAGE-324" title="SAGE-324">SAGE-324</a></li> <li><a href="/w/index.php?title=SAGE-516&action=edit&redlink=1" class="new" title="SAGE-516 (page does not exist)">SAGE-516</a></li> <li><a href="/w/index.php?title=SAGE-689&action=edit&redlink=1" class="new" title="SAGE-689 (page does not exist)">SAGE-689</a></li> <li><a href="/w/index.php?title=SAGE-872&action=edit&redlink=1" class="new" title="SAGE-872 (page does not exist)">SAGE-872</a></li> <li><a class="mw-selflink selflink">Testosterone</a></li> <li><a href="/wiki/Tetrahydrodeoxycorticosterone" title="Tetrahydrodeoxycorticosterone">THDOC</a></li> <li><a href="/wiki/Zuranolone" title="Zuranolone">Zuranolone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Nonbenzodiazepine" title="Nonbenzodiazepine">Nonbenzodiazepines</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Cyclopyrrolone" class="mw-redirect" title="Cyclopyrrolone">Cyclopyrrolones</a></i>: <a href="/wiki/Eszopiclone" title="Eszopiclone">Eszopiclone</a></li> <li><a href="/wiki/Pagoclone" title="Pagoclone">Pagoclone</a></li> <li><a href="/wiki/Pazinaclone" title="Pazinaclone">Pazinaclone</a></li> <li><a href="/wiki/Suproclone" title="Suproclone">Suproclone</a></li> <li><a href="/wiki/Suriclone" title="Suriclone">Suriclone</a></li> <li><a href="/wiki/Zopiclone" title="Zopiclone">Zopiclone</a></li></ul> <ul><li><i><a href="/wiki/Imidazopyridine" title="Imidazopyridine">Imidazopyridines</a></i>: <a href="/wiki/Alpidem" title="Alpidem">Alpidem</a></li> <li><a href="/wiki/DS-1_(drug)" title="DS-1 (drug)">DS-1</a></li> <li><a href="/wiki/Necopidem" title="Necopidem">Necopidem</a></li> <li><a href="/wiki/Saripidem" title="Saripidem">Saripidem</a></li> <li><a href="/wiki/Zolpidem" title="Zolpidem">Zolpidem</a></li></ul> <ul><li><i><a href="/wiki/Pyrazolopyrimidine" title="Pyrazolopyrimidine">Pyrazolopyrimidines</a></i>: <a href="/wiki/Divaplon" title="Divaplon">Divaplon</a></li> <li><a href="/wiki/Fasiplon" title="Fasiplon">Fasiplon</a></li> <li><a href="/wiki/Indiplon" title="Indiplon">Indiplon</a></li> <li><a href="/wiki/Lorediplon" title="Lorediplon">Lorediplon</a></li> <li><a href="/wiki/Ocinaplon" title="Ocinaplon">Ocinaplon</a></li> <li><a href="/wiki/Panadiplon" title="Panadiplon">Panadiplon</a></li> <li><a href="/wiki/Taniplon" title="Taniplon">Taniplon</a></li> <li><a href="/wiki/Zaleplon" title="Zaleplon">Zaleplon</a></li></ul> <ul><li><i>Others</i>: <a href="/wiki/Adipiplon" title="Adipiplon">Adipiplon</a></li> <li><a href="/wiki/CGS-8216" title="CGS-8216">CGS-8216</a></li> <li><a href="/wiki/CGS-9896" title="CGS-9896">CGS-9896</a></li> <li><a href="/wiki/CGS-13767" title="CGS-13767">CGS-13767</a></li> <li><a href="/wiki/CGS-20625" title="CGS-20625">CGS-20625</a></li> <li><a href="/wiki/CL-218,872" title="CL-218,872">CL-218,872</a></li> <li><a href="/wiki/CP-615,003" title="CP-615,003">CP-615,003</a></li> <li><a href="/w/index.php?title=CTP-354&action=edit&redlink=1" class="new" title="CTP-354 (page does not exist)">CTP-354</a></li> <li><a href="/wiki/ELB-139" title="ELB-139">ELB-139</a></li> <li><a href="/wiki/GBLD-345" title="GBLD-345">GBLD-345</a></li> <li><a href="/wiki/Imepitoin" title="Imepitoin">Imepitoin</a></li> <li><a href="/wiki/JM-1232" title="JM-1232">JM-1232</a></li> <li><a href="/wiki/L-838,417" title="L-838,417">L-838,417</a></li> <li><a href="/wiki/Lirequinil" title="Lirequinil">Lirequinil (Ro41-3696)</a></li> <li><a href="/wiki/NS-2664" title="NS-2664">NS-2664</a></li> <li><a href="/wiki/NS-2710" title="NS-2710">NS-2710</a></li> <li><a href="/wiki/NS-11394" title="NS-11394">NS-11394</a></li> <li><a href="/wiki/Pipequaline" title="Pipequaline">Pipequaline</a></li> <li><a href="/wiki/ROD-188" title="ROD-188">ROD-188</a></li> <li><a href="/wiki/RWJ-51204" title="RWJ-51204">RWJ-51204</a></li> <li><a href="/wiki/SB-205,384" class="mw-redirect" title="SB-205,384">SB-205,384</a></li> <li><a href="/wiki/SX-3228" title="SX-3228">SX-3228</a></li> <li><a href="/w/index.php?title=TGSC01AA&action=edit&redlink=1" class="new" title="TGSC01AA (page does not exist)">TGSC01AA</a></li> <li><a href="/wiki/TP-003" title="TP-003">TP-003</a></li> <li><a href="/wiki/TPA-023" title="TPA-023">TPA-023</a></li> <li><a href="/wiki/TP-13" title="TP-13">TP-13</a></li> <li><a href="/wiki/U-89843A" title="U-89843A">U-89843A</a></li> <li><a href="/wiki/U-90042" title="U-90042">U-90042</a></li> <li><a href="/wiki/Viqualine" title="Viqualine">Viqualine</a></li> <li><a href="/wiki/Y-23684" title="Y-23684">Y-23684</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Phenol" title="Phenol">Phenols</a></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/Fospropofol" title="Fospropofol">Fospropofol</a></li> <li><a href="/wiki/Propofol" title="Propofol">Propofol</a></li> <li><a href="/wiki/Thymol" title="Thymol">Thymol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Piperidinedione" class="mw-redirect" title="Piperidinedione">Piperidinediones</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Glutethimide" title="Glutethimide">Glutethimide</a></li> <li><a href="/wiki/Methyprylon" title="Methyprylon">Methyprylon</a></li> <li><a href="/wiki/Piperidione" title="Piperidione">Piperidione</a></li> <li><a href="/wiki/Pyrithyldione" title="Pyrithyldione">Pyrithyldione</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Pyrazolopyridine" class="mw-redirect" title="Pyrazolopyridine">Pyrazolopyridines</a></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/Cartazolate" title="Cartazolate">Cartazolate</a></li> <li><a href="/wiki/Etazolate" title="Etazolate">Etazolate</a></li> <li><a href="/wiki/ICI-190,622" title="ICI-190,622">ICI-190,622</a></li> <li><a href="/wiki/Tracazolate" title="Tracazolate">Tracazolate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Quinazolinone" title="Quinazolinone">Quinazolinones</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Afloqualone" title="Afloqualone">Afloqualone</a></li> <li><a href="/wiki/Cloroqualone" title="Cloroqualone">Cloroqualone</a></li> <li><a href="/wiki/Diproqualone" title="Diproqualone">Diproqualone</a></li> <li><a href="/wiki/Etaqualone" title="Etaqualone">Etaqualone</a></li> <li><a href="/wiki/Mebroqualone" title="Mebroqualone">Mebroqualone</a></li> <li><a href="/wiki/Mecloqualone" title="Mecloqualone">Mecloqualone</a></li> <li><a href="/wiki/Methaqualone" title="Methaqualone">Methaqualone</a></li> <li><a href="/wiki/Methylmethaqualone" title="Methylmethaqualone">Methylmethaqualone</a></li> <li><a href="/wiki/Nitromethaqualone" title="Nitromethaqualone">Nitromethaqualone</a></li> <li><a href="/wiki/SL-164" title="SL-164">SL-164</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Inhalational_anaesthetic" class="mw-redirect" title="Inhalational anaesthetic">Volatiles</a>/<a href="/wiki/Inhalational_anaesthetic" class="mw-redirect" title="Inhalational anaesthetic">gases</a></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/Acetone" title="Acetone">Acetone</a></li> <li><a href="/wiki/Acetophenone" title="Acetophenone">Acetophenone</a></li> <li><a href="/wiki/Acetylglycinamide_chloral_hydrate" title="Acetylglycinamide chloral hydrate">Acetylglycinamide chloral hydrate</a></li> <li><a href="/wiki/Aliflurane" title="Aliflurane">Aliflurane</a></li> <li><a href="/wiki/Benzene" title="Benzene">Benzene</a></li> <li><a href="/wiki/Butane" title="Butane">Butane</a></li> <li><a href="/wiki/Butylene" class="mw-redirect" title="Butylene">Butylene</a></li> <li><a href="/wiki/Centalun" title="Centalun">Centalun</a></li> <li><a href="/wiki/Chloral" title="Chloral">Chloral</a></li> <li><a href="/wiki/Chloral_betaine" title="Chloral betaine">Chloral betaine</a></li> <li><a href="/wiki/Chloral_hydrate" title="Chloral hydrate">Chloral hydrate</a></li> <li><a href="/wiki/Chloroform" title="Chloroform">Chloroform</a></li> <li><a href="/wiki/Cryofluorane" class="mw-redirect" title="Cryofluorane">Cryofluorane</a></li> <li><a href="/wiki/Desflurane" title="Desflurane">Desflurane</a></li> <li><a href="/wiki/Dichloralphenazone" title="Dichloralphenazone">Dichloralphenazone</a></li> <li><a href="/wiki/Dichloromethane" title="Dichloromethane">Dichloromethane</a></li> <li><a href="/wiki/Diethyl_ether" title="Diethyl ether">Diethyl ether</a></li> <li><a href="/wiki/Enflurane" title="Enflurane">Enflurane</a></li> <li><a href="/wiki/Chloroethane" title="Chloroethane">Ethyl chloride</a></li> <li><a