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class="vector-toc-numb">2</span> <span>Contraindications</span> </div> </a> <ul id="toc-Contraindications-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Side_effects" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Side_effects"> <div class="vector-toc-text"> <span class="vector-toc-numb">3</span> <span>Side effects</span> </div> </a> <button aria-controls="toc-Side_effects-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Side effects subsection</span> </button> <ul id="toc-Side_effects-sublist" class="vector-toc-list"> <li id="toc-Long-term" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Long-term"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.1</span> <span>Long-term</span> </div> </a> <ul id="toc-Long-term-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Precautions" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Precautions"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.2</span> <span>Precautions</span> </div> </a> <ul id="toc-Precautions-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Interactions" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Interactions"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.3</span> <span>Interactions</span> </div> </a> <ul id="toc-Interactions-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Mechanism_of_action" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Mechanism_of_action"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>Mechanism of action</span> </div> </a> <ul id="toc-Mechanism_of_action-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Legal_status" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Legal_status"> <div class="vector-toc-text"> <span class="vector-toc-numb">5</span> <span>Legal status</span> </div> </a> <button aria-controls="toc-Legal_status-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 Legal status subsection</span> </button> <ul id="toc-Legal_status-sublist" class="vector-toc-list"> <li id="toc-Australia_and_New_Zealand" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Australia_and_New_Zealand"> <div class="vector-toc-text"> <span class="vector-toc-numb">5.1</span> <span>Australia and New Zealand</span> </div> </a> <ul id="toc-Australia_and_New_Zealand-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-United_States" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#United_States"> <div class="vector-toc-text"> <span class="vector-toc-numb">5.2</span> <span>United States</span> </div> </a> <ul id="toc-United_States-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-European_Union_and_Switzerland" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#European_Union_and_Switzerland"> <div class="vector-toc-text"> <span class="vector-toc-numb">5.3</span> <span>European Union and Switzerland</span> </div> </a> <ul id="toc-European_Union_and_Switzerland-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Generic_formulations" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Generic_formulations"> <div class="vector-toc-text"> <span class="vector-toc-numb">5.4</span> <span>Generic formulations</span> </div> </a> <ul id="toc-Generic_formulations-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Society_and_culture" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Society_and_culture"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>Society and culture</span> </div> </a> <button aria-controls="toc-Society_and_culture-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Society and culture subsection</span> </button> <ul id="toc-Society_and_culture-sublist" class="vector-toc-list"> <li id="toc-Cost" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Cost"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.1</span> <span>Cost</span> </div> </a> <ul id="toc-Cost-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Counterfeit_products" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Counterfeit_products"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.2</span> <span>Counterfeit products</span> </div> </a> <ul id="toc-Counterfeit_products-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-References" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#References"> <div class="vector-toc-text"> <span class="vector-toc-numb">7</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 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Further_reading"> <div class="vector-toc-text"> <span class="vector-toc-numb">8</span> <span>Further reading</span> </div> </a> <ul id="toc-Further_reading-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-External_links" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#External_links"> <div class="vector-toc-text"> <span class="vector-toc-numb">9</span> <span>External links</span> </div> </a> <ul id="toc-External_links-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" title="Table of Contents" > <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">Orlistat</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 31 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-31" 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">31 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D8%A3%D9%88%D8%B1%D9%84%D9%8A%D8%B3%D8%AA%D8%A7%D8%AA" title="أورليستات – Arabic" lang="ar" hreflang="ar" data-title="أورليستات" data-language-autonym="العربية" data-language-local-name="Arabic" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D8%A7%D8%B1%D9%84%DB%8C%D8%B3%D8%AA%D8%A7%D8%AA" title="ارلیستات – South Azerbaijani" lang="azb" hreflang="azb" data-title="ارلیستات" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-zh-min-nan mw-list-item"><a href="https://zh-min-nan.wikipedia.org/wiki/Orlistat" title="Orlistat – Minnan" lang="nan" hreflang="nan" data-title="Orlistat" data-language-autonym="閩南語 / Bân-lâm-gú" data-language-local-name="Minnan" class="interlanguage-link-target"><span>閩南語 / Bân-lâm-gú</span></a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Orlistat" title="Orlistat – Catalan" lang="ca" hreflang="ca" data-title="Orlistat" data-language-autonym="Català" data-language-local-name="Catalan" class="interlanguage-link-target"><span>Català</span></a></li><li class="interlanguage-link interwiki-cy mw-list-item"><a href="https://cy.wikipedia.org/wiki/Orlistat" title="Orlistat – Welsh" lang="cy" hreflang="cy" data-title="Orlistat" data-language-autonym="Cymraeg" data-language-local-name="Welsh" class="interlanguage-link-target"><span>Cymraeg</span></a></li><li class="interlanguage-link interwiki-da mw-list-item"><a href="https://da.wikipedia.org/wiki/Orlistat" title="Orlistat – Danish" lang="da" hreflang="da" data-title="Orlistat" 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/Orlistat" title="Orlistat – German" lang="de" hreflang="de" data-title="Orlistat" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Orlistat" title="Orlistat – Spanish" lang="es" hreflang="es" data-title="Orlistat" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%A7%D8%B1%D9%84%DB%8C%D8%B3%D8%AA%D8%A7%D8%AA" title="ارلیستات – Persian" lang="fa" hreflang="fa" data-title="ارلیستات" 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/Orlistat" title="Orlistat – French" lang="fr" hreflang="fr" data-title="Orlistat" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%EC%98%A4%EB%A5%BC%EB%A6%AC%EC%8A%A4%ED%83%80%ED%8A%B8" title="오를리스타트 – Korean" lang="ko" hreflang="ko" data-title="오를리스타트" data-language-autonym="한국어" data-language-local-name="Korean" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Orlistat" title="Orlistat – Italian" lang="it" hreflang="it" data-title="Orlistat" 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%90%D7%95%D7%A8%D7%9C%D7%99%D7%A1%D7%98%D7%98" title="אורליסטט – Hebrew" lang="he" hreflang="he" data-title="אורליסטט" data-language-autonym="עברית" data-language-local-name="Hebrew" class="interlanguage-link-target"><span>עברית</span></a></li><li class="interlanguage-link interwiki-mk mw-list-item"><a href="https://mk.wikipedia.org/wiki/%D0%9E%D1%80%D0%BB%D0%B8%D1%81%D1%82%D0%B0%D1%82" title="Орлистат – Macedonian" lang="mk" hreflang="mk" data-title="Орлистат" data-language-autonym="Македонски" data-language-local-name="Macedonian" class="interlanguage-link-target"><span>Македонски</span></a></li><li class="interlanguage-link interwiki-arz mw-list-item"><a href="https://arz.wikipedia.org/wiki/%D8%A7%D9%88%D8%B1%D9%84%D9%8A%D8%B3%D8%AA%D8%A7%D8%AA" title="اورليستات – Egyptian Arabic" lang="arz" hreflang="arz" data-title="اورليستات" data-language-autonym="مصرى" data-language-local-name="Egyptian Arabic" class="interlanguage-link-target"><span>مصرى</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Orlistat" title="Orlistat – Dutch" lang="nl" hreflang="nl" data-title="Orlistat" 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%82%AA%E3%83%AB%E3%83%AA%E3%82%B9%E3%82%BF%E3%83%83%E3%83%88" title="オルリスタット – Japanese" lang="ja" hreflang="ja" data-title="オルリスタット" 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/Orlistat" title="Orlistat – Norwegian Bokmål" lang="nb" hreflang="nb" data-title="Orlistat" 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-or mw-list-item"><a href="https://or.wikipedia.org/wiki/%E0%AC%93%E0%AC%B0%E0%AD%8D%E0%AC%B2%E0%AC%BF%E0%AC%B7%E0%AD%8D%E0%AC%9F%E0%AC%BE%E0%AC%9F" title="ଓର୍ଲିଷ୍ଟାଟ – Odia" lang="or" hreflang="or" data-title="ଓର୍ଲିଷ୍ଟାଟ" data-language-autonym="ଓଡ଼ିଆ" data-language-local-name="Odia" class="interlanguage-link-target"><span>ଓଡ଼ିଆ</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Orlistat" title="Orlistat – Polish" lang="pl" hreflang="pl" data-title="Orlistat" 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/Orlistate" title="Orlistate – Portuguese" lang="pt" hreflang="pt" data-title="Orlistate" 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/Orlistat" title="Orlistat – Romanian" lang="ro" hreflang="ro" data-title="Orlistat" 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%9E%D1%80%D0%BB%D0%B8%D1%81%D1%82%D0%B0%D1%82" title="Орлистат – Russian" lang="ru" hreflang="ru" data-title="Орлистат" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sl mw-list-item"><a href="https://sl.wikipedia.org/wiki/Orlistat" title="Orlistat – Slovenian" lang="sl" hreflang="sl" data-title="Orlistat" data-language-autonym="Slovenščina" data-language-local-name="Slovenian" class="interlanguage-link-target"><span>Slovenščina</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Orlistat" title="Orlistat – Serbian" lang="sr" hreflang="sr" data-title="Orlistat" 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/Orlistat" title="Orlistat – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Orlistat" 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-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Orlistaatti" title="Orlistaatti – Finnish" lang="fi" hreflang="fi" data-title="Orlistaatti" 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/Orlistat" title="Orlistat – Swedish" lang="sv" hreflang="sv" data-title="Orlistat" data-language-autonym="Svenska" data-language-local-name="Swedish" class="interlanguage-link-target"><span>Svenska</span></a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/Orlistat" title="Orlistat – Turkish" lang="tr" hreflang="tr" data-title="Orlistat" 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%9E%D1%80%D0%BB%D1%96%D1%81%D1%82%D0%B0%D1%82" title="Орлістат – Ukrainian" lang="uk" hreflang="uk" data-title="Орлістат" data-language-autonym="Українська" data-language-local-name="Ukrainian" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E5%A5%A7%E5%88%A9%E5%8F%B8%E4%BB%96" title="奧利司他 – Chinese" lang="zh" hreflang="zh" data-title="奧利司他" 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/Q424163#sitelinks-wikipedia" title="Edit interlanguage links" class="wbc-editpage">Edit links</a></span></div> </div> </div> </div> </header> <div class="vector-page-toolbar"> <div class="vector-page-toolbar-container"> <div id="left-navigation"> <nav aria-label="Namespaces"> <div id="p-associated-pages" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-associated-pages" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-nstab-main" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/Orlistat" title="View the content page [c]" accesskey="c"><span>Article</span></a></li><li id="ca-talk" class="vector-tab-noicon mw-list-item"><a href="/wiki/Talk:Orlistat" rel="discussion" title="Discuss 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class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Drug designed to treat obesity</div> <p class="mw-empty-elt"> </p> <div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Pharmaceutical compound</div> <style data-mw-deduplicate="TemplateStyles:r1269284339">@media screen{html.skin-theme-clientpref-night .mw-parser-output .dark_mode_safe img{background-color:var(--background-color-inverted,#f8f9fa)}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .dark_mode_safe img{background-color:var(--background-color-inverted,#f8f9fa)}}</style> <style data-mw-deduplicate="TemplateStyles:r1257001546">.mw-parser-output .infobox-subbox{padding:0;border:none;margin:-3px;width:auto;min-width:100%;font-size:100%;clear:none;float:none;background-color:transparent}.mw-parser-output .infobox-3cols-child{margin:auto}.mw-parser-output .infobox .navbar{font-size:100%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .infobox-full-data:not(.notheme)>div:not(.notheme)[style]{background:#1f1f23!important;color:#f8f9fa}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .infobox-full-data:not(.notheme) div:not(.notheme){background:#1f1f23!important;color:#f8f9fa}}@media(min-width:640px){body.skin--responsive .mw-parser-output .infobox-table{display:table!important}body.skin--responsive .mw-parser-output .infobox-table>caption{display:table-caption!important}body.skin--responsive .mw-parser-output .infobox-table>tbody{display:table-row-group}body.skin--responsive .mw-parser-output .infobox-table tr{display:table-row!important}body.skin--responsive .mw-parser-output .infobox-table th,body.skin--responsive .mw-parser-output .infobox-table td{padding-left:inherit;padding-right:inherit}}</style><table class="infobox" style="border-spacing:2px;"><caption class="infobox-title"><span title="International nonproprietary name (INN): Orlistat">Orlistat</span></caption><tbody><tr><td colspan="2" class="infobox-image"><span class="dark_mode_safe" typeof="mw:File"><a href="/wiki/File:Orlistat_structure.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/61/Orlistat_structure.svg/330px-Orlistat_structure.svg.png" decoding="async" width="300" height="155" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/61/Orlistat_structure.svg/500px-Orlistat_structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/61/Orlistat_structure.svg/600px-Orlistat_structure.svg.png 2x" data-file-width="512" data-file-height="264" /></a></span></td></tr><tr><td colspan="2" class="infobox-image"><span class="dark_mode_safe" typeof="mw:File"><a href="/wiki/File:Orlistat_ball-and-stick_model.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c0/Orlistat_ball-and-stick_model.png/300px-Orlistat_ball-and-stick_model.png" decoding="async" width="300" height="160" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c0/Orlistat_ball-and-stick_model.png/450px-Orlistat_ball-and-stick_model.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c0/Orlistat_ball-and-stick_model.png/600px-Orlistat_ball-and-stick_model.png 2x" data-file-width="2169" data-file-height="1155" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;">Clinical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Drug_nomenclature#Trade_names" title="Drug nomenclature">Trade names</a></th><td class="infobox-data">Xenical, Alli</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;">Other names</th><td class="infobox-data">tetrahydrolipstatin</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/American_Society_of_Health-System_Pharmacists" title="American Society of Health-System Pharmacists">AHFS</a>/<a href="/wiki/Drugs.com" title="Drugs.com">Drugs.com</a></th><td class="infobox-data"><span title="www.drugs.com"><a rel="nofollow" class="external text" href="https://www.drugs.com/monograph/orlistat.html">Monograph</a></span></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/MedlinePlus" title="MedlinePlus">MedlinePlus</a></th><td class="infobox-data"><span title="medlineplus.gov"><a rel="nofollow" class="external text" href="https://medlineplus.gov/druginfo/meds/a601244.html">a601244</a></span></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Regulation_of_therapeutic_goods" title="Regulation of therapeutic goods">License data</a></th><td class="infobox-data"><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><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: 'Orlistat'"><a rel="nofollow" class="external text" href="https://www.ema.europa.eu/en/medicines/search_api_aggregation_ema_active_substance_and_inn_common_name/Orlistat">by INN</a></span></li> <li><small><abbr class="country-name" title="United States">US</abbr></small> <a href="/wiki/DailyMed" title="DailyMed">DailyMed</a>: <span title="dailymed.