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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">Caryophyllene</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 17 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-17" 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">17 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%DA%A9%D8%A7%D8%B1%DB%8C%D9%88%D9%81%DB%8C%D9%84%D9%86" title="کاریوفیلن – South Azerbaijani" lang="azb" hreflang="azb" data-title="کاریوفیلن" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Cariofil%C3%A8" title="Cariofilè – Catalan" lang="ca" hreflang="ca" data-title="Cariofilè" data-language-autonym="Català" data-language-local-name="Catalan" class="interlanguage-link-target"><span>Català</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Caryophyllene" title="Caryophyllene – German" lang="de" hreflang="de" data-title="Caryophyllene" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-el mw-list-item"><a href="https://el.wikipedia.org/wiki/%CE%9A%CE%B1%CF%81%CF%85%CE%BF%CF%86%CF%85%CE%BB%CE%BB%CE%AD%CE%BD%CE%B9%CE%BF" title="Καρυοφυλλένιο – Greek" lang="el" hreflang="el" data-title="Καρυοφυλλένιο" data-language-autonym="Ελληνικά" data-language-local-name="Greek" class="interlanguage-link-target"><span>Ελληνικά</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Cariofileno" title="Cariofileno – Spanish" lang="es" hreflang="es" data-title="Cariofileno" 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/%DA%A9%D8%A7%D8%B1%DB%8C%D9%88%D9%81%DB%8C%D9%84%D9%86" title="کاریوفیلن – Persian" lang="fa" hreflang="fa" data-title="کاریوفیلن" 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/Caryophyll%C3%A8ne" title="Caryophyllène – French" lang="fr" hreflang="fr" data-title="Caryophyllène" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/%CE%92-cariofillene" title="Β-cariofillene – Italian" lang="it" hreflang="it" data-title="Β-cariofillene" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-mk mw-list-item"><a href="https://mk.wikipedia.org/wiki/%D0%9A%D0%B0%D1%80%D0%B8%D0%BE%D1%84%D0%B8%D0%BB%D0%B5%D0%BD" title="Кариофилен – Macedonian" lang="mk" hreflang="mk" data-title="Кариофилен" data-language-autonym="Македонски" data-language-local-name="Macedonian" class="interlanguage-link-target"><span>Македонски</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/B%C3%A8ta-caryofylleen" title="Bèta-caryofylleen – Dutch" lang="nl" hreflang="nl" data-title="Bèta-caryofylleen" 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%AB%E3%83%AA%E3%82%AA%E3%83%95%E3%82%A3%E3%83%AC%E3%83%B3" title="カリオフィレン – Japanese" lang="ja" hreflang="ja" data-title="カリオフィレン" data-language-autonym="日本語" data-language-local-name="Japanese" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Cariofileno" title="Cariofileno – Portuguese" lang="pt" hreflang="pt" data-title="Cariofileno" data-language-autonym="Português" data-language-local-name="Portuguese" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%9A%D0%B0%D1%80%D0%B8%D0%BE%D1%84%D0%B8%D0%BB%D0%BB%D0%B5%D0%BD" title="Кариофиллен – Russian" lang="ru" hreflang="ru" data-title="Кариофиллен" 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figure:not(.skin-invert-image):not(.skin-invert):not(.bg-transparent){background:var(--background-color-inverted,#f8f9fa)}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .ib-chembox figure:not(.skin-invert-image):not(.skin-invert):not(.bg-transparent){background:var(--background-color-inverted,#f8f9fa)}}</style> <table class="infobox ib-chembox"> <caption>Caryophyllene </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Beta-Caryophyllen.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b4/Beta-Caryophyllen.svg/220px-Beta-Caryophyllen.svg.png" decoding="async" width="220" height="206" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b4/Beta-Caryophyllen.svg/330px-Beta-Caryophyllen.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b4/Beta-Caryophyllen.svg/440px-Beta-Caryophyllen.svg.png 2x" data-file-width="233" data-file-height="218" /></a><figcaption></figcaption></figure> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Names </th></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Preferred_IUPAC_name" title="Preferred IUPAC name">Preferred IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0; max-width:22em;">(1<i>R</i>,4<i>E</i>,9<i>S</i>)-4,11,11-Trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene</div></div> </td></tr> <tr> <td colspan="2" style="text-align:left;">Other names <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;">β-Caryophyllene<br /><i>trans</i>-(1<i>R</i>,9<i>S</i>)-8-Methylene-4,11,11-trimethylbicyclo[7.2.0]undec-4-ene</div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Identifiers </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></div> </td> <td><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=87-44-5">87-44-5</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=C1%28%3DC%29%5CCC%2FC%3DC%28%2FCC%5BC%40%40H%5D2%5BC%40%40H%5D1CC2%28C%29C%29C">Interactive image</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chebi/searchId.do?chebiId=10357">CHEBI:10357</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChEMBL" title="ChEMBL">ChEMBL</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembl/explore/compound/ChEMBL445740">ChEMBL445740</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="www.chemspider.com"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.4444848.html">4444848</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/DrugBank" title="DrugBank">DrugBank</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="www.drugbank.ca"><a rel="nofollow" class="external text" href="https://www.drugbank.ca/drugs/DB16854">DB16854</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard"><span title="echa.europa.eu">ECHA InfoCard</span></a> </td> <td><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.001.588">100.001.588</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q421614#P2566" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span> </td></tr> <tr> <td><a href="/wiki/European_Community_number" title="European Community number"><span title="European Community number (chemical identifier)">EC Number</span></a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li>201-746-1</li></ul></div> </td></tr> <tr> <td><a href="/wiki/KEGG" title="KEGG">KEGG</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="www.kegg.jp"><a rel="nofollow" class="external text" href="https://www.kegg.jp/entry/C09629">C09629</a></span></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/PubChem" title="PubChem">PubChem</a> <abbr title="Compound ID">CID</abbr></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/5281515">5281515</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/BHW853AU9H">BHW853AU9H</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CompTox_Chemicals_Dashboard" title="CompTox Chemicals Dashboard">CompTox Dashboard</a> <span style="font-weight:normal">(<abbr title="U.S. Environmental Protection Agency">EPA</abbr>)</span></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="comptox.epa.gov"><a rel="nofollow" class="external text" href="https://comptox.epa.gov/dashboard/chemical/details/DTXSID8024739">DTXSID8024739</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q421614#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></li></ul></div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14-/m1/s1<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: NPNUFJAVOOONJE-GFUGXAQUSA-N<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div></div></li><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14-/m1/s1</div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: NPNUFJAVOOONJE-GFUGXAQUBC</div></div></li></ul> </div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.6em; word-wrap:break-word; text-indent:-1.5em; text-align:left; font-size:97%; line-height:120%;">C1(=C)\CC/C=C(/CC[C@@H]2[C@@H]1CC2(C)C)C</div></li></ul> </div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Properties </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Chemical_formula" title="Chemical formula">Chemical formula</a></div> </td> <td><span title="Carbon">C</span><sub>15</sub><span title="Hydrogen">H</span><sub>24</sub> </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td><span class="nowrap"><span data-sort-value="7002204357000000000♠"></span>204.357</span> g·mol<sup>−1</sup>   </td></tr> <tr> <td><a href="/wiki/Density" title="Density">Density</a> </td> <td>0.9052 g/cm<sup>3</sup> (17 °C)<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Boiling_point" title="Boiling point">Boiling point</a> </td> <td>262–264 °C (504–507 °F; 535–537 K)<sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Hazards </th></tr> <tr> <td colspan="2" style="text-align:left; background-color:#eaeaea;color:inherit;"><a href="/wiki/Globally_Harmonized_System_of_Classification_and_Labelling_of_Chemicals" title="Globally Harmonized System of Classification and Labelling of Chemicals"><b>GHS</b> labelling</a>:<a rel="nofollow" class="external autonumber" href="https://pubchem.ncbi.nlm.nih.gov/compound/5281515#section=Safety-and-Hazards">[1]</a> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/GHS_hazard_pictograms" title="GHS hazard pictograms">Pictograms</a></div> </td> <td><span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-exclam.svg" class="mw-file-description" title="GHS07: Exclamation mark"><img alt="GHS07: Exclamation mark" src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/50px-GHS-pictogram-exclam.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/75px-GHS-pictogram-exclam.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/100px-GHS-pictogram-exclam.svg.png 2x" data-file-width="512" data-file-height="512" /></a></span><span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-silhouette.svg" class="mw-file-description" title="GHS08: Health hazard"><img alt="GHS08: Health hazard" src="//upload.wikimedia.org/wikipedia/commons/thumb/2/21/GHS-pictogram-silhouette.svg/50px-GHS-pictogram-silhouette.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/21/GHS-pictogram-silhouette.svg/75px-GHS-pictogram-silhouette.