href="/wiki/Ethylene" title="Ethylene">Ethylene</a></li> <li><a href="/wiki/Fluroxene" title="Fluroxene">Fluroxene</a></li> <li><a href="/wiki/Gasoline" title="Gasoline">Gasoline</a></li> <li><a href="/wiki/Halopropane" title="Halopropane">Halopropane</a></li> <li><a href="/wiki/Halothane" title="Halothane">Halothane</a></li> <li><a href="/wiki/Isoflurane" title="Isoflurane">Isoflurane</a></li> <li><a href="/wiki/Kerosene" title="Kerosene">Kerosine</a></li> <li><a href="/wiki/Methoxyflurane" title="Methoxyflurane">Methoxyflurane</a></li> <li><a href="/wiki/Methoxypropane" title="Methoxypropane">Methoxypropane</a></li> <li><a href="/wiki/Nitric_oxide" title="Nitric oxide">Nitric oxide</a></li> <li><a href="/wiki/Nitrogen" title="Nitrogen">Nitrogen</a></li> <li><a href="/wiki/Nitrous_oxide" title="Nitrous oxide">Nitrous oxide</a></li> <li><a href="/wiki/Norflurane" class="mw-redirect" title="Norflurane">Norflurane</a></li> <li><a href="/wiki/Paraldehyde" title="Paraldehyde">Paraldehyde</a></li> <li><a href="/wiki/Propane" title="Propane">Propane</a></li> <li><a href="/wiki/Propene" class="mw-redirect" title="Propene">Propylene</a></li> <li><a href="/wiki/Roflurane" title="Roflurane">Roflurane</a></li> <li><a href="/wiki/Sevoflurane" title="Sevoflurane">Sevoflurane</a></li> <li><a href="/wiki/Synthane" title="Synthane">Synthane</a></li> <li><a href="/wiki/Teflurane" title="Teflurane">Teflurane</a></li> <li><a href="/wiki/Toluene" title="Toluene">Toluene</a></li> <li><a href="/wiki/1,1,1-Trichloroethane" title="1,1,1-Trichloroethane">Trichloroethane (methyl chloroform)</a></li> <li><a href="/wiki/Trichloroethylene" title="Trichloroethylene">Trichloroethylene</a></li> <li><a href="/wiki/Divinyl_ether" title="Divinyl ether">Vinyl ether</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;">Others/unsorted</th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/3-Hydroxybutanal" title="3-Hydroxybutanal">3-Hydroxybutanal</a></li> <li><a href="/w/index.php?title=%CE%91-Ethyl-%CE%B1-methylthiobutyrolactone&action=edit&redlink=1" class="new" title="Α-Ethyl-α-methylthiobutyrolactone (page does not exist)">α-EMTBL</a></li> <li><a href="/w/index.php?title=AA-29504&action=edit&redlink=1" class="new" title="AA-29504 (page does not exist)">AA-29504</a></li> <li><a href="/wiki/Alogabat" title="Alogabat">Alogabat</a></li> <li><a href="/wiki/Avermectin" title="Avermectin">Avermectins</a> (e.g., <a href="/wiki/Ivermectin" title="Ivermectin">ivermectin</a>)</li> <li><a href="/wiki/Bromide" title="Bromide">Bromide</a> compounds (e.g., <a href="/wiki/Lithium_bromide" title="Lithium bromide">lithium bromide</a>, <a href="/wiki/Potassium_bromide" title="Potassium bromide">potassium bromide</a>, <a href="/wiki/Sodium_bromide" title="Sodium bromide">sodium bromide</a>)</li> <li><a href="/wiki/Carbamazepine" title="Carbamazepine">Carbamazepine</a></li> <li><a href="/wiki/Chloralose" title="Chloralose">Chloralose</a></li> <li><a href="/wiki/Chlormezanone" title="Chlormezanone">Chlormezanone</a></li> <li><a href="/wiki/Clomethiazole" title="Clomethiazole">Clomethiazole</a></li> <li><a href="/wiki/Darigabat" title="Darigabat">Darigabat</a></li> <li><a href="/wiki/3,3-Diethyl-2-pyrrolidinone" title="3,3-Diethyl-2-pyrrolidinone">DEABL</a></li> <li><a href="/wiki/Deuterated_etifoxine" title="Deuterated etifoxine">Deuterated etifoxine</a></li> <li><a href="/wiki/Dihydroergoline" class="mw-redirect" title="Dihydroergoline">Dihydroergolines</a> (e.g., <a href="/wiki/Dihydroergocryptine" title="Dihydroergocryptine">dihydroergocryptine</a>, <a href="/w/index.php?title=Dihydroergosine&action=edit&redlink=1" class="new" title="Dihydroergosine (page does not exist)">dihydroergosine</a>, <a href="/wiki/Dihydroergotamine" title="Dihydroergotamine">dihydroergotamine</a>, <a href="/wiki/Ergoloid" title="Ergoloid">ergoloid (dihydroergotoxine)</a>)</li> <li><a href="/w/index.php?title=4-Chloro-N-(2-(2-thienyl)imidazo(1,2-a)pyridin-3-yl)benzamide&action=edit&redlink=1" class="new" title="4-Chloro-N-(2-(2-thienyl)imidazo(1,2-a)pyridin-3-yl)benzamide (page does not exist)">DS2</a></li> <li><a href="/wiki/Efavirenz" title="Efavirenz">Efavirenz</a></li> <li><a href="/wiki/Etazepine" title="Etazepine">Etazepine</a></li> <li><a href="/wiki/Etifoxine" title="Etifoxine">Etifoxine</a></li> <li><a href="/wiki/Fenamate" class="mw-redirect" title="Fenamate">Fenamates</a> (e.g., <a href="/wiki/Flufenamic_acid" title="Flufenamic acid">flufenamic acid</a>, <a href="/wiki/Mefenamic_acid" title="Mefenamic acid">mefenamic acid</a>, <a href="/wiki/Niflumic_acid" title="Niflumic acid">niflumic acid</a>, <a href="/wiki/Tolfenamic_acid" title="Tolfenamic acid">tolfenamic acid</a>)</li> <li><a href="/wiki/Fluoxetine" title="Fluoxetine">Fluoxetine</a></li> <li><a href="/wiki/Flupirtine" title="Flupirtine">Flupirtine</a></li> <li><a href="/wiki/Hopantenic_acid" title="Hopantenic acid">Hopantenic acid</a></li> <li><a href="/wiki/KRM-II-81" title="KRM-II-81">KRM-II-81</a></li> <li><a href="/wiki/Lanthanum" title="Lanthanum">Lanthanum</a></li> <li><a href="/wiki/Lavender_oil" title="Lavender oil">Lavender oil</a></li> <li><a href="/wiki/Lignan" title="Lignan">Lignans</a> (e.g., <a href="/wiki/4-O-methylhonokiol" class="mw-redirect" title="4-O-methylhonokiol">4-O-methylhonokiol</a>, <a href="/wiki/Honokiol" title="Honokiol">honokiol</a>, <a href="/wiki/Magnolol" title="Magnolol">magnolol</a>, <a href="/wiki/Obovatol" title="Obovatol">obovatol</a>)</li> <li><a href="/wiki/Loreclezole" title="Loreclezole">Loreclezole</a></li> <li><a href="/wiki/Menthyl_isovalerate" title="Menthyl isovalerate">Menthyl isovalerate (validolum)</a></li> <li><a href="/wiki/Monastrol" title="Monastrol">Monastrol</a></li> <li><a href="/wiki/Niacin" title="Niacin">Niacin</a></li> <li><a href="/wiki/Niacinamide" class="mw-redirect" title="Niacinamide">Niacinamide</a></li> <li><a href="/wiki/Org_25435" class="mw-redirect" title="Org 25435">Org 25,435</a></li> <li><a href="/wiki/Phenytoin" title="Phenytoin">Phenytoin</a></li> <li><a href="/wiki/Propanidid" title="Propanidid">Propanidid</a></li> <li><a href="/wiki/Retigabine" title="Retigabine">Retigabine (ezogabine)</a></li> <li><a href="/wiki/Safranal" title="Safranal">Safranal</a></li> <li><a href="/wiki/Seproxetine" title="Seproxetine">Seproxetine</a></li> <li><a href="/wiki/Stiripentol" title="Stiripentol">Stiripentol</a></li> <li><a href="/w/index.php?title=Sulfonylalkane&action=edit&redlink=1" class="new" title="Sulfonylalkane (page does not exist)">Sulfonylalkanes</a> (e.g., <a href="/wiki/Sulfonmethane" title="Sulfonmethane">sulfonmethane (sulfonal)</a>, <a href="/wiki/Tetronal" title="Tetronal">tetronal</a>, <a href="/wiki/Trional" title="Trional">trional</a>)</li> <li><a href="/wiki/Terpenoid" title="Terpenoid">Terpenoids</a> (e.g., <a href="/wiki/Borneol" title="Borneol">borneol</a>)</li> <li><a href="/wiki/Topiramate" title="Topiramate">Topiramate</a></li> <li><a href="/wiki/Valerian_(herb)" title="Valerian (herb)">Valerian</a> constituents (e.g., <a href="/wiki/3-methylbutanoic_acid" class="mw-redirect" title="3-methylbutanoic acid">isovaleric acid</a>, <a href="/wiki/Isovaleramide" title="Isovaleramide">isovaleramide</a>, <a href="/wiki/Valerenic_acid" title="Valerenic acid">valerenic acid</a>, <a href="/w/index.php?title=Valerenol&action=edit&redlink=1" class="new" title="Valerenol (page does not exist)">valerenol</a>)</li></ul> <ul><li><i>Unsorted benzodiazepine site positive modulators:</i> <a href="/wiki/%CE%91-Pinene" title="Α-Pinene">α-Pinene</a></li> <li><a href="/wiki/MRK-409_(MK-0343)" class="mw-redirect" title="MRK-409 (MK-0343)">MRK-409 (MK-0343)</a></li> <li><a href="/w/index.php?title=TCS-1105&action=edit&redlink=1" class="new" title="TCS-1105 (page does not exist)">TCS-1105</a></li> <li><a href="/wiki/TCS-1205" title="TCS-1205">TCS-1205</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div><i><b>See also:</b> <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a> • <a href="/wiki/Template:GABA_receptor_modulators" title="Template:GABA receptor modulators">GABA receptor modulators</a> • <a href="/wiki/Template:GABA_metabolism_and_transport_modulators" title="Template:GABA metabolism and transport modulators">GABA metabolism/transport modulators</a></i></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="Growth_factor_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:Growth_factor_receptor_modulators" title="Template:Growth