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://dailymed.nlm.nih.gov/dailymed/search.cfm?labeltype=all&query=Orlistat">Orlistat</a></span></li> <li><small><abbr class="country-name" title="United States">US</abbr></small> <span title="www.accessdata.fda.gov"><a href="/wiki/U.S._Food_and_Drug_Administration" class="mw-redirect" title="U.S. Food and Drug Administration">FDA</a>: <a rel="nofollow" class="external text" href="https://www.accessdata.fda.gov/scripts/cder/drugsatfda/index.cfm?fuseaction=Search.SearchAction&SearchTerm=Orlistat&SearchType=BasicSearch">Orlistat</a></span></li></ul></div> </td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Pregnancy_category" title="Pregnancy category">Pregnancy<br />category</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"> <ul><li><small><abbr class="country-name" title="Australia">AU</abbr>:</small> B1</li> <li class="mw-empty-elt"></li></ul> </div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Route_of_administration" title="Route of administration">Routes of<br />administration</a></th><td class="infobox-data"><a href="/wiki/Oral_administration" title="Oral administration">By mouth</a></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Anatomical_Therapeutic_Chemical_Classification_System" title="Anatomical Therapeutic Chemical Classification System">ATC code</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><a href="/wiki/ATC_code_A08" title="ATC code A08">A08AB01</a> (<span title="www.whocc.no"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=A08AB01">WHO</a></span>) </li></ul></div></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;">Legal status</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Regulation_of_therapeutic_goods" title="Regulation of therapeutic goods">Legal status</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"> <ul><li><small><abbr class="country-name" title="Australia">AU</abbr>:</small> <a href="/wiki/Standard_for_the_Uniform_Scheduling_of_Medicines_and_Poisons#Schedule_3" title="Standard for the Uniform Scheduling of Medicines and Poisons">S3</a> (Pharmacist only)</li> <li><small><abbr class="country-name" title="Canada">CA</abbr></small>: <a href="/wiki/Prescription_drug" title="Prescription drug"> ℞-only</a></li> <li><small><abbr class="country-name" title="United Kingdom">UK</abbr>:</small> P (<a href="/wiki/Pharmacy_medicines" class="mw-redirect" title="Pharmacy medicines">Pharmacy medicines</a>) / POM<sup id="cite_ref-Xenical_SmPC_1-0" class="reference"><a href="#cite_note-Xenical_SmPC-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Beacita_SmPC_2-0" class="reference"><a href="#cite_note-Beacita_SmPC-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Alli_SmPC_3-0" class="reference"><a href="#cite_note-Alli_SmPC-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup></li> <li><small><abbr class="country-name" title="United States">US</abbr>:</small> <a href="/wiki/Over-the-counter_drug" title="Over-the-counter drug">OTC</a> / Rx-only<sup id="cite_ref-Xenical_FDA_label_4-0" class="reference"><a href="#cite_note-Xenical_FDA_label-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Alli_FDA_label_5-0" class="reference"><a href="#cite_note-Alli_FDA_label-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup></li> <li><small><abbr class="country-name" title="European Union">EU</abbr>:</small> OTC / Rx-only<sup id="cite_ref-Xenical_EPAR_6-0" class="reference"><a href="#cite_note-Xenical_EPAR-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Alli_EPAR_7-0" class="reference"><a href="#cite_note-Alli_EPAR-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup></li></ul></div> </td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;"><a href="/wiki/Pharmacokinetics" title="Pharmacokinetics">Pharmacokinetic</a> data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Bioavailability" title="Bioavailability">Bioavailability</a></th><td class="infobox-data">Negligible<sup id="cite_ref-8" class="reference"><a href="#cite_note-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Plasma_protein_binding" title="Plasma protein binding">Protein binding</a></th><td class="infobox-data">>99%</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Drug_metabolism" title="Drug metabolism">Metabolism</a></th><td class="infobox-data">In the <a href="/wiki/Gastrointestinal_tract" title="Gastrointestinal tract">GI tract</a></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Biological_half-life" title="Biological half-life">Elimination <span class="nowrap">half-life</span></a></th><td class="infobox-data">1 to 2 hours</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Excretion" title="Excretion">Excretion</a></th><td class="infobox-data">Fecal</td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;">Identifiers</th></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/IUPAC_nomenclature_of_chemistry" title="IUPAC nomenclature of chemistry">IUPAC name</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; text-align:left; padding-left:1.5em; text-indent:-1.5em;"><li style="line-height: inherit; margin: 0"><div style="font-size: 97%;">(<i>S</i>)-((<i>S</i>)-1-((2<i>S</i>,3<i>S</i>)-3-Hexyl-4-oxooxetan-2-yl)tridecan-2-yl) 2-formamido-4-methylpentanoate</div></li></ul> </div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=96829-58-2">96829-58-2</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><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/PubChem#CID" title="PubChem">PubChem</a> <span style="font-weight:normal"><abbr title="Compound ID">CID</abbr></span></th><td class="infobox-data"><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/3034010">3034010</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Guide_to_Pharmacology" title="Guide to Pharmacology">IUPHAR/BPS</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="www.guidetopharmacology.org"><a rel="nofollow" class="external text" href="https://www.guidetopharmacology.org/GRAC/LigandDisplayForward?ligandId=5277">5277</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/DrugBank" title="DrugBank">DrugBank</a></th><td class="infobox-data"><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/DB01083">DB01083</a></span><sup> <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></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a></th><td class="infobox-data"><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.2298564.html">2298564</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><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a></th><td class="infobox-data"><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/95M8R751W8">95M8R751W8</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/KEGG" title="KEGG">KEGG</a></th><td class="infobox-data"><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/D04028">D04028</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><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a></th><td class="infobox-data"><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=CHEBI:94686">CHEBI:94686</a></span><sup> <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></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ChEMBL" title="ChEMBL">ChEMBL</a></th><td class="infobox-data"><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/chembl/explore/compound/ChEMBL175247">ChEMBL175247</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><th scope="row" class="infobox-label" style="line-height:1.2em;"><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></th><td class="infobox-data"><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/DTXSID8023395">DTXSID8023395</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q424163#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><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard"><span title="echa.europa.eu">ECHA InfoCard</span></a></th><td class="infobox-data"><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.167.400">100.167.400</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q424163#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><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;">Chemical and physical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Chemical_formula" title="Chemical formula">Formula</a></th><td class="infobox-data"><span title="Carbon">C</span><sub>29</sub><span title="Hydrogen">H</span><sub>53</sub><span title="Nitrogen">N</span><span title="Oxygen">O</span><sub>5</sub></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a></th><td class="infobox-data"><span class="nowrap"><span data-sort-value="7002495745000000000♠"></span>495.745</span> g·mol<sup>−1</sup></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</th><td class="infobox-data"><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%3DC%28O%5BC%40H%5D%28C%5BC%40%40H%5D1OC%28%3DO%29%5BC%40H%5D1CCCCCC%29CCCCCCCCCCC%29%5BC%40%40H%5D%28NC%3DO%29CC%28C%29C">Interactive image</a></span></li></ul></div></td></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><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="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">O=C(O[C@H](C[C@@H]1OC(=O)[C@H]1CCCCCC)CCCCCCCCCCC)[C@@H](NC=O)CC(C)C</div></li></ul> </div></td></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><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="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">InChI=1S/C29H53NO5/c1-5-7-9-11-12-13-14-15-16-18-24(34-29(33)26(30-22-31)20-23(3)4)21-27-25(28(32)35-27)19-17-10-8-6-2/h22-27H,5-21H2,1-4H3,(H,30,31)/t24-,25-,26-,27-/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></li><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">Key:AHLBNYSZXLDEJQ-FWEHEUNISA-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></li></ul> </div></td></tr><tr><td colspan="2" class="infobox-below"><style data-mw-deduplicate="TemplateStyles:r886047488">.mw-parser-output .nobold{font-weight:normal}</style><span class="nobold"> <sup><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><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> <a href="/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validation" title="Wikipedia:WikiProject Chemicals/Chembox validation">(what is this?)</a></span><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r886047488" /><span class="nobold">  <span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&rev1=408353644&page2=Orlistat">(verify)</a></span></span></td></tr></tbody></table> <p><b>Orlistat</b>, sold under the brand name <b>Xenical</b> among others, is a <a href="/wiki/Medication" title="Medication">medication</a> used to treat <a href="/wiki/Obesity" title="Obesity">obesity</a>. Its primary function is preventing the absorption of fats from the human diet by acting as a <a href="/wiki/Lipase_inhibitors" title="Lipase inhibitors">lipase inhibitor</a>, thereby reducing <a href="/wiki/Calorie" title="Calorie">caloric</a> intake. It is intended for use in conjunction with a healthcare provider-supervised <a href="/wiki/Dieting" title="Dieting">reduced-calorie diet</a>.<sup id="cite_ref-Xenical_FDA_label_4-1" class="reference"><a href="#cite_note-Xenical_FDA_label-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </p><p>Orlistat is the <a href="/wiki/Saturated_and_unsaturated_compounds" title="Saturated and unsaturated compounds">saturated</a> derivative of <a href="/wiki/Lipstatin" title="Lipstatin">lipstatin</a>, a potent <a href="/wiki/Natural_product" title="Natural product">natural</a> inhibitor of <a href="/wiki/Pancreatic_lipase" class="mw-redirect" title="Pancreatic lipase">pancreatic lipases</a> isolated from the <a href="/wiki/Bacteria" title="Bacteria">bacterium</a> <i><a href="/wiki/Streptomyces_toxytricini" title="Streptomyces toxytricini">Streptomyces toxytricini</a></i>.<sup id="cite_ref-OriginalSynth_9-0" class="reference"><a href="#cite_note-OriginalSynth-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> However, due to its relative simplicity and stability, orlistat was chosen over lipstatin for development as an <a href="/wiki/Anti-obesity_medication" title="Anti-obesity medication">anti-obesity drug</a>.<sup id="cite_ref-LipstatinSynth_10-0" class="reference"><a href="#cite_note-LipstatinSynth-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </p><p>The effectiveness of orlistat in promoting <a href="/wiki/Weight_loss" title="Weight loss">weight loss</a> is definite but modest. Pooled data from <a href="/wiki/Clinical_trial" title="Clinical trial">clinical trials</a> suggest that people given orlistat in addition to lifestyle modifications, such as diet and exercise, lose about 2–3 kilograms (4–7 lb) more than those not taking the drug over the course of a year.<sup id="cite_ref-Padwal_11-0" class="reference"><a href="#cite_note-Padwal-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> Orlistat also modestly reduces <a href="/wiki/Blood_pressure" title="Blood pressure">blood pressure</a> and appears to prevent the onset of <a href="/wiki/Type_2_diabetes" title="Type 2 diabetes">type 2 diabetes</a>, whether from the weight loss itself or other effects. It reduces the incidence of diabetes type II in people who are obese around the same amount that lifestyle changes do.<sup id="cite_ref-BMJ2007_12-0" class="reference"><a href="#cite_note-BMJ2007-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> </p><p>Benefits aside, however, orlistat is noted for its gastrointestinal <a href="/wiki/Adverse_drug_reaction" title="Adverse drug reaction">side effects</a> (sometimes referred to as <i>treatment effects</i>), which can include <a href="/wiki/Steatorrhea" title="Steatorrhea">steatorrhea</a> (oily, loose stools). They decrease with time, however, and are the most frequently reported adverse effects of the drug.<sup id="cite_ref-Xenical_FDA_label_4-2" class="reference"><a href="#cite_note-Xenical_FDA_label-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> In Australia, the United States and the European Union, orlistat is available for sale <a href="/wiki/Over-the-counter_drug" title="Over-the-counter drug">without a prescription</a>.<sup id="cite_ref-13" class="reference"><a href="#cite_note-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> Over-the-counter approval was controversial in the United States, with <a href="/wiki/Consumer_organization" title="Consumer organization">consumer advocacy</a> group <a href="/wiki/Public_Citizen" title="Public Citizen">Public Citizen</a> repeatedly opposing it on safety and efficacy grounds.<sup id="cite_ref-WP2_14-0" class="reference"><a href="#cite_note-WP2-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Generic_drug" title="Generic drug">Generic</a> formulations of orlistat are available in some countries. In Australia it has been listed as an S3 medication, available from a pharmacist without a prescription, since 2000.<sup id="cite_ref-TGAauth_15-0" class="reference"><a href="#cite_note-TGAauth-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> </p> <style data-mw-deduplicate="TemplateStyles:r886046785">.mw-parser-output .toclimit-2 .toclevel-1 ul,.mw-parser-output .toclimit-3 .toclevel-2 ul,.mw-parser-output .toclimit-4 .toclevel-3 ul,.mw-parser-output .toclimit-5 .toclevel-4 ul,.mw-parser-output .toclimit-6 .toclevel-5 ul,.mw-parser-output .toclimit-7 .toclevel-6 ul{display:none}</style><div class="toclimit-3"><meta property="mw:PageProp/toc" /></div> <div class="mw-heading mw-heading2"><h2 id="Medical_uses">Medical uses</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Orlistat&action=edit&section=1" title="Edit section: Medical uses"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Orlistat is used for the treatment of <a href="/wiki/Obesity" title="Obesity">obesity</a>. The amount of weight loss achieved with orlistat varies. In one-year <a href="/wiki/Clinical_trial" title="Clinical trial">clinical trials</a>, between 35.5% and 54.8% of subjects achieved a 5% or greater decrease in body mass, although not all of this mass was necessarily fat. Between 16.4% and 24.8% achieved at least a 10% decrease in body fat.<sup id="cite_ref-Xenical_FDA_label_4-3" class="reference"><a href="#cite_note-Xenical_FDA_label-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> After orlistat was stopped, a <a href="/wiki/Statistical_significance" title="Statistical significance">significant</a> number of subjects regained weight—up to 35% of the weight they had lost.<sup id="cite_ref-Xenical_FDA_label_4-4" class="reference"><a href="#cite_note-Xenical_FDA_label-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> It reduces the incidence of diabetes type II in people who are obese around the same amount that lifestyle changes do.<sup id="cite_ref-BMJ2007_12-1" class="reference"><a href="#cite_note-BMJ2007-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> Long-term use of orlistat also leads to a very modest reduction in <a href="/wiki/Blood_pressure" title="Blood pressure">blood pressure</a> (mean reductions of 2.5 and 1.9 <a href="/wiki/MmHg" class="mw-redirect" title="MmHg">mmHg</a> in <a href="/wiki/Systole_(medicine)" class="mw-redirect" title="Systole (medicine)">systolic</a> and <a href="/wiki/Diastole" title="Diastole">diastolic</a> blood pressure respectively).<sup id="cite_ref-16" class="reference"><a href="#cite_note-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Contraindications">Contraindications</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Orlistat&action=edit&section=2" title="Edit section: Contraindications"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Orlistat is <a href="/wiki/Contraindication" title="Contraindication">contraindicated</a> in:<sup id="cite_ref-Xenical_FDA_label_4-5" class="reference"><a href="#cite_note-Xenical_FDA_label-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </p> <ul><li><a href="/wiki/Malabsorption" title="Malabsorption">Malabsorption</a></li> <li>Hypersensitivity to orlistat</li> <li>Reduced <a href="/wiki/Gallbladder" title="Gallbladder">gallbladder</a> function (e.g. after <a href="/wiki/Cholecystectomy" title="Cholecystectomy">cholecystectomy</a>)</li> <li><a href="/wiki/Pregnancy" title="Pregnancy">Pregnancy</a> and <a href="/wiki/Breastfeeding" title="Breastfeeding">breastfeeding</a></li> <li><a href="/wiki/Anorexia" class="mw-redirect" title="Anorexia">Anorexia</a> and <a href="/wiki/Bulimia" class="mw-redirect" title="Bulimia">Bulimia</a></li> <li>Use caution with: obstructed <a href="/wiki/Bile_duct" title="Bile duct">bile duct</a>, impaired liver function, and <a href="/wiki/Pancreatic_disease" title="Pancreatic disease">pancreatic disease</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="Side_effects">Side effects</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Orlistat&action=edit&section=3" title="Edit section: Side effects"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The primary <a href="/wiki/Adverse_drug_reaction" title="Adverse drug reaction">side effects</a> of the drug are gastrointestinal-related, and include <a href="/wiki/Steatorrhea" title="Steatorrhea">steatorrhea</a> (oily, loose stools with excessive <a href="/wiki/Flatus" class="mw-redirect" title="Flatus">flatus</a> due to unabsorbed fats reaching the large intestine), <a href="/wiki/Fecal_incontinence" title="Fecal incontinence">fecal incontinence</a> and frequent or urgent bowel movements.<sup id="cite_ref-17" class="reference"><a href="#cite_note-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> To minimize these effects, foods with high fat content should be avoided; the manufacturer advises consumers to follow a low-fat, reduced-calorie diet. Oily stools and flatulence can be controlled by reducing the dietary fat content to somewhere in the region of 15 grams per meal.