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/21/GHS-pictogram-silhouette.svg/100px-GHS-pictogram-silhouette.svg.png 2x" data-file-width="724" data-file-height="724" /></a></span> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Globally_Harmonized_System_of_Classification_and_Labelling_of_Chemicals#Signal_word" title="Globally Harmonized System of Classification and Labelling of Chemicals">Signal word</a></div> </td> <td><b>Warning</b> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/GHS_hazard_statements" title="GHS hazard statements">Hazard statements</a></div> </td> <td><abbr class="abbr" title="H304: May be fatal if swallowed and enters airways">H304</abbr>, <abbr class="abbr" title="H317: May cause an allergic skin reaction">H317</abbr> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/GHS_precautionary_statements" title="GHS precautionary statements">Precautionary statements</a></div> </td> <td><abbr class="abbr" title="P261: Avoid breathing dust/fume/gas/mist/vapours/spray.">P261</abbr>, <abbr class="abbr" title="P272: Contaminated work clothing should not be allowed out of the workplace.">P272</abbr>, <abbr class="abbr" title="P280: Wear protective gloves/protective clothing/eye protection/face protection.">P280</abbr>, <abbr class="abbr" title="P301+P316: IF SWALLOWED: Get immediate emergency medical help.">P301+P316</abbr>, <abbr class="abbr" title="P302+P352: IF ON SKIN: Wash with soap and water.">P302+P352</abbr>, <abbr class="abbr" title="P321: Specific treatment (see ... on this label).">P321</abbr>, <abbr class="abbr" title="P331: Do NOT induce vomiting.">P331</abbr>, <abbr class="abbr" title="P333+P317: If skin irritation or rash occurs: Get medical help.">P333+P317</abbr>, <abbr class="abbr" title="P362+P364: Take off contaminated clothing and wash it before reuse.">P362+P364</abbr>, <abbr class="abbr" title="P405: Store locked up.">P405</abbr>, <abbr class="abbr" title="P501: Dispose of contents/container to ...">P501</abbr> </td></tr> <tr> <td colspan="2" style="text-align:left; background:#f8eaba; color:inherit; border:1px solid #a2a9b1;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Except where otherwise noted, data are given for materials in their <a href="/wiki/Standard_state" title="Standard state">standard state</a> (at 25 °C [77 °F], 100 kPa).</div> <div style="margin-top: 0.3em;"><div style="text-align:center;"><span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/12px-Yes_check.svg.png" decoding="async" width="12" height="12" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/18px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/24px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span> <span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&rev1=460021442&page2=Caryophyllene">verify</a></span> (<a href="/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validation" title="Wikipedia:WikiProject Chemicals/Chembox validation">what is</a> <sup><span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span><span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup> ?) </div></div> <div style="margin-top: 0.3em; text-align: center;"><a href="/wiki/Wikipedia:Chemical_infobox#References" title="Wikipedia:Chemical infobox">Infobox references</a></div> </td></tr> </tbody></table><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <p><b>Caryophyllene</b> (<span class="rt-commentedText nowrap"><span class="IPA nopopups noexcerpt" lang="en-fonipa"><a href="/wiki/Help:IPA/English" title="Help:IPA/English">/<span style="border-bottom:1px dotted"><span title="/ˌ/: secondary stress follows">ˌ</span><span title="'k' in 'kind'">k</span><span title="/ær/: 'arr' in 'marry'">ær</span><span title="/i/: 'y' in 'happy'">i</span><span title="/oʊ/: 'o' in 'code'">oʊ</span><span title="/ˈ/: primary stress follows">ˈ</span><span title="'f' in 'find'">f</span><span title="/ɪ/: 'i' in 'kit'">ɪ</span><span title="'l' in 'lie'">l</span><span title="/iː/: 'ee' in 'fleece'">iː</span><span title="'n' in 'nigh'">n</span></span>/</a></span></span>), more formally <b>(−)-β-caryophyllene</b> (<b>BCP</b>), is a natural bicyclic <a href="/wiki/Sesquiterpene" title="Sesquiterpene">sesquiterpene</a> that occurs widely in nature. Caryophyllene is notable for having a <a href="/wiki/Cyclobutane" title="Cyclobutane">cyclobutane</a> ring, as well as a <i>trans</i>-double bond in a 9-membered ring, both rarities in nature. <sup id="cite_ref-KO_3-0" class="reference"><a href="#cite_note-KO-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Production">Production</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Caryophyllene&action=edit&section=1" title="Edit section: Production"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Caryophyllene can be produced synthetically,<sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> but it is invariably obtained from natural sources because it is widespread. It is a constituent of many <a href="/wiki/Essential_oil" title="Essential oil">essential oils</a>, especially clove oil, the oil from the stems and flowers of <i><a href="/wiki/Syzygium_aromaticum" class="mw-redirect" title="Syzygium aromaticum">Syzygium aromaticum</a></i> (cloves), the essential oil of <i><a href="/wiki/Cannabis_sativa" title="Cannabis sativa">Cannabis sativa</a></i>, <a href="/wiki/Copaiba" title="Copaiba">copaiba</a>, <a href="/wiki/Rosemary" title="Rosemary">rosemary</a>, and <a href="/wiki/Hops" title="Hops">hops</a>.<sup id="cite_ref-KO_3-1" class="reference"><a href="#cite_note-KO-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> It is usually found as a mixture with <a href="/w/index.php?title=Isocaryophyllene&action=edit&redlink=1" class="new" title="Isocaryophyllene (page does not exist)">isocaryophyllene</a> (the <i>cis</i> double bond isomer) and <a href="/wiki/Humulene" title="Humulene">α-humulene</a> (obsolete name: α-caryophyllene), a ring-opened isomer. </p><p>Caryophyllene is one of the chemical compounds that contributes to the <a href="/wiki/Odor" title="Odor">aroma</a> of <a href="/wiki/Black_pepper" title="Black pepper">black pepper</a>.<sup id="cite_ref-pmid12462618_5-0" class="reference"><a href="#cite_note-pmid12462618-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Basic_research">Basic research</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Caryophyllene&action=edit&section=2" title="Edit section: Basic research"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>β-Caryophyllene is under <a href="/wiki/Basic_research" title="Basic research">basic research</a> for its potential action as an agonist of the <a href="/wiki/Cannabinoid_receptor_type_2" class="mw-redirect" title="Cannabinoid receptor type 2">cannabinoid receptor type 2</a> (CB<sub>2</sub> receptor).<sup id="cite_ref-Ceccarelli_Fiorenzani_Pessina_et_al_2020_6-0" class="reference"><a href="#cite_note-Ceccarelli_Fiorenzani_Pessina_et_al_2020-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> In other basic studies, β-caryophyllene has a binding affinity of K<sub>i</sub> = 155 nM at the CB<sub>2</sub> receptors.<sup id="cite_ref-7" class="reference"><a href="#cite_note-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> </p><p>β-Caryophyllene has the highest cannabinoid activity compared to the ring opened isomer α-caryophyllene <a href="/wiki/Humulene" title="Humulene">humulene</a> which may modulate CB<sub>2</sub> activity.<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> To compare binding, <a href="/wiki/Cannabinol" title="Cannabinol">cannabinol</a> binds to the CB<sub>2</sub> receptors as a partial agonist with an affinity of K<sub>i</sub> = 126.4 nM,<sup id="cite_ref-9" class="reference"><a href="#cite_note-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> while delta-9-<a href="/wiki/Tetrahydrocannabinol" title="Tetrahydrocannabinol">tetrahydrocannabinol</a> binds to the CB<sub>2</sub> receptors as a partial agonist with an affinity of K<sub>i</sub> = 36 nM.<sup id="cite_ref-10" class="reference"><a href="#cite_note-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Safety">Safety</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Caryophyllene&action=edit&section=3" title="Edit section: Safety"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Caryophyllene has been given <a href="/wiki/Generally_recognized_as_safe" title="Generally recognized as safe">generally recognized as safe</a> (GRAS) designation by the FDA and is approved by the FDA for use as a food additive, typically for flavoring.<sup id="cite_ref-11" class="reference"><a href="#cite_note-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-accessdata.fda.gov_12-0" class="reference"><a href="#cite_note-accessdata.fda.gov-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> Rats given up to 700 mg/kg daily for 90 days did not produce any significant toxic effects.<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> Caryophyllene has an <a href="/wiki/Median_lethal_dose" title="Median lethal dose">LD<sub style="font-size:-1">50</sub></a> of 5,000 mg/kg in mice.<sup id="cite_ref-14" class="reference"><a href="#cite_note-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-15" class="reference"><a href="#cite_note-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Metabolism_and_derivatives">Metabolism and derivatives</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Caryophyllene&action=edit&section=4" title="Edit section: Metabolism and derivatives"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>14-Hydroxycaryophyllene oxide (<a href="/wiki/Carbon" title="Carbon">C</a><sub>15</sub><a href="/wiki/Hydrogen" title="Hydrogen">H</a><sub>24</sub><a href="/wiki/Oxygen" title="Oxygen">O</a><sub>2</sub>) was isolated from the urine of <a href="/wiki/Rabbit" title="Rabbit">rabbits</a> treated with (−)-caryophyllene (C<sub>15</sub>H<sub>24</sub>). The <a href="/wiki/X-ray_crystallography" title="X-ray crystallography">X-ray</a> <a href="/wiki/Crystal_structure" title="Crystal structure">crystal structure</a> of 14-hydroxycaryophyllene (as its <a href="/wiki/Acetate" title="Acetate">acetate</a> derivative) has been reported.