factor receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Growth_factor_receptor_modulators" title="Template talk:Growth factor receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Growth_factor_receptor_modulators" title="Special:EditPage/Template:Growth factor receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Growth_factor_receptor_modulators" style="font-size:114%;margin:0 4em"><a href="/wiki/Growth_factor_receptor" title="Growth factor receptor">Growth factor 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/Angiopoietin_receptor" title="Angiopoietin receptor">Angiopoietin</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/Angiopoietin_1" title="Angiopoietin 1">Angiopoietin 1</a></li> <li><a href="/wiki/Angiopoietin_4" class="mw-redirect" title="Angiopoietin 4">Angiopoietin 4</a></li></ul> <ul><li><i>Antagonists:</i> <a href="/wiki/Angiopoietin_2" class="mw-redirect" title="Angiopoietin 2">Angiopoietin 2</a></li> <li><a href="/w/index.php?title=Angiopoietin_3&action=edit&redlink=1" class="new" title="Angiopoietin 3 (page does not exist)">Angiopoietin 3</a></li></ul> <ul><li><i>Kinase inhibitors:</i> <a href="/w/index.php?title=Altiratinib&action=edit&redlink=1" class="new" title="Altiratinib (page does not exist)">Altiratinib</a></li> <li><a href="/w/index.php?title=CE-245677&action=edit&redlink=1" class="new" title="CE-245677 (page does not exist)">CE-245677</a></li> <li><a href="/wiki/Rebastinib" class="mw-redirect" title="Rebastinib">Rebastinib</a></li></ul> <ul><li><i>Antibodies:</i> <a href="/wiki/Evinacumab" title="Evinacumab">Evinacumab</a> (against angiopoietin 3)</li> <li><a href="/wiki/Nesvacumab" title="Nesvacumab">Nesvacumab</a> (against angiopoietin 2)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Ciliary_neurotrophic_factor_receptor" title="Ciliary neurotrophic factor receptor">CNTF</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/Axokine" class="mw-redirect" title="Axokine">Axokine</a></li> <li><a href="/wiki/Ciliary_neurotrophic_factor_receptor" title="Ciliary neurotrophic factor receptor">CNTF</a></li> <li><a href="/w/index.php?title=Dapiclermin&action=edit&redlink=1" class="new" title="Dapiclermin (page does not exist)">Dapiclermin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Epidermal_growth_factor_receptor" title="Epidermal growth factor receptor">EGF (ErbB)</a></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:1%;text-align:center;"><a href="/wiki/Epidermal_growth_factor_receptor" title="Epidermal growth factor receptor">EGF<br /><small>(ErbB1/HER1)</small></a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists</i>: <a href="/wiki/Amphiregulin" title="Amphiregulin">Amphiregulin</a></li> <li><a href="/wiki/Betacellulin" title="Betacellulin">Betacellulin</a></li> <li><a href="/wiki/Epidermal_growth_factor" title="Epidermal growth factor">EGF (urogastrone)</a></li> <li><a href="/wiki/Epigen" title="Epigen">Epigen</a></li> <li><a href="/wiki/Epiregulin" title="Epiregulin">Epiregulin</a></li> <li><a href="/wiki/Heparin-binding_EGF-like_growth_factor" title="Heparin-binding EGF-like growth factor">Heparin-binding EGF-like growth factor (HB-EGF)</a></li> <li><a href="/wiki/Murodermin" title="Murodermin">Murodermin</a></li> <li><a href="/wiki/Nepidermin" title="Nepidermin">Nepidermin</a></li> <li><a href="/wiki/Transforming_growth_factor_alpha" class="mw-redirect" title="Transforming growth factor alpha">Transforming growth factor alpha (TGFα)</a></li></ul> <ul><li><i>Kinase inhibitors:</i> <a href="/wiki/Afatinib" title="Afatinib">Afatinib</a></li> <li><a href="/w/index.php?title=Agerafenib&action=edit&redlink=1" class="new" title="Agerafenib (page does not exist)">Agerafenib</a></li> <li><a href="/wiki/Brigatinib" title="Brigatinib">Brigatinib</a></li> <li><a href="/wiki/Canertinib" title="Canertinib">Canertinib</a></li> <li><a href="/wiki/Dacomitinib" title="Dacomitinib">Dacomitinib</a></li> <li><a href="/wiki/Erlotinib" title="Erlotinib">Erlotinib</a></li> <li><a href="/wiki/Gefitinib" title="Gefitinib">Gefitinib</a></li> <li><a href="/wiki/Grandinin" title="Grandinin">Grandinin</a></li> <li><a href="/wiki/Icotinib" title="Icotinib">Icotinib</a></li> <li><a href="/wiki/Lapatinib" title="Lapatinib">Lapatinib</a></li> <li><a href="/wiki/Neratinib" title="Neratinib">Neratinib</a></li> <li><a href="/wiki/Osimertinib" title="Osimertinib">Osimertinib</a></li> <li><a href="/wiki/Vandetanib" title="Vandetanib">Vandetanib</a></li> <li><a href="/w/index.php?title=WHI-P_154&action=edit&redlink=1" class="new" title="WHI-P 154 (page does not exist)">WHI-P 154</a></li></ul> <ul><li><i>Antibodies:</i> <a href="/wiki/Cetuximab" title="Cetuximab">Cetuximab</a></li> <li><a href="/w/index.php?title=Depatuxizumab&action=edit&redlink=1" class="new" title="Depatuxizumab (page does not exist)">Depatuxizumab</a></li> <li><a href="/wiki/Depatuxizumab_mafodotin" title="Depatuxizumab mafodotin">Depatuxizumab mafodotin</a></li> <li><a href="/wiki/Futuximab" title="Futuximab">Futuximab</a></li> <li><a href="/wiki/Imgatuzumab" title="Imgatuzumab">Imgatuzumab</a></li> <li><a href="/wiki/Matuzumab" title="Matuzumab">Matuzumab</a></li> <li><a href="/wiki/Necitumumab" title="Necitumumab">Necitumumab</a></li> <li><a href="/wiki/Nimotuzumab" title="Nimotuzumab">Nimotuzumab</a></li> <li><a href="/wiki/Panitumumab" title="Panitumumab">Panitumumab</a></li> <li><a href="/wiki/Zalutumumab" title="Zalutumumab">Zalutumumab</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/HER2/neu" class="mw-redirect" title="HER2/neu">ErbB2/HER2</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists</i>: <i>Unknown/none</i></li></ul> <ul><li><i>Antibodies:</i> <a href="/wiki/Ertumaxomab" title="Ertumaxomab">Ertumaxomab</a></li> <li><a href="/wiki/Pertuzumab" title="Pertuzumab">Pertuzumab</a></li> <li><a href="/wiki/Trastuzumab" title="Trastuzumab">Trastuzumab</a></li> <li><a href="/wiki/Trastuzumab_deruxtecan" title="Trastuzumab deruxtecan">Trastuzumab deruxtecan</a></li> <li><a href="/w/index.php?title=Trastuzumab_duocarmazine&action=edit&redlink=1" class="new" title="Trastuzumab duocarmazine (page does not exist)">Trastuzumab duocarmazine</a></li> <li><a href="/wiki/Trastuzumab_emtansine" title="Trastuzumab emtansine">Trastuzumab emtansine</a></li></ul> <ul><li><i>Kinase inhibitors:</i> <a href="/wiki/Afatinib" title="Afatinib">Afatinib</a></li> <li><a href="/wiki/Lapatinib" title="Lapatinib">Lapatinib</a></li> <li><a href="/wiki/Mubritinib" title="Mubritinib">Mubritinib</a></li> <li><a href="/wiki/Neratinib" title="Neratinib">Neratinib</a></li> <li><a href="/wiki/Tucatinib" title="Tucatinib">Tucatinib</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/HER3" class="mw-redirect" title="HER3">ErbB3/HER3</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/Neuregulin" title="Neuregulin">Neuregulins (heregulins)</a> (<a href="/wiki/Neuregulin-1" class="mw-redirect" title="Neuregulin-1">1</a>, <a href="/wiki/NRG2" class="mw-redirect" title="NRG2">2</a>, <a href="/wiki/CSPG5" title="CSPG5">6 (neuroglycan C)</a>)</li></ul> <ul><li><i>Antibodies:</i> <a href="/wiki/Duligotumab" class="mw-redirect" title="Duligotumab">Duligotumab</a></li> <li><a href="/wiki/Patritumab" title="Patritumab">Patritumab</a></li> <li><a href="/wiki/Seribantumab" title="Seribantumab">Seribantumab</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/HER4" class="mw-redirect" title="HER4">ErbB4/HER4</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/Betacellulin" title="Betacellulin">Betacellulin</a></li> <li><a href="/wiki/Epigen" title="Epigen">Epigen</a></li> <li><a href="/wiki/Heparin-binding_EGF-like_growth_factor" title="Heparin-binding EGF-like growth factor">Heparin-binding EGF-like growth factor (HB-EGF)</a></li> <li><a href="/wiki/Neuregulin" title="Neuregulin">Neuregulins (heregulins)</a> (<a href="/wiki/Neuregulin-1" class="mw-redirect" title="Neuregulin-1">1</a>, <a href="/wiki/NRG2" class="mw-redirect" title="NRG2">2</a>, <a href="/wiki/NRG3" class="mw-redirect" title="NRG3">3</a>, <a href="/wiki/NRG4" class="mw-redirect" title="NRG4">4</a>, <a href="/w/index.php?title=Tomoregulin&action=edit&redlink=1" class="new" title="Tomoregulin (page does not exist)">5 (tomoregulin, TMEFF)</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/Fibroblast_growth_factor_receptor" title="Fibroblast