<sup id="cite_ref-GSKPressRelease_18-0" class="reference"><a href="#cite_note-GSKPressRelease-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> The manual for Alli makes it clear that orlistat treatment involves <a href="/wiki/Aversion_therapy" title="Aversion therapy">aversion therapy</a>, encouraging the user to associate eating fat with unpleasant treatment effects.<sup id="cite_ref-19" class="reference"><a href="#cite_note-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup> </p><p>Side effects are most severe when beginning therapy and may decrease in frequency with time;<sup id="cite_ref-Xenical_FDA_label_4-6" class="reference"><a href="#cite_note-Xenical_FDA_label-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> It has also been suggested that the decrease in side effects over time may be associated with long-term compliance with a <a href="/wiki/Low-fat_diet" title="Low-fat diet">low-fat diet</a>.<sup id="cite_ref-ManciniHalpern2006_20-0" class="reference"><a href="#cite_note-ManciniHalpern2006-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> </p><p>On 26 May 2010, the <a href="/wiki/Food_and_Drug_Administration" title="Food and Drug Administration">U.S. Food and Drug Administration</a> (FDA) approved a revised label for Xenical to include new safety information about cases of severe liver injury that have been reported rarely with the use of this medication.<sup id="cite_ref-21" class="reference"><a href="#cite_note-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup> </p><p>An analysis of over 900 orlistat users in Ontario showed that their rate of <a href="/wiki/Acute_kidney_injury" title="Acute kidney injury">acute kidney injury</a> was more than triple that of non-users.<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> </p><p>A study from 2013 looked at 94,695 participants receiving orlistat in the UK between 1999 and 2011.<sup id="cite_ref-pmid_23585064_23-0" class="reference"><a href="#cite_note-pmid_23585064-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup> The study showed no evidence of an increased risk of liver injury during treatment.<sup id="cite_ref-pmid_23585064_23-1" class="reference"><a href="#cite_note-pmid_23585064-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup> They concluded:<sup id="cite_ref-pmid_23585064_23-2" class="reference"><a href="#cite_note-pmid_23585064-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup> </p> <style data-mw-deduplicate="TemplateStyles:r1244412712">.mw-parser-output .templatequote{overflow:hidden;margin:1em 0;padding:0 32px}.mw-parser-output .templatequotecite{line-height:1.5em;text-align:left;margin-top:0}@media(min-width:500px){.mw-parser-output .templatequotecite{padding-left:1.6em}}</style><blockquote class="templatequote"><p>The incidence of acute liver injury was higher in the periods both immediately before and immediately after the start of orlistat treatment. This suggests that the observed increased risks of liver injury linked to the start of treatment may reflect changes in health status associated with the decision to begin treatment rather than any causal effect of the drug.</p></blockquote> <div class="mw-heading mw-heading3"><h3 id="Long-term">Long-term</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Orlistat&action=edit&section=4" title="Edit section: Long-term"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Despite a higher incidence of <a href="/wiki/Breast_cancer" title="Breast cancer">breast cancer</a> amongst those taking orlistat in early, pooled clinical trial data—the analysis of which delayed FDA review of orlistat<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>—a two-year study published in 1999 found similar rates between orlistat and placebo (0.54% versus 0.51%), and evidence that tumors predated treatment in 3 of the 4 participants who had them.<sup id="cite_ref-25" class="reference"><a href="#cite_note-25"><span class="cite-bracket">[</span>25<span class="cite-bracket">]</span></a></sup> There is evidence from an <i><a href="/wiki/In_vitro" title="In vitro">in vitro</a></i> study to suggest that the introduction of specific varied preparations containing orlistat, namely the concurrent administration of orlistat and the <a href="/wiki/Monoclonal_antibody" title="Monoclonal antibody">monoclonal antibody</a> <a href="/wiki/Trastuzumab" title="Trastuzumab">trastuzumab</a>, can induce <a href="/wiki/Programmed_cell_death" title="Programmed cell death">cell death</a> in breast cancer cells and block their growth.<sup id="cite_ref-Menendez_et_al._26-0" class="reference"><a href="#cite_note-Menendez_et_al.-26"><span class="cite-bracket">[</span>26<span class="cite-bracket">]</span></a></sup> </p><p>Fecal fat excretion promotes <a href="/wiki/Colon_(anatomy)" class="mw-redirect" title="Colon (anatomy)">colon</a> carcinogenesis. In 2006 the results of 30-day study were published indicating that orlistat at a dosage of 200 mg/kg chow administered to rats consuming a high-fat chow and receiving two 25 mg/kg doses of the potent carcinogen <a href="/wiki/1,2-dimethylhydrazine" class="mw-redirect" title="1,2-dimethylhydrazine">1,2-dimethylhydrazine</a> produced significantly higher numbers of <a href="/wiki/Aberrant_crypt_foci" title="Aberrant crypt foci">aberrant crypt foci</a> (ACF) colon lesions than did the carcinogen plus high-fat chow without orlistat.<sup id="cite_ref-Garcia_et_al._27-0" class="reference"><a href="#cite_note-Garcia_et_al.-27"><span class="cite-bracket">[</span>27<span class="cite-bracket">]</span></a></sup> ACF lesions are believed to be one of the earliest precursors of <a href="/wiki/Colon_cancer" class="mw-redirect" title="Colon cancer">colon cancer</a>.<sup id="cite_ref-28" class="reference"><a href="#cite_note-28"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Precautions">Precautions</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Orlistat&action=edit&section=5" title="Edit section: Precautions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Absorption of <a href="/wiki/Fat_soluble_vitamins" class="mw-redirect" title="Fat soluble vitamins">fat-soluble</a> <a href="/wiki/Vitamin" title="Vitamin">vitamins</a> and other fat-soluble nutrients is inhibited by the use of orlistat.<sup id="cite_ref-Xenical_FDA_label_4-7" class="reference"><a href="#cite_note-Xenical_FDA_label-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Interactions">Interactions</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Orlistat&action=edit&section=6" title="Edit section: Interactions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Orlistat may reduce plasma levels of <a href="/wiki/Ciclosporin" title="Ciclosporin">ciclosporin</a> (also known as "cyclosporin" or "cyclosporine", trade names Sandimmune, Gengraf, Neoral, etc.), an <a href="/wiki/Immunosuppressive_drug" title="Immunosuppressive drug">immunosuppressive drug</a> frequently used to prevent <a href="/wiki/Transplant_rejection" title="Transplant rejection">transplant rejection</a>; the two drugs should therefore not be administered concomitantly.<sup id="cite_ref-Xenical_FDA_label_4-8" class="reference"><a href="#cite_note-Xenical_FDA_label-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> Orlistat can also impair absorption of the <a href="/wiki/Antiarrhythmic_agent" title="Antiarrhythmic agent">antiarrhythmic</a> <a href="/wiki/Amiodarone" title="Amiodarone">amiodarone</a>.<sup id="cite_ref-29" class="reference"><a href="#cite_note-29"><span class="cite-bracket">[</span>29<span class="cite-bracket">]</span></a></sup> The <a href="/wiki/Medicines_and_Healthcare_products_Regulatory_Agency" title="Medicines and Healthcare products Regulatory Agency">Medicines and Healthcare products Regulatory Agency</a> (MHRA) has suggested the possibility that orlistat could reduce the absorption of <a href="/wiki/Antiretroviral" class="mw-redirect" title="Antiretroviral">antiretroviral</a> <a href="/wiki/HIV" title="HIV">HIV</a> medications.<sup id="cite_ref-30" class="reference"><a href="#cite_note-30"><span class="cite-bracket">[</span>30<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Mechanism_of_action">Mechanism of action</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Orlistat&action=edit&section=7" title="Edit section: Mechanism of action"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure typeof="mw:File/Thumb"><a href="/wiki/File:2PX6_orlistat.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/75/2PX6_orlistat.png/330px-2PX6_orlistat.png" decoding="async" width="270" height="203" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/75/2PX6_orlistat.png/500px-2PX6_orlistat.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/75/2PX6_orlistat.png/540px-2PX6_orlistat.png 2x" data-file-width="640" data-file-height="480" /></a><figcaption><a href="/wiki/X-ray_crystallography#Biological_macromolecular_crystallography" title="X-ray crystallography">Crystallographic structure</a> of human <a href="/wiki/Fatty_acid_synthase" title="Fatty acid synthase">fatty acid synthase</a> thioesterase (rainbow color, <a href="/wiki/N-terminus" title="N-terminus">N-terminus</a> = blue, <a href="/wiki/C-terminus" title="C-terminus">C-terminus</a> = red) inhibited by orlistat (<a href="/wiki/Space-filling_model" title="Space-filling model">space-filling model</a>; carbon = grey, oxygen = red, nitrogen = blue)<sup id="cite_ref-pmid17618296_31-0" class="reference"><a href="#cite_note-pmid17618296-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup></figcaption></figure> <p>Orlistat works by inhibiting gastric and pancreatic <a href="/wiki/Lipases" class="mw-redirect" title="Lipases">lipases</a>, the <a href="/wiki/Enzyme" title="Enzyme">enzymes</a> that break down <a href="/wiki/Triglycerides" class="mw-redirect" title="Triglycerides">triglycerides</a> in the <a href="/wiki/Intestine" class="mw-redirect" title="Intestine">intestine</a>.<sup id="cite_ref-32" class="reference"><a href="#cite_note-32"><span class="cite-bracket">[</span>32<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-33" class="reference"><a href="#cite_note-33"><span class="cite-bracket">[</span>33<span class="cite-bracket">]</span></a></sup> When lipase activity is blocked, triglycerides from the diet are not <a href="/wiki/Hydrolysis" title="Hydrolysis">hydrolyzed</a> into absorbable free <a href="/wiki/Fatty_acid" title="Fatty acid">fatty acids</a>, and instead are excreted unchanged. Only trace amounts of orlistat are absorbed systemically; the primary effect is local lipase inhibition within the <a href="/wiki/Gastrointestinal_tract" title="Gastrointestinal tract">GI tract</a> after an oral dose. The primary route of elimination is through the <a href="/wiki/Feces" title="Feces">feces</a>. </p><p>Orlistat was also found to <a href="/wiki/Discovery_and_development_of_gastrointestinal_lipase_inhibitors#Mechanism_of_action" title="Discovery and development of gastrointestinal lipase inhibitors">inhibit the thioesterase domain of fatty acid synthase (FAS)</a>, an enzyme involved in the proliferation of cancer cells but not normal cells. However, potential side effects of orlistat, such as inhibition of other cellular off-targets or poor bioavailability, might hamper its application as an effective antitumor agent. One profiling study undertook a chemical proteomics approach to look for new cellular targets of orlistat, including its off-targets.<sup id="cite_ref-34" class="reference"><a href="#cite_note-34"><span class="cite-bracket">[</span>34<span class="cite-bracket">]</span></a></sup> Orlistat also shows potential activity against the <i><a href="/wiki/Trypanosoma_brucei" title="Trypanosoma brucei">Trypanosoma brucei</a></i> parasite.<sup id="cite_ref-35" class="reference"><a href="#cite_note-35"><span class="cite-bracket">[</span>35<span class="cite-bracket">]</span></a></sup> </p><p>Orlistat prevents approximately 30% of dietary fat from being absorbed.<sup id="cite_ref-PDR_36-0" class="reference"><a href="#cite_note-PDR-36"><span class="cite-bracket">[</span>36<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Legal_status">Legal status</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Orlistat&action=edit&section=8" title="Edit section: Legal status"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Orlistat is available both with and <a href="/wiki/Over-the-counter_drug" title="Over-the-counter drug">without a prescription</a>.<sup id="cite_ref-BBC_37-0" class="reference"><a href="#cite_note-BBC-37"><span class="cite-bracket">[</span>37<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Xenical_FDA_label_4-9" class="reference"><a href="#cite_note-Xenical_FDA_label-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Alli_FDA_label_5-1" class="reference"><a href="#cite_note-Alli_FDA_label-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-38" class="reference"><a href="#cite_note-38"><span class="cite-bracket">[</span>38<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Australia_and_New_Zealand">Australia and New Zealand</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Orlistat&action=edit&section=9" title="Edit section: Australia and New Zealand"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>In Australia and New Zealand, orlistat is available as a "<a href="/wiki/Standard_for_the_Uniform_Scheduling_of_Drugs_and_Poisons#Schedule_3_Pharmacist_Only_Medicine" class="mw-redirect" title="Standard for the Uniform Scheduling of Drugs and Poisons">Pharmacist Only Medicine</a>".<sup id="cite_ref-TGAauth_15-1" class="reference"><a href="#cite_note-TGAauth-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> In 2007, the Committee decided to keep orlistat as a <a href="/wiki/Standard_for_the_Uniform_Scheduling_of_Drugs_and_Poisons" class="mw-redirect" title="Standard for the Uniform Scheduling of Drugs and Poisons">Schedule 3 drug</a>, but withdrew its authorization of direct-to-consumer Xenical advertising, stating this "increased pressure on pharmacists to provide orlistat to consumers...this in turn had the potential to result in inappropriate patterns of use".<sup id="cite_ref-TGApr_39-0" class="reference"><a href="#cite_note-TGApr-39"><span class="cite-bracket">[</span>39<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="United_States">United States</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Orlistat&action=edit&section=10" title="Edit section: United States"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Orlistat was initially approved by the <a href="/wiki/Food_and_Drug_Administration" title="Food and Drug Administration">U.S. Food and Drug Administration</a> in April 1999 as a prescription-only medication.<sup id="cite_ref-Stolberg_1999_40-0" class="reference"><a href="#cite_note-Stolberg_1999-40"><span class="cite-bracket">[</span>40<span class="cite-bracket">]</span></a></sup> On 23 January 2006, an FDA advisory panel voted 11 to 3 to recommend the approval of an OTC formulation of orlistat, to be sold under the brand name Alli by <a href="/wiki/GlaxoSmithKline" class="mw-redirect" title="GlaxoSmithKline">GlaxoSmithKline</a>.<sup id="cite_ref-WP_41-0" class="reference"><a href="#cite_note-WP-41"><span class="cite-bracket">[</span>41<span class="cite-bracket">]</span></a></sup> Approval was granted on 7 February 2007,<sup id="cite_ref-42" class="reference"><a href="#cite_note-42"><span class="cite-bracket">[</span>42<span class="cite-bracket">]</span></a></sup> and Alli became the first weight loss drug officially sanctioned by the U.S. government for over-the-counter use.<sup id="cite_ref-NYT_43-0" class="reference"><a href="#cite_note-NYT-43"><span class="cite-bracket">[</span>43<span class="cite-bracket">]</span></a></sup> Consumer advocacy organization <a href="/wiki/Public_Citizen" title="Public Citizen">Public Citizen</a> opposed over-the-counter approval for orlistat.<sup id="cite_ref-WP2_14-1" class="reference"><a href="#cite_note-WP2-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup> </p><p>Alli became available in the U.S. in June 2007. It is sold as 60 mg capsules—half the dosage of prescription orlistat.<sup id="cite_ref-WP2_14-2" class="reference"><a href="#cite_note-WP2-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-NYT_43-1" class="reference"><a href="#cite_note-NYT-43"><span class="cite-bracket">[</span>43<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="European_Union_and_Switzerland">European Union and Switzerland</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Orlistat&action=edit&section=11" title="Edit section: European Union and Switzerland"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>On 21 January 2009, the <a href="/wiki/European_Medicines_Agency" title="European Medicines Agency">European Medicines Agency</a> granted approval for the sale of orlistat without a prescription.<sup id="cite_ref-BBC_37-1" class="reference"><a href="#cite_note-BBC-37"><span class="cite-bracket">[</span>37<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-44" class="reference"><a href="#cite_note-44"><span class="cite-bracket">[</span>44<span class="cite-bracket">]</span></a></sup> </p><p>At least since September 2017, tablets with 60 mg orlistat can be freely sold in Swiss drugstores. Formulations with 120 mg per tablet require a prescription, but can be sold without one in pharmacies under an exemption rule, which is based on a list of easily diagnosable diseases.<sup id="cite_ref-45" class="reference"><a href="#cite_note-45"><span class="cite-bracket">[</span>45<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Generic_formulations">Generic formulations</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Orlistat&action=edit&section=12" title="Edit section: Generic formulations"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>U.S. patent protection for Xenical, originally to end on 18 June 2004, was extended by five years (until 2009) by the U.S. <a href="/wiki/United_States_Patent_and_Trademark_Office" title="United States Patent and Trademark Office">Patent and Trademark Office</a>. The extension was granted on 20 July 2002,<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> and expired on 18 June 2009.<sup id="cite_ref-47" class="reference"><a href="#cite_note-47"><span class="cite-bracket">[</span>47<span class="cite-bracket">]</span></a></sup> </p><p>Generic orlistat is available in Iran under the brand Venustat manufactured by Aburaihan Pharmaceutical co., in India, under the brands Orlean (Eris), Vyfat, Olistat, Obelit, Orlica and Reeshape.