<sup id="cite_ref-Asakawa_16-0" class="reference"><a href="#cite_note-Asakawa-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> </p><p>The <a href="/wiki/Metabolism" title="Metabolism">metabolism</a> of caryophyllene progresses through (−)-caryophyllene oxide (C<sub>15</sub>H<sub>24</sub>O) since the latter compound also afforded 14-hydroxycaryophyllene (C<sub>15</sub>H<sub>24</sub>O) as a <a href="/wiki/Metabolite" title="Metabolite">metabolite</a>.<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> </p> <dl><dd>Caryophyllene (C<sub>15</sub>H<sub>24</sub>) → caryophyllene oxide (C<sub>15</sub>H<sub>24</sub>O) → 14-hydroxycaryophyllene (C<sub>15</sub>H<sub>24</sub>O) → 14-hydroxycaryophyllene oxide (<a href="/wiki/Carbon" title="Carbon">C</a><sub>15</sub><a href="/wiki/Hydrogen" title="Hydrogen">H</a><sub>24</sub><a href="/wiki/Oxygen" title="Oxygen">O</a><sub>2</sub>).</dd></dl> <p>Caryophyllene oxide,<sup id="cite_ref-18" class="reference"><a href="#cite_note-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> in which the <a href="/wiki/Alkene" title="Alkene">alkene</a> group of caryophyllene has become an <a href="/wiki/Epoxide" title="Epoxide">epoxide</a>, is the component responsible for cannabis identification by <a href="/wiki/Detection_dog" title="Detection dog">drug-sniffing dogs</a><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><sup id="cite_ref-20" class="reference"><a href="#cite_note-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> and is also an approved food additive, often as flavoring.<sup id="cite_ref-accessdata.fda.gov_12-1" class="reference"><a href="#cite_note-accessdata.fda.gov-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> Caryophyllene oxide may have negligible cannabinoid activity.<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> <div class="mw-heading mw-heading2"><h2 id="Natural_sources">Natural sources</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Caryophyllene&action=edit&section=5" title="Edit section: Natural sources"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The approximate quantity of caryophyllene in the <a href="/wiki/Essential_oil" title="Essential oil">essential oil</a> of each source is given in square brackets (<i>[ ]</i>): </p> <ul><li><a href="/wiki/Cannabis" title="Cannabis">Cannabis</a> (<i><a href="/wiki/Cannabis_sativa" title="Cannabis sativa">Cannabis sativa</a></i>) [3.8–37.5% of <a href="/wiki/Cannabis_flower_essential_oil" title="Cannabis flower essential oil">cannabis flower essential oil</a>]<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></li> <li><a href="/wiki/Black_caraway" class="mw-redirect" title="Black caraway">Black caraway</a> (<i>Carum nigrum</i>) [7.8%]<sup id="cite_ref-pmid16390196_23-0" class="reference"><a href="#cite_note-pmid16390196-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup></li> <li><a href="/wiki/Clove" title="Clove">Cloves</a> (<i>Syzygium aromaticum</i>) [1.7–19.5% of <a href="/wiki/Oil_of_cloves" class="mw-redirect" title="Oil of cloves">clove bud essential oil</a>]<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></li> <li><a href="/wiki/Hops" title="Hops">Hops</a> (<i><a href="/wiki/Humulus_lupulus" title="Humulus lupulus">Humulus lupulus</a></i>)<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> [5.1–14.5%]<sup id="cite_ref-issn02357216_26-0" class="reference"><a href="#cite_note-issn02357216-26"><span class="cite-bracket">[</span>26<span class="cite-bracket">]</span></a></sup></li> <li><a href="/wiki/Basil" title="Basil">Basil</a> (<i><a href="/wiki/Ocimum" title="Ocimum">Ocimum</a></i> spp.)<sup id="cite_ref-pmid18095647_27-0" class="reference"><a href="#cite_note-pmid18095647-27"><span class="cite-bracket">[</span>27<span class="cite-bracket">]</span></a></sup> [5.3–10.5% <i><a href="/wiki/Ocimum_gratissimum" title="Ocimum gratissimum">O. gratissimum</a></i>; 4.0–19.8% <i><a href="/wiki/Ocimum_micranthum" class="mw-redirect" title="Ocimum micranthum">O. micranthum</a></i>]<sup id="cite_ref-issn14246376_28-0" class="reference"><a href="#cite_note-issn14246376-28"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup></li> <li><a href="/wiki/Oregano" title="Oregano">Oregano</a> (<i>Origanum vulgare</i>)<sup id="cite_ref-pmid17268981_29-0" class="reference"><a href="#cite_note-pmid17268981-29"><span class="cite-bracket">[</span>29<span class="cite-bracket">]</span></a></sup> [4.9–15.7%]<sup id="cite_ref-issn15403580_30-0" class="reference"><a href="#cite_note-issn15403580-30"><span class="cite-bracket">[</span>30<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-31" class="reference"><a href="#cite_note-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup></li> <li><a href="/wiki/Black_pepper" title="Black pepper">Black pepper</a> (<i>Piper nigrum</i>) [7.29%]<sup id="cite_ref-pmid12462618_5-1" class="reference"><a href="#cite_note-pmid12462618-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup></li> <li><a href="/wiki/Lavandula_angustifolia" title="Lavandula angustifolia">Lavender</a> (<i>Lavandula angustifolia</i>) [4.62–7.55% of <a href="/wiki/Lavender_oil" title="Lavender oil">lavender oil</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></li> <li><a href="/wiki/Rosemary" title="Rosemary">Rosemary</a> (<i>Rosmarinus officinalis</i>)<sup id="cite_ref-pmid18670820_34-0" class="reference"><a href="#cite_note-pmid18670820-34"><span class="cite-bracket">[</span>34<span class="cite-bracket">]</span></a></sup> [0.1–8.3%]<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (May 2019)">citation needed</span></a></i>]</sup></li> <li><a href="/wiki/Cinnamomum_zeylanicum" class="mw-redirect" title="Cinnamomum zeylanicum">True cinnamon</a> (<i>Cinnamomum verum</i>) [6.9–11.1%]<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></li> <li><a href="/wiki/Malabathrum" title="Malabathrum">Malabathrum</a> (<i><a href="/wiki/Cinnamomum_tamala" title="Cinnamomum tamala">Cinnamomum tamala</a></i>) [25.3%]<sup id="cite_ref-36" class="reference"><a href="#cite_note-36"><span class="cite-bracket">[</span>36<span class="cite-bracket">]</span></a></sup></li> <li><a href="/wiki/Cananga_odorata" title="Cananga odorata">Ylang-ylang</a> (<i>Cananga odorata</i>) [3.1–10.7%]</li> <li><a href="/wiki/Copaiba" title="Copaiba">Copaiba</a> oil (<i><a href="/wiki/Copaifera" title="Copaifera">Copaifera</a></i>)<sup id="cite_ref-37" class="reference"><a href="#cite_note-37"><span class="cite-bracket">[</span>37<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></li></ul> <div class="mw-heading mw-heading3"><h3 id="Biosynthesis">Biosynthesis</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Caryophyllene&action=edit&section=6" title="Edit section: Biosynthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Caryophyllene is a common <a href="/wiki/Sesquiterpene" title="Sesquiterpene">sesquiterpene</a> among plant species. It is biosynthesized from the common <a href="/wiki/Terpene" title="Terpene">terpene</a> precursors <a href="/wiki/Dimethylallyl_pyrophosphate" title="Dimethylallyl pyrophosphate">dimethylallyl pyrophosphate</a> (DMAPP) and <a href="/wiki/Isopentenyl_pyrophosphate" title="Isopentenyl pyrophosphate">isopentenyl pyrophosphate</a> (IPP). First, single units of DMAPP and IPP are reacted via an <a href="/wiki/SN1_reaction" title="SN1 reaction">S<sub>N</sub>1</a>-type reaction with the loss of <a href="/wiki/Pyrophosphate" title="Pyrophosphate">pyrophosphate</a>, catalyzed by the enzyme <a href="/w/index.php?title=GPPS2&action=edit&redlink=1" class="new" title="GPPS2 (page does not exist)">GPPS2</a>, to form <a href="/wiki/Geranyl_pyrophosphate" title="Geranyl pyrophosphate">geranyl pyrophosphate</a> (GPP). This further reacts with a second unit of IPP, also via an <a href="/wiki/SN1_reaction" title="SN1 reaction">S<sub>N</sub>1-type reaction</a> catalyzed by the enzyme <a href="/w/index.php?title=IspA&action=edit&redlink=1" class="new" title="IspA (page does not exist)">IspA</a>, to form <a href="/wiki/Farnesyl_pyrophosphate" title="Farnesyl pyrophosphate">farnesyl pyrophosphate</a> (FPP). Finally, FPP undergoes <a href="/w/index.php?title=QHS1&action=edit&redlink=1" class="new" title="QHS1 (page does not exist)">QHS1</a> enzyme-catalyzed intramolecular cyclization to form caryophyllene.<sup id="cite_ref-39" class="reference"><a href="#cite_note-39"><span class="cite-bracket">[</span>39<span class="cite-bracket">]</span></a></sup> </p> <dl><dd><figure class="mw-halign-left" typeof="mw:File/Thumb"><a href="/wiki/File:Wiki_Project_-_Caryophyllene_1.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/0b/Wiki_Project_-_Caryophyllene_1.svg/800px-Wiki_Project_-_Caryophyllene_1.svg.png" decoding="async" width="800" height="104" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/0b/Wiki_Project_-_Caryophyllene_1.svg/1200px-Wiki_Project_-_Caryophyllene_1.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/0b/Wiki_Project_-_Caryophyllene_1.svg/1600px-Wiki_Project_-_Caryophyllene_1.svg.png 2x" data-file-width="880" data-file-height="114" /></a><figcaption>Biosynthesis of caryophyllene</figcaption></figure><div style="clear:left;" class=""></div></dd></dl> <div class="mw-heading mw-heading2"><h2 id="Compendial_status">Compendial status</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Caryophyllene&action=edit&section=7" title="Edit section: Compendial status"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Food_Chemicals_Codex" title="Food Chemicals Codex">Food Chemicals Codex</a><sup id="cite_ref-rffs_40-0" class="reference"><a href="#cite_note-rffs-40"><span class="cite-bracket">[</span>40<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-cs_41-0" class="reference"><a href="#cite_note-cs-41"><span class="cite-bracket">[</span>41<span class="cite-bracket">]</span></a></sup></li></ul> <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=Caryophyllene&action=edit&section=8" title="Edit section: Further reading"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFGhelardiniGaleottiDi_Cesare_MannelliMazzanti2001" class="citation journal cs1">Ghelardini, C.; Galeotti, N.; Di Cesare Mannelli, L.; Mazzanti, G.; Bartolini, A. (2001). "Local anaesthetic activity of beta-caryophyllene". <i>Farmaco</i>. <b>56</b> (<span class="nowrap">5–</span>7): <span class="nowrap">387–</span>389. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0014-827X%2801%2901092-8">10.1016/S0014-827X(01)01092-8</a>. <a href="/wiki/Hdl_(identifier)" class="mw-redirect" title="Hdl (identifier)">hdl</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://hdl.handle.net/2158%2F397975">2158/397975</a></span>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/11482764">11482764</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Farmaco&rft.atitle=Local+anaesthetic+activity+of+beta-caryophyllene&rft.volume=56&rft.issue=%3Cspan+class%3D%22nowrap%22%3E5%E2%80%93%3C%2Fspan%3E7&rft.pages=%3Cspan+class%3D%22nowrap%22%3E387-%3C%2Fspan%3E389&rft.date=2001&rft_id=info%3Ahdl%2F2158%2F397975&rft_id=info%3Apmid%2F11482764&rft_id=info%3Adoi%2F10.1016%2FS0014-827X%2801%2901092-8&rft.aulast=Ghelardini&rft.aufirst=C.&rft.au=Galeotti%2C+N.&rft.au=Di+Cesare+Mannelli%2C+L.&rft.au=Mazzanti%2C+G.&rft.au=Bartolini%2C+A.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ACaryophyllene" class="Z3988"></span></li></ul> <div class="mw-heading mw-heading2"><h2 id="Notes_and_references">Notes and references</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Caryophyllene&action=edit&section=9" title="Edit section: Notes and 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 reflist-columns references-column-width reflist-columns-2"> <ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-1">^</a></b></span> <span class="reference-text"><a href="/wiki/SciFinder" class="mw-redirect" title="SciFinder">SciFinder</a> Record, CAS Registry Number 87-44-5</span> </li> <li id="cite_note-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-2">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFBaker2004" class="citation journal cs1">Baker, R. 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Retrieved <span class="nowrap">29 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=Revisions+to+FCC%2C+First+Supplement&rft.au=The+United+States+Pharmacopeial+Convention&rft_id=http%3A%2F%2Fwww.usp.org%2Ffcc%2FFCC61SBallotResultsWebPostingReport01.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3ACaryophyllene" class="Z3988"></span></span> </li> <li id="cite_note-cs-41"><span class="mw-cite-backlink"><b><a href="#cite_ref-cs_41-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFTherapeutic_Goods_Administration" class="citation web cs1"><a href="/wiki/Therapeutic_Goods_Administration" title="Therapeutic Goods Administration">Therapeutic Goods Administration</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20110422122647/http://www.tga.gov.au/docs/pdf/aan/aanchem.pdf">"Chemical substances"</a> <span class="cs1-format">(PDF)</span>. Archived from <a rel="nofollow" class="external text" href="http://www.tga.gov.au/docs/pdf/aan/aanchem.pdf">the original</a> <span class="cs1-format">(PDF)</span> on 22 April 2011<span class="reference-accessdate">. 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a>span,.mw-parser-output .navbar a>abbr{text-decoration:inherit}.mw-parser-output .navbar-mini abbr{font-variant:small-caps;border-bottom:none;text-decoration:none;cursor:inherit}.mw-parser-output .navbar-ct-full{font-size:114%;margin:0 7em}.mw-parser-output .navbar-ct-mini{font-size:114%;margin:0 4em}html.skin-theme-clientpref-night .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}@media(prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}}@media print{.mw-parser-output .navbar{display:none!important}}</style><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Cannabinoids" title="Template:Cannabinoids"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Cannabinoids" title="Template talk:Cannabinoids"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Cannabinoids" title="Special:EditPage/Template:Cannabinoids"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Cannabinoids1297" style="font-size:114%;margin:0 4em"><a href="/wiki/Cannabinoid" title="Cannabinoid">Cannabinoids</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Cannabinoid#Phytocannabinoids" title="Cannabinoid">Phytocannabinoids</a><br />(<a href="/wiki/Comparison_of_phytocannabinoids" title="Comparison of phytocannabinoids">comparison</a>)</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks hlist navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabibutols</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="/w/index.php?title=Cannabibutol&action=edit&redlink=1" class="new" title="Cannabibutol (page does not exist)">CBB</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabichromenes</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/Cannabichromene" title="Cannabichromene">CBC</a> <ul><li><a href="/wiki/Cannabichromenic_acid" title="Cannabichromenic acid">CBCA</a> <ul><li><a href="/wiki/Cannabichromenic_acid#Cannabichromenic_acid_A" title="Cannabichromenic acid">CBCA-A</a></li></ul></li></ul></li> <li><a href="/w/index.php?title=Cannabichromebutol&action=edit&redlink=1" class="new" title="Cannabichromebutol (page does not exist)">CBCB</a> <ul><li><a href="/w/index.php?title=Cannabichromebutolic_acid&action=edit&redlink=1" class="new" title="Cannabichromebutolic acid (page does not exist)">CBCBA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabichromephorol&action=edit&redlink=1" class="new" title="Cannabichromephorol (page does not exist)">CBCP</a> <ul><li><a href="/w/index.php?title=Cannabichromephorolic_acid&action=edit&redlink=1" class="new" title="Cannabichromephorolic acid (page does not exist)">CBCPA</a></li></ul></li> <li><a href="/wiki/Cannabichromevarin" title="Cannabichromevarin">CBCV</a> <ul><li><a href="/w/index.php?title=Cannabichromevarinic_acid&action=edit&redlink=1" class="new" title="Cannabichromevarinic acid (page does not exist)">CBCVA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabichromenquinone&action=edit&redlink=1" class="new" title="Cannabichromenquinone (page does not exist)">CBCQ</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabicyclols</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/Cannabicyclol" title="Cannabicyclol">CBL</a> <ul><li><a href="/w/index.php?title=Cannabicyclolic_acid&action=edit&redlink=1" class="new" title="Cannabicyclolic acid (page does not exist)">CBLA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabicyclobutol&action=edit&redlink=1" class="new" title="Cannabicyclobutol (page does not exist)">CBLB</a></li> <li><a href="/w/index.php?title=Cannabicyclophorol&action=edit&redlink=1" class="new" title="Cannabicyclophorol (page does not exist)">CBLP</a> <ul><li><a href="/w/index.php?title=Cannabicyclophorolic_acid&action=edit&redlink=1" class="new" title="Cannabicyclophorolic acid (page does not exist)">CBLPA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabicyclovarin&action=edit&redlink=1" class="new" title="Cannabicyclovarin (page does not exist)">CBLV</a> <ul><li><a href="/w/index.php?title=Cannabicyclovarinic_acid&action=edit&redlink=1" class="new" title="Cannabicyclovarinic acid (page does not exist)">CBLVA</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabidiols</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/Cannabidiol" title="Cannabidiol">CBD</a> <ul><li><a href="/wiki/Cannabidiolic_acid" title="Cannabidiolic acid">CBDA</a></li></ul></li> <li><a href="/wiki/Cannabidiorcol" title="Cannabidiorcol">CBD-C1</a></li> <li><a href="/w/index.php?title=(%E2%88%92)-Cannabidiol&action=edit&redlink=1" class="new" title="(−)-Cannabidiol (page does not exist)">CBD-C5</a></li> <li><a href="/wiki/Cannabidibutol" class="mw-redirect" title="Cannabidibutol">CBDB</a> <ul><li><a href="/w/index.php?title=Cannabidibutolic_acid&action=edit&redlink=1" class="new" title="Cannabidibutolic acid (page does not exist)">CBDBA</a></li></ul></li> <li><a href="/wiki/Cannabidiol_dimethyl_ether" title="Cannabidiol dimethyl ether">CBDD</a></li> <li><a href="/wiki/Cannabidihexol" class="mw-redirect" title="Cannabidihexol">CBDH</a></li> <li><a href="/wiki/Cannabidiphorol" title="Cannabidiphorol">CBDP</a> <ul><li><a href="/w/index.php?title=Cannabidiphorolic_acid&action=edit&redlink=1" class="new" title="Cannabidiphorolic acid (page does not exist)">CBDPA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabidiol_monomethyl_ether&action=edit&redlink=1" class="new" title="Cannabidiol monomethyl ether (page does not exist)">CBDM</a> <ul><li><a href="/w/index.php?title=Cannabidiolic_acid_monomethyl_ether&action=edit&redlink=1" class="new" title="Cannabidiolic acid monomethyl ether (page does not exist)">CBDMA</a></li></ul></li> <li><a href="/wiki/Cannabidivarin" title="Cannabidivarin">CBDV</a> <ul><li><a href="/w/index.php?title=Cannabidivarinic_acid&action=edit&redlink=1" class="new" title="Cannabidivarinic acid (page does not exist)">CBDVA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabidiolquinone&action=edit&redlink=1" class="new" title="Cannabidiolquinone (page does not exist)">CBDQ</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabielsoins</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/Cannabielsoin" title="Cannabielsoin">CBE</a> <ul><li><a href="/w/index.php?title=Cannabielsoin_acid&action=edit&redlink=1" class="new" title="Cannabielsoin acid (page does not exist)">CBEA</a> <ul><li><a href="/w/index.php?title=Cannabielsoic_acid&action=edit&redlink=1" class="new" title="Cannabielsoic acid (page does not exist)">CBEA-A</a></li> <li><a href="/w/index.php?title=Cannabielsoic_acid&action=edit&redlink=1" class="new" title="Cannabielsoic acid (page does not exist)">CBEA-B</a></li></ul></li></ul></li> <li><a href="/w/index.php?title=Cannabielsobutol&action=edit&redlink=1" class="new" title="Cannabielsobutol (page does not exist)">CBEB</a></li> <li><a href="/w/index.php?title=Cannabielsophorol&action=edit&redlink=1" class="new" title="Cannabielsophorol (page does not exist)">CBEP</a> <ul><li><a href="/w/index.php?title=Cannabielsophorolic_acid&action=edit&redlink=1" class="new" title="Cannabielsophorolic acid (page does not exist)">CBEPA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabielsovarin&action=edit&redlink=1" class="new" title="Cannabielsovarin (page does not exist)">CBEV</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabigerols</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/Cannabigerol" title="Cannabigerol">CBG</a> <ul><li><a