growth factor receptor">FGF</a></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:1%;text-align:center;"><a href="/wiki/Fibroblast_growth_factor_receptor_1" title="Fibroblast growth factor receptor 1">FGFR1</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/w/index.php?title=Ersofermin&action=edit&redlink=1" class="new" title="Ersofermin (page does not exist)">Ersofermin</a></li> <li><a href="/wiki/Fibroblast_growth_factor" title="Fibroblast growth factor">FGF</a> (<a href="/wiki/FGF1" class="mw-redirect" title="FGF1">1</a>, <a href="/wiki/FGF2" class="mw-redirect" title="FGF2">2 (bFGF)</a>, <a href="/wiki/FGF3" title="FGF3">3</a>, <a href="/wiki/FGF4" title="FGF4">4</a>, <a href="/wiki/FGF5" title="FGF5">5</a>, <a href="/wiki/FGF6" title="FGF6">6</a>, <a href="/wiki/FGF8" class="mw-redirect" title="FGF8">8</a>, <a href="/wiki/FGF10" title="FGF10">10 (KGF2)</a>, <a href="/wiki/FGF20" title="FGF20">20</a>)</li> <li><a href="/w/index.php?title=Repifermin&action=edit&redlink=1" class="new" title="Repifermin (page does not exist)">Repifermin</a></li> <li><a href="/wiki/Selpercatinib" title="Selpercatinib">Selpercatinib</a></li> <li><a href="/wiki/Trafermin" title="Trafermin">Trafermin</a></li> <li><a href="/w/index.php?title=Velafermin&action=edit&redlink=1" class="new" title="Velafermin (page does not exist)">Velafermin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Fibroblast_growth_factor_receptor_2" title="Fibroblast growth factor receptor 2">FGFR2</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/w/index.php?title=Ersofermin&action=edit&redlink=1" class="new" title="Ersofermin (page does not exist)">Ersofermin</a></li> <li><a href="/wiki/Fibroblast_growth_factor" title="Fibroblast growth factor">FGF</a> (<a href="/wiki/FGF1" class="mw-redirect" title="FGF1">1</a>, <a href="/wiki/FGF2" class="mw-redirect" title="FGF2">2 (bFGF)</a>, <a href="/wiki/FGF3" title="FGF3">3</a>, <a href="/wiki/FGF4" title="FGF4">4</a>, <a href="/wiki/FGF5" title="FGF5">5</a>, <a href="/wiki/FGF6" title="FGF6">6</a>, <a href="/wiki/FGF7" title="FGF7">7</a> (<a href="/wiki/Keratinocyte_growth_factor" title="Keratinocyte growth factor">KGF</a>), <a href="/wiki/FGF8" class="mw-redirect" title="FGF8">8</a>, <a href="/wiki/FGF9" title="FGF9">9</a>, <a href="/wiki/FGF10" title="FGF10">10 (KGF2)</a>, <a href="/wiki/FGF17" title="FGF17">17</a>, <a href="/wiki/FGF18" title="FGF18">18</a>, <a href="/wiki/FGF22" title="FGF22">22</a>)</li> <li><a href="/wiki/Palifermin" title="Palifermin">Palifermin</a></li> <li><a href="/w/index.php?title=Repifermin&action=edit&redlink=1" class="new" title="Repifermin (page does not exist)">Repifermin</a></li> <li><a href="/wiki/Selpercatinib" title="Selpercatinib">Selpercatinib</a></li> <li><a href="/wiki/Sprifermin" title="Sprifermin">Sprifermin</a></li> <li><a href="/wiki/Trafermin" title="Trafermin">Trafermin</a></li></ul> <ul><li><i>Antibodies:</i> <a href="/w/index.php?title=Aprutumab&action=edit&redlink=1" class="new" title="Aprutumab (page does not exist)">Aprutumab</a></li> <li><a href="/w/index.php?title=Aprutumab_ixadotin&action=edit&redlink=1" class="new" title="Aprutumab ixadotin (page does not exist)">Aprutumab ixadotin</a></li></ul> <ul><li><i>Kinase inhibitors:</i> <a href="/wiki/Infigratinib" title="Infigratinib">Infigratinib</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Fibroblast_growth_factor_receptor_3" title="Fibroblast growth factor receptor 3">FGFR3</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/w/index.php?title=Ersofermin&action=edit&redlink=1" class="new" title="Ersofermin (page does not exist)">Ersofermin</a></li> <li><a href="/wiki/Fibroblast_growth_factor" title="Fibroblast growth factor">FGF</a> (<a href="/wiki/FGF1" class="mw-redirect" title="FGF1">1</a>, <a href="/wiki/FGF2" class="mw-redirect" title="FGF2">2 (bFGF)</a>, <a href="/wiki/FGF4" title="FGF4">4</a>, <a href="/wiki/FGF8" class="mw-redirect" title="FGF8">8</a>, <a href="/wiki/FGF9" title="FGF9">9</a>, <a href="/wiki/FGF18" title="FGF18">18</a>, <a href="/wiki/FGF23" class="mw-redirect" title="FGF23">23</a>)</li> <li><a href="/wiki/Selpercatinib" title="Selpercatinib">Selpercatinib</a></li> <li><a href="/wiki/Sprifermin" title="Sprifermin">Sprifermin</a></li> <li><a href="/wiki/Trafermin" title="Trafermin">Trafermin</a></li></ul> <ul><li><i>Antibodies:</i> <a href="/wiki/Burosumab" title="Burosumab">Burosumab</a> (against FGF23)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Fibroblast_growth_factor_receptor_4" title="Fibroblast growth factor receptor 4">FGFR4</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/w/index.php?title=Ersofermin&action=edit&redlink=1" class="new" title="Ersofermin (page does not exist)">Ersofermin</a></li> <li><a href="/wiki/Fibroblast_growth_factor" title="Fibroblast growth factor">FGF</a> (<a href="/wiki/FGF1" class="mw-redirect" title="FGF1">1</a>, <a href="/wiki/FGF2" class="mw-redirect" title="FGF2">2 (bFGF)</a>, <a href="/wiki/FGF4" title="FGF4">4</a>, <a href="/wiki/FGF6" title="FGF6">6</a>, <a href="/wiki/FGF8" class="mw-redirect" title="FGF8">8</a>, <a href="/wiki/FGF9" title="FGF9">9</a>, <a href="/wiki/FGF19" title="FGF19">19</a>)</li> <li><a href="/wiki/Trafermin" title="Trafermin">Trafermin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Unsorted</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/FGF15/19" title="FGF15/19">FGF15/19</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/Hepatocyte_growth_factor_receptor" title="Hepatocyte growth factor receptor">HGF (c-Met)</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists</i>: <a href="/wiki/Fosgonimeton" title="Fosgonimeton">Fosgonimeton</a></li> <li><a href="/wiki/Hepatocyte_growth_factor" title="Hepatocyte growth factor">Hepatocyte growth factor</a></li></ul> <ul><li><i>Potentiators:</i> <a href="/wiki/Dihexa" title="Dihexa">Dihexa (PNB-0408)</a></li></ul> <ul><li><i>Kinase inhibitors:</i> <a href="/w/index.php?title=Altiratinib&action=edit&redlink=1" class="new" title="Altiratinib (page does not exist)">Altiratinib</a></li> <li><a href="/w/index.php?title=AM7_(drug)&action=edit&redlink=1" class="new" title="AM7 (drug) (page does not exist)">AM7</a></li> <li><a href="/w/index.php?title=AMG-458&action=edit&redlink=1" class="new" title="AMG-458 (page does not exist)">AMG-458</a></li> <li><a href="/w/index.php?title=Amuvatinib&action=edit&redlink=1" class="new" title="Amuvatinib (page does not exist)">Amuvatinib</a></li> <li><a href="/w/index.php?title=BMS-777607&action=edit&redlink=1" class="new" title="BMS-777607 (page does not exist)">BMS-777607</a></li> <li><a href="/wiki/Cabozantinib" title="Cabozantinib">Cabozantinib</a></li> <li><a href="/wiki/Capmatinib" title="Capmatinib">Capmatinib</a></li> <li><a href="/wiki/Crizotinib" title="Crizotinib">Crizotinib</a></li> <li><a href="/wiki/Foretinib" title="Foretinib">Foretinib</a></li> <li><a href="/w/index.php?title=Golvatinib&action=edit&redlink=1" class="new" title="Golvatinib (page does not exist)">Golvatinib</a></li> <li><a href="/w/index.php?title=INCB28060&action=edit&redlink=1" class="new" title="INCB28060 (page does not exist)">INCB28060</a></li> <li><a href="/w/index.php?title=JNJ-38877605&action=edit&redlink=1" class="new" title="JNJ-38877605 (page does not exist)">JNJ-38877605</a></li> <li><a href="/wiki/K252a" title="K252a">K252a</a></li> <li><a href="/w/index.php?title=MK-2461&action=edit&redlink=1" class="new" title="MK-2461 (page does not exist)">MK-2461</a></li> <li><a href="/w/index.php?title=PF-04217903&action=edit&redlink=1" class="new" title="PF-04217903 (page does not exist)">PF-04217903</a></li> <li><a href="/w/index.php?title=PF-2341066&action=edit&redlink=1" class="new" title="PF-2341066 (page does not exist)">PF-2341066</a></li> <li><a href="/w/index.php?title=PHA-665752&action=edit&redlink=1" class="new" title="PHA-665752 (page does not exist)">PHA-665752</a></li> <li><a href="/w/index.php?title=SU-11274&action=edit&redlink=1" class="new" title="SU-11274 (page does not exist)">SU-11274</a></li> <li><a href="/wiki/Tivantinib" title="Tivantinib">Tivantinib</a></li> <li><a href="/wiki/Volitinib" class="mw-redirect" title="Volitinib">Volitinib</a></li></ul> <ul><li><i>Antibodies:</i> <a href="/wiki/Emibetuzumab" title="Emibetuzumab">Emibetuzumab</a></li> <li><a