<sup id="cite_ref-48" class="reference"><a href="#cite_note-48"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup> In Russia, orlistat is available under the brand names Xenical (<a href="/wiki/Hoffmann%E2%80%93La_Roche" class="mw-redirect" title="Hoffmann–La Roche">Hoffmann–La Roche</a>), Orsoten/Orsoten Slim (<a href="/wiki/Krka_(company)" title="Krka (company)">KRKA d. d.</a>) and Xenalten (OBL-Pharm). In Austria, orlistat is available under the brand name Slimox. In Malaysia, orlistat is available under the brand name Cuvarlix and is marketed by Pharmaniaga. In the Philippines orlistat is available under the brand name RedoXfat Plus manufactured by ATC Healthcare </p> <div class="mw-heading mw-heading2"><h2 id="Society_and_culture">Society and culture</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Orlistat&action=edit&section=13" title="Edit section: Society and culture"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Cost">Cost</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Orlistat&action=edit&section=14" title="Edit section: Cost"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>At times, such as in spring 2012, orlistat has come into short supply, with consequent price increases because of nonavailability of one of the drug's components.<sup id="cite_ref-49" class="reference"><a href="#cite_note-49"><span class="cite-bracket">[</span>49<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Counterfeit_products">Counterfeit products</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Orlistat&action=edit&section=15" title="Edit section: Counterfeit products"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>In January 2010, the <a href="/wiki/Food_and_Drug_Administration" title="Food and Drug Administration">U.S. Food and Drug Administration</a> issued an alert stating that some counterfeit versions of Alli sold over the Internet contain no orlistat, and instead contain the weight-loss drug <a href="/wiki/Sibutramine" title="Sibutramine">sibutramine</a>. The concentration of sibutramine in these counterfeit products is at least twice the amount recommended for weight loss.<sup id="cite_ref-50" class="reference"><a href="#cite_note-50"><span class="cite-bracket">[</span>50<span class="cite-bracket">]</span></a></sup> </p> <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=Orlistat&action=edit&section=16" 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-Xenical_SmPC-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-Xenical_SmPC_1-0">^</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 class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.medicines.org.uk/emc/product/2592/smpc">"Xenical 120 mg hard capsules - Summary of Product Characteristics (SmPC)"</a>. <i>(emc)</i>. 18 May 2017. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20220308043718/https://www.medicines.org.uk/emc/product/2592/smpc">Archived</a> from the original on 8 March 2022<span class="reference-accessdate">. Retrieved <span class="nowrap">19 September</span> 2022</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=%28emc%29&rft.atitle=Xenical+120+mg+hard+capsules+-+Summary+of+Product+Characteristics+%28SmPC%29&rft.date=2017-05-18&rft_id=https%3A%2F%2Fwww.medicines.org.uk%2Femc%2Fproduct%2F2592%2Fsmpc&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></span> </li> <li id="cite_note-Beacita_SmPC-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-Beacita_SmPC_2-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.medicines.org.uk/emc/product/2934/smpc">"Beacita 120mg Capsules, hard - Summary of Product Characteristics (SmPC)"</a>. <i>(emc)</i>. 11 November 2020. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20220701231935/https://www.medicines.org.uk/emc/product/2934/smpc">Archived</a> from the original on 1 July 2022<span class="reference-accessdate">. Retrieved <span class="nowrap">19 September</span> 2022</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=%28emc%29&rft.atitle=Beacita+120mg+Capsules%2C+hard+-+Summary+of+Product+Characteristics+%28SmPC%29&rft.date=2020-11-11&rft_id=https%3A%2F%2Fwww.medicines.org.uk%2Femc%2Fproduct%2F2934%2Fsmpc&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></span> </li> <li id="cite_note-Alli_SmPC-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-Alli_SmPC_3-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.medicines.org.uk/emc/product/6533/smpc">"alli 60 mg hard capsules - Summary of Product Characteristics (SmPC)"</a>. <i>(emc)</i>. 11 June 2021. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20220118225325/https://www2.medicines.org.uk/emc/product/6533/smpc">Archived</a> from the original on 18 January 2022<span class="reference-accessdate">. Retrieved <span class="nowrap">19 September</span> 2022</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=%28emc%29&rft.atitle=alli+60+mg+hard+capsules+-+Summary+of+Product+Characteristics+%28SmPC%29&rft.date=2021-06-11&rft_id=https%3A%2F%2Fwww.medicines.org.uk%2Femc%2Fproduct%2F6533%2Fsmpc&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></span> </li> <li id="cite_note-Xenical_FDA_label-4"><span class="mw-cite-backlink">^ <a href="#cite_ref-Xenical_FDA_label_4-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Xenical_FDA_label_4-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-Xenical_FDA_label_4-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-Xenical_FDA_label_4-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-Xenical_FDA_label_4-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-Xenical_FDA_label_4-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-Xenical_FDA_label_4-6"><sup><i><b>g</b></i></sup></a> <a href="#cite_ref-Xenical_FDA_label_4-7"><sup><i><b>h</b></i></sup></a> <a href="#cite_ref-Xenical_FDA_label_4-8"><sup><i><b>i</b></i></sup></a> <a href="#cite_ref-Xenical_FDA_label_4-9"><sup><i><b>j</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=6240792b-9224-2d10-e053-2a91aa0a2c3e">"Xenical- orlistat capsule"</a>. <i>DailyMed</i>. 9 December 2021. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20220717130355/https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=6240792b-9224-2d10-e053-2a91aa0a2c3e">Archived</a> from the original on 17 July 2022<span class="reference-accessdate">. Retrieved <span class="nowrap">19 September</span> 2022</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=DailyMed&rft.atitle=Xenical-+orlistat+capsule&rft.date=2021-12-09&rft_id=https%3A%2F%2Fdailymed.nlm.nih.gov%2Fdailymed%2FdrugInfo.cfm%3Fsetid%3D6240792b-9224-2d10-e053-2a91aa0a2c3e&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></span> </li> <li id="cite_note-Alli_FDA_label-5"><span class="mw-cite-backlink">^ <a href="#cite_ref-Alli_FDA_label_5-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Alli_FDA_label_5-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=a2d3bd73-f3af-4ea5-a57c-66b0004cfe4f">"Alli- orlistat capsule"</a>. <i>DailyMed</i>. 9 November 2020. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20211130041115/https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=a2d3bd73-f3af-4ea5-a57c-66b0004cfe4f">Archived</a> from the original on 30 November 2021<span class="reference-accessdate">. Retrieved <span class="nowrap">19 September</span> 2022</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=DailyMed&rft.atitle=Alli-+orlistat+capsule&rft.date=2020-11-09&rft_id=https%3A%2F%2Fdailymed.nlm.nih.gov%2Fdailymed%2FdrugInfo.cfm%3Fsetid%3Da2d3bd73-f3af-4ea5-a57c-66b0004cfe4f&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></span> </li> <li id="cite_note-Xenical_EPAR-6"><span class="mw-cite-backlink"><b><a href="#cite_ref-Xenical_EPAR_6-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.ema.europa.eu/en/medicines/human/EPAR/xenical">"Xenical EPAR"</a>. <i>European Medicines Agency</i>. 17 September 2018. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20210415115121/https://www.ema.europa.eu/en/medicines/human/EPAR/xenical">Archived</a> from the original on 15 April 2021<span class="reference-accessdate">. Retrieved <span class="nowrap">20 September</span> 2022</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=European+Medicines+Agency&rft.atitle=Xenical+EPAR&rft.date=2018-09-17&rft_id=https%3A%2F%2Fwww.ema.europa.eu%2Fen%2Fmedicines%2Fhuman%2FEPAR%2Fxenical&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></span> </li> <li id="cite_note-Alli_EPAR-7"><span class="mw-cite-backlink"><b><a href="#cite_ref-Alli_EPAR_7-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.ema.europa.eu/en/medicines/human/EPAR/alli">"Alli EPAR"</a>. <i>European Medicines Agency</i>. 17 September 2018. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20220123230458/https://www.ema.europa.eu/en/medicines/human/EPAR/alli">Archived</a> from the original on 23 January 2022<span class="reference-accessdate">. Retrieved <span class="nowrap">20 September</span> 2022</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=European+Medicines+Agency&rft.atitle=Alli+EPAR&rft.date=2018-09-17&rft_id=https%3A%2F%2Fwww.ema.europa.eu%2Fen%2Fmedicines%2Fhuman%2FEPAR%2Falli&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></span> </li> <li id="cite_note-8"><span class="mw-cite-backlink"><b><a href="#cite_ref-8">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFZhiMeliaEggersJoly1995" class="citation journal cs1">Zhi J, Melia AT, Eggers H, Joly R, Patel IH (November 1995). 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Archived from <a rel="nofollow" class="external text" href="https://www.fda.gov/bbs/topics/NEWS/2007/NEW01557.html">the original</a> on 13 May 2009<span class="reference-accessdate">. Retrieved <span class="nowrap">7 February</span> 2007</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=FDA+Approves+Orlistat+for+Over-the-Counter+Use&rft.pub=U.S.+Food+and+Drug+Administration+%28FDA%29&rft.date=2007-02-07&rft_id=https%3A%2F%2Fwww.fda.gov%2Fbbs%2Ftopics%2FNEWS%2F2007%2FNEW01557.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></span> </li> <li id="cite_note-NYT-43"><span class="mw-cite-backlink">^ <a href="#cite_ref-NYT_43-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-NYT_43-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFSaul2007" class="citation news cs1">Saul S (7 February 2007). <a rel="nofollow" class="external text" href="https://www.nytimes.com/2007/02/07/health/07cnd-diet.html">"Weight-Loss Drug to Be Sold Over the Counter"</a>. <i>The New York Times</i>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20211025173812/https://www.nytimes.com/2007/02/07/health/07cnd-diet.html">Archived</a> from the original on 25 October 2021<span class="reference-accessdate">. Retrieved <span class="nowrap">10 February</span> 2007</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+New+York+Times&rft.atitle=Weight-Loss+Drug+to+Be+Sold+Over+the+Counter&rft.date=2007-02-07&rft.aulast=Saul&rft.aufirst=S&rft_id=https%3A%2F%2Fwww.nytimes.com%2F2007%2F02%2F07%2Fhealth%2F07cnd-diet.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></span> </li> <li id="cite_note-44"><span class="mw-cite-backlink"><b><a href="#cite_ref-44">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation pressrelease cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20090127012016/http://www.gsk.com/media/pressreleases/2009/2009_pressrelease_10011.htm">"GlaxoSmithKline receives European Commission approval to market alli (orlistat 60mg)"</a> (Press release). GlaxoSmithKline. 21 January 2009. Archived from <a rel="nofollow" class="external text" href="http://www.gsk.com/media/pressreleases/2009/2009_pressrelease_10011.htm">the original</a> on 27 January 2009<span class="reference-accessdate">. Retrieved <span class="nowrap">22 January</span> 2009</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=GlaxoSmithKline+receives+European+Commission+approval+to+market+alli+%28orlistat+60mg%29&rft.pub=GlaxoSmithKline&rft.date=2009-01-21&rft_id=http%3A%2F%2Fwww.gsk.com%2Fmedia%2Fpressreleases%2F2009%2F2009_pressrelease_10011.htm&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></span> </li> <li id="cite_note-45"><span class="mw-cite-backlink"><b><a href="#cite_ref-45">^</a></b></span> <span class="reference-text"><a rel="nofollow" class="external free" href="http://www.compendium.ch">http://www.compendium.ch</a> <a rel="nofollow" class="external text" href="https://web.archive.org/web/20211010033345/https://www.compendium.ch/">Archived</a> 10 October 2021 at the <a href="/wiki/Wayback_Machine" title="Wayback Machine">Wayback Machine</a>, directory of drugs approved in Switzerland</span> </li> <li id="cite_note-46"><span class="mw-cite-backlink"><b><a href="#cite_ref-46">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFRogan2002" class="citation web cs1"><a href="/wiki/Jim_Rogan" class="mw-redirect" title="Jim Rogan">Rogan JE</a> (30 July 2002). <a rel="nofollow" class="external text" href="http://www.uspto.gov/web/offices/pac/dapp/opla/term/certs/4598089.pdf">"Certificate Extending Patent Term Under 35 U.S.C. § 156"</a> <span class="cs1-format">(PDF)</span>. <a href="/wiki/United_States_Patent_and_Trademark_Office" title="United States Patent and Trademark Office">United States Patent and Trademark Office</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20060929133007/http://www.uspto.gov/web/offices/pac/dapp/opla/term/certs/4598089.pdf">Archived</a> <span class="cs1-format">(PDF)</span> from the original on 29 September 2006<span class="reference-accessdate">. Retrieved <span class="nowrap">8 April</span> 2007</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Certificate+Extending+Patent+Term+Under+35+U.S.C.+%C2%A7+156&rft.pub=United+States+Patent+and+Trademark+Office&rft.date=2002-07-30&rft.aulast=Rogan&rft.aufirst=JE&rft_id=http%3A%2F%2Fwww.uspto.gov%2Fweb%2Foffices%2Fpac%2Fdapp%2Fopla%2Fterm%2Fcerts%2F4598089.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></span> </li> <li id="cite_note-47"><span class="mw-cite-backlink"><b><a href="#cite_ref-47">^</a></b></span> <span class="reference-text">"Drug Patent Expirations in June 2009". DrugPatentWatch.com, in <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20090609085725/http://www.biotechblog.com/2009/06/01/drug-patent-expirations-in-june-2009/">"Drug Patent Expirations in June 2009"</a>. Biotech Blog. 1 June 2009. Archived from <a rel="nofollow" class="external text" href="http://www.biotechblog.com/2009/06/01/drug-patent-expirations-in-june-2009">the original</a> on 9 June 2009<span class="reference-accessdate">. Retrieved <span class="nowrap">20 June</span> 2009</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Drug+Patent+Expirations+in+June+2009&rft.pub=Biotech+Blog&rft.date=2009-06-01&rft_id=http%3A%2F%2Fwww.biotechblog.com%2F2009%2F06%2F01%2Fdrug-patent-expirations-in-june-2009&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></span> </li> <li id="cite_note-48"><span class="mw-cite-backlink"><b><a href="#cite_ref-48">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFDevarajan2009" class="citation news cs1">Devarajan U (1 March 2009). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20090310042334/http://deccanchronicle.com/sunday-debate/fatty-issues-694">"Fatty issues"</a>. <i><a href="/wiki/The_Deccan_Chronicle" class="mw-redirect" title="The Deccan Chronicle">The Deccan Chronicle</a></i>. Archived from <a rel="nofollow" class="external text" href="http://www.deccanchronicle.com/sunday-debate/fatty-issues-694">the original</a> on 10 March 2009<span class="reference-accessdate">. Retrieved <span class="nowrap">26 November</span> 2009</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Deccan+Chronicle&rft.atitle=Fatty+issues&rft.date=2009-03-01&rft.aulast=Devarajan&rft.aufirst=U&rft_id=http%3A%2F%2Fwww.deccanchronicle.com%2Fsunday-debate%2Ffatty-issues-694&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></span> </li> <li id="cite_note-49"><span class="mw-cite-backlink"><b><a href="#cite_ref-49">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFJeanne_Whalen2012" class="citation news cs1">Jeanne Whalen (20 April 2012). <a rel="nofollow" class="external text" href="https://www.wsj.com/articles/SB10001424052702303513404577355810163684518">"Glaxo Sells Bulk of Over-the-Counter Drugs"</a>. <i><a href="/wiki/The_Wall_Street_Journal" title="The Wall Street Journal">The Wall Street Journal</a></i>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20160827110355/http://www.wsj.com/articles/SB10001424052702303513404577355810163684518">Archived</a> from the original on 27 August 2016<span class="reference-accessdate">. Retrieved <span class="nowrap">8 August</span> 2017</span>. <q>Glaxo said the issue wasn't a lack of interested buyers, but manufacturing problems that have led to shortages of the diet pill and forced the company to delay the product's sale.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Wall+Street+Journal&rft.atitle=Glaxo+Sells+Bulk+of+Over-the-Counter+Drugs&rft.date=2012-04-20&rft.au=Jeanne+Whalen&rft_id=https%3A%2F%2Fwww.wsj.com%2Farticles%2FSB10001424052702303513404577355810163684518&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></span> </li> <li id="cite_note-50"><span class="mw-cite-backlink"><b><a href="#cite_ref-50">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation news cs1"><a rel="nofollow" class="external text" href="http://www.cnn.com/2010/HEALTH/01/23/fake.diet.drug/index.html">"Fake Alli diet pills can pose health risks"</a>. CNN. 23 January 2010. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20100125215740/http://www.cnn.com/2010/HEALTH/01/23/fake.diet.drug/index.html">Archived</a> from the original on 25 January 2010<span class="reference-accessdate">. Retrieved <span class="nowrap">24 January</span> 2010</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Fake+Alli+diet+pills+can+pose+health+risks&rft.date=2010-01-23&rft_id=http%3A%2F%2Fwww.cnn.com%2F2010%2FHEALTH%2F01%2F23%2Ffake.diet.drug%2Findex.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" 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=Orlistat&action=edit&section=17" 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="CITEREFBoehmMcClurgPathiranaMangelsdorf1994" class="citation journal cs1">Boehm MF, McClurg MR, Pathirana C, Mangelsdorf D, White SK, Hebert J, et al. (February 1994). "Synthesis of high specific activity [3H]-9-cis-retinoic acid and its application for identifying retinoids with unusual binding properties". <i>Journal of Medicinal Chemistry</i>. <b>37</b> (3): <span class="nowrap">408–</span>414. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fjm00029a013">10.1021/jm00029a013</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/8308867">8308867</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Medicinal+Chemistry&rft.atitle=Synthesis+of+high+specific+activity+%5B3H%5D-9-cis-retinoic+acid+and+its+application+for+identifying+retinoids+with+unusual+binding+properties&rft.volume=37&rft.issue=3&rft.pages=%3Cspan+class%3D%22nowrap%22%3E408-%3C%2Fspan%3E414&rft.date=1994-02&rft_id=info%3Adoi%2F10.1021%2Fjm00029a013&rft_id=info%3Apmid%2F8308867&rft.aulast=Boehm&rft.aufirst=MF&rft.au=McClurg%2C+MR&rft.au=Pathirana%2C+C&rft.au=Mangelsdorf%2C+D&rft.au=White%2C+SK&rft.au=Hebert%2C+J&rft.au=Winn%2C+D&rft.au=Goldman%2C+ME&rft.au=Heyman%2C+RA&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFHanessianTehimChen1993" class="citation journal cs1">Hanessian S, Tehim A, Chen P (1993). "Total synthesis of (−)-tetrahydrolipstatin". <i>The Journal of Organic Chemistry</i>. <b>58</b> (27): 7768. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fjo00079a022">10.1021/jo00079a022</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Journal+of+Organic+Chemistry&rft.atitle=Total+synthesis+of+%28%E2%88%92%29-tetrahydrolipstatin&rft.volume=58&rft.issue=27&rft.pages=7768&rft.date=1993&rft_id=info%3Adoi%2F10.1021%2Fjo00079a022&rft.aulast=Hanessian&rft.aufirst=S&rft.au=Tehim%2C+A&rft.au=Chen%2C+P&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFYangLiuNgaiLear2010" class="citation journal cs1">Yang PY, Liu K, Ngai MH, Lear MJ, Wenk MR, Yao SQ (January 2010). "Activity-based proteome profiling of potential cellular targets of Orlistat--an FDA-approved drug with anti-tumor activities". <i>Journal of the American Chemical Society</i>. <b>132</b> (2): <span class="nowrap">656–</span>666. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fja907716f">10.1021/ja907716f</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/20028024">20028024</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+the+American+Chemical+Society&rft.atitle=Activity-based+proteome+profiling+of+potential+cellular+targets+of+Orlistat--an+FDA-approved+drug+with+anti-tumor+activities&rft.volume=132&rft.issue=2&rft.pages=%3Cspan+class%3D%22nowrap%22%3E656-%3C%2Fspan%3E666&rft.date=2010-01&rft_id=info%3Adoi%2F10.1021%2Fja907716f&rft_id=info%3Apmid%2F20028024&rft.aulast=Yang&rft.aufirst=PY&rft.au=Liu%2C+K&rft.au=Ngai%2C+MH&rft.au=Lear%2C+MJ&rft.au=Wenk%2C+MR&rft.au=Yao%2C+SQ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFYangWangLiuNgai2012" class="citation journal cs1">Yang PY, Wang M, Liu K, Ngai MH, Sheriff O, Lear MJ, et al. (July 2012). "Parasite-based screening and proteome profiling reveal orlistat, an FDA-approved drug, as a potential anti Trypanosoma brucei agent". <i>Chemistry: A European Journal</i>. <b>18</b> (27): <span class="nowrap">8403–</span>8413. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2Fchem.201200482">10.1002/chem.201200482</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/22674877">22674877</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Chemistry%3A+A+European+Journal&rft.atitle=Parasite-based+screening+and+proteome+profiling+reveal+orlistat%2C+an+FDA-approved+drug%2C+as+a+potential+anti+Trypanosoma+brucei+agent&rft.volume=18&rft.issue=27&rft.pages=%3Cspan+class%3D%22nowrap%22%3E8403-%3C%2Fspan%3E8413&rft.date=2012-07&rft_id=info%3Adoi%2F10.1002%2Fchem.201200482&rft_id=info%3Apmid%2F22674877&rft.aulast=Yang&rft.aufirst=PY&rft.au=Wang%2C+M&rft.au=Liu%2C+K&rft.au=Ngai%2C+MH&rft.au=Sheriff%2C+O&rft.au=Lear%2C+MJ&rft.au=Sze%2C+SK&rft.au=He%2C+CY&rft.au=Yao%2C+SQ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOrlistat" class="Z3988"></span></li></ul> </div> <div class="mw-heading mw-heading2"><h2 id="External_links">External links</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Orlistat&action=edit&section=18" title="Edit section: External links"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://druginfo.nlm.nih.gov/drugportal/name/orlistat">"Orlistat"</a>. <i>Drug Information Portal</i>. 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title="Amphetamines">Amphetamines</a> and<br /> <a href="/wiki/Phenethylamines" class="mw-redirect" title="Phenethylamines">phenethylamines</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/4-Methylamphetamine" title="4-Methylamphetamine">4-Methylamphetamine</a><sup>‡</sup></li> <li><a href="/wiki/Amfecloral" title="Amfecloral">Amfecloral</a></li> <li><a href="/wiki/Amfepentorex" title="Amfepentorex">Amfepentorex</a></li> <li><a href="/wiki/Amfepramone" title="Amfepramone">Amfepramone</a></li> <li><a href="/wiki/Amphetamine" title="Amphetamine">Amphetamine</a></li> <li><a href="/wiki/Amphetaminil" class="mw-redirect" title="Amphetaminil">Amphetaminil</a></li> <li><a href="/wiki/Benzphetamine" title="Benzphetamine">Benzphetamine</a></li> <li><a href="/wiki/Cathine" title="Cathine">Cathine</a></li> <li><a href="/wiki/Cathinone" title="Cathinone">Cathinone</a></li> <li><a href="/wiki/Chlorphentermine" title="Chlorphentermine">Chlorphentermine</a></li> <li><a href="/wiki/Clobenzorex" title="Clobenzorex">Clobenzorex</a></li> <li><a href="/wiki/Cloforex" title="Cloforex">Cloforex</a></li> <li><a href="/wiki/Clortermine" title="Clortermine">Clortermine</a></li> <li><a href="/wiki/Dextroamphetamine" title="Dextroamphetamine">Dextroamphetamine</a></li> <li><a href="/wiki/Dimethylcathinone" title="Dimethylcathinone">Dimethylcathinone</a></li> <li><a href="/wiki/Ephedrine" title="Ephedrine">Ephedrine</a></li> <li><a href="/wiki/Ephedra_(medicine)" title="Ephedra (medicine)">Ephedra</a><sup>‡</sup></li> <li><a href="/wiki/Etilamfetamine" title="Etilamfetamine">Etilamfetamine</a></li> <li><a href="/wiki/Etolorex" title="Etolorex">Etolorex</a></li> <li><a href="/wiki/Fenethylline" title="Fenethylline">Fenethylline</a></li> <li><a href="/wiki/Fenproporex" title="Fenproporex">Fenproporex</a></li> <li><a href="/wiki/Fludorex" title="Fludorex">Fludorex</a></li> <li><a href="/wiki/Furfenorex" title="Furfenorex">Furfenorex</a><sup>‡</sup></li> <li><a href="/wiki/Khat" title="Khat">Khat</a></li> <li><a href="/wiki/Lisdexamfetamine" title="Lisdexamfetamine">Lisdexamfetamine</a></li> <li><a href="/wiki/Mefenorex" title="Mefenorex">Mefenorex</a></li> <li><a href="/wiki/Methamphetamine" title="Methamphetamine">Methamphetamine</a></li> <li><a href="/wiki/Norfenfluramine" title="Norfenfluramine">Norfenfluramine</a></li> <li><a href="/wiki/Pentorex" title="Pentorex">Pentorex</a></li> <li><a href="/wiki/Phentermine" title="Phentermine">Phentermine</a> (<a href="/wiki/Phentermine/topiramate" title="Phentermine/topiramate">+topiramate</a>)</li> <li><a href="/wiki/Xylopropamine" title="Xylopropamine">Xylopropamine</a></li> <li><a href="/wiki/Zylofuramine" title="Zylofuramine">Zylofuramine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Adrenergic_agonists" class="mw-redirect" title="Adrenergic agonists">Adrenergic agonists</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/Albuterol" class="mw-redirect" title="Albuterol">Albuterol</a></li> <li><a href="/wiki/Clenbuterol" title="Clenbuterol">Clenbuterol</a><sup>§</sup></li> <li><a href="/wiki/Ephedrine" title="Ephedrine">Ephedrine</a></li> <li><a href="/wiki/Ephedra_(medicine)" title="Ephedra (medicine)">Ephedra</a><sup>‡</sup></li> <li><a href="/wiki/Levopropylhexedrine" class="mw-redirect" title="Levopropylhexedrine">Levopropylhexedrine</a></li> <li><a href="/wiki/Synephrine" title="Synephrine">Synephrine</a></li> <li><a href="/wiki/Terbutaline" title="Terbutaline">Terbutaline</a></li> <li><a href="/wiki/Yohimbine" title="Yohimbine">Yohimbine</a> (<a href="/wiki/Yohimbe" class="mw-redirect" title="Yohimbe">Yohimbe</a>)</li></ul> </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"> <ul><li><a href="/wiki/Aminorex" title="Aminorex">Aminorex</a><sup>‡</sup></li> <li><a href="/wiki/Atomoxetine" title="Atomoxetine">Atomoxetine</a></li> <li><a href="/wiki/Benfluorex" title="Benfluorex">Benfluorex</a><sup>‡</sup></li> <li><a href="/wiki/Bupropion" title="Bupropion">Bupropion</a> (<a href="/wiki/Naltrexone/bupropion" title="Naltrexone/bupropion">+naltrexone</a>)</li> <li><a href="/wiki/Dexfenfluramine" title="Dexfenfluramine">Dexfenfluramine</a><sup>‡</sup></li> <li><a href="/wiki/Dexmethylphenidate" title="Dexmethylphenidate">Dexmethylphenidate</a></li> <li><a href="/wiki/Difemetorex" title="Difemetorex">Difemetorex</a><sup>‡</sup></li> <li><a href="/wiki/Fenbutrazate" title="Fenbutrazate">Fenbutrazate</a></li> <li><a href="/wiki/Fenfluramine" title="Fenfluramine">Fenfluramine</a> (<a href="/wiki/Fenfluramine/phentermine" title="Fenfluramine/phentermine">+phentermine</a><sup>‡</sup>)</li> <li><a href="/wiki/Manifaxine" title="Manifaxine">Manifaxine</a></li> <li><a href="/wiki/Mazindol" title="Mazindol">Mazindol</a></li> <li><a href="/wiki/Methylphenidate" title="Methylphenidate">Methylphenidate</a></li> <li><a href="/wiki/Phendimetrazine" title="Phendimetrazine">Phendimetrazine</a></li> <li><a href="/wiki/Phenethylamine" title="Phenethylamine">Phenethylamine</a></li> <li><a href="/wiki/Phenmetrazine" title="Phenmetrazine">Phenmetrazine</a></li> <li><a href="/wiki/Phenylpropanolamine" title="Phenylpropanolamine">Phenylpropanolamine</a></li> <li><a href="/wiki/Pipradrol" title="Pipradrol">Pipradrol</a></li> <li><a href="/wiki/Propylhexedrine" title="Propylhexedrine">Propylhexedrine</a></li> <li><a href="/wiki/Pyrovalerone" title="Pyrovalerone">Pyrovalerone</a></li> <li><a href="/wiki/Sibutramine" title="Sibutramine">Sibutramine</a><sup>‡</sup></li> <li><a href="/wiki/Tesofensine" title="Tesofensine">Tesofensine</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/Cannabinoid_receptor_antagonist" title="Cannabinoid receptor antagonist">Cannabinoid<br />antagonists</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/Drinabant" title="Drinabant">Drinabant</a><sup>§</sup></li> <li><a href="/wiki/Ibipinabant" title="Ibipinabant">Ibipinabant</a><sup>§</sup></li> <li><a href="/wiki/Otenabant" title="Otenabant">Otenabant</a><sup>§</sup></li> <li><a href="/wiki/Rimonabant" title="Rimonabant">Rimonabant</a><sup>‡</sup></li> <li><a href="/wiki/Rosonabant" title="Rosonabant">Rosonabant</a><sup>§</sup></li> <li><a href="/wiki/Surinabant" title="Surinabant">Surinabant</a><sup>§</sup></li> <li><a href="/wiki/Taranabant" title="Taranabant">Taranabant</a><sup>§</sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Glucagon-like_peptide-1_receptor_agonist" class="mw-redirect" title="Glucagon-like peptide-1 receptor agonist">GLP-1</a>, <a href="/wiki/Glucose-dependent_insulinotropic_polypeptide" class="mw-redirect" title="Glucose-dependent insulinotropic polypeptide">GIP</a>, <a href="/wiki/GLP1_poly-agonist_peptides" title="GLP1 poly-agonist peptides">and / or</a><br /><a href="/wiki/Glucagon_receptor_agonist" title="Glucagon receptor agonist">glucagon agonists</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/AMG_133" class="mw-redirect" title="AMG 133">AMG 133</a></li> <li><a href="/wiki/Cinchonine" title="Cinchonine">Cinchonine</a></li> <li><a href="/wiki/Cotadutide" title="Cotadutide">Cotadutide</a></li> <li><a href="/wiki/Danuglipron" title="Danuglipron">Danuglipron</a></li> <li><a href="/wiki/Ecnoglutide" title="Ecnoglutide">Ecnoglutide</a></li> <li><a href="/wiki/Exenatide" title="Exenatide">Exenatide</a>†</li> <li><a href="/wiki/Liraglutide" title="Liraglutide">Liraglutide</a></li> <li><a href="/wiki/Orforglipron" title="Orforglipron">Orforglipron</a></li> <li><a href="/wiki/Oxyntomodulin" title="Oxyntomodulin">Oxyntomodulin</a><sup>§</sup></li> <li><a href="/wiki/Retatrutide" title="Retatrutide">Retatrutide</a></li> <li><a href="/wiki/Semaglutide" title="Semaglutide">Semaglutide</a> (<a href="/wiki/Cagrilintide/semaglutide" title="Cagrilintide/semaglutide">+cagrilintide</a><sup>†</sup>)</li> <li><a href="/wiki/Tirzepatide" title="Tirzepatide">Tirzepatide</a>†</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Dual_amylin_and_calcitonin_receptor_agonists" title="Dual amylin and calcitonin receptor agonists">DACRAs</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/Cagrilintide" title="Cagrilintide">Cagrilintide</a> (<a href="/wiki/Cagrilintide/semaglutide" title="Cagrilintide/semaglutide">+semaglutide</a><sup>†</sup>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/5-HT2C_receptor_agonist" title="5-HT2C receptor agonist">5-HT2C<br />receptor agonists</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/5-Hydroxytryptophan" title="5-Hydroxytryptophan">5-HTP</a></li> <li><a href="/wiki/Lorcaserin" title="Lorcaserin">Lorcaserin</a><sup>‡</sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Absorption inhibitors</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/Cetilistat" title="Cetilistat">Cetilistat</a></li> <li><a href="/wiki/Dirlotapide" title="Dirlotapide">Dirlotapide</a></li> <li><a href="/wiki/Mitratapide" title="Mitratapide">Mitratapide</a></li> <li><a class="mw-selflink selflink">Orlistat</a></li> <li><a href="/wiki/Simmondsin" title="Simmondsin">Simmondsin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Uncoupler" title="Uncoupler">Uncouplers</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/2,4-Dinitrophenol" title="2,4-Dinitrophenol">2,4-Dinitrophenol</a><sup>‡</sup></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><a href="/wiki/Beloranib" title="Beloranib">Beloranib</a><sup>§</sup></li> <li><a href="/wiki/Bimagrumab" title="Bimagrumab">Bimagrumab</a><sup>§</sup></li> <li><a href="/wiki/Desiccated_thyroid" class="mw-redirect" title="Desiccated thyroid">Desiccated thyroid</a><sup>‡</sup></li> <li><a href="/wiki/Metformin" title="Metformin">Metformin</a></li> <li><a href="/wiki/Metreleptin" title="Metreleptin">Metreleptin</a></li> <li><a href="/wiki/Naltrexone" title="Naltrexone">Naltrexone</a></li> <li><a href="/wiki/Setmelanotide" title="Setmelanotide">Setmelanotide</a></li> <li><a href="/wiki/Topiramate" title="Topiramate">Topiramate</a></li> <li><a href="/wiki/ZGN-1061" title="ZGN-1061">ZGN-1061</a></li> <li><a href="/wiki/Zonisamide" title="Zonisamide">Zonisamide</a></li> <li><a href="/wiki/Water" title="Water">Water</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd 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></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:r886047488" /><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r886047488" /><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r886047488" /></div><div role="navigation" class="navbox" aria-labelledby="Cannabinoid_receptor_modulators635" 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:Cannabinoid_receptor_modulators" title="Template:Cannabinoid receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Cannabinoid_receptor_modulators" title="Template talk:Cannabinoid receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Cannabinoid_receptor_modulators" title="Special:EditPage/Template:Cannabinoid receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Cannabinoid_receptor_modulators635" style="font-size:114%;margin:0 4em"><a href="/wiki/Cannabinoid_receptor" title="Cannabinoid receptor">Cannabinoid 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/Receptor_(biochemistry)" title="Receptor (biochemistry)">Receptor</a><br /><span class="nobold">(<a href="/wiki/Ligand_(biochemistry)" title="Ligand (biochemistry)">ligands</a>)</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:4em;;text-align:center;"><a href="/wiki/Cannabinoid_receptor_type_1" class="mw-redirect" title="Cannabinoid receptor type 1"><abbr title="Cannabinoid receptor type 1">CB<sub>1</sub></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 Cannabinoid receptor type 1</span></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%">Agonists<br /><i>(abridged,<br /><a href="/wiki/Template:Cannabinoids" title="Template:Cannabinoids">full list</a>)</i></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/2-Arachidonoylglycerol" title="2-Arachidonoylglycerol">2-AG</a></li> <li><a href="/wiki/2-Arachidonyl_glyceryl_ether" title="2-Arachidonyl glyceryl ether">2-AGE (noladin ether)</a></li> <li><a href="/wiki/11-Hydroxy-THC" title="11-Hydroxy-THC">11-Hydroxy-THC</a></li> <li><a href="/wiki/Amyrin" title="Amyrin">α-Amyrin · β-Amyrin</a></li> <li><a href="/wiki/AB-CHMINACA" title="AB-CHMINACA">AB-CHMINACA</a></li> <li><a href="/w/index.php?title=AM-1172&action=edit&redlink=1" class="new" title="AM-1172 (page does not exist)">AM-1172</a></li> <li><a href="/wiki/AM-1220" title="AM-1220">AM-1220</a></li> <li><a href="/wiki/AM-1221" title="AM-1221">AM-1221</a></li> <li><a href="/wiki/AM-1235" title="AM-1235">AM-1235</a></li> <li><a href="/wiki/AM-2201" title="AM-2201">AM-2201</a></li> <li><a href="/wiki/AM-2232" title="AM-2232">AM-2232</a></li> <li><a href="/wiki/Anandamide" title="Anandamide">Anandamide</a></li> <li><a href="/w/index.php?title=Arvanil&action=edit&redlink=1" class="new" title="Arvanil (page does not exist)">Arvanil</a></li> <li><a href="/wiki/AZ-11713908" title="AZ-11713908">AZ-11713908</a></li> <li><a href="/wiki/Cannabinol" title="Cannabinol">Cannabinol</a></li> <li><a href="/wiki/CB-13" title="CB-13">CB-13</a></li> <li><a href="/wiki/CP_47,497" title="CP 47,497">CP 47,497</a></li> <li><a href="/wiki/CP_55,940" title="CP 55,940">CP 55,940</a></li> <li><a href="/wiki/Dimethylheptylpyran" title="Dimethylheptylpyran">Dimethylheptylpyran</a></li> <li><a href="/wiki/Docosatetraenoylethanolamide" title="Docosatetraenoylethanolamide">DEA</a></li> <li><a href="/wiki/Epicatechin_gallate" title="Epicatechin gallate">ECG</a></li> <li><a href="/wiki/Epigallocatechin_gallate" title="Epigallocatechin gallate">EGCG</a></li> <li><a href="/wiki/Catechin" title="Catechin">Epicatechin</a></li> <li><a href="/wiki/Gallocatechol" title="Gallocatechol">Gallocatechol (gallocatechin)</a></li> <li><a href="/wiki/Honokiol" title="Honokiol">Honokiol</a></li> <li><a href="/wiki/HU-210" title="HU-210">HU-210</a></li> <li><a href="/wiki/JWH-007" title="JWH-007">JWH-007</a></li> <li><a href="/wiki/JWH-015" title="JWH-015">JWH-015</a></li> <li><a href="/wiki/JWH-018" title="JWH-018">JWH-018</a></li> <li><a href="/wiki/JWH-073" title="JWH-073">JWH-073</a></li> <li><a href="/wiki/Kavain" title="Kavain">Kavain</a></li> <li><a href="/wiki/L-759,633" title="L-759,633">L-759,633</a></li> <li><a href="/wiki/Levonantradol" title="Levonantradol">Levonantradol</a></li> <li><a href="/wiki/Menabitan" title="Menabitan">Menabitan</a></li> <li><a href="/wiki/Nabilone" title="Nabilone">Nabilone</a></li> <li><a href="/wiki/Nabitan" title="Nabitan">Nabitan</a></li> <li><a href="/wiki/N-Arachidonoyl_dopamine" title="N-Arachidonoyl