href="/wiki/Cannabigerolic_acid" title="Cannabigerolic acid">CBGA</a></li> <li><a href="/w/index.php?title=Cannabigerobutol&action=edit&redlink=1" class="new" title="Cannabigerobutol (page does not exist)">CBGB</a></li> <li><a href="/w/index.php?title=Cannabigerobutolic_acid&action=edit&redlink=1" class="new" title="Cannabigerobutolic acid (page does not exist)">CBGBA</a></li> <li><a href="/w/index.php?title=Cannabigerolic_monoethyl_ether&action=edit&redlink=1" class="new" title="Cannabigerolic monoethyl ether (page does not exist)">CBGM</a> <ul><li><a href="/w/index.php?title=Cannabigerolic_acid_monomethyl_ether&action=edit&redlink=1" class="new" title="Cannabigerolic acid monomethyl ether (page does not exist)">CBGAM</a></li></ul></li></ul></li> <li><a href="/w/index.php?title=Cannabigerophorol&action=edit&redlink=1" class="new" title="Cannabigerophorol (page does not exist)">CBGP</a> <ul><li><a href="/w/index.php?title=Cannabigerophorolic_acid&action=edit&redlink=1" class="new" title="Cannabigerophorolic acid (page does not exist)">CBGPA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabinerol&action=edit&redlink=1" class="new" title="Cannabinerol (page does not exist)">CBNR</a> <ul><li><a href="/w/index.php?title=Cannabinerolic_acid&action=edit&redlink=1" class="new" title="Cannabinerolic acid (page does not exist)">CBNRA</a> <ul><li><a href="/w/index.php?title=Cannabinerolic_acid_A&action=edit&redlink=1" class="new" title="Cannabinerolic acid A (page does not exist)">CBNRA-A</a></li></ul></li></ul></li> <li><a href="/wiki/Cannabigerovarin" title="Cannabigerovarin">CBGV</a> <ul><li><a href="/w/index.php?title=Cannabigerovarinic_acid&action=edit&redlink=1" class="new" title="Cannabigerovarinic acid (page does not exist)">CBGVA</a> <ul><li><a href="/w/index.php?title=Cannabigerovarinic_acid&action=edit&redlink=1" class="new" title="Cannabigerovarinic acid (page does not exist)">CBGVA-A</a></li></ul></li></ul></li> <li><a href="/w/index.php?title=Cannabigeroquinone&action=edit&redlink=1" class="new" title="Cannabigeroquinone (page does not exist)">CBGQ</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabiphorols</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="/w/index.php?title=Cannabiphorol&action=edit&redlink=1" class="new" title="Cannabiphorol (page does not exist)">CBP</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabinols</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/Cannabinol" title="Cannabinol">CBN</a> <ul><li><a href="/w/index.php?title=Cannabinolic_acid&action=edit&redlink=1" class="new" title="Cannabinolic acid (page does not exist)">CBNA</a></li> <li><a href="/w/index.php?title=Cannabiorcool&action=edit&redlink=1" class="new" title="Cannabiorcool (page does not exist)">CBN-C1</a></li> <li><a href="/w/index.php?title=Cannabinol-C2&action=edit&redlink=1" class="new" title="Cannabinol-C2 (page does not exist)">CBN-C2</a></li> <li><a href="/w/index.php?title=Cannabinol-C4&action=edit&redlink=1" class="new" title="Cannabinol-C4 (page does not exist)">CBN-C4</a></li> <li><a href="/w/index.php?title=Cannabinol_methyl_ether&action=edit&redlink=1" class="new" title="Cannabinol methyl ether (page does not exist)">CBNM</a></li></ul></li> <li><a href="/wiki/Cannabinodiol" title="Cannabinodiol">CBND</a> <ul><li><a href="/w/index.php?title=Cannabinodiolic_acid&action=edit&redlink=1" class="new" title="Cannabinodiolic acid (page does not exist)">CBNDA</a></li></ul></li> <li>CBNP <ul><li><a href="/w/index.php?title=Cannabinophorolic_acid&action=edit&redlink=1" class="new" title="Cannabinophorolic acid (page does not exist)">CBNPA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabinodivarin&action=edit&redlink=1" class="new" title="Cannabinodivarin (page does not exist)">CBVD</a> <ul><li><a href="/w/index.php?title=Cannabinodivarinic_acid&action=edit&redlink=1" class="new" title="Cannabinodivarinic acid (page does not exist)">CBVDA</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabitriols</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/Cannabitriol" title="Cannabitriol">CBT</a> <ul><li><a href="/w/index.php?title=Cannabitriolic_acid&action=edit&redlink=1" class="new" title="Cannabitriolic acid (page does not exist)">CBTA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabicitrabutol&action=edit&redlink=1" class="new" title="Cannabicitrabutol (page does not exist)">CBTB</a></li> <li><a href="/w/index.php?title=Cannabitriolvarin&action=edit&redlink=1" class="new" title="Cannabitriolvarin (page does not exist)">CBTV</a> <ul><li><a href="/w/index.php?title=Cannabitriolvarinic_acid&action=edit&redlink=1" class="new" title="Cannabitriolvarinic acid (page does not exist)">CBTVA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabicitraphorol&action=edit&redlink=1" class="new" title="Cannabicitraphorol (page does not exist)">CBTP</a> <ul><li><a href="/w/index.php?title=Cannabitriophorolic_acid&action=edit&redlink=1" class="new" title="Cannabitriophorolic acid (page does not exist)">CBTPA</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabivarins</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/Cannabivarin" title="Cannabivarin">CBV</a> <ul><li><a href="/w/index.php?title=Cannabivarinic_acid&action=edit&redlink=1" class="new" title="Cannabivarinic acid (page does not exist)">CBVA</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Delta-8-tetrahydrocannabinols</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/Delta-8-Tetrahydrocannabinol" class="mw-redirect" title="Delta-8-Tetrahydrocannabinol">Delta-8-THC</a> <ul><li><a href="/w/index.php?title=Delta-8-Tetrahydrocannabinolic_acid&action=edit&redlink=1" class="new" title="Delta-8-Tetrahydrocannabinolic acid (page does not exist)">Delta-8-THCA</a> <ul><li><a href="/w/index.php?title=Delta-8-Tetrahydrocannabinolic_acid_A&action=edit&redlink=1" class="new" title="Delta-8-Tetrahydrocannabinolic acid A (page does not exist)">Delta-8-THCA-A</a></li></ul></li></ul></li> <li><a href="/w/index.php?title=Delta-8-Tetrahydrocannabibutol&action=edit&redlink=1" class="new" title="Delta-8-Tetrahydrocannabibutol (page does not exist)">Delta-8-THCB</a></li> <li><a href="/w/index.php?title=Delta-8-Tetrahydrocannabiphorol&action=edit&redlink=1" class="new" title="Delta-8-Tetrahydrocannabiphorol (page does not exist)">Delta-8-THCP</a></li> <li><a href="/w/index.php?title=Delta-8-Tetrahydrocannabivarin&action=edit&redlink=1" class="new" title="Delta-8-Tetrahydrocannabivarin (page does not exist)">Delta-8-THCV</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Delta-9-tetrahydrocannabinols</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/Tetrahydrocannabinol" title="Tetrahydrocannabinol">Delta-9-THC</a> (THC) <ul><li><a href="/wiki/Tetrahydrocannabinolic_acid" title="Tetrahydrocannabinolic acid">THCA</a> <ul><li><a href="/w/index.php?title=Tetrahydrocannabinolic_acid_monomethyl_ether&action=edit&redlink=1" class="new" title="Tetrahydrocannabinolic acid monomethyl ether (page does not exist)">THCMA</a></li> <li><a href="/wiki/Tetrahydrocannabinolic_acid#Tetrahydrocannabinolic_acid_A" title="Tetrahydrocannabinolic acid">THCA-A</a></li> <li><a href="/wiki/Tetrahydrocannabinolic_acid#Tetrahydrocannabinolic_acid_B" title="Tetrahydrocannabinolic acid">THCA-B</a></li></ul></li> <li><a href="/w/index.php?title=Tetrahydrocannabibutolic_acid&action=edit&redlink=1" class="new" title="Tetrahydrocannabibutolic acid (page does not exist)">THCBA</a> <ul><li><a href="/w/index.php?title=Tetrahydrocannabinolic_acid-C4&action=edit&redlink=1" class="new" title="Tetrahydrocannabinolic acid-C4 (page does not exist)">THCA-C4</a></li></ul></li> <li><a href="/wiki/Tetrahydrocannabiorcol" title="Tetrahydrocannabiorcol">THCC</a> <ul><li><a href="/w/index.php?title=Delta-9-tetrahydrocannabiorcolic_acid&action=edit&redlink=1" class="new" title="Delta-9-tetrahydrocannabiorcolic acid (page does not exist)">THCA-C1</a> <ul><li><a href="/w/index.php?title=Delta-9-tetrahydrocannabiorcolic_acid&action=edit&redlink=1" class="new" title="Delta-9-tetrahydrocannabiorcolic acid (page does not exist)">THCA-A-C1</a></li> <li><a href="/w/index.php?title=Delta-9-tetrahydrocannabiorcolic_acid&action=edit&redlink=1" class="new" title="Delta-9-tetrahydrocannabiorcolic acid (page does not exist)">THCA-B-C1</a></li></ul></li></ul></li> <li><a href="/wiki/Tetrahydrocannabutol" title="Tetrahydrocannabutol">THCB</a></li></ul></li> <li><a href="/wiki/Tetrahydrocannabihexol" title="Tetrahydrocannabihexol">THCH</a></li> <li><a href="/wiki/Tetrahydrocannabiphorol" title="Tetrahydrocannabiphorol">THCP</a> <ul><li><a href="/w/index.php?title=Tetrahydrocannabiphorolic_acid&action=edit&redlink=1" class="new" title="Tetrahydrocannabiphorolic acid (page does not exist)">THCPA</a></li></ul></li> <li><a href="/wiki/Tetrahydrocannabivarin" title="Tetrahydrocannabivarin">THCV</a> <ul><li><a href="/w/index.php?title=Tetrahydrocannabivarinic_acid&action=edit&redlink=1" class="new" title="Tetrahydrocannabivarinic acid (page does not exist)">THCVA</a></li></ul></li> <li><a href="/w/index.php?title=Tetrahydrocannabinoquinone&action=edit&redlink=1" class="new" title="Tetrahydrocannabinoquinone (page does not exist)">THCQ</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Delta-10-Tetrahydrocannabinols</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/Delta-10-Tetrahydrocannabinol" class="mw-redirect" title="Delta-10-Tetrahydrocannabinol">Delta-10-THC</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Miscellaneous cannabinoids</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="/w/index.php?title=%CE%948-iso-THC&action=edit&redlink=1" class="new" title="Δ8-iso-THC (page does not exist)">Δ8-iso-THC</a></li> <li><a href="/w/index.php?title=%CE%944(8)-iso-THC&action=edit&redlink=1" class="new" title="Δ4(8)-iso-THC (page does not exist)">Δ4(8)-iso-THC</a></li> <li><a href="/wiki/7,8-Dihydrocannabinol" title="7,8-Dihydrocannabinol">7,8-Dihydrocannabinol</a></li> <li><a href="/wiki/8,9-Dihydrocannabidiol" title="8,9-Dihydrocannabidiol">8,9-Dihydrocannabidiol</a></li> <li><a href="/w/index.php?title=Cannabichromanon&action=edit&redlink=1" class="new" title="Cannabichromanon (page does not exist)">CBCF</a></li> <li><a