href="/wiki/Ficlatuzumab" title="Ficlatuzumab">Ficlatuzumab</a></li> <li><a href="/wiki/Flanvotumab" title="Flanvotumab">Flanvotumab</a></li> <li><a href="/wiki/Onartuzumab" title="Onartuzumab">Onartuzumab</a></li> <li><a href="/wiki/Rilotumumab" title="Rilotumumab">Rilotumumab</a></li> <li><a href="/w/index.php?title=Telisotuzumab&action=edit&redlink=1" class="new" title="Telisotuzumab (page does not exist)">Telisotuzumab</a></li> <li><a href="/wiki/Telisotuzumab_vedotin" title="Telisotuzumab vedotin">Telisotuzumab vedotin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Somatomedin_receptor" title="Somatomedin receptor">IGF</a></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:1%;text-align:center;"><a href="/wiki/Insulin-like_growth_factor_1_receptor" title="Insulin-like growth factor 1 receptor">IGF-1</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists</i>: <a href="/wiki/Des(1-3)IGF-1" title="Des(1-3)IGF-1">des(1-3)IGF-1</a></li> <li><a href="/wiki/Insulin-like_growth_factor_1" title="Insulin-like growth factor 1">Insulin-like growth factor-1 (somatomedin C)</a></li> <li><a href="/wiki/IGF-1_LR3" title="IGF-1 LR3">IGF-1 LR3</a></li> <li><a href="/wiki/Insulin-like_growth_factor_2" title="Insulin-like growth factor 2">Insulin-like growth factor-2 (somatomedin A)</a></li> <li><a href="/wiki/Insulin" title="Insulin">Insulin</a></li> <li><a href="/wiki/Mecasermin" title="Mecasermin">Mecasermin</a></li> <li><a href="/wiki/Mecasermin_rinfabate" title="Mecasermin rinfabate">Mecasermin rinfabate</a></li></ul> <ul><li><i>Kinase inhibitors:</i> <a href="/w/index.php?title=BMS-754807&action=edit&redlink=1" class="new" title="BMS-754807 (page does not exist)">BMS-754807</a></li> <li><a href="/wiki/Linsitinib" title="Linsitinib">Linsitinib</a></li> <li><a href="/w/index.php?title=NVP-ADW742&action=edit&redlink=1" class="new" title="NVP-ADW742 (page does not exist)">NVP-ADW742</a></li> <li><a href="/w/index.php?title=NVP-AEW541&action=edit&redlink=1" class="new" title="NVP-AEW541 (page does not exist)">NVP-AEW541</a></li> <li><a href="/w/index.php?title=OSl-906&action=edit&redlink=1" class="new" title="OSl-906 (page does not exist)">OSl-906</a></li></ul> <ul><li><i>Antibodies:</i> <a href="/w/index.php?title=AVE-1642&action=edit&redlink=1" class="new" title="AVE-1642 (page does not exist)">AVE-1642</a></li> <li><a href="/wiki/Cixutumumab" title="Cixutumumab">Cixutumumab</a></li> <li><a href="/wiki/Dalotuzumab" title="Dalotuzumab">Dalotuzumab</a></li> <li><a href="/wiki/Figitumumab" title="Figitumumab">Figitumumab</a></li> <li><a href="/wiki/Ganitumab" title="Ganitumab">Ganitumab</a></li> <li><a href="/wiki/Robatumumab" title="Robatumumab">Robatumumab</a></li> <li><a href="/w/index.php?title=R1507&action=edit&redlink=1" class="new" title="R1507 (page does not exist)">R1507</a></li> <li><a href="/wiki/Teprotumumab" title="Teprotumumab">Teprotumumab</a></li> <li><a href="/w/index.php?title=Xentuzumab&action=edit&redlink=1" class="new" title="Xentuzumab (page does not exist)">Xentuzumab</a> (against IGF-1 and IGF-2)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Insulin-like_growth_factor_2_receptor" title="Insulin-like growth factor 2 receptor">IGF-2</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists</i>: <a href="/wiki/Insulin-like_growth_factor_2" title="Insulin-like growth factor 2">Insulin-like growth factor-2 (somatomedin A)</a></li></ul> <ul><li><i>Antibodies:</i> <a href="/wiki/Dusigitumab" title="Dusigitumab">Dusigitumab</a></li> <li><a href="/w/index.php?title=Xentuzumab&action=edit&redlink=1" class="new" title="Xentuzumab (page does not exist)">Xentuzumab</a> (against IGF-1 and IGF-2)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Others</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Binding proteins:</i> <a href="/wiki/Insulin-like_growth_factor-binding_protein" title="Insulin-like growth factor-binding protein">IGFBP</a> (<a href="/wiki/IGFBP1" title="IGFBP1">1</a>, <a href="/wiki/IGFBP2" title="IGFBP2">2</a>, <a href="/wiki/IGFBP3" title="IGFBP3">3</a>, <a href="/wiki/IGFBP4" title="IGFBP4">4</a>, <a href="/wiki/IGFBP5" title="IGFBP5">5</a>, <a href="/wiki/IGFBP6" title="IGFBP6">6</a>, <a href="/wiki/IGFBP7" title="IGFBP7">7</a>)</li></ul> <ul><li><i>Cleavage products/derivatives with unknown target:</i> <a href="/w/index.php?title=Glypromate&action=edit&redlink=1" class="new" title="Glypromate (page does not exist)">Glypromate (GPE, (1-3)IGF-1)</a></li> <li><a href="/wiki/Trofinetide" title="Trofinetide">Trofinetide</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/Low-affinity_nerve_growth_factor_receptor" title="Low-affinity nerve growth factor receptor">LNGF (p75<sup>NTR</sup>)</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/Brain-derived_neurotrophic_factor" title="Brain-derived neurotrophic factor">BDNF</a></li> <li><a href="/wiki/BNN-20" title="BNN-20">BNN-20</a></li> <li><a href="/wiki/BNN-27" title="BNN-27">BNN-27</a></li> <li><a href="/wiki/Cenegermin" title="Cenegermin">Cenegermin</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a></li> <li><a href="/wiki/Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">DHEA-S</a></li> <li><a href="/wiki/Nerve_growth_factor" title="Nerve growth factor">NGF</a></li> <li><a href="/wiki/Neurotrophin-3" title="Neurotrophin-3">NT-3</a></li> <li><a href="/wiki/Neurotrophin-4" title="Neurotrophin-4">NT-4</a></li></ul> <ul><li><i>Antagonists:</i> <a href="/w/index.php?title=ALE-0540&action=edit&redlink=1" class="new" title="ALE-0540 (page does not exist)">ALE-0540</a></li> <li><a href="/wiki/Dexamethasone" title="Dexamethasone">Dexamethasone</a></li> <li><a href="/w/index.php?title=EVT-901&action=edit&redlink=1" class="new" title="EVT-901 (page does not exist)">EVT-901 (SAR-127963)</a></li> <li><a class="mw-selflink selflink">Testosterone</a></li></ul> <ul><li><i>Antibodies:</i> <i>Against NGF:</i> <a href="/w/index.php?title=ABT-110&action=edit&redlink=1" class="new" title="ABT-110 (page does not exist)">ABT-110 (PG110)</a></li> <li><a href="/w/index.php?title=ASP-6294&action=edit&redlink=1" class="new" title="ASP-6294 (page does not exist)">ASP-6294</a></li> <li><a href="/wiki/Fasinumab" title="Fasinumab">Fasinumab</a></li> <li><a href="/wiki/Frunevetmab" title="Frunevetmab">Frunevetmab</a></li> <li><a href="/wiki/Fulranumab" title="Fulranumab">Fulranumab</a></li> <li><a href="/w/index.php?title=MEDI-578&action=edit&redlink=1" class="new" title="MEDI-578 (page does not exist)">MEDI-578</a></li> <li><a href="/w/index.php?title=Ranevetmab&action=edit&redlink=1" class="new" title="Ranevetmab (page does not exist)">Ranevetmab</a></li> <li><a href="/wiki/Tanezumab" title="Tanezumab">Tanezumab</a></li></ul> <ul><li><i>Aptamers:</i> <i>Against NGF:</i> <a href="/w/index.php?title=RBM-004&action=edit&redlink=1" class="new" title="RBM-004 (page does not exist)">RBM-004</a></li></ul> <ul><li><i>Decoy receptors:</i> <a href="/w/index.php?title=LEVI-04&action=edit&redlink=1" class="new" title="LEVI-04 (page does not exist)">LEVI-04 (p75<sup>NTR</sup>-Fc)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Platelet-derived_growth_factor_receptor" title="Platelet-derived growth factor receptor">PDGF</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/Becaplermin" title="Becaplermin">Becaplermin</a></li> <li><a href="/wiki/Platelet-derived_growth_factor" title="Platelet-derived growth factor">Platelet-derived growth factor</a> (<a href="/wiki/PDGFA" title="PDGFA">A</a>, <a href="/wiki/PDGFB" title="PDGFB">B</a>, <a href="/wiki/PDGFC" title="PDGFC">C</a>, <a href="/wiki/PDGFD" title="PDGFD">D</a>)</li></ul> <ul><li><i>Kinase inhibitors:</i> <a href="/w/index.php?title=Agerafenib&action=edit&redlink=1" class="new" title="Agerafenib (page does not exist)">Agerafenib</a></li> <li><a href="/wiki/Avapritinib" title="Avapritinib">Avapritinib</a></li> <li><a href="/wiki/Axitinib" title="Axitinib">Axitinib</a></li> <li><a href="/wiki/Crenolanib" title="Crenolanib">Crenolanib</a></li> <li><a href="/wiki/Imatinib" title="Imatinib">Imatinib</a></li> <li><a href="/wiki/Lenvatinib" title="Lenvatinib">Lenvatinib</a></li> <li><a href="/wiki/Masitinib" title="Masitinib">Masitinib</a></li> <li><a href="/wiki/Motesanib" title="Motesanib">Motesanib</a></li> <li><a href="/wiki/Nintedanib" title="Nintedanib">Nintedanib</a></li> <li><a href="/wiki/Pazopanib" title="Pazopanib">Pazopanib</a></li> <li><a