dopamine">NADA</a></li> <li><a href="/wiki/O-1812" title="O-1812">O-1812</a></li> <li><a href="/wiki/Oleamide" title="Oleamide">Oleamide</a></li> <li><a href="/wiki/Pravadoline" title="Pravadoline">Pravadoline</a></li> <li><a href="/wiki/Serinolamide_A" title="Serinolamide A">Serinolamide A</a></li> <li><a href="/wiki/Tetrahydrocannabinol" title="Tetrahydrocannabinol">THC (dronabinol)</a></li> <li><a href="/wiki/UR-144" title="UR-144">UR-144</a></li> <li><a href="/wiki/WIN_55,212-2" title="WIN 55,212-2">WIN 55,212-2</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%">Inverse agonists</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/AM-251_(drug)" title="AM-251 (drug)">AM-251</a></li> <li><a href="/wiki/INV-202" class="mw-redirect" title="INV-202">INV-202</a></li> <li><a href="/wiki/Monlunabant" title="Monlunabant">Monlunabant</a></li> <li><a href="/wiki/Rimonabant" title="Rimonabant">Rimonabant</a></li> <li><a href="/wiki/Surinabant" title="Surinabant">Surinabant</a></li> <li><a href="/wiki/Taranabant" title="Taranabant">Taranabant</a></li> <li><a href="/wiki/TM-38837" title="TM-38837">TM-38837</a></li> <li><a href="/wiki/Zevaquenabant" title="Zevaquenabant">Zevaquenabant</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Antagonists</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/AM-6545" title="AM-6545">AM-6545</a></li> <li><a href="/wiki/Cannabidiol" title="Cannabidiol">Cannabidiol</a></li> <li><a href="/wiki/Cannabigerol" title="Cannabigerol">Cannabigerol</a></li> <li><a href="/wiki/Drinabant" title="Drinabant">Drinabant</a></li> <li><a href="/wiki/Falcarinol" title="Falcarinol">Falcarinol (carotatoxin)</a></li> <li><a href="/wiki/Hemopressin" title="Hemopressin">Hemopressin</a></li> <li><a href="/wiki/Ibipinabant" title="Ibipinabant">Ibipinabant</a></li> <li><a href="/wiki/LY-320,135" title="LY-320,135">LY-320,135</a></li> <li><a href="/wiki/MK-9470" title="MK-9470">MK-9470</a></li> <li><a href="/wiki/NESS-0327" title="NESS-0327">NESS-0327</a></li> <li><a href="/wiki/O-2050" title="O-2050">O-2050</a></li> <li><a href="/wiki/Otenabant" title="Otenabant">Otenabant</a></li> <li><a href="/wiki/PF-514273" title="PF-514273">PF-514273</a></li> <li><a href="/wiki/PipISB" title="PipISB">PipISB</a></li> <li><a href="/wiki/Rosonabant" title="Rosonabant">Rosonabant</a></li> <li><a href="/wiki/Selonabant" title="Selonabant">Selonabant</a></li> <li><a href="/wiki/Tetrahydrocannabivarin" title="Tetrahydrocannabivarin">THCV</a></li> <li><a href="/wiki/VCHSR" title="VCHSR">VCHSR</a></li> <li><a href="/wiki/Virodhamine" title="Virodhamine">Virodhamine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;;text-align:center;"><a href="/wiki/Cannabinoid_receptor_type_2" class="mw-redirect" title="Cannabinoid receptor type 2"><abbr title="Cannabinoid receptor type 2">CB<sub>2</sub></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 Cannabinoid receptor type 2</span></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%">Agonists</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/2-Arachidonoylglycerol" title="2-Arachidonoylglycerol">2-AG</a></li> <li><a href="/wiki/2-Arachidonyl_glyceryl_ether" title="2-Arachidonyl glyceryl ether">2-AGE (noladin ether)</a></li> <li><a href="/wiki/3,3%27-Diindolylmethane" title="3,3'-Diindolylmethane">3,3'-Diindolylmethane</a></li> <li><a href="/wiki/4-O-Methylhonokiol" title="4-O-Methylhonokiol">4-O-Methylhonokiol</a></li> <li><a href="/wiki/Amyrin" title="Amyrin">α-Amyrin · β-Amyrin</a></li> <li><a href="/wiki/A-796,260" title="A-796,260">A-796,260</a></li> <li><a href="/wiki/A-834,735" title="A-834,735">A-834,735</a></li> <li><a href="/wiki/A-836,339" title="A-836,339">A-836,339</a></li> <li><a href="/w/index.php?title=AM-1172&action=edit&redlink=1" class="new" title="AM-1172 (page does not exist)">AM-1172</a></li> <li><a href="/wiki/AM-1221" title="AM-1221">AM-1221</a></li> <li><a href="/wiki/AM-1235" title="AM-1235">AM-1235</a></li> <li><a href="/wiki/AM-1241" title="AM-1241">AM-1241</a></li> <li><a href="/wiki/AM-2232" title="AM-2232">AM-2232</a></li> <li><a href="/wiki/Anandamide" title="Anandamide">Anandamide</a></li> <li><a href="/wiki/AZ-11713908" title="AZ-11713908">AZ-11713908</a></li> <li><a href="/wiki/Cannabinol" title="Cannabinol">Cannabinol</a></li> <li><a href="/wiki/Caryophyllene" title="Caryophyllene">Caryophyllene</a></li> <li><a href="/wiki/CB-13" title="CB-13">CB-13</a></li> <li><a href="/wiki/CBS-0550" title="CBS-0550">CBS-0550</a></li> <li><a href="/wiki/CP_55,940" title="CP 55,940">CP 55,940</a></li> <li><a href="/wiki/GW-405,833" title="GW-405,833">GW-405,833 (L-768,242)</a></li> <li><a href="/wiki/GW-842,166X" title="GW-842,166X">GW-842,166X</a></li> <li><a href="/wiki/HU-308" class="mw-redirect" title="HU-308">HU-308</a></li> <li><a href="/wiki/JTE_7-31" title="JTE 7-31">JTE 7-31</a></li> <li><a href="/wiki/JWH-007" title="JWH-007">JWH-007</a></li> <li><a href="/wiki/JWH-015" title="JWH-015">JWH-015</a></li> <li><a href="/wiki/JWH-018" title="JWH-018">JWH-018</a></li> <li><a href="/w/index.php?title=JWH-73&action=edit&redlink=1" class="new" title="JWH-73 (page does not exist)">JWH-73</a></li> <li><a href="/wiki/JWH-133" title="JWH-133">JWH-133</a></li> <li><a href="/wiki/L-759,633" title="L-759,633">L-759,633</a></li> <li><a href="/wiki/L-759,656" title="L-759,656">L-759,656</a></li> <li><a href="/wiki/Lenabasum" title="Lenabasum">Lenabasum (anabasum)</a></li> <li><a href="/wiki/Magnolol" title="Magnolol">Magnolol</a></li> <li><a href="/wiki/MDA-19" title="MDA-19">MDA-19</a></li> <li><a href="/wiki/Nabitan" title="Nabitan">Nabitan</a></li> <li><a href="/wiki/N-Arachidonoyl_dopamine" title="N-Arachidonoyl dopamine">NADA</a></li> <li><a href="/wiki/Olorinab" title="Olorinab">Olorinab (APD-371)</a></li> <li><a href="/wiki/PF-03550096" title="PF-03550096">PF-03550096</a></li> <li><a href="/wiki/S-444,823" title="S-444,823">S-444,823</a></li> <li><a href="/wiki/SER-601" title="SER-601">SER-601</a></li> <li><a href="/wiki/Serinolamide_A" title="Serinolamide A">Serinolamide A</a></li> <li><a href="/wiki/UR-144" title="UR-144">UR-144</a></li> <li><a href="/wiki/Tedalinab" title="Tedalinab">Tedalinab</a></li> <li><a href="/wiki/Tetrahydrocannabinol" title="Tetrahydrocannabinol">THC (dronabinol)</a></li> <li><a href="/wiki/Tetrahydrocannabivarin" title="Tetrahydrocannabivarin">THCV</a></li> <li><a href="/w/index.php?title=Tetrahydromagnolol&action=edit&redlink=1" class="new" title="Tetrahydromagnolol (page does not exist)">Tetrahydromagnolol</a></li> <li><a href="/wiki/Virodhamine" title="Virodhamine">Virodhamine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Antagonists</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/4-O-Methylhonokiol" title="4-O-Methylhonokiol">4-O-Methylhonokiol</a></li> <li><a href="/wiki/AM-630" title="AM-630">AM-630</a></li> <li><a href="/wiki/BML-190" title="BML-190">BML-190</a></li> <li><a href="/wiki/Cannabidiol" title="Cannabidiol">Cannabidiol</a></li> <li><a href="/wiki/Honokiol" title="Honokiol">Honokiol</a></li> <li><a href="/wiki/JTE-907" title="JTE-907">JTE-907</a></li> <li><a href="/wiki/SR-144,528" title="SR-144,528">SR-144,528</a></li> <li><a href="/wiki/WIN_54,461" title="WIN 54,461">WIN 54,461</a></li> <li><a href="/wiki/WIN_56,098" title="WIN 56,098">WIN 56,098</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;;text-align:center;"><a href="/wiki/NAGly_receptor" title="NAGly receptor"><abbr title="N-Arachidonyl glycine receptor">NAGly</abbr><br />(<abbr title="G protein-coupled receptor 18">GPR18</abbr>)</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%">Agonists</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/Abnormal_cannabidiol" title="Abnormal cannabidiol">Abnormal cannabidiol</a></li> <li><a href="/wiki/Arachidonylcyclopropylamide" title="Arachidonylcyclopropylamide">ACPA</a></li> <li><a href="/wiki/AM-251_(drug)" title="AM-251 (drug)">AM251</a></li> <li><a href="/wiki/Anandamide" title="Anandamide">Anandamide</a></li> <li><a href="/wiki/Cannabidiol" title="Cannabidiol">Cannabidiol</a></li> <li><a href="/wiki/N-Arachidonylglycine" title="N-Arachidonylglycine">NADGly</a></li> <li><a href="/wiki/Tetrahydrocannabinol" title="Tetrahydrocannabinol">THC (dronabinol)</a></li> <li><a href="/wiki/O-1602" title="O-1602">O-1602</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Antagonists</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/PSB-CB5" title="PSB-CB5">PSB-CB5</a></li> <li><a href="/wiki/O-1918" title="O-1918">O-1918</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;;text-align:center;"><abbr title="G protein-coupled receptor 55"><a href="/wiki/GPR55" title="GPR55">GPR55</a></abbr></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%">Agonists</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/2-Arachidonyl_glyceryl_ether" title="2-Arachidonyl glyceryl ether">2-AGE (noladin ether)</a></li> <li><a href="/w/index.php?title=2-Arachidonoyl_lysophosphatidylinositol&action=edit&redlink=1" class="new" title="2-Arachidonoyl lysophosphatidylinositol (page does not exist)">2-ALPI</a></li> <li><a href="/wiki/Abnormal_cannabidiol" title="Abnormal cannabidiol">Abnormal cannabidiol</a></li> <li><a href="/wiki/AM-251_(drug)" title="AM-251 (drug)">AM-251</a></li> <li><a href="/w/index.php?title=CID1011163&action=edit&redlink=1" class="new" title="CID1011163 (page does not exist)">CID1011163</a></li> <li><a href="/w/index.php?title=CID1252842&action=edit&redlink=1" class="new" title="CID1252842 (page does not exist)">CID1252842</a></li> <li><a href="/w/index.php?title=CID1792579&action=edit&redlink=1" class="new" title="CID1792579 (page does not exist)">CID1792579</a></li> <li><a href="/wiki/CP_55,940" title="CP 55,940">CP 55,940</a></li> <li><a href="/w/index.php?title=GSK-494581A&action=edit&redlink=1" class="new" title="GSK-494581A (page does not exist)">GSK-494581A</a></li> <li><a href="/wiki/Lysophosphatidylinositol" title="Lysophosphatidylinositol">Lysophosphatidylinositol</a></li> <li><a href="/w/index.php?title=ML-184&action=edit&redlink=1" class="new" title="ML-184 (page does not exist)">ML-184</a></li> <li><a href="/w/index.php?title=ML-185&action=edit&redlink=1" class="new" title="ML-185 (page does not exist)">ML-185</a></li> <li><a href="/w/index.php?title=ML-186&action=edit&redlink=1" class="new" title="ML-186 (page does not exist)">ML-186</a></li> <li><a href="/wiki/O-1602" title="O-1602">O-1602</a></li> <li><a href="/wiki/Oleoylethanolamide" title="Oleoylethanolamide">Oleoylethanolamide</a></li> <li><a href="/wiki/Palmitoylethanolamide" title="Palmitoylethanolamide">Palmitoylethanolamide</a></li> <li><a href="/wiki/Tetrahydrocannabinol" title="Tetrahydrocannabinol">THC (dronabinol)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Antagonists</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/Cannabidiol" title="Cannabidiol">Cannabidiol</a></li> <li><a href="/wiki/CID-16020046" class="mw-redirect" title="CID-16020046">CID-16020046</a></li> <li><a href="/w/index.php?title=ML-191&action=edit&redlink=1" class="new" title="ML-191 (page does not exist)">ML-191</a></li> <li><a href="/w/index.php?title=ML-192&action=edit&redlink=1" class="new" title="ML-192 (page does not exist)">ML-192</a></li> <li><a href="/w/index.php?title=ML-193&action=edit&redlink=1" class="new" title="ML-193 (page does not exist)">ML-193</a></li> <li><a href="/wiki/O-1918" title="O-1918">O-1918</a></li> <li><a href="/wiki/PSB-SB-487" title="PSB-SB-487">PSB-SB-487</a></li> <li><a href="/wiki/PSB-SB-1202" title="PSB-SB-1202">PSB-SB-1202</a></li> <li><a href="/w/index.php?title=PSB-SB-1203&action=edit&redlink=1" class="new" title="PSB-SB-1203 (page does not exist)">PSB-SB-1203</a></li> <li><a href="/w/index.php?title=Tetrahydromagnolol&action=edit&redlink=1" class="new" title="Tetrahydromagnolol (page does not exist)">Tetrahydromagnolol</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;;text-align:center;"><abbr title="G protein-coupled receptor 119"><a href="/wiki/GPR119" title="GPR119">GPR119</a></abbr></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 id="Agonists8" scope="row" class="navbox-group" style="width:1%">Agonists</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/2-Oleoylglycerol" title="2-Oleoylglycerol">2-Oleoylglycerol</a></li> <li><a href="/wiki/Anandamide" title="Anandamide">Anandamide</a></li> <li><a href="/w/index.php?title=APD668&action=edit&redlink=1" class="new" title="APD668 (page does not exist)">APD668</a></li> <li><a href="/wiki/AR-231,453" title="AR-231,453">AR-231,453</a></li> <li><a href="/w/index.php?title=AS-1269574&action=edit&redlink=1" class="new" title="AS-1269574 (page does not exist)">AS-1269574</a></li> <li><a href="/w/index.php?title=MBX-2982&action=edit&redlink=1" class="new" title="MBX-2982 (page does not exist)">MBX-2982</a></li> <li><a href="/w/index.php?title=N-Oleoyldopamine&action=edit&redlink=1" class="new" title="N-Oleoyldopamine (page does not exist)">N-Oleoyldopamine</a></li> <li><a href="/wiki/Oleoylethanolamide" title="Oleoylethanolamide">Oleoylethanolamide</a></li> <li><a href="/w/index.php?title=Olvanil&action=edit&redlink=1" class="new" title="Olvanil (page does not exist)">Olvanil</a></li> <li><a href="/wiki/PSN-375,963" title="PSN-375,963">PSN-375,963</a></li> <li><a href="/wiki/PSN-632,408" title="PSN-632,408">PSN-632,408</a></li></ul> </div></td></tr></tbody></table><div></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/Endocannabinoid_transporter" title="Endocannabinoid transporter">Transporter</a><br /><span class="nobold">(<a href="/wiki/Reuptake_modulator" title="Reuptake modulator">modulators</a>)</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 id="eCBTsTooltip_Endocannabinoid_transporter410" scope="row" class="navbox-group" style="width:4em;;text-align:center;"><a href="/wiki/Endocannabinoid_transporter" title="Endocannabinoid transporter"><abbr title="Endocannabinoid transporter">eCBTs</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 Endocannabinoid transporter</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Inhibitors:</b> <a href="/w/index.php?title=5%27-DMH-CBD&action=edit&redlink=1" class="new" title="5'-DMH-CBD (page does not exist)">5'-DMH-CBD</a></li> <li><a href="/wiki/AM404" title="AM404">AM-404</a></li> <li><a href="/w/index.php?title=AM-1172&action=edit&redlink=1" class="new" title="AM-1172 (page does not exist)">AM-1172</a></li> <li><a href="/wiki/Arachidonoyl_serotonin" title="Arachidonoyl serotonin">Arachidonoyl serotonin</a></li> <li><a href="/w/index.php?title=Arvanil&action=edit&redlink=1" class="new" title="Arvanil (page does not exist)">Arvanil</a></li> <li><a href="/wiki/Cannabidiol" title="Cannabidiol">Cannabidiol</a></li> <li><a href="/wiki/Guineesine" title="Guineesine">Guineensine</a></li> <li><a href="/wiki/LY-2183240" title="LY-2183240">LY-2183240</a></li> <li><a href="/w/index.php?title=O-2093&action=edit&redlink=1" class="new" title="O-2093 (page does not exist)">O-2093</a></li> <li><a href="/w/index.php?title=OMDM-2&action=edit&redlink=1" class="new" title="OMDM-2 (page does not exist)">OMDM-2</a></li> <li><a href="/wiki/Paracetamol" title="Paracetamol">Paracetamol (acetaminophen)</a></li> <li><a href="/w/index.php?title=SB-FI-26&action=edit&redlink=1" class="new" title="SB-FI-26 (page does not exist)">SB-FI-26</a></li> <li><a href="/w/index.php?title=UCM-707&action=edit&redlink=1" class="new" title="UCM-707 (page does not exist)">UCM-707</a></li> <li><a href="/wiki/URB597" class="mw-redirect" title="URB597">URB-597</a></li> <li><a href="/wiki/VDM-11" title="VDM-11">VDM-11</a></li> <li><a href="/w/index.php?title=WOBE490&action=edit&redlink=1" class="new" title="WOBE490 (page does not exist)">WOBE490</a></li> <li><a href="/w/index.php?title=WOBE491&action=edit&redlink=1" class="new" title="WOBE491 (page does not exist)">WOBE491</a></li> <li><a href="/w/index.php?title=WOBE492&action=edit&redlink=1" class="new" title="WOBE492 (page does not exist)">WOBE492</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/Enzyme" title="Enzyme">Enzyme</a><br /><span class="nobold">(<a href="/wiki/Enzyme_modulator" title="Enzyme modulator">modulators</a>)</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:4em;;text-align:center;"><a href="/wiki/Fatty_acid_amide_hydrolase" class="mw-redirect" title="Fatty acid amide hydrolase"><abbr title="Fatty acid amide hydrolase">FAAH</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 Fatty acid amide hydrolase</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Inhibitors:</b> <a href="/wiki/4-Nonylphenylboronic_acid" title="4-Nonylphenylboronic acid">4-Nonylphenylboronic acid</a></li> <li><a href="/wiki/Arachidonyl_trifluoromethyl_ketone" title="Arachidonyl trifluoromethyl ketone">AACOCF<sub>3</sub></a></li> <li><a href="/wiki/AM404" title="AM404">AM-404</a></li> <li><a href="/wiki/Arachidonoyl_serotonin" title="Arachidonoyl serotonin">Arachidonoyl serotonin</a></li> <li><a href="/wiki/BIA_10-2474" title="BIA 10-2474">BIA 10-2474</a></li> <li><a href="/wiki/Biochanin_A" title="Biochanin A">Biochanin A</a></li> <li><a href="/wiki/Genistein" title="Genistein">Genistein</a></li> <li><a href="/wiki/IDFP" title="IDFP">IDFP</a></li> <li><a href="/w/index.php?title=JNJ-1661010&action=edit&redlink=1" class="new" title="JNJ-1661010 (page does not exist)">JNJ-1661010</a></li> <li><a href="/wiki/JNJ-42165279" title="JNJ-42165279">JNJ-42165279</a></li> <li><a href="/wiki/JZL195" title="JZL195">JZL-195</a></li> <li><a href="/wiki/Kaempferol" title="Kaempferol">Kaempferol</a></li> <li><a href="/wiki/LY-2183240" title="LY-2183240">LY-2183240</a></li> <li><a href="/wiki/Methoxy_arachidonyl_fluorophosphonate" title="Methoxy arachidonyl fluorophosphonate">MAFP</a></li> <li><a href="/w/index.php?title=Palmitoylisopropylamide&action=edit&redlink=1" class="new" title="Palmitoylisopropylamide (page does not exist)">Palmitoylisopropylamide</a></li> <li><a href="/wiki/Paracetamol" title="Paracetamol">Paracetamol (acetaminophen)</a></li> <li><a href="/wiki/PF-3845" title="PF-3845">PF-3845</a></li> <li><a href="/w/index.php?title=PF-750&action=edit&redlink=1" class="new" title="PF-750 (page does not exist)">PF-750</a></li> <li><a href="/wiki/Redafamdastat" title="Redafamdastat">Redafamdastat (JZP-150, PF-04457845)</a></li> <li><a href="/w/index.php?title=SA-47&action=edit&redlink=1" class="new" title="SA-47 (page does not exist)">SA-47</a></li> <li><a href="/w/index.php?title=SA-57&action=edit&redlink=1" class="new" title="SA-57 (page does not exist)">SA-57</a></li> <li><a