href="/wiki/Cannabicitran" title="Cannabicitran">Cannabicitran</a></li> <li><a href="/w/index.php?title=Cannabifuran&action=edit&redlink=1" class="new" title="Cannabifuran (page does not exist)">CBF</a></li> <li><a href="/w/index.php?title=Cannabiglendol&action=edit&redlink=1" class="new" title="Cannabiglendol (page does not exist)">Cannabiglendol</a></li> <li><a href="/wiki/Cannabimovone" title="Cannabimovone">CBM</a></li> <li><a href="/wiki/Cannabiripsol" title="Cannabiripsol">CBR</a></li> <li><a href="/w/index.php?title=Cannabiripsophorolic_acid&action=edit&redlink=1" class="new" title="Cannabiripsophorolic acid (page does not exist)">CBRPA</a></li> <li><a class="mw-selflink selflink">Caryophyllene</a></li> <li><a href="/w/index.php?title=Dehydrocannabifuran&action=edit&redlink=1" class="new" title="Dehydrocannabifuran (page does not exist)">DCBF</a></li> <li><a href="/wiki/Echinacea" title="Echinacea">Alkylamides</a></li> <li><a href="/wiki/Epigallocatechin_gallate" title="Epigallocatechin gallate">Epigallocatechin gallate</a></li> <li><a href="/wiki/Gallocatechol" title="Gallocatechol">Gallocatechol</a></li> <li><a href="/wiki/Hexahydrocannabinol" title="Hexahydrocannabinol">Hexahydrocannabinol</a> (HHC)</li> <li><a href="/wiki/Perrottetinene" title="Perrottetinene">Perrottetinene</a></li> <li><a href="/wiki/Serinolamide_A" title="Serinolamide A">Serinolamide A</a></li> <li><a href="/wiki/Yangonin" title="Yangonin">Yangonin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Active metabolites</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/3%27-Hydroxy-THC" title="3'-Hydroxy-THC">3'-OH-THC</a></li> <li><a href="/wiki/7-Hydroxycannabidiol" title="7-Hydroxycannabidiol">7-OH-CBD</a></li> <li><a href="/wiki/8,11-Dihydroxytetrahydrocannabinol" title="8,11-Dihydroxytetrahydrocannabinol">8,11-DiOH-THC</a></li> <li><a href="/wiki/11-Nor-9-carboxy-THC" title="11-Nor-9-carboxy-THC">11-COOH-THC</a></li> <li><a href="/wiki/11-OH-CBN" class="mw-redirect" title="11-OH-CBN">11-OH-CBN</a></li> <li><a href="/wiki/11-OH-HHC" class="mw-redirect" title="11-OH-HHC">11-OH-HHC</a></li> <li><a href="/wiki/11-Hydroxy-Delta-8-THC" class="mw-redirect" title="11-Hydroxy-Delta-8-THC">11-OH-Δ8-THC</a></li> <li><a href="/wiki/11-Hydroxy-THC" title="11-Hydroxy-THC">11-OH-Δ9-THC</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/Endocannabinoid_system" title="Endocannabinoid system">Endocannabinoids</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/Anandamide" title="Anandamide">Arachidonoyl ethanolamide (AEA; anandamide)</a></li> <li><a href="/wiki/2-Arachidonoylglycerol" title="2-Arachidonoylglycerol">2-Arachidonoylglycerol (2-AG)</a></li> <li><a href="/wiki/2-Arachidonyl_glyceryl_ether" title="2-Arachidonyl glyceryl ether">2-Arachidonyl glyceryl ether (2-AGE; noladin ether)</a></li> <li><a href="/wiki/2-Oleoylglycerol" title="2-Oleoylglycerol">2-Oleoylglycerol (2-OG)</a></li> <li><a href="/wiki/N-Arachidonoyl_dopamine" title="N-Arachidonoyl dopamine">N-Arachidonoyl dopamine (NADA)</a></li> <li><a href="/wiki/N-Arachidonylglycine" title="N-Arachidonylglycine">N-Arachidonylglycine (NAGly)</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-Arachidonoyl lysophosphatidylinositol (2-ALPI)</a></li> <li><a href="/wiki/Arachidonoyl_serotonin" title="Arachidonoyl serotonin">N-Arachidonoyl serotonin (AA-5-HT)</a></li> <li><a href="/wiki/Docosatetraenoylethanolamide" title="Docosatetraenoylethanolamide">Docosatetraenoylethanolamide (DEA)</a></li> <li><a href="/wiki/Lysophosphatidylinositol" title="Lysophosphatidylinositol">Lysophosphatidylinositol (LPI)</a></li> <li><a href="/wiki/Oleamide" title="Oleamide">Oleamide</a></li> <li><a href="/wiki/Oleoylethanolamide" title="Oleoylethanolamide">Oleoylethanolamide (OEA)</a></li> <li><a href="/wiki/Palmitoylethanolamide" title="Palmitoylethanolamide">Palmitoylethanolamide (PEA)</a></li> <li><a href="/wiki/RVD-Hp%CE%B1" title="RVD-Hpα">RVD-Hpα</a></li> <li><a href="/wiki/Stearoylethanolamide" title="Stearoylethanolamide">Stearoylethanolamide (SEA)</a></li> <li><a href="/wiki/Virodhamine" title="Virodhamine">O-Arachidonoyl ethanolamine (O-AEA; virodhamine)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Synthetic_cannabinoids" title="Synthetic cannabinoids">Synthetic<br />cannabinoid<br />receptor<br />agonists /<br />neocannabinoids</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks hlist navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Classical cannabinoids<br />(dibenzopyrans)</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/1,2-Didehydro-3-oxo-THCO" title="1,2-Didehydro-3-oxo-THCO">1,2-Didehydro-3-oxo-THCO</a></li> <li><a href="/wiki/9-OH-HHC" class="mw-redirect" title="9-OH-HHC">9-OH-HHC</a></li> <li><a href="/wiki/9-Nor-9%CE%B2-hydroxyhexahydrocannabinol" title="9-Nor-9β-hydroxyhexahydrocannabinol">9-Nor-9β-HHC</a></li> <li><a href="/wiki/A-40174" title="A-40174">A-40174</a></li> <li><a href="/wiki/A-41988" title="A-41988">A-41988</a></li> <li><a href="/w/index.php?title=A-42574&action=edit&redlink=1" class="new" title="A-42574 (page does not exist)">A-42574</a></li> <li><a href="/wiki/Ajulemic_acid" class="mw-redirect" title="Ajulemic acid">Ajulemic acid</a></li> <li><a href="/wiki/AM-087" title="AM-087">AM-087</a></li> <li><a href="/wiki/AM-411" title="AM-411">AM-411</a></li> <li><a href="/wiki/AM-855" title="AM-855">AM-855</a></li> <li><a href="/wiki/AM-905" title="AM-905">AM-905</a></li> <li><a href="/wiki/AM-906" title="AM-906">AM-906</a></li> <li><a href="/wiki/AM-919" title="AM-919">AM-919</a></li> <li><a href="/wiki/AM-926" class="mw-redirect" title="AM-926">AM-926</a></li> <li><a href="/wiki/AM-938" title="AM-938">AM-938</a></li> <li><a href="/wiki/AM-2389" title="AM-2389">AM-2389</a></li> <li><a href="/wiki/AM-4030" title="AM-4030">AM-4030</a></li> <li><a href="/wiki/AM-7438" title="AM-7438">AM-7438</a></li> <li><a href="/wiki/AM-11245" title="AM-11245">AM-11245</a></li> <li><a href="/wiki/AMG-1" title="AMG-1">AMG-1</a></li> <li><a href="/wiki/AMG-3" title="AMG-3">AMG-3</a></li> <li><a href="/wiki/AMG-36" title="AMG-36">AMG-36</a></li> <li><a href="/wiki/AMG-41" title="AMG-41">AMG-41</a></li> <li><a href="/wiki/CP_42,096" title="CP 42,096">CP 42,096</a></li> <li><a href="/wiki/Delta-3-Tetrahydrocannabinol" class="mw-redirect" title="Delta-3-Tetrahydrocannabinol">Delta-3-THC</a></li> <li><a href="/wiki/Delta-4-Tetrahydrocannabinol" class="mw-redirect" title="Delta-4-Tetrahydrocannabinol">Delta-4-THC</a></li> <li><a href="/wiki/Delta-7-Tetrahydrocannabinol" class="mw-redirect" title="Delta-7-Tetrahydrocannabinol">Delta-7-THC</a></li> <li><a href="/wiki/Delta-10-Tetrahydrocannabinol" class="mw-redirect" title="Delta-10-Tetrahydrocannabinol">Delta-10-THC</a></li> <li><a href="/wiki/Dexanabinol" title="Dexanabinol">Dexanabinol (HU-211)</a></li> <li><a href="/wiki/Dimethylheptylpyran" title="Dimethylheptylpyran">DMHP</a></li> <li><a href="/wiki/Dronabinol" title="Dronabinol">Dronabinol</a></li> <li><a href="/wiki/HU-210" title="HU-210">HU-210</a></li> <li><a href="/wiki/HU-243" title="HU-243">HU-243</a></li> <li><a href="/wiki/JWH-051" title="JWH-051">JWH-051</a></li> <li><a href="/w/index.php?title=JWH-056&action=edit&redlink=1" class="new" title="JWH-056 (page does not exist)">JWH-056</a></li> <li><a href="/wiki/JWH-057" title="JWH-057">JWH-057</a></li> <li><a href="/w/index.php?title=JWH-065&action=edit&redlink=1" class="new" title="JWH-065 (page does not exist)">JWH-065</a></li> <li><a href="/wiki/JWH-091" class="mw-redirect" title="JWH-091">JWH-091</a></li> <li><a href="/w/index.php?title=JWH-102&action=edit&redlink=1" class="new" title="JWH-102 (page does not exist)">JWH-102</a></li> <li><a href="/w/index.php?title=JWH-103&action=edit&redlink=1" class="new" title="JWH-103 (page does not exist)">JWH-103</a></li> <li><a href="/wiki/JWH-124" class="mw-redirect" title="JWH-124">JWH-124</a></li> <li><a href="/wiki/JWH-130" class="mw-redirect" title="JWH-130">JWH-130</a></li> <li><a href="/wiki/JWH-133" title="JWH-133">JWH-133</a></li> <li><a href="/wiki/JWH-138" title="JWH-138">JWH-138</a></li> <li><a href="/w/index.php?title=JWH-139&action=edit&redlink=1" class="new" title="JWH-139 (page does not exist)">JWH-139</a></li> <li><a href="/wiki/JWH-142" class="mw-redirect" title="JWH-142">JWH-142</a></li> <li><a href="/wiki/JWH-143" class="mw-redirect" title="JWH-143">JWH-143</a></li> <li><a href="/wiki/JWH-161" title="JWH-161">JWH-161</a></li> <li><a href="/w/index.php?title=JWH-186&action=edit&redlink=1" class="new" title="JWH-186 (page does not exist)">JWH-186</a></li> <li><a href="/w/index.php?title=JWH-187&action=edit&redlink=1" class="new" title="JWH-187 (page does not exist)">JWH-187</a></li> <li><a href="/w/index.php?title=JWH-188&action=edit&redlink=1" class="new" title="JWH-188 (page does not exist)">JWH-188</a></li> <li><a href="/w/index.php?title=JWH-189&action=edit&redlink=1" class="new" title="JWH-189 (page does not exist)">JWH-189</a></li> <li><a href="/w/index.php?title=JWH-190&action=edit&redlink=1" class="new" title="JWH-190 (page does not exist)">JWH-190</a></li> <li><a href="/w/index.php?title=JWH-191&action=edit&redlink=1" class="new" title="JWH-191 (page does not exist)">JWH-191</a></li> <li><a href="/w/index.php?title=JWH-215&action=edit&redlink=1" class="new" title="JWH-215 (page does not exist)">JWH-215</a></li> <li><a href="/w/index.php?title=JWH-216&action=edit&redlink=1" class="new" title="JWH-216 (page does not exist)">JWH-216</a></li> <li><a href="/w/index.php?title=JWH-217&action=edit&redlink=1" class="new" title="JWH-217 (page does not exist)">JWH-217</a></li> <li><a href="/w/index.php?title=JWH-224&action=edit&redlink=1" class="new" title="JWH-224 (page does not exist)">JWH-224</a></li> <li><a href="/w/index.php?title=JWH-225&action=edit&redlink=1" class="new" title="JWH-225 (page does not exist)">JWH-225</a></li> <li><a href="/w/index.php?title=JWH-226&action=edit&redlink=1" class="new" title="JWH-226 (page does not exist)">JWH-226</a></li> <li><a href="/w/index.php?title=JWH-227&action=edit&redlink=1" class="new" title="JWH-227 (page does not exist)">JWH-227</a></li> <li><a href="/w/index.php?title=JWH-229&action=edit&redlink=1" class="new" title="JWH-229 (page does not