href="/wiki/Radotinib" title="Radotinib">Radotinib</a></li> <li><a href="/wiki/Quizartinib" title="Quizartinib">Quizartinib</a></li> <li><a href="/wiki/Ripretinib" title="Ripretinib">Ripretinib</a></li> <li><a href="/wiki/Sunitinib" title="Sunitinib">Sunitinib</a></li> <li><a href="/wiki/Sorafenib" title="Sorafenib">Sorafenib</a></li> <li><a href="/wiki/Toceranib" title="Toceranib">Toceranib</a></li></ul> <ul><li><i>Antibodies:</i> <a href="/wiki/Olaratumab" title="Olaratumab">Olaratumab</a></li> <li><a href="/wiki/Ramucirumab" title="Ramucirumab">Ramucirumab</a></li> <li><a href="/wiki/Tovetumab" title="Tovetumab">Tovetumab</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/RET_proto-oncogene" title="RET proto-oncogene">RET (GFL)</a></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:1%;text-align:center;"><a href="/wiki/GFR%CE%B11" class="mw-redirect" title="GFRα1">GFRα1</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/Glial_cell_line-derived_neurotrophic_factor" title="Glial cell line-derived neurotrophic factor">Glial cell line-derived neurotrophic factor (GDNF)</a></li> <li><a href="/w/index.php?title=Liatermin&action=edit&redlink=1" class="new" title="Liatermin (page does not exist)">Liatermin</a></li></ul> <ul><li><i>Kinase inhibitors:</i> <a href="/wiki/Vandetanib" title="Vandetanib">Vandetanib</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/GFR%CE%B12" class="mw-redirect" title="GFRα2">GFRα2</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/Neurturin" title="Neurturin">Neurturin (NRTN)</a></li></ul> <ul><li><i>Kinase inhibitors:</i> <a href="/wiki/Vandetanib" title="Vandetanib">Vandetanib</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/GFR%CE%B13" class="mw-redirect" title="GFRα3">GFRα3</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/Artemin" title="Artemin">Artemin (ARTN)</a></li></ul> <ul><li><i>Kinase inhibitors:</i> <a href="/wiki/Vandetanib" title="Vandetanib">Vandetanib</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/GFR%CE%B14" class="mw-redirect" title="GFRα4">GFRα4</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/Persephin" title="Persephin">Persephin (PSPN)</a></li></ul> <ul><li><i>Kinase inhibitors:</i> <a href="/wiki/Vandetanib" title="Vandetanib">Vandetanib</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Unsorted</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Kinase inhibitors:</i> <a href="/w/index.php?title=Agerafenib&action=edit&redlink=1" class="new" title="Agerafenib (page does not exist)">Agerafenib</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/CD117" class="mw-redirect" title="CD117">SCF (c-Kit)</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/Ancestim" title="Ancestim">Ancestim</a></li> <li><a href="/wiki/Stem_cell_factor" title="Stem cell factor">Stem cell factor</a></li></ul> <ul><li><i>Kinase inhibitors:</i> <a href="/w/index.php?title=Agerafenib&action=edit&redlink=1" class="new" title="Agerafenib (page does not exist)">Agerafenib</a></li> <li><a href="/wiki/Axitinib" title="Axitinib">Axitinib</a></li> <li><a href="/wiki/Dasatinib" title="Dasatinib">Dasatinib</a></li> <li><a href="/wiki/Imatinib" title="Imatinib">Imatinib</a></li> <li><a href="/wiki/Masitinib" title="Masitinib">Masitinib</a></li> <li><a href="/wiki/Nilotinib" title="Nilotinib">Nilotinib</a></li> <li><a href="/wiki/Pazopanib" title="Pazopanib">Pazopanib</a></li> <li><a href="/wiki/Quizartinib" title="Quizartinib">Quizartinib</a></li> <li><a href="/wiki/Sorafenib" title="Sorafenib">Sorafenib</a></li> <li><a href="/wiki/Sunitinib" title="Sunitinib">Sunitinib</a></li> <li><a href="/wiki/Toceranib" title="Toceranib">Toceranib</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Transforming_growth_factor_beta_receptor" class="mw-redirect" title="Transforming growth factor beta receptor">TGFβ</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>See <a href="/wiki/Template:TGF%CE%B2_receptor_superfamily_modulators" title="Template:TGFβ receptor superfamily modulators">here</a> instead.</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Trk_receptor" title="Trk receptor">Trk</a></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:1%;text-align:center;"><a href="/wiki/TrkA_receptor" class="mw-redirect" title="TrkA receptor">TrkA</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/Amitriptyline" title="Amitriptyline">Amitriptyline</a></li> <li><a href="/wiki/BNN-20" title="BNN-20">BNN-20</a></li> <li><a href="/wiki/BNN-27" title="BNN-27">BNN-27</a></li> <li><a href="/wiki/Cenegermin" title="Cenegermin">Cenegermin</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a></li> <li><a href="/wiki/Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">DHEA-S</a></li> <li><a href="/w/index.php?title=Gambogic_amide&action=edit&redlink=1" class="new" title="Gambogic amide (page does not exist)">Gambogic amide</a></li> <li><a href="/wiki/Nerve_growth_factor" title="Nerve growth factor">NGF</a></li> <li><a href="/wiki/Tavilermide" title="Tavilermide">Tavilermide</a></li></ul> <ul><li><i>Antagonists:</i> <a href="/w/index.php?title=ALE-0540&action=edit&redlink=1" class="new" title="ALE-0540 (page does not exist)">ALE-0540</a></li> <li><a href="/wiki/Dexamethasone" title="Dexamethasone">Dexamethasone</a></li> <li><a href="/wiki/FX007" class="mw-redirect" title="FX007">FX007</a></li> <li><a class="mw-selflink selflink">Testosterone</a></li></ul> <ul><li><i>Negative allosteric modulators:</i> <a href="/w/index.php?title=VM-902A&action=edit&redlink=1" class="new" title="VM-902A (page does not exist)">VM-902A</a></li></ul> <ul><li><i>Kinase inhibitors:</i> <a href="/w/index.php?title=Altiratinib&action=edit&redlink=1" class="new" title="Altiratinib (page does not exist)">Altiratinib</a></li> <li><a href="/w/index.php?title=AZD-6918&action=edit&redlink=1" class="new" title="AZD-6918 (page does not exist)">AZD-6918</a></li> <li><a href="/w/index.php?title=CE-245677&action=edit&redlink=1" class="new" title="CE-245677 (page does not exist)">CE-245677</a></li> <li><a href="/w/index.php?title=CH-7057288&action=edit&redlink=1" class="new" title="CH-7057288 (page does not exist)">CH-7057288</a></li> <li><a href="/w/index.php?title=DS-6051&action=edit&redlink=1" class="new" title="DS-6051 (page does not exist)">DS-6051</a></li> <li><a href="/wiki/Entrectinib" title="Entrectinib">Entrectinib</a></li> <li><a href="/w/index.php?title=GZ-389988&action=edit&redlink=1" class="new" title="GZ-389988 (page does not exist)">GZ-389988</a></li> <li><a href="/wiki/K252a" title="K252a">K252a</a></li> <li><a href="/wiki/Larotrectinib" title="Larotrectinib">Larotrectinib</a></li> <li><a href="/wiki/Lestaurtinib" title="Lestaurtinib">Lestaurtinib</a></li> <li><a href="/w/index.php?title=Milciclib&action=edit&redlink=1" class="new" title="Milciclib (page does not exist)">Milciclib</a></li> <li><a href="/w/index.php?title=ONO-4474&action=edit&redlink=1" class="new" title="ONO-4474 (page does not exist)">ONO-4474</a></li> <li><a href="/w/index.php?title=ONO-5390556&action=edit&redlink=1" class="new" title="ONO-5390556 (page does not exist)">ONO-5390556</a></li> <li><a href="/w/index.php?title=PLX-7486&action=edit&redlink=1" class="new" title="PLX-7486 (page does not exist)">PLX-7486</a></li> <li><a href="/wiki/Rebastinib" class="mw-redirect" title="Rebastinib">Rebastinib</a></li> <li><a href="/w/index.php?title=SNA-120&action=edit&redlink=1" class="new" title="SNA-120 (page does not exist)">SNA-120 (pegylated K252a)</a>)</li></ul> <ul><li><i>Antibodies:</i> <i>Against TrkA:</i> <a href="/w/index.php?title=GBR-900&action=edit&redlink=1" class="new" title="GBR-900 (page does not exist)">GBR-900</a>; <i>Against NGF:</i> <a href="/w/index.php?title=ABT-110&action=edit&redlink=1" class="new" title="ABT-110 (page does not exist)">ABT-110 (PG110)</a></li> <li><a href="/w/index.php?title=ASP-6294&action=edit&redlink=1" class="new" title="ASP-6294 (page does not exist)">ASP-6294</a></li> <li><a href="/wiki/Fasinumab" title="Fasinumab">Fasinumab</a></li> <li><a href="/wiki/Frunevetmab" title="Frunevetmab">Frunevetmab</a></li> <li><a href="/wiki/Fulranumab" title="Fulranumab">Fulranumab</a></li> <li><a href="/w/index.php?title=MEDI-578&action=edit&redlink=1" class="new" title="MEDI-578 (page does not exist)">MEDI-578</a></li> <li><a href="/w/index.php?title=Ranevetmab&action=edit&redlink=1" class="new" title="Ranevetmab (page does not exist)">Ranevetmab</a></li> <li><a href="/wiki/Tanezumab" title="Tanezumab">Tanezumab</a></li></ul> <ul><li><i>Aptamers:</i> <i>Against NGF:</i> <a href="/w/index.php?title=RBM-004&action=edit&redlink=1" class="new" title="RBM-004 (page does not exist)">RBM-004</a></li></ul> <ul><li><i>Decoy receptors:</i> <a href="/w/index.php?title=ReN-1820&action=edit&redlink=1" class="new" title="ReN-1820 (page does not exist)">ReN-1820 (TrkAd5)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/TrkB_receptor" class="mw-redirect" title="TrkB receptor">TrkB</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/w/index.php?title=3,7-Dihydroxyflavone&action=edit&redlink=1" class="new" title="3,7-Dihydroxyflavone (page does not exist)">3,7-DHF</a></li> <li><a href="/w/index.php?title=3,7,8,2%27-Tetrahydroxyflavone&action=edit&redlink=1" class="new" title="3,7,8,2'-Tetrahydroxyflavone (page does not exist)">3,7,8,2'-THF</a></li> <li><a href="/wiki/4%27-Dimethylamino-7,8-dihydroxyflavone" class="mw-redirect" title="4'-Dimethylamino-7,8-dihydroxyflavone">4'-DMA-7,8-DHF</a></li> <li><a href="/w/index.php?title=7,3%E2%80%B2-Dihydroxyflavone&action=edit&redlink=1" class="new" title="7,3′-Dihydroxyflavone (page does not exist)">7,3'-DHF</a></li> <li><a href="/wiki/7,8-Dihydroxyflavone" class="mw-redirect" title="7,8-Dihydroxyflavone">7,8-DHF</a></li> <li><a href="/w/index.php?title=7,8,2%27-Trihydroxyflavone&action=edit&redlink=1" class="new" title="7,8,2'-Trihydroxyflavone (page does not exist)">7,8,2'-THF</a></li> <li><a href="/wiki/7,8,3%27-Trihydroxyflavone" title="7,8,3'-Trihydroxyflavone">7,8,3'-THF</a></li> <li><a href="/wiki/Amitriptyline" title="Amitriptyline">Amitriptyline</a></li> <li><a href="/wiki/Brain-derived_neurotrophic_factor" title="Brain-derived neurotrophic factor">BDNF</a></li> <li><a href="/wiki/BNN-20" title="BNN-20">BNN-20</a></li> <li><a href="/wiki/Deoxygedunin" title="Deoxygedunin">Deoxygedunin</a></li> <li><a href="/wiki/Deprenyl" title="Deprenyl">Deprenyl</a></li> <li><a href="/wiki/Diosmetin" title="Diosmetin">Diosmetin</a></li> <li><a href="/w/index.php?title=DMAQ-B1&action=edit&redlink=1" class="new" title="DMAQ-B1 (page does not exist)">DMAQ-B1</a></li> <li><a href="/wiki/HIOC" title="HIOC">HIOC</a></li> <li><a href="/wiki/LM22A-4" title="LM22A-4">LM22A-4</a></li> <li><a href="/wiki/N-Acetylserotonin" title="N-Acetylserotonin">N-Acetylserotonin</a></li> <li><a href="/wiki/Neurotrophin-3" title="Neurotrophin-3">NT-3</a></li> <li><a href="/wiki/Neurotrophin-4" title="Neurotrophin-4">NT-4</a></li> <li><a href="/wiki/Norwogonin" title="Norwogonin">Norwogonin (5,7,8-THF)</a></li> <li><a href="/wiki/R7_(drug)" title="R7 (drug)">R7</a></li> <li><a href="/wiki/R13_(drug)" title="R13 (drug)">R13</a></li> <li><a href="/w/index.php?title=TDP6&action=edit&redlink=1" class="new" title="TDP6 (page does not exist)">TDP6</a></li></ul> <ul><li><i>Antagonists:</i> <a href="/wiki/ANA-12" title="ANA-12">ANA-12</a></li> <li><a href="/wiki/Cyclotraxin_B" title="Cyclotraxin B">Cyclotraxin B</a></li> <li><a href="/wiki/Gossypetin" title="Gossypetin">Gossypetin (3,5,7,8,3',4'-HHF)</a></li></ul> <ul><li><i>Ligands:</i> <a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a></li></ul> <ul><li><i>Kinase inhibitors:</i> <a href="/w/index.php?title=Altiratinib&action=edit&redlink=1" class="new" title="Altiratinib (page does not exist)">Altiratinib</a></li> <li><a href="/w/index.php?title=AZD-6918&action=edit&redlink=1" class="new" title="AZD-6918 (page does not exist)">AZD-6918</a></li> <li><a href="/w/index.php?title=CE-245677&action=edit&redlink=1" class="new" title="CE-245677 (page does not exist)">CE-245677</a></li> <li><a href="/w/index.php?title=CH-7057288&action=edit&redlink=1" class="new" title="CH-7057288 (page does not exist)">CH-7057288</a></li> <li><a href="/w/index.php?title=DS-6051&action=edit&redlink=1" class="new" title="DS-6051 (page does not exist)">DS-6051</a></li> <li><a href="/wiki/Entrectinib" title="Entrectinib">Entrectinib</a></li> <li><a href="/w/index.php?title=GZ-389988&action=edit&redlink=1" class="new" title="GZ-389988 (page does not exist)">GZ-389988</a></li> <li><a href="/wiki/K252a" title="K252a">K252a</a></li> <li><a href="/wiki/Larotrectinib" title="Larotrectinib">Larotrectinib</a></li> <li><a href="/wiki/Lestaurtinib" title="Lestaurtinib">Lestaurtinib</a></li> <li><a href="/w/index.php?title=ONO-4474&action=edit&redlink=1" class="new" title="ONO-4474 (page does not exist)">ONO-4474</a></li> <li><a href="/w/index.php?title=ONO-5390556&action=edit&redlink=1" class="new" title="ONO-5390556 (page does not exist)">ONO-5390556</a></li> <li><a href="/w/index.php?title=PLX-7486&action=edit&redlink=1" class="new" title="PLX-7486 (page does not exist)">PLX-7486</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/TrkC_receptor" class="mw-redirect" title="TrkC receptor">TrkC</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/BNN-20" title="BNN-20">BNN-20</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a></li> <li><a href="/wiki/Neurotrophin-3" title="Neurotrophin-3">NT-3</a></li></ul> <ul><li><i>Kinase inhibitors:</i> <a href="/w/index.php?title=Altiratinib&action=edit&redlink=1" class="new" title="Altiratinib (page does not exist)">Altiratinib</a></li> <li><a href="/w/index.php?title=AZD-6918&action=edit&redlink=1" class="new" title="AZD-6918 (page does not exist)">AZD-6918</a></li> <li><a href="/w/index.php?title=CE-245677&action=edit&redlink=1" class="new" title="CE-245677 (page does not exist)">CE-245677</a></li> <li><a href="/w/index.php?title=CH-7057288&action=edit&redlink=1" class="new" title="CH-7057288 (page does not exist)">CH-7057288</a></li> <li><a href="/w/index.php?title=DS-6051&action=edit&redlink=1" class="new" title="DS-6051 (page does not exist)">DS-6051</a></li> <li><a href="/wiki/Entrectinib" title="Entrectinib">Entrectinib</a></li> <li><a href="/w/index.php?title=GZ-389988&action=edit&redlink=1" class="new" title="GZ-389988 (page does not exist)">GZ-389988</a></li> <li><a href="/wiki/K252a" title="K252a">K252a</a></li> <li><a href="/wiki/Larotrectinib" title="Larotrectinib">Larotrectinib</a></li> <li><a href="/wiki/Lestaurtinib" title="Lestaurtinib">Lestaurtinib</a></li> <li><a href="/w/index.php?title=ONO-4474&action=edit&redlink=1" class="new" title="ONO-4474 (page does not exist)">ONO-4474</a></li> <li><a href="/w/index.php?title=ONO-5390556&action=edit&redlink=1" class="new" title="ONO-5390556 (page does not exist)">ONO-5390556</a></li> <li><a href="/w/index.php?title=PLX-7486&action=edit&redlink=1" class="new" title="PLX-7486 (page does not exist)">PLX-7486</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/Vascular_endothelial_growth_factor_receptor" class="mw-redirect" title="Vascular endothelial growth factor receptor">VEGF</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/Placental_growth_factor" title="Placental growth factor">Placental growth factor (PGF)</a></li> <li><a href="/wiki/Ripretinib" title="Ripretinib">Ripretinib</a></li> <li><a href="/w/index.php?title=Telbermin&action=edit&redlink=1" class="new" title="Telbermin (page does not exist)">Telbermin</a></li> <li><a href="/wiki/Vascular_endothelial_growth_factor" title="Vascular endothelial growth factor">VEGF</a> (<a href="/wiki/Vascular_endothelial_growth_factor_A" title="Vascular endothelial growth factor A">A</a>, <a href="/wiki/Vascular_endothelial_growth_factor_B" title="Vascular endothelial growth factor B">B</a>, <a href="/wiki/Vascular_endothelial_growth_factor_C" title="Vascular endothelial growth factor C">C</a>, <a href="/wiki/Vascular_endothelial_growth_factor_D" class="mw-redirect" title="Vascular endothelial growth factor D">D (FIGF)</a>)</li></ul> <ul><li><i>Allosteric modulators:</i> <a href="/wiki/Cyclotraxin_B" title="Cyclotraxin B">Cyclotraxin B</a></li></ul> <ul><li><i>Kinase inhibitors:</i> <a href="/w/index.php?title=Agerafenib&action=edit&redlink=1" class="new" title="Agerafenib (page does not exist)">Agerafenib</a></li> <li><a href="/w/index.php?title=Altiratinib&action=edit&redlink=1" class="new" title="Altiratinib (page does not exist)">Altiratinib</a></li> <li><a href="/wiki/Axitinib" title="Axitinib">Axitinib</a></li> <li><a href="/wiki/Cabozantinib" title="Cabozantinib">Cabozantinib</a></li> <li><a href="/wiki/Cediranib" title="Cediranib">Cediranib</a></li> <li><a