href="/w/index.php?title=TAK_21d&action=edit&redlink=1" class="new" title="TAK 21d (page does not exist)">TAK 21d</a></li> <li><a href="/w/index.php?title=TC-F_2&action=edit&redlink=1" class="new" title="TC-F 2 (page does not exist)">TC-F 2</a></li> <li><a href="/w/index.php?title=UCM710&action=edit&redlink=1" class="new" title="UCM710 (page does not exist)">UCM710</a></li> <li><a href="/wiki/URB597" class="mw-redirect" title="URB597">URB-597</a></li></ul> <ul><li><b>Activators:</b> <a href="/w/index.php?title=PDP-EA&action=edit&redlink=1" class="new" title="PDP-EA (page does not exist)">PDP-EA</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;;text-align:center;"><a href="/wiki/Monoacylglycerol_lipase" title="Monoacylglycerol lipase">MAGL</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Inhibitors:</b> <a href="/w/index.php?title=ABX-1431&action=edit&redlink=1" class="new" title="ABX-1431 (page does not exist)">ABX-1431</a></li> <li><a href="/wiki/IDFP" title="IDFP">IDFP</a></li> <li><a href="/w/index.php?title=JJKK_048&action=edit&redlink=1" class="new" title="JJKK 048 (page does not exist)">JJKK 048</a></li> <li><a href="/w/index.php?title=JW_642&action=edit&redlink=1" class="new" title="JW 642 (page does not exist)">JW 642</a></li> <li><a href="/wiki/JZL184" title="JZL184">JZL-184</a></li> <li><a href="/wiki/JZL195" title="JZL195">JZL-195</a></li> <li><a href="/w/index.php?title=JZP-361&action=edit&redlink=1" class="new" title="JZP-361 (page does not exist)">JZP-361</a></li> <li><a href="/w/index.php?title=KML_29&action=edit&redlink=1" class="new" title="KML 29 (page does not exist)">KML 29</a></li> <li><a href="/wiki/Methoxy_arachidonyl_fluorophosphonate" title="Methoxy arachidonyl fluorophosphonate">MAFP</a></li> <li><a href="/w/index.php?title=MJN110&action=edit&redlink=1" class="new" title="MJN110 (page does not exist)">MJN110</a></li> <li><a href="/w/index.php?title=N-Arachidonoylmaleimide&action=edit&redlink=1" class="new" title="N-Arachidonoylmaleimide (page does not exist)">NAM</a></li> <li><a href="/w/index.php?title=Pristimerin&action=edit&redlink=1" class="new" title="Pristimerin (page does not exist)">Pristimerin</a></li> <li><a href="/wiki/URB602" title="URB602">URB-602</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;;text-align:center;"><abbr title="alpha/beta-Hydrolase domain containing 6"><a href="/wiki/ABHD6" title="ABHD6">ABHD6</a></abbr></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Inhibitors:</b> <a href="/w/index.php?title=JZP-169&action=edit&redlink=1" class="new" title="JZP-169 (page does not exist)">JZP-169</a></li> <li><a href="/w/index.php?title=JZP-430&action=edit&redlink=1" class="new" title="JZP-430 (page does not exist)">JZP-430</a></li> <li><a href="/w/index.php?title=KT182&action=edit&redlink=1" class="new" title="KT182 (page does not exist)">KT182</a></li> <li><a href="/w/index.php?title=KT185&action=edit&redlink=1" class="new" title="KT185 (page does not exist)">KT185</a></li> <li><a href="/w/index.php?title=KT195&action=edit&redlink=1" class="new" title="KT195 (page does not exist)">KT195</a></li> <li><a href="/w/index.php?title=KT203&action=edit&redlink=1" class="new" title="KT203 (page does not exist)">KT203</a></li> <li><a href="/w/index.php?title=LEI-106&action=edit&redlink=1" class="new" title="LEI-106 (page does not exist)">LEI-106</a></li> <li><a href="/w/index.php?title=ML294&action=edit&redlink=1" class="new" title="ML294 (page does not exist)">ML294</a></li> <li><a href="/w/index.php?title=ML295&action=edit&redlink=1" class="new" title="ML295 (page does not exist)">ML295</a></li> <li><a href="/w/index.php?title=ML296&action=edit&redlink=1" class="new" title="ML296 (page does not exist)">ML296</a></li> <li><a href="/w/index.php?title=UCM710&action=edit&redlink=1" class="new" title="UCM710 (page does not exist)">UCM710</a></li> <li><a href="/w/index.php?title=WWL-70&action=edit&redlink=1" class="new" title="WWL-70 (page does not exist)">WWL-70</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;;text-align:center;"><abbr title="alpha/beta-Hydrolase domain containing 12"><a href="/wiki/ABHD12" title="ABHD12">ABHD12</a></abbr></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Inhibitors:</b> <a href="/wiki/Betulinic_acid" title="Betulinic acid">Betulinic acid</a></li> <li><a href="/wiki/Maslinic_acid" title="Maslinic acid">Maslinic acid</a></li> <li><a href="/wiki/Methoxy_arachidonyl_fluorophosphonate" title="Methoxy arachidonyl fluorophosphonate">MAFP</a></li> <li><a href="/wiki/Oleanolic_acid" title="Oleanolic acid">Oleanolic acid</a></li> <li><a class="mw-selflink selflink">Orlistat (tetrahydrolipstatin)</a></li> <li><a href="/wiki/Ursolic_acid" title="Ursolic acid">Ursolic acid</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;">Others</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Precursors:</b> <a href="/wiki/Phosphatidylethanolamine" title="Phosphatidylethanolamine">Phosphatidylethanolamine</a></li> <li><a href="/wiki/N-Acylphosphatidylethanolamine" title="N-Acylphosphatidylethanolamine">NAPE</a></li> <li><a href="/wiki/Diglyceride" title="Diglyceride">Diacylglycerol</a></li></ul> <ul><li><b>Others:</b> <a href="/w/index.php?title=2-Palmitoylglycerol&action=edit&redlink=1" class="new" title="2-Palmitoylglycerol (page does not exist)">2-PG</a> <i>(directly potentiates activity of 2-AG at CB<sub>1</sub> receptor)</i></li> <li><a href="/w/index.php?title=ARN-272&action=edit&redlink=1" class="new" title="ARN-272 (page does not exist)">ARN-272</a> <i>(FAAH-like anandamide transporter inhibitor)</i></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <dl><dt>See also</dt> <dd><i> <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a></i></dd> <dd><i> <a href="/wiki/Template:Cannabinoids" title="Template:Cannabinoids">Cannabinoids</a> (cannabinoids by structure)</i></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="Xenobiotic-sensing_receptor_modulators953" 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:Xenobiotic-sensing_receptor_modulators" title="Template:Xenobiotic-sensing receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Xenobiotic-sensing_receptor_modulators" title="Template talk:Xenobiotic-sensing receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Xenobiotic-sensing_receptor_modulators" title="Special:EditPage/Template:Xenobiotic-sensing receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Xenobiotic-sensing_receptor_modulators953" style="font-size:114%;margin:0 4em"><a href="/wiki/Xenobiotic-sensing_receptor" title="Xenobiotic-sensing receptor">Xenobiotic-sensing 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/Constitutive_androstane_receptor" title="Constitutive androstane receptor"><abbr title="Constitutive androstane receptor">CAR</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 Constitutive androstane receptor</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><i>Agonists:</i> <a href="/w/index.php?title=6,7-Dimethylesculetin&action=edit&redlink=1" class="new" title="6,7-Dimethylesculetin (page does not exist)">6,7-Dimethylesculetin</a></li> <li><a href="/wiki/Amiodarone" title="Amiodarone">Amiodarone</a></li> <li><a href="/wiki/Artemisinin" title="Artemisinin">Artemisinin</a></li> <li><a href="/w/index.php?title=Benfuracarb&action=edit&redlink=1" class="new" title="Benfuracarb (page does not exist)">Benfuracarb</a></li> <li><a href="/wiki/Carbamazepine" title="Carbamazepine">Carbamazepine</a></li> <li><a href="/wiki/Carvedilol" title="Carvedilol">Carvedilol</a></li> <li><a href="/wiki/Chlorpromazine" title="Chlorpromazine">Chlorpromazine</a></li> <li><a href="/wiki/Chrysin" title="Chrysin">Chrysin</a></li> <li><a href="/w/index.php?title=CITCO_(drug)&action=edit&redlink=1" class="new" title="CITCO (drug) (page does not exist)">CITCO</a></li> <li><a href="/wiki/Clotrimazole" title="Clotrimazole">Clotrimazole</a></li> <li><a href="/wiki/Cyclophosphamide" title="Cyclophosphamide">Cyclophosphamide</a></li> <li><a href="/wiki/Cypermethrin" title="Cypermethrin">Cypermethrin</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a> (<a href="/wiki/Prasterone" title="Prasterone">prasterone</a>)</li> <li><a href="/wiki/Efavirenz" title="Efavirenz">Efavirenz</a></li> <li><a href="/wiki/Ellagic_acid" title="Ellagic acid">Ellagic acid</a></li> <li><a href="/wiki/Griseofulvin" title="Griseofulvin">Griseofulvin</a></li> <li><a href="/wiki/Methoxychlor" title="Methoxychlor">Methoxychlor</a></li> <li><a href="/wiki/Mifepristone" title="Mifepristone">Mifepristone</a></li> <li><a href="/wiki/Nefazodone" title="Nefazodone">Nefazodone</a></li> <li><a href="/wiki/Nevirapine" title="Nevirapine">Nevirapine</a></li> <li><a href="/wiki/Nicardipine" title="Nicardipine">Nicardipine</a></li> <li><a href="/w/index.php?title=Octicizer&action=edit&redlink=1" class="new" title="Octicizer (page does not exist)">Octicizer</a></li> <li><a href="/wiki/Permethrin" title="Permethrin">Permethrin</a></li> <li><a href="/wiki/Phenobarbital" title="Phenobarbital">Phenobarbital</a></li> <li><a href="/wiki/Phenytoin" title="Phenytoin">Phenytoin</a></li> <li><a href="/wiki/5%CE%B2-Dihydroprogesterone" title="5β-Dihydroprogesterone">Pregnanedione (5β-dihydroprogesterone)</a></li> <li><a href="/wiki/Reserpine" title="Reserpine">Reserpine</a></li> <li><a href="/w/index.php?title=TCPOBOP&action=edit&redlink=1" class="new" title="TCPOBOP (page does not exist)">TCPOBOP</a></li> <li><a href="/wiki/Telmisartan" title="Telmisartan">Telmisartan</a></li> <li><a href="/wiki/Tolnaftate" title="Tolnaftate">Tolnaftate</a></li> <li><a href="/wiki/Troglitazone" title="Troglitazone">Troglitazone</a></li> <li><a href="/wiki/Valproic_acid" class="mw-redirect" title="Valproic acid">Valproic acid</a></li></ul> <ul><li><i>Antagonists:</i> <a href="/w/index.php?title=3,17%CE%B2-Estradiol&action=edit&redlink=1" class="new" title="3,17β-Estradiol (page does not exist)">3,17β-Estradiol</a></li> <li><a href="/w/index.php?title=5%CE%B1-Androstan-3%CE%B1-ol&action=edit&redlink=1" class="new" title="5α-Androstan-3α-ol (page does not exist)">3α-Androstanol</a></li> <li><a href="/wiki/5%CE%B1-Androst-16-en-3%CE%B1-ol" class="mw-redirect" title="5α-Androst-16-en-3α-ol">3α-Androstenol</a></li> <li><a href="/w/index.php?title=5%CE%B1-Androstan-3%CE%B2-ol&action=edit&redlink=1" class="new" title="5α-Androstan-3β-ol (page does not exist)">3β-Androstanol</a></li> <li><a href="/w/index.php?title=5%CE%B1-Androstan-17-ol&action=edit&redlink=1" class="new" title="5α-Androstan-17-ol (page does not exist)">17-Androstanol</a></li> <li><a href="/wiki/Allyl_isothiocyanate" title="Allyl isothiocyanate">AITC</a></li> <li><a href="/wiki/Ethinylestradiol" title="Ethinylestradiol">Ethinylestradiol</a></li> <li><a href="/wiki/Meclizine" title="Meclizine">Meclizine</a></li> <li><a href="/w/index.php?title=Nigramide_J&action=edit&redlink=1" class="new" title="Nigramide J (page does not exist)">Nigramide J</a></li> <li><a href="/wiki/Okadaic_acid" title="Okadaic acid">Okadaic acid</a></li> <li><a href="/wiki/PK-11195" class="mw-redirect" title="PK-11195">PK-11195</a></li> <li><a href="/w/index.php?title=S-07662&action=edit&redlink=1" class="new" title="S-07662 (page does not exist)">S-07662</a></li> <li><a href="/w/index.php?title=T-0901317&action=edit&redlink=1" class="new" title="T-0901317 (page does not exist)">T-0901317</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Pregnane_X_receptor" title="Pregnane X receptor"><abbr title="Pregnane X receptor">PXR</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 Pregnane X receptor</span></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/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/%CE%944-Androstenedione" class="mw-redirect" title="Δ4-Androstenedione">Δ<sup>4</sup>-Androstenedione</a></li> <li><a href="/wiki/%CE%945-Androstenediol" class="mw-redirect" title="Δ5-Androstenediol">Δ<sup>5</sup>-Androstenediol</a></li> <li><a href="/wiki/%CE%945-Androstenedione" class="mw-redirect" title="Δ5-Androstenedione">Δ<sup>5</sup>-Androstenedione</a></li> <li><a href="/w/index.php?title=AA-861&action=edit&redlink=1" class="new" title="AA-861 (page does not exist)">AA-861</a></li> <li><a href="/wiki/Allopregnanediol" title="Allopregnanediol">Allopregnanediol</a></li> <li><a href="/wiki/5%CE%B1-Dihydroprogesterone" title="5α-Dihydroprogesterone">Allopregnanedione (5α-dihydroprogesterone)</a></li> <li><a href="/wiki/Allopregnanolone" title="Allopregnanolone">Allopregnanolone (brexanolone)</a></li> <li><a href="/wiki/Alpha-Lipoic_acid" class="mw-redirect" title="Alpha-Lipoic acid">Alpha-Lipoic acid</a></li> <li><a href="/wiki/Ambrisentan" title="Ambrisentan">Ambrisentan</a></li> <li><a href="/wiki/AMI-193" class="mw-redirect" title="AMI-193">AMI-193</a></li> <li><a href="/wiki/Amlodipine_besylate" class="mw-redirect" title="Amlodipine besylate">Amlodipine besylate</a></li> <li><a href="/wiki/Antimycotic" class="mw-redirect" title="Antimycotic">Antimycotics</a></li> <li><a href="/wiki/Artemisinin" title="Artemisinin">Artemisinin</a></li> <li><a href="/wiki/Aurothioglucose" title="Aurothioglucose">Aurothioglucose</a></li> <li><a href="/wiki/Bile_acid" title="Bile acid">Bile acids</a></li> <li><a href="/wiki/Bithionol" title="Bithionol">Bithionol</a></li> <li><a href="/wiki/Bosentan" title="Bosentan">Bosentan</a></li> <li><a href="/w/index.php?title=Bumecaine&action=edit&redlink=1" class="new" title="Bumecaine (page does not exist)">Bumecaine</a></li> <li><a href="/wiki/Cafestol" title="Cafestol">Cafestol</a></li> <li><a href="/wiki/Cephaloridine" title="Cephaloridine">Cephaloridine</a></li> <li><a href="/wiki/Cephradine" class="mw-redirect" title="Cephradine">Cephradine</a></li> <li><a href="/wiki/Chlorpromazine" title="Chlorpromazine">Chlorpromazine</a></li> <li><a href="/wiki/Ciglitazone" title="Ciglitazone">Ciglitazone</a></li> <li><a href="/wiki/Clindamycin" title="Clindamycin">Clindamycin</a></li> <li><a href="/wiki/Clofenvinfos" class="mw-redirect" title="Clofenvinfos">Clofenvinfos</a></li> <li><a href="/wiki/Chloroxine" title="Chloroxine">Chloroxine</a></li> <li><a href="/wiki/Clotrimazole" title="Clotrimazole">Clotrimazole</a></li> <li><a href="/wiki/Colforsin" class="mw-redirect" title="Colforsin">Colforsin</a></li> <li><a href="/wiki/Corticosterone" title="Corticosterone">Corticosterone</a></li> <li><a href="/wiki/Cyclophosphamide" title="Cyclophosphamide">Cyclophosphamide</a></li> <li><a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a></li> <li><a href="/wiki/Demecolcine" title="Demecolcine">Demecolcine</a></li> <li><a href="/wiki/Dexamethasone" title="Dexamethasone">Dexamethasone</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a> (<a href="/wiki/Prasterone" title="Prasterone">prasterone</a>)</li> <li><a href="/wiki/Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">DHEA-S</a> (<a href="/wiki/Prasterone_sulfate" title="Prasterone sulfate">prasterone sulfate</a>)</li> <li><a href="/wiki/Dibunate_sodium" class="mw-redirect" title="Dibunate sodium">Dibunate sodium</a></li> <li><a href="/wiki/Diclazuril" title="Diclazuril">Diclazuril</a></li> <li><a href="/wiki/Dicloxacillin" title="Dicloxacillin">Dicloxacillin</a></li> <li><a href="/wiki/Dimercaprol" title="Dimercaprol">Dimercaprol</a></li> <li><a href="/w/index.php?title=Dinaline&action=edit&redlink=1" class="new" title="Dinaline (page does not exist)">Dinaline</a></li> <li><a href="/wiki/Docetaxel" title="Docetaxel">Docetaxel</a></li> <li><a href="/wiki/Docusate_calcium" class="mw-redirect" title="Docusate calcium">Docusate calcium</a></li> <li><a href="/wiki/Dodecylbenzenesulfonic_acid" class="mw-redirect" title="Dodecylbenzenesulfonic acid">Dodecylbenzenesulfonic acid</a></li> <li><a href="/wiki/Dronabinol" title="Dronabinol">Dronabinol</a></li> <li><a href="/wiki/Droxidopa" title="Droxidopa">Droxidopa</a></li> <li><a href="/wiki/Eburnamonine" class="mw-redirect" title="Eburnamonine">Eburnamonine</a></li> <li><a href="/wiki/Ecopipam" title="Ecopipam">Ecopipam</a></li> <li><a href="/wiki/Enzacamene" title="Enzacamene">Enzacamene</a></li> <li><a href="/wiki/Epothilone_B" class="mw-redirect" title="Epothilone B">Epothilone B</a></li> <li><a href="/wiki/Erythromycin" title="Erythromycin">Erythromycin</a></li> <li><a href="/wiki/Famprofazone" title="Famprofazone">Famprofazone</a></li> <li><a href="/w/index.php?title=Febantel&action=edit&redlink=1" class="new" title="Febantel (page does not exist)">Febantel</a></li> <li><a href="/wiki/Felodipine" title="Felodipine">Felodipine</a></li> <li><a href="/wiki/Fenbendazole" title="Fenbendazole">Fenbendazole</a></li> <li><a href="/wiki/Fentanyl" title="Fentanyl">Fentanyl</a></li> <li><a href="/wiki/Flucloxacillin" title="Flucloxacillin">Flucloxacillin</a></li> <li><a href="/wiki/Fluorometholone" title="Fluorometholone">Fluorometholone</a></li> <li><a href="/wiki/Griseofulvin" title="Griseofulvin">Griseofulvin</a></li> <li><a href="/wiki/Guggulsterone" title="Guggulsterone">Guggulsterone</a></li> <li><a href="/wiki/Haloprogin" title="Haloprogin">Haloprogin</a></li> <li><a href="/wiki/Hetacillin_potassium" class="mw-redirect" title="Hetacillin potassium">Hetacillin potassium</a></li> <li><a href="/wiki/Hyperforin" title="Hyperforin">Hyperforin</a></li> <li><a href="/wiki/Hypericum_perforatum" title="Hypericum perforatum"><i>Hypericum perforatum</i> (St John's wort)</a></li> <li><a href="/wiki/Indinavir_sulfate" class="mw-redirect" title="Indinavir sulfate">Indinavir sulfate</a></li> <li><a href="/wiki/Lasalocid_sodium" class="mw-redirect" title="Lasalocid sodium">Lasalocid sodium</a></li> <li><a href="/wiki/Levothyroxine" title="Levothyroxine">Levothyroxine</a></li> <li>Linolenic acid: <a href="/wiki/%CE%91-Linolenic_acid" title="Α-Linolenic acid">α-Linolenic acid</a> and <a href="/wiki/%CE%93-Linolenic_acid" title="Γ-Linolenic acid">γ-Linolenic acid</a></li> <li><a href="/w/index.php?title=LOE-908&action=edit&redlink=1" class="new" title="LOE-908 (page does not exist)">LOE-908</a></li> <li><a href="/wiki/Loratadine" title="Loratadine">Loratadine</a></li> <li><a href="/wiki/Lovastatin" title="Lovastatin">Lovastatin</a></li> <li><a href="/wiki/Meclizine" title="Meclizine">Meclizine</a></li> <li><a href="/wiki/Metacycline" title="Metacycline">Metacycline</a></li> <li><a href="/wiki/Methylprednisolone" title="Methylprednisolone">Methylprednisolone</a></li> <li><a href="/wiki/Metyrapone" title="Metyrapone">Metyrapone</a></li> <li><a href="/wiki/Mevastatin" title="Mevastatin">Mevastatin</a></li> <li><a href="/wiki/Mifepristone" title="Mifepristone">Mifepristone</a></li> <li><a