exist)">JWH-229</a></li> <li><a href="/w/index.php?title=JWH-230&action=edit&redlink=1" class="new" title="JWH-230 (page does not exist)">JWH-230</a></li> <li><a href="/w/index.php?title=JWH-233&action=edit&redlink=1" class="new" title="JWH-233 (page does not exist)">JWH-233</a></li> <li><a href="/w/index.php?title=JWH-247&action=edit&redlink=1" class="new" title="JWH-247 (page does not exist)">JWH-247</a></li> <li><a href="/w/index.php?title=JWH-254&action=edit&redlink=1" class="new" title="JWH-254 (page does not exist)">JWH-254</a></li> <li><a href="/w/index.php?title=JWH-256&action=edit&redlink=1" class="new" title="JWH-256 (page does not exist)">JWH-256</a></li> <li><a href="/w/index.php?title=JWH-277&action=edit&redlink=1" class="new" title="JWH-277 (page does not exist)">JWH-277</a></li> <li><a href="/w/index.php?title=JWH-278&action=edit&redlink=1" class="new" title="JWH-278 (page does not exist)">JWH-278</a></li> <li><a href="/w/index.php?title=JWH-298&action=edit&redlink=1" class="new" title="JWH-298 (page does not exist)">JWH-298</a></li> <li><a href="/w/index.php?title=JWH-299&action=edit&redlink=1" class="new" title="JWH-299 (page does not exist)">JWH-299</a></li> <li><a href="/w/index.php?title=JWH-300&action=edit&redlink=1" class="new" title="JWH-300 (page does not exist)">JWH-300</a></li> <li><a href="/w/index.php?title=JWH-301&action=edit&redlink=1" class="new" title="JWH-301 (page does not exist)">JWH-301</a></li> <li><a href="/w/index.php?title=JWH-310&action=edit&redlink=1" class="new" title="JWH-310 (page does not exist)">JWH-310</a></li> <li><a href="/w/index.php?title=JWH-336&action=edit&redlink=1" class="new" title="JWH-336 (page does not exist)">JWH-336</a></li> <li><a href="/w/index.php?title=JWH-338&action=edit&redlink=1" class="new" title="JWH-338 (page does not exist)">JWH-338</a></li> <li><a href="/w/index.php?title=JWH-339&action=edit&redlink=1" class="new" title="JWH-339 (page does not exist)">JWH-339</a></li> <li><a href="/w/index.php?title=JWH-340&action=edit&redlink=1" class="new" title="JWH-340 (page does not exist)">JWH-340</a></li> <li><a href="/w/index.php?title=JWH-341&action=edit&redlink=1" class="new" title="JWH-341 (page does not exist)">JWH-341</a></li> <li><a href="/w/index.php?title=JWH-349&action=edit&redlink=1" class="new" title="JWH-349 (page does not exist)">JWH-349</a></li> <li><a href="/w/index.php?title=JWH-350&action=edit&redlink=1" class="new" title="JWH-350 (page does not exist)">JWH-350</a></li> <li><a href="/w/index.php?title=JWH-352&action=edit&redlink=1" class="new" title="JWH-352 (page does not exist)">JWH-352</a></li> <li><a href="/w/index.php?title=JWH-353&action=edit&redlink=1" class="new" title="JWH-353 (page does not exist)">JWH-353</a></li> <li><a href="/w/index.php?title=JWH-354&action=edit&redlink=1" class="new" title="JWH-354 (page does not exist)">JWH-354</a></li> <li><a href="/w/index.php?title=JWH-355&action=edit&redlink=1" class="new" title="JWH-355 (page does not exist)">JWH-355</a></li> <li><a href="/w/index.php?title=JWH-356&action=edit&redlink=1" class="new" title="JWH-356 (page does not exist)">JWH-356</a></li> <li><a href="/w/index.php?title=JWH-357&action=edit&redlink=1" class="new" title="JWH-357 (page does not exist)">JWH-357</a></li> <li><a href="/w/index.php?title=JWH-358&action=edit&redlink=1" class="new" title="JWH-358 (page does not exist)">JWH-358</a></li> <li><a href="/wiki/JWH-359" title="JWH-359">JWH-359</a></li> <li><a href="/w/index.php?title=JWH-360&action=edit&redlink=1" class="new" title="JWH-360 (page does not exist)">JWH-360</a></li> <li><a href="/w/index.php?title=JWH-361&action=edit&redlink=1" class="new" title="JWH-361 (page does not exist)">JWH-361</a></li> <li><a href="/w/index.php?title=JWH-362&action=edit&redlink=1" class="new" title="JWH-362 (page does not exist)">JWH-362</a></li> <li><a href="/wiki/KM-233" title="KM-233">KM-233</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/Levonantradol" title="Levonantradol">Levonantradol (CP 50,5561)</a></li> <li><a href="/wiki/Menabitan" title="Menabitan">Menabitan</a></li> <li><a href="/wiki/Nabazenil" title="Nabazenil">Nabazenil</a></li> <li><a href="/wiki/Canbisol" title="Canbisol">Nabidrox (Canbisol)</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/Naboctate" title="Naboctate">Naboctate</a></li> <li><a href="/w/index.php?title=O-224&action=edit&redlink=1" class="new" title="O-224 (page does not exist)">O-224</a></li> <li><a href="/w/index.php?title=O-581&action=edit&redlink=1" class="new" title="O-581 (page does not exist)">O-581</a></li> <li><a href="/wiki/O-774" title="O-774">O-774</a></li> <li><a href="/wiki/O-806" title="O-806">O-806</a></li> <li><a href="/wiki/O-823" title="O-823">O-823</a></li> <li><a href="/wiki/O-1057" title="O-1057">O-1057</a></li> <li><a href="/wiki/O-1125" title="O-1125">O-1125</a></li> <li><a href="/w/index.php?title=O-1191&action=edit&redlink=1" class="new" title="O-1191 (page does not exist)">O-1191</a></li> <li><a href="/wiki/O-1238" title="O-1238">O-1238</a></li> <li><a href="/w/index.php?title=O-2048&action=edit&redlink=1" class="new" title="O-2048 (page does not exist)">O-2048</a></li> <li><a href="/wiki/O-2113" title="O-2113">O-2113</a></li> <li><a href="/w/index.php?title=O-2365&action=edit&redlink=1" class="new" title="O-2365 (page does not exist)">O-2365</a></li> <li><a href="/wiki/O-2372" title="O-2372">O-2372</a></li> <li><a href="/w/index.php?title=O-2373&action=edit&redlink=1" class="new" title="O-2373 (page does not exist)">O-2373</a></li> <li><a href="/w/index.php?title=O-2383&action=edit&redlink=1" class="new" title="O-2383 (page does not exist)">O-2383</a></li> <li><a href="/w/index.php?title=O-2426&action=edit&redlink=1" class="new" title="O-2426 (page does not exist)">O-2426</a></li> <li><a href="/w/index.php?title=O-2484&action=edit&redlink=1" class="new" title="O-2484 (page does not exist)">O-2484</a></li> <li><a href="/wiki/O-2545" title="O-2545">O-2545</a></li> <li><a href="/wiki/O-2694" title="O-2694">O-2694</a></li> <li><a href="/w/index.php?title=O-2715&action=edit&redlink=1" class="new" title="O-2715 (page does not exist)">O-2715</a></li> <li><a href="/w/index.php?title=O-2716&action=edit&redlink=1" class="new" title="O-2716 (page does not exist)">O-2716</a></li> <li><a href="/w/index.php?title=O-3223&action=edit&redlink=1" class="new" title="O-3223 (page does not exist)">O-3223</a></li> <li><a href="/w/index.php?title=O-3226&action=edit&redlink=1" class="new" title="O-3226 (page does not exist)">O-3226</a></li> <li><a href="/wiki/Parahexyl" title="Parahexyl">Parahexyl</a></li> <li><a href="/wiki/Pirnabine" title="Pirnabine">Pirnabine</a></li> <li><a href="/wiki/SP-111" class="mw-redirect" title="SP-111">SP-111</a></li> <li><a href="/wiki/THC_hemisuccinate" title="THC hemisuccinate">THC hemisuccinate</a></li> <li><a href="/wiki/THC-O-acetate" title="THC-O-acetate">THC-O-acetate</a></li> <li><a href="/wiki/THC-O-phosphate" title="THC-O-phosphate">THC-O-phosphate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Non-classical<br />cannabinoids</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/Cannabicyclohexanol" title="Cannabicyclohexanol">Cannabicyclohexanol</a></li> <li><a href="/wiki/Cannabinor" title="Cannabinor">Cannabinor</a></li> <li><a href="/wiki/CBD-DMH" title="CBD-DMH">CBD-DMH</a></li> <li><a href="/wiki/CP_47,497" title="CP 47,497">CP 47,497</a></li> <li><a href="/wiki/(C6)-CP_47,497" title="(C6)-CP 47,497">(C6)-CP 47,497</a></li> <li><a href="/wiki/(C9)-CP_47,497" title="(C9)-CP 47,497">(C9)-CP 47,497</a></li> <li><a href="/wiki/CP_55,244" title="CP 55,244">CP 55,244</a></li> <li><a href="/wiki/CP_55,940" title="CP 55,940">CP 55,940</a></li> <li><a href="/wiki/Delta-6-Cannabidiol" class="mw-redirect" title="Delta-6-Cannabidiol">Delta-6-Cannabidiol</a></li> <li><a href="/wiki/Etrinabdione" title="Etrinabdione">Etrinabdione</a></li> <li><a href="/wiki/HU-320" title="HU-320">HU-320</a></li> <li><a href="/wiki/HU-331" title="HU-331">HU-331</a></li> <li><a href="/wiki/HU-336" title="HU-336">HU-336</a></li> <li><a href="/wiki/HU-345" title="HU-345">HU-345</a></li> <li><a href="/w/index.php?title=HU-446&action=edit&redlink=1" class="new" title="HU-446 (page does not exist)">HU-446</a></li> <li><a href="/w/index.php?title=HU-465&action=edit&redlink=1" class="new" title="HU-465 (page does not exist)">HU-465</a></li> <li><a href="/w/index.php?title=HU-910&action=edit&redlink=1" class="new" title="HU-910 (page does not exist)">HU-910</a></li> <li><a href="/wiki/4%27-Fluorocannabidiol" title="4'-Fluorocannabidiol">HUF-101</a></li> <li><a href="/wiki/Nonabine" title="Nonabine">Nonabine</a></li> <li><a href="/w/index.php?title=O-1376&action=edit&redlink=1" class="new" title="O-1376 (page does not exist)">O-1376</a></li> <li><a href="/w/index.php?title=O-1422&action=edit&redlink=1" class="new" title="O-1422 (page does not exist)">O-1422</a></li> <li><a href="/w/index.php?title=O-1601&action=edit&redlink=1" class="new" title="O-1601 (page does not exist)">O-1601</a></li> <li><a href="/wiki/O-1656" title="O-1656">O-1656</a></li> <li><a href="/w/index.php?title=O-1657&action=edit&redlink=1" class="new" title="O-1657 (page does not exist)">O-1657</a></li> <li><a href="/w/index.php?title=O-1660&action=edit&redlink=1" class="new" title="O-1660 (page does not exist)">O-1660</a></li> <li><a href="/w/index.php?title=O-1663&action=edit&redlink=1" class="new" title="O-1663 (page does not exist)">O-1663</a></li> <li><a href="/wiki/O-1871" title="O-1871">O-1871</a></li> <li><a href="/wiki/Onternabez" title="Onternabez">Onternabez</a> (HU-308)</li> <li><a href="/w/index.php?title=SPA-229&action=edit&redlink=1" class="new" title="SPA-229 (page does not exist)">SPA-229</a></li> <li><a href="/wiki/Tinabinol" title="Tinabinol">Tinabinol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Adamantoylindoles</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/5F-APINACA" title="5F-APINACA">5F-AKB-48</a></li> <li><a href="/wiki/APICA_(synthetic_cannabinoid_drug)" title="APICA (synthetic cannabinoid drug)">APICA</a></li> <li><a href="/wiki/STS-135_(drug)" title="STS-135 (drug)">STS-135</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Benzimidazoles</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/AZ-11713908" title="AZ-11713908">AZ-11713908</a></li> <li><a