href="/wiki/Fruquintinib" title="Fruquintinib">Fruquintinib</a></li> <li><a href="/wiki/Lapatinib" title="Lapatinib">Lapatinib</a></li> <li><a href="/wiki/Lenvatinib" title="Lenvatinib">Lenvatinib</a></li> <li><a href="/wiki/Motesanib" title="Motesanib">Motesanib</a></li> <li><a href="/wiki/Nintedanib" title="Nintedanib">Nintedanib</a></li> <li><a href="/wiki/Pazopanib" title="Pazopanib">Pazopanib</a></li> <li><a href="/wiki/Pegaptanib" title="Pegaptanib">Pegaptanib</a></li> <li><a href="/wiki/Rebastinib" class="mw-redirect" title="Rebastinib">Rebastinib</a></li> <li><a href="/wiki/Regorafenib" title="Regorafenib">Regorafenib</a></li> <li><a href="/wiki/Semaxanib" title="Semaxanib">Semaxanib</a></li> <li><a href="/wiki/Sorafenib" title="Sorafenib">Sorafenib</a></li> <li><a href="/wiki/Sunitinib" title="Sunitinib">Sunitinib</a></li> <li><a href="/wiki/Toceranib" title="Toceranib">Toceranib</a></li> <li><a href="/wiki/Tivozanib" title="Tivozanib">Tivozanib</a></li> <li><a href="/wiki/Vandetanib" title="Vandetanib">Vandetanib</a></li> <li><a href="/w/index.php?title=WHI-P_154&action=edit&redlink=1" class="new" title="WHI-P 154 (page does not exist)">WHI-P 154</a></li></ul> <ul><li><i>Antibodies:</i> <a href="/wiki/Alacizumab_pegol" title="Alacizumab pegol">Alacizumab pegol</a></li> <li><a href="/wiki/Bevacizumab" title="Bevacizumab">Bevacizumab</a></li> <li><a href="/wiki/Icrucumab" title="Icrucumab">Icrucumab</a></li> <li><a href="/wiki/Ramucirumab" title="Ramucirumab">Ramucirumab</a></li> <li><a href="/wiki/Ranibizumab" title="Ranibizumab">Ranibizumab</a></li></ul> <ul><li><i>Decoy receptors:</i> <a href="/wiki/Aflibercept" title="Aflibercept">Aflibercept</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Others</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Additional growth factors:</i> <a href="/wiki/Adrenomedullin" title="Adrenomedullin">Adrenomedullin</a></li> <li><a href="/wiki/Colony-stimulating_factor" title="Colony-stimulating factor">Colony-stimulating factors</a> (see <a href="/wiki/Template:Cytokine_receptor_modulators" title="Template:Cytokine receptor modulators">here</a> instead)</li> <li><a href="/wiki/Connective_tissue_growth_factor" class="mw-redirect" title="Connective tissue growth factor">Connective tissue growth factor (CTGF)</a></li> <li><a href="/wiki/Ephrin" title="Ephrin">Ephrins</a> (<a href="/wiki/EFNA1" class="mw-redirect" title="EFNA1">A1</a>, <a href="/wiki/EFNA2" class="mw-redirect" title="EFNA2">A2</a>, <a href="/wiki/EFNA3" class="mw-redirect" title="EFNA3">A3</a>, <a href="/wiki/EFNA4" class="mw-redirect" title="EFNA4">A4</a>, <a href="/wiki/EFNA5" class="mw-redirect" title="EFNA5">A5</a>, <a href="/wiki/EFNB1" class="mw-redirect" title="EFNB1">B1</a>, <a href="/wiki/EFNB2" class="mw-redirect" title="EFNB2">B2</a>, <a href="/wiki/EFNB3" class="mw-redirect" title="EFNB3">B3</a>)</li> <li><a href="/wiki/Erythropoietin" title="Erythropoietin">Erythropoietin</a> (see <a href="/wiki/Template:Cytokine_receptor_modulators" title="Template:Cytokine receptor modulators">here</a> instead)</li> <li><a href="/wiki/Glucose-6-phosphate_isomerase" title="Glucose-6-phosphate isomerase">Glucose-6-phosphate isomerase (GPI; PGI, PHI, AMF)</a></li> <li><a href="/wiki/Glia_maturation_factor" title="Glia maturation factor">Glia maturation factor (GMF)</a></li> <li><a href="/wiki/Hepatoma-derived_growth_factor" title="Hepatoma-derived growth factor">Hepatoma-derived growth factor (HDGF)</a></li> <li><a href="/wiki/Interleukin" title="Interleukin">Interleukins</a>/<a href="/wiki/T-cell_growth_factor" title="T-cell growth factor">T-cell growth factors</a> (see <a href="/wiki/Template:Cytokine_receptor_modulators" title="Template:Cytokine receptor modulators">here</a> instead)</li> <li><a href="/wiki/Leukemia_inhibitory_factor" title="Leukemia inhibitory factor">Leukemia inhibitory factor (LIF)</a></li> <li><a href="/wiki/Macrophage-stimulating_protein" class="mw-redirect" title="Macrophage-stimulating protein">Macrophage-stimulating protein (MSP; HLP, HGFLP)</a></li> <li><a href="/wiki/Midkine" title="Midkine">Midkine (NEGF2)</a></li> <li><a href="/wiki/Migration-stimulating_factor" class="mw-redirect" title="Migration-stimulating factor">Migration-stimulating factor (MSF; PRG4)</a></li> <li><a href="/wiki/Oncomodulin" title="Oncomodulin">Oncomodulin</a></li> <li><a href="/wiki/Pituitary_adenylate_cyclase-activating_peptide" title="Pituitary adenylate cyclase-activating peptide">Pituitary adenylate cyclase-activating peptide (PACAP)</a></li> <li><a href="/wiki/Pleiotrophin" title="Pleiotrophin">Pleiotrophin</a></li> <li><a href="/wiki/Renalase" title="Renalase">Renalase</a></li> <li><a href="/wiki/Thrombopoietin" title="Thrombopoietin">Thrombopoietin</a> (see <a href="/wiki/Template:Cytokine_receptor_modulators" title="Template:Cytokine receptor modulators">here</a> instead)</li> <li><a href="/wiki/Wnt_signaling_pathway" title="Wnt signaling pathway">Wnt signaling proteins</a></li></ul> <ul><li><i>Additional growth factor receptor modulators:</i> <a href="/wiki/Cerebrolysin" title="Cerebrolysin">Cerebrolysin</a> (neurotrophin mixture)</li></ul> </div></td></tr></tbody></table></div></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"><style data-mw-deduplicate="TemplateStyles:r1038841319">.mw-parser-output .tooltip-dotted{border-bottom:1px dotted;cursor:help}</style><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1038841319"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1038841319"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1038841319"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1038841319"></div><div role="navigation" class="navbox authority-control" aria-label="Navbox" style="padding:3px"><table class="nowraplinks hlist navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Help:Authority_control" title="Help:Authority control">Authority control databases</a>: National <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q1318776#identifiers" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"><ul><li><span class="uid"><span class="rt-commentedText tooltip tooltip-dotted" title="Testosterone"><a rel="nofollow" class="external text" href="https://id.loc.gov/authorities/sh85134159">United States</a></span></span></li><li><span class="uid"><span class="rt-commentedText tooltip tooltip-dotted" title="Testostérone"><a rel="nofollow" class="external text" href="https://catalogue.bnf.fr/ark:/12148/cb12262356z">France</a></span></span></li><li><span class="uid"><span class="rt-commentedText tooltip tooltip-dotted" title="Testostérone"><a rel="nofollow" class="external text" href="https://data.bnf.fr/ark:/12148/cb12262356z">BnF data</a></span></span></li><li><span class="uid"><span class="rt-commentedText tooltip tooltip-dotted" title="testosteron"><a rel="nofollow" class="external text" href="https://aleph.nkp.cz/F/?func=find-c&local_base=aut&ccl_term=ica=ph398375&CON_LNG=ENG">Czech Republic</a></span></span></li><li><span class="uid"><span class="rt-commentedText tooltip tooltip-dotted" title="Testosterona"><a rel="nofollow" class="external text" href="http://catalogo.bne.es/uhtbin/authoritybrowse.cgi?action=display&authority_id=XX534238">Spain</a></span></span></li><li><span class="uid"><a rel="nofollow" class="external text" href="http://olduli.nli.org.il/F/?func=find-b&local_base=NLX10&find_code=UID&request=987007531730305171">Israel</a></span></li></ul></div></td></tr></tbody></table></div> <!-- NewPP limit report Parsed by mw‐api‐ext.codfw.main‐7556f8b5dd‐zkvvf Cached time: 20241123103726 Cache expiry: 2592000 Reduced expiry: false Complications: [vary‐revision‐sha1, show‐toc] CPU time usage: 2.899 seconds Real time usage: 3.352 seconds Preprocessor visited node count: 25156/1000000 Post‐expand include size: 1305827/2097152 bytes Template argument size: 187577/2097152 bytes Highest expansion depth: 25/100 Expensive parser function count: 19/500 Unstrip recursion depth: 1/20 Unstrip post‐expand size: 1061721/5000000 bytes Lua time usage: 1.559/10.000 seconds Lua memory usage: 13173837/52428800 bytes Lua Profile: ? 280 ms 15.7% MediaWiki\Extension\Scribunto\Engines\LuaSandbox\LuaSandboxCallback::callParserFunction 220 ms 12.4% MediaWiki\Extension\Scribunto\Engines\LuaSandbox\LuaSandboxCallback::find 120 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