href="/wiki/Nafcillin" title="Nafcillin">Nafcillin</a></li> <li><a href="/wiki/Nicardipine" title="Nicardipine">Nicardipine</a></li> <li><a href="/wiki/Nicotine" title="Nicotine">Nicotine</a></li> <li><a href="/wiki/Nifedipine" title="Nifedipine">Nifedipine</a></li> <li><a href="/wiki/Nilvadipine" title="Nilvadipine">Nilvadipine</a></li> <li><a href="/wiki/Nisoldipine" title="Nisoldipine">Nisoldipine</a></li> <li><a href="/wiki/Norelgestromin" title="Norelgestromin">Norelgestromin</a></li> <li><a href="/wiki/Omeprazole" title="Omeprazole">Omeprazole</a></li> <li><a class="mw-selflink selflink">Orlistat</a></li> <li><a href="/wiki/Oxatomide" title="Oxatomide">Oxatomide</a></li> <li><a href="/wiki/Paclitaxel" title="Paclitaxel">Paclitaxel</a></li> <li><a href="/wiki/Phenobarbital" title="Phenobarbital">Phenobarbital</a></li> <li><a href="/wiki/Piperine" title="Piperine">Piperine</a></li> <li><a href="/wiki/Plicamycin" title="Plicamycin">Plicamycin</a></li> <li><a href="/wiki/Prednisolone" title="Prednisolone">Prednisolone</a></li> <li><a href="/wiki/Pregnanediol" title="Pregnanediol">Pregnanediol</a></li> <li><a href="/wiki/5%CE%B2-Dihydroprogesterone" title="5β-Dihydroprogesterone">Pregnanedione (5β-dihydroprogesterone)</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_16%CE%B1-carbonitrile" title="Pregnenolone 16α-carbonitrile">Pregnenolone 16α-carbonitrile</a></li> <li><a href="/wiki/Proadifen" title="Proadifen">Proadifen</a></li> <li><a href="/wiki/Progesterone" title="Progesterone">Progesterone</a></li> <li><a href="/wiki/Quingestrone" title="Quingestrone">Quingestrone</a></li> <li><a href="/wiki/Reserpine" title="Reserpine">Reserpine</a></li> <li><a href="/wiki/Reverse_triiodothyronine" title="Reverse triiodothyronine">Reverse triiodothyronine</a></li> <li><a href="/wiki/Rifampicin" title="Rifampicin">Rifampicin</a></li> <li><a href="/wiki/Rifaximin" title="Rifaximin">Rifaximin</a></li> <li><a href="/wiki/Rimexolone" title="Rimexolone">Rimexolone</a></li> <li><a href="/wiki/Riodipine" title="Riodipine">Riodipine</a></li> <li><a href="/wiki/Ritonavir" title="Ritonavir">Ritonavir</a></li> <li><a href="/wiki/Simvastatin" title="Simvastatin">Simvastatin</a></li> <li><a href="/wiki/Sirolimus" title="Sirolimus">Sirolimus</a></li> <li><a href="/wiki/Spironolactone" title="Spironolactone">Spironolactone</a></li> <li><a href="/wiki/Spiroxatrine" title="Spiroxatrine">Spiroxatrine</a></li> <li><a href="/w/index.php?title=SR-12813&action=edit&redlink=1" class="new" title="SR-12813 (page does not exist)">SR-12813</a></li> <li><a href="/w/index.php?title=Suberoylanilide&action=edit&redlink=1" class="new" title="Suberoylanilide (page does not exist)">Suberoylanilide</a></li> <li><a href="/wiki/Sulfisoxazole" class="mw-redirect" title="Sulfisoxazole">Sulfisoxazole</a></li> <li><a href="/wiki/Suramin" title="Suramin">Suramin</a></li> <li><a href="/wiki/Tacrolimus" title="Tacrolimus">Tacrolimus</a></li> <li><a href="/w/index.php?title=Tenylidone&action=edit&redlink=1" class="new" title="Tenylidone (page does not exist)">Tenylidone</a></li> <li><a href="/wiki/Terconazole" title="Terconazole">Terconazole</a></li> <li><a href="/wiki/Testosterone_isocaproate" title="Testosterone isocaproate">Testosterone isocaproate</a></li> <li><a href="/wiki/Tetracycline" title="Tetracycline">Tetracycline</a></li> <li><a href="/wiki/Thiamylal_sodium" class="mw-redirect" title="Thiamylal sodium">Thiamylal sodium</a></li> <li><a href="/wiki/Thiothixene" class="mw-redirect" title="Thiothixene">Thiothixene</a></li> <li><a href="/wiki/Thonzonium_bromide" title="Thonzonium bromide">Thonzonium bromide</a></li> <li><a href="/wiki/Tianeptine" title="Tianeptine">Tianeptine</a></li> <li><a href="/wiki/Troglitazone" title="Troglitazone">Troglitazone</a></li> <li><a href="/wiki/Troleandomycin" title="Troleandomycin">Troleandomycin</a></li> <li><a href="/w/index.php?title=Tropanyl_3,5-dimethulbenzoate&action=edit&redlink=1" class="new" title="Tropanyl 3,5-dimethulbenzoate (page does not exist)">Tropanyl 3,5-dimethulbenzoate</a></li> <li><a href="/wiki/Zafirlukast" title="Zafirlukast">Zafirlukast</a></li> <li><a href="/wiki/Zeranol" title="Zeranol">Zeranol</a></li></ul> <ul><li><i>Antagonists:</i> <a href="/wiki/Ketoconazole" title="Ketoconazole">Ketoconazole</a></li> <li><a href="/wiki/Sesamin" title="Sesamin">Sesamin</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <dl><dt>See also</dt> <dd><i><a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a></i></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="GSK201" 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:GSK" title="Template:GSK"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:GSK" title="Template talk:GSK"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:GSK" title="Special:EditPage/Template:GSK"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="GSK201" style="font-size:114%;margin:0 4em"><a href="/wiki/GSK_plc" title="GSK plc">GSK</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%">Subsidiaries</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%">Current</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/GlaxoSmithKline_Pakistan" class="mw-redirect" title="GlaxoSmithKline Pakistan">GlaxoSmithKline Pakistan</a></li> <li><a href="/wiki/GlaxoSmithKline_Pharmaceuticals_Ltd" class="mw-redirect" title="GlaxoSmithKline Pharmaceuticals Ltd">GlaxoSmithKline Pharmaceuticals Ltd</a></li> <li><a href="/wiki/Stiefel_Laboratories" title="Stiefel Laboratories">Stiefel Laboratories</a></li> <li><a href="/wiki/Tesaro" title="Tesaro">Tesaro</a></li> <li><a href="/wiki/ViiV_Healthcare" title="ViiV Healthcare">ViiV Healthcare</a> (85%)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Former</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"><a href="/wiki/Haleon" title="Haleon">Haleon</a></div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Predecessors,<br />acquisitions</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/Allen_%26_Hanburys" title="Allen & Hanburys">Allen & Hanburys</a></li> <li><a href="/wiki/Beecham_Group" title="Beecham Group">Beecham Group</a></li> <li><a href="/wiki/Block_Drug" title="Block Drug">Block Drug</a></li> <li><a href="/wiki/GSK_plc#Glaxo_Wellcome" title="GSK plc">Burroughs Wellcome</a></li> <li><a href="/wiki/GSK_plc#Glaxo_Wellcome" title="GSK plc">Glaxo</a></li> <li><a href="/wiki/GSK_plc#Glaxo_Wellcome" title="GSK plc">Glaxo Wellcome</a></li> <li><a href="/wiki/Human_Genome_Sciences" title="Human Genome Sciences">Human Genome Sciences</a></li> <li><a href="/wiki/Recherche_et_Industrie_Th%C3%A9rapeutiques" title="Recherche et Industrie Thérapeutiques">Recherche et Industrie Thérapeutiques</a></li> <li><a href="/wiki/Reliant_Pharmaceuticals" title="Reliant Pharmaceuticals">Reliant Pharmaceuticals</a></li> <li><a href="/wiki/S._E._Massengill_Company" title="S. E. Massengill Company">S. E. Massengill Company</a></li> <li><a href="/wiki/GSK_plc#SmithKline_Beecham" title="GSK plc">SmithKline Beecham</a></li> <li><a href="/wiki/Smith,_Kline_%26_French" title="Smith, Kline & French">Smith, Kline & French</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Products</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%">Current</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%">Pharma</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/Fluticasone/salmeterol" title="Fluticasone/salmeterol">Advair</a></li> <li><a class="mw-selflink selflink">Alli</a></li> <li><a href="/wiki/Amoxicillin/clavulanic_acid" title="Amoxicillin/clavulanic acid">Augmentin</a></li> <li><a href="/wiki/Rosiglitazone" title="Rosiglitazone">Avandia</a></li> <li><a href="/wiki/Beclometasone" title="Beclometasone">Beconase</a></li> <li><a href="/wiki/Ibandronic_acid" title="Ibandronic acid">Boniva</a></li> <li><a href="/wiki/Fluticasone_propionate" title="Fluticasone propionate">Flixonase</a></li> <li><a href="/wiki/Topotecan" title="Topotecan">Hycamtin</a></li> <li><a href="/wiki/Lamotrigine" title="Lamotrigine">Lamictal</a></li> <li><a href="/wiki/Paroxetine" title="Paroxetine">Paxil/Seroxat</a></li> <li><a href="/wiki/Piboserod" title="Piboserod">Serlipet</a></li> <li><a href="/wiki/Cimetidine" title="Cimetidine">Tagamet</a></li> <li><a href="/wiki/Salbutamol" title="Salbutamol">Ventolin</a></li> <li><a href="/wiki/Bupropion" title="Bupropion">Wellbutrin/Zyban</a></li> <li><a href="/wiki/Ranitidine" title="Ranitidine">Zantac</a> … <a href="/wiki/List_of_GSK_plc_products" title="List of GSK plc products"><b>more</b></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Vaccines</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/Respiratory_syncytial_virus_vaccine" title="Respiratory syncytial virus vaccine">Arexvy</a></li> <li><a href="/wiki/Bexsero" class="mw-redirect" title="Bexsero">Bexsero</a></li> <li><a href="/wiki/Boostrix" class="mw-redirect" title="Boostrix">Boostrix</a></li> <li><a href="/wiki/Cervarix" title="Cervarix">Cervarix</a></li> <li><a href="/wiki/Engerix-B" class="mw-redirect" title="Engerix-B">Engerix-B </a></li> <li><a href="/wiki/Fluarix" class="mw-redirect" title="Fluarix">Fluarix</a></li> <li><a href="/wiki/FluLaval" class="mw-redirect" title="FluLaval">FluLaval</a></li> <li><a href="/wiki/Havrix" class="mw-redirect" title="Havrix">Havrix</a></li> <li><a href="/wiki/Hepatyrix" class="mw-redirect" title="Hepatyrix">Hepatyrix</a></li> <li><a href="/wiki/Hiberix" class="mw-redirect" title="Hiberix">Hiberix</a></li> <li><a href="/wiki/Infanrix" class="mw-redirect" title="Infanrix">Infanrix</a></li> <li><a href="/wiki/H5N1_vaccine" title="H5N1 vaccine">H5N1 vaccine</a></li> <li><a href="/wiki/Kinrix" class="mw-redirect" title="Kinrix">Kinrix</a></li> <li><a href="/wiki/Menveo" class="mw-redirect" title="Menveo">Menveo</a></li> <li><a href="/wiki/Pandemrix" title="Pandemrix">Pandemrix</a></li> <li><a href="/wiki/Pediarix" class="mw-redirect" title="Pediarix">Pediarix</a></li> <li><a href="/wiki/Rabavert" class="mw-redirect" title="Rabavert">Rabavert</a></li> <li><a href="/wiki/Rotarix" class="mw-redirect" title="Rotarix">Rotarix</a></li> <li><a href="/wiki/Zoster_vaccine#Shingrix" title="Zoster vaccine">Shingrix</a></li> <li><a href="/wiki/Hepatitis_A_and_B_vaccine" title="Hepatitis A and B vaccine">Twinrix</a> … <a href="/wiki/List_of_GSK_plc_products" title="List of GSK plc products"><b>more</b></a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Former</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/Actifed" title="Actifed">Actifed</a></li> <li>Advil</li> <li><a href="/wiki/Aquafresh" class="mw-redirect" title="Aquafresh">Aquafresh</a></li> <li><a href="/wiki/BC_Powder" title="BC Powder">BC Powder</a></li> <li><a href="/wiki/Biotene" title="Biotene">Biotene</a></li> <li><a href="/wiki/Caltrate" title="Caltrate">Caltrate</a></li> <li><a href="/wiki/Centrum_(multivitamin)" title="Centrum (multivitamin)">Centrum</a></li> <li><a href="/wiki/ChapStick" title="ChapStick">ChapStick</a></li> <li><a href="/wiki/Emergen-C" title="Emergen-C">Emergen-C</a></li> <li><a href="/wiki/Eno_(drug)" title="Eno (drug)">Eno</a></li> <li><a href="/wiki/Excedrin_(brand)" title="Excedrin (brand)">Excedrin</a></li> <li>Flonase</li> <li><a href="/wiki/Geritol" title="Geritol">Geritol</a></li> <li><a href="/wiki/Goody%27s_Powder" title="Goody's Powder">Goody's Powder</a></li> <li><a href="/wiki/Horlicks" title="Horlicks">Horlicks</a></li> <li><a href="/wiki/Lucozade" title="Lucozade">Lucozade</a></li> <li><a href="/wiki/Nicoderm" class="mw-redirect" title="Nicoderm">Nicoderm</a></li> <li><a href="/wiki/Nicorette" title="Nicorette">Nicorette</a></li> <li><a href="/wiki/Niquitin" title="Niquitin">NiQuitin</a></li> <li><a href="/wiki/Parodontax" title="Parodontax">Parodontax</a></li> <li><a href="/wiki/Ribena" title="Ribena">Ribena</a></li> <li><a href="/wiki/Sensodyne" title="Sensodyne">Sensodyne</a></li> <li><a href="/wiki/Tums" title="Tums">Tums</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">People</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%">Board of <br />Directors</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/Philip_Hampton" title="Philip Hampton">Philip Hampton</a></li> <li><a href="/wiki/Emma_Walmsley" title="Emma Walmsley">Emma Walmsley</a></li> <li><a href="/wiki/Simon_Dingemans" title="Simon Dingemans">Simon Dingemans</a></li> <li><a href="/wiki/Roy_M._Anderson" title="Roy M. Anderson">Roy M. Anderson</a></li> <li><a href="/wiki/M._S._Banga" title="M. S. Banga">Manvinder Banga</a></li> <li><a href="/wiki/Patrick_Vallance" title="Patrick Vallance">Patrick Vallance</a></li> <li><a href="/wiki/Vivienne_Cox" title="Vivienne Cox">Vivienne Cox</a></li> <li><a href="/wiki/Lynn_Elsenhans" title="Lynn Elsenhans">Lynn Elsenhans</a></li> <li>Jesse Goodman</li> <li><a href="/wiki/Judy_Lewent" title="Judy Lewent">Judy Lewent</a></li> <li><a href="/wiki/Urs_Rohner" title="Urs Rohner">Urs Rohner</a></li> <li><a href="/wiki/Laurie_Glimcher" title="Laurie Glimcher">Laurie Glimcher</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">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/Thomas_Beecham_(chemist)" title="Thomas Beecham (chemist)">Thomas Beecham</a></li> <li><a href="/wiki/Silas_M._Burroughs_(pharmacist)" title="Silas M. Burroughs (pharmacist)">Silas M. Burroughs</a></li> <li><a href="/wiki/Mahlon_Kline" title="Mahlon Kline">Mahlon Kline</a></li> <li><a href="/wiki/John_K._Smith" title="John K. Smith">John K. Smith</a></li> <li><a href="/wiki/Henry_Wellcome" title="Henry Wellcome">Henry Wellcome</a></li> <li><a href="/wiki/Andrew_Witty" title="Andrew Witty">Andrew Witty</a></li> <li><a href="/wiki/Chris_Gent" title="Chris Gent">Chris Gent</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Litigation</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><a href="/wiki/Canada_v._GlaxoSmithKline_Inc." class="mw-redirect" title="Canada v. GlaxoSmithKline Inc.">Canada v. GlaxoSmithKline Inc.</a></i></li> <li><i><a href="/wiki/Christopher_v._SmithKline_Beecham_Corp." title="Christopher v. SmithKline Beecham Corp.">Christopher v. SmithKline Beecham Corp.</a></i></li> <li><i><a href="/wiki/GlaxoSmithKline_Services_Unlimited_v_Commission" title="GlaxoSmithKline Services Unlimited v Commission">GlaxoSmithKline Services Unlimited v Commission</a></i></li> <li><i><a href="/wiki/United_States_v._Glaxo_Group_Ltd." title="United States v. Glaxo Group Ltd.">United States v. Glaxo Group Ltd.</a></i></li> <li><i><a href="/wiki/United_States_v._GlaxoSmithKline" title="United States v. GlaxoSmithKline">United States v. GlaxoSmithKline</a></i></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">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/Drug_Industry_Documents_Archive" title="Drug Industry Documents Archive">Drug Industry Documents Archive</a></li> <li><a href="/wiki/GlaxoSmithKline_Prize" title="GlaxoSmithKline Prize">GlaxoSmithKline Prize</a></li> <li><i><a href="/wiki/Side_Effects_(Bass_book)" title="Side Effects (Bass book)">Side Effects</a></i></li> <li><a href="/wiki/Study_329" title="Study 329">Study 329</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <ul><li><span class="noviewer" typeof="mw:File"><span title="Category"><img alt="" src="//upload.wikimedia.org/wikipedia/en/thumb/9/96/Symbol_category_class.svg/16px-Symbol_category_class.svg.png" decoding="async" width="16" height="16" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/9/96/Symbol_category_class.svg/23px-Symbol_category_class.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/9/96/Symbol_category_class.svg/31px-Symbol_category_class.svg.png 2x" data-file-width="180" data-file-height="185" /></span></span> <a href="/wiki/Category:GSK_plc" title="Category:GSK plc"><b>Category</b></a></li></ul> </div></td></tr></tbody></table></div> <style data-mw-deduplicate="TemplateStyles:r1130092004">.mw-parser-output .portal-bar{font-size:88%;font-weight:bold;display:flex;justify-content:center;align-items:baseline}.mw-parser-output .portal-bar-bordered{padding:0 2em;background-color:#fdfdfd;border:1px solid #a2a9b1;clear:both;margin:1em auto 0}.mw-parser-output .portal-bar-related{font-size:100%;justify-content:flex-start}.mw-parser-output .portal-bar-unbordered{padding:0 1.7em;margin-left:0}.mw-parser-output .portal-bar-header{margin:0 1em 0 0.5em;flex:0 0 auto;min-height:24px}.mw-parser-output .portal-bar-content{display:flex;flex-flow:row wrap;flex:0 1 auto;padding:0.15em 0;column-gap:1em;align-items:baseline;margin:0;list-style:none}.mw-parser-output .portal-bar-content-related{margin:0;list-style:none}.mw-parser-output .portal-bar-item{display:inline-block;margin:0.15em 0.2em;min-height:24px;line-height:24px}@media screen and (max-width:768px){.mw-parser-output .portal-bar{font-size:88%;font-weight:bold;display:flex;flex-flow:column wrap;align-items:baseline}.mw-parser-output .portal-bar-header{text-align:center;flex:0;padding-left:0.5em;margin:0 auto}.mw-parser-output .portal-bar-related{font-size:100%;align-items:flex-start}.mw-parser-output .portal-bar-content{display:flex;flex-flow:row wrap;align-items:center;flex:0;column-gap:1em;border-top:1px solid #a2a9b1;margin:0 auto;list-style:none}.mw-parser-output .portal-bar-content-related{border-top:none;margin:0;list-style:none}}.mw-parser-output .navbox+link+.portal-bar,.mw-parser-output .navbox+style+.portal-bar,.mw-parser-output .navbox+link+.portal-bar-bordered,.mw-parser-output .navbox+style+.portal-bar-bordered,.mw-parser-output .sister-bar+link+.portal-bar,.mw-parser-output .sister-bar+style+.portal-bar,.mw-parser-output .portal-bar+.navbox-styles+.navbox,.mw-parser-output .portal-bar+.navbox-styles+.sister-bar{margin-top:-1px}</style><div class="portal-bar noprint metadata noviewer portal-bar-bordered" role="navigation" aria-label="Portals"><span class="portal-bar-header"><a href="/wiki/Wikipedia:Contents/Portals" title="Wikipedia:Contents/Portals">Portal</a>:</span><ul class="portal-bar-content"><li class="portal-bar-item"><span class="nowrap"><span typeof="mw:File"><span><img alt="icon" src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d6/WHO_Rod.svg/20px-WHO_Rod.svg.png" decoding="async" width="8" height="19" class="mw-file-element" data-file-width="107" data-file-height="250" /></span></span> </span><a href="/wiki/Portal:Medicine" title="Portal:Medicine">Medicine</a></li></ul></div>    </div><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?useformat=desktop&type=1x1&usesul3=0" alt="" width="1" height="1" style="border: none; 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