href="/wiki/AZD-1940" title="AZD-1940">AZD-1940</a></li> <li><a href="/wiki/BIM-018" title="BIM-018">BIM-018</a></li> <li><a href="/wiki/FUBIMINA" title="FUBIMINA">FUBIMINA</a></li> <li><a href="/wiki/MCHB-1" title="MCHB-1">MCHB-1</a></li> <li><a href="/wiki/PF-03550096" title="PF-03550096">PF-03550096</a></li> <li><a href="/wiki/RQ-00202730" title="RQ-00202730">RQ-00202730</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Benzoylindoles</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="/w/index.php?title=1-Butyl-3-(2-methoxybenzoyl)indole&action=edit&redlink=1" class="new" title="1-Butyl-3-(2-methoxybenzoyl)indole (page does not exist)">1-Butyl-3-(2-methoxybenzoyl)indole</a></li> <li><a href="/w/index.php?title=1-Butyl-3-(4-methoxybenzoyl)indole&action=edit&redlink=1" class="new" title="1-Butyl-3-(4-methoxybenzoyl)indole (page does not exist)">1-Butyl-3-(4-methoxybenzoyl)indole</a></li> <li><a href="/w/index.php?title=1-Pentyl-3-(2-methoxybenzoyl)indole&action=edit&redlink=1" class="new" title="1-Pentyl-3-(2-methoxybenzoyl)indole (page does not exist)">1-Pentyl-3-(2-methoxybenzoyl)indole</a></li> <li><a href="/wiki/AM-630" title="AM-630">AM-630</a></li> <li><a href="/wiki/AM-679_(cannabinoid)" title="AM-679 (cannabinoid)">AM-679</a></li> <li><a href="/wiki/AM-694" title="AM-694">AM-694</a></li> <li><a href="/wiki/AM-1241" title="AM-1241">AM-1241</a></li> <li><a href="/wiki/AM-2233" title="AM-2233">AM-2233</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/Pravadoline" title="Pravadoline">Pravadoline</a></li> <li><a href="/wiki/RCS-4" title="RCS-4">RCS-4</a></li> <li><a href="/wiki/WIN_54,461" title="WIN 54,461">WIN 54,461</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cyclohexylphenols</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/CP_47,497" title="CP 47,497">CP-47,947</a></li> <li><a href="/wiki/CP_55,940" title="CP 55,940">CP-55,940</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Eicosanoid" title="Eicosanoid">Eicosanoids</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/AM-883" class="mw-redirect" title="AM-883">AM-883</a></li> <li><a href="/w/index.php?title=AM-1346&action=edit&redlink=1" class="new" title="AM-1346 (page does not exist)">AM-1346</a></li> <li><a href="/wiki/Arachidonyl-2%27-chloroethylamide" title="Arachidonyl-2'-chloroethylamide">ACEA</a></li> <li><a href="/wiki/Arachidonylcyclopropylamide" title="Arachidonylcyclopropylamide">ACPA</a></li> <li><a href="/wiki/Methanandamide" title="Methanandamide">Methanandamide (AM-356)</a></li> <li><a href="/w/index.php?title=O-585&action=edit&redlink=1" class="new" title="O-585 (page does not exist)">O-585</a></li> <li><a href="/w/index.php?title=O-689&action=edit&redlink=1" class="new" title="O-689 (page does not exist)">O-689</a></li> <li><a href="/wiki/O-1812" title="O-1812">O-1812</a></li> <li><a href="/w/index.php?title=O-1860&action=edit&redlink=1" class="new" title="O-1860 (page does not exist)">O-1860</a></li> <li><a href="/w/index.php?title=O-1861&action=edit&redlink=1" class="new" title="O-1861 (page does not exist)">O-1861</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Indazole-3-<br />carboxamides</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/4F-MDMB-BINACA" title="4F-MDMB-BINACA">4F-MDMB-BINACA</a></li> <li><a href="/wiki/4%27Cl-CUMYL-PINACA" title="4'Cl-CUMYL-PINACA">4'Cl-CUMYL-PINACA</a></li> <li><a href="/wiki/4%27F-CUMYL-5F-PINACA" class="mw-redirect" title="4'F-CUMYL-5F-PINACA">4'F-CUMYL-5F-PINACA</a></li> <li><a href="/w/index.php?title=5Cl-APINACA&action=edit&redlink=1" class="new" title="5Cl-APINACA (page does not exist)">5Cl-APINACA</a></li> <li><a href="/wiki/5F-ADB" title="5F-ADB">5F-ADB</a></li> <li><a href="/wiki/5F-ADB-PINACA" title="5F-ADB-PINACA">5F-ADB-PINACA</a></li> <li><a href="/wiki/5F-AMB" title="5F-AMB">5F-AMB</a></li> <li><a href="/wiki/5F-APINACA" title="5F-APINACA">5F-APINACA</a></li> <li><a href="/wiki/5F-CUMYL-PINACA" title="5F-CUMYL-PINACA">5F-CUMYL-PINACA</a></li> <li><a href="/wiki/5F-EDMB-PINACA" title="5F-EDMB-PINACA">5F-EDMB-PINACA</a></li> <li><a href="/wiki/5F-EMB-PINACA" title="5F-EMB-PINACA">5F-EMB-PINACA</a></li> <li><a href="/wiki/AB-CHMINACA" title="AB-CHMINACA">AB-CHMINACA</a></li> <li><a href="/wiki/AB-FUBINACA" title="AB-FUBINACA">AB-FUBINACA</a></li> <li><a href="/w/index.php?title=AB-FUBINACA_2-fluorobenzyl_isomer&action=edit&redlink=1" class="new" title="AB-FUBINACA 2-fluorobenzyl isomer (page does not exist)">AB-FUBINACA 2-fluorobenzyl isomer</a></li> <li><a href="/wiki/AB-PINACA" title="AB-PINACA">AB-PINACA</a></li> <li><a href="/wiki/ADB-BINACA" title="ADB-BINACA">ADB-BINACA</a></li> <li><a href="/wiki/ADB-BUTINACA" title="ADB-BUTINACA">ADB-BUTINACA</a></li> <li><a href="/wiki/ADB-CHMINACA" title="ADB-CHMINACA">ADB-CHMINACA</a></li> <li><a href="/wiki/ADB-HEXINACA" title="ADB-HEXINACA">ADB-HEXINACA</a></li> <li><a href="/wiki/ADB-FUBINACA" title="ADB-FUBINACA">ADB-FUBINACA</a></li> <li><a href="/wiki/ADB-PINACA" title="ADB-PINACA">ADB-PINACA</a></li> <li><a href="/wiki/ADB-4en-PINACA" title="ADB-4en-PINACA">ADB-4en-PINACA</a></li> <li><a href="/wiki/ADB-5%27Br-PINACA" title="ADB-5'Br-PINACA">ADB-5'Br-PINACA</a></li> <li><a href="/wiki/ADMB-3TMS-PRINACA" title="ADMB-3TMS-PRINACA">ADMB-3TMS-PRINACA</a></li> <li><a href="/wiki/Adamantyl-THPINACA" title="Adamantyl-THPINACA">Adamantyl-THPINACA</a></li> <li><a href="/wiki/ADSB-FUB-187" title="ADSB-FUB-187">ADSB-FUB-187</a></li> <li><a href="/wiki/AMB-CHMINACA" title="AMB-CHMINACA">AMB-CHMINACA</a></li> <li><a href="/wiki/AMB-FUBINACA" title="AMB-FUBINACA">AMB-FUBINACA</a></li> <li><a href="/wiki/APINACA" title="APINACA">APINACA (AKB48)</a></li> <li><a href="/wiki/APP-FUBINACA" title="APP-FUBINACA">APP-FUBINACA</a></li> <li><a href="/wiki/CUMYL-3TMS-PRINACA" title="CUMYL-3TMS-PRINACA">CUMYL-3TMS-PRINACA</a></li> <li><a href="/wiki/CUMYL-4CN-BINACA" title="CUMYL-4CN-BINACA">CUMYL-4CN-BINACA</a></li> <li><a href="/wiki/CUMYL-CBMINACA" title="CUMYL-CBMINACA">CUMYL-CBMINACA</a></li> <li><a href="/w/index.php?title=CUMYL-CHSINACA&action=edit&redlink=1" class="new" title="CUMYL-CHSINACA (page does not exist)">CUMYL-CHSINACA</a></li> <li><a href="/wiki/CUMYL-FUBINACA" title="CUMYL-FUBINACA">CUMYL-FUBINACA</a></li> <li><a href="/wiki/CUMYL-NBMINACA" title="CUMYL-NBMINACA">CUMYL-NBMINACA</a></li> <li><a href="/wiki/CUMYL-PINACA" title="CUMYL-PINACA">CUMYL-PINACA</a></li> <li><a href="/wiki/CUMYL-THPINACA" title="CUMYL-THPINACA">CUMYL-THPINACA</a></li> <li><a href="/w/index.php?title=CUMYL-TSINACA&action=edit&redlink=1" class="new" title="CUMYL-TSINACA (page does not exist)">CUMYL-TSINACA</a></li> <li><a href="/w/index.php?title=EMB-FUBINACA&action=edit&redlink=1" class="new" title="EMB-FUBINACA (page does not exist)">EMB-FUBINACA</a></li> <li><a href="/wiki/FUB-APINACA" title="FUB-APINACA">FUB-APINACA</a></li> <li><a href="/wiki/MDMB-4en-PINACA" title="MDMB-4en-PINACA">MDMB-4en-PINACA</a></li> <li><a href="/wiki/MDMB-5Br-INACA" title="MDMB-5Br-INACA">MDMB-5Br-INACA</a></li> <li><a href="/wiki/MDMB-BINACA" title="MDMB-BINACA">MDMB-BINACA</a></li> <li><a href="/wiki/MDMB-CHMINACA" title="MDMB-CHMINACA">MDMB-CHMINACA</a></li> <li><a href="/wiki/MDMB-FUBINACA" title="MDMB-FUBINACA">MDMB-FUBINACA</a></li> <li><a href="/wiki/MN-18" title="MN-18">MN-18</a></li> <li><a href="/wiki/PX-2" title="PX-2">PX-2</a></li> <li><a href="/wiki/PX-3" title="PX-3">PX-3</a></li> <li><a href="/wiki/THQ-PINACA" title="THQ-PINACA">THQ-PINACA</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Indole-3-carboxamides</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%27F-CUMYL-5F-PICA" class="mw-redirect" title="4'F-CUMYL-5F-PICA">4'F-CUMYL-5F-PICA</a></li> <li><a href="/wiki/5F-ADBICA" title="5F-ADBICA">5F-ADBICA</a></li> <li><a href="/w/index.php?title=5F-EDMB-PICA&action=edit&redlink=1" class="new" title="5F-EDMB-PICA (page does not exist)">5F-EDMB-PICA</a></li> <li><a href="/wiki/5F-MDMB-PICA" title="5F-MDMB-PICA">5F-MDMB-PICA</a></li> <li><a href="/wiki/5F-NNE1" title="5F-NNE1">5F-NNE1</a></li> <li><a href="/wiki/5F-PCN" title="5F-PCN">5F-PCN</a></li> <li><a href="/wiki/5F-SDB-006" title="5F-SDB-006">5F-SDB-006</a></li> <li><a href="/wiki/AB-FUBICA" title="AB-FUBICA">AB-FUBICA</a></li> <li><a href="/wiki/AB-PICA" title="AB-PICA">AB-PICA</a></li> <li><a href="/wiki/ADBICA" title="ADBICA">ADBICA</a></li> <li><a href="/wiki/ADB-FUBICA" title="ADB-FUBICA">ADB-FUBICA</a></li> <li><a href="/wiki/APICA_(synthetic_cannabinoid_drug)" title="APICA (synthetic cannabinoid drug)">APICA</a></li> <li><a href="/wiki/BMS-F" title="BMS-F">BMS-F</a></li> <li><a href="/w/index.php?title=CUMYL-BICA&action=edit&redlink=1" class="new" title="CUMYL-BICA (page does not exist)">CUMYL-BICA</a></li> <li><a href="/wiki/CUMYL-CBMICA" title="CUMYL-CBMICA">CUMYL-CBMICA</a></li> <li><a href="/w/index.php?title=CUMYL-CHMICA&action=edit&redlink=1" class="new" title="CUMYL-CHMICA (page does not exist)">CUMYL-CHMICA</a></li> <li><a href="/w/index.php?title=CUMYL-NBMICA&action=edit&redlink=1" class="new" title="CUMYL-NBMICA (page does not exist)">CUMYL-NBMICA</a></li> <li><a href="/wiki/CUMYL-PICA" title="CUMYL-PICA">CUMYL-PICA</a></li> <li><a href="/w/index.php?title=CUMYL-5F-PICA&action=edit&redlink=1" class="new" title="CUMYL-5F-PICA (page does not exist)">CUMYL-5F-PICA</a></li> <li><a href="/wiki/FDU-NNE1" title="FDU-NNE1">FDU-NNE1</a></li> <li><a href="/wiki/MDMB-CHMICA" title="MDMB-CHMICA">MDMB-CHMICA</a></li> <li><a href="/wiki/MMB-CHMICA" title="MMB-CHMICA">MMB-CHMICA</a></li> <li><a href="/wiki/MMB-2201" title="MMB-2201">MMB-2201</a></li> <li><a href="/wiki/MN-25" title="MN-25">MN-25</a> (UR-12)</li> <li><a href="/wiki/NNE1" title="NNE1">NNE1</a></li> <li><a href="/wiki/PX-1" title="PX-1">PX-1</a></li> <li><a href="/wiki/Org_28312" title="Org 28312">Org 28312</a></li> <li><a href="/wiki/Org_28611" title="Org 28611">Org 28611</a></li> <li><a href="/wiki/SDB-006" title="SDB-006">SDB-006</a></li> <li><a href="/wiki/STS-135_(drug)" title="STS-135 (drug)">STS-135</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Indole-3-carboxylates</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/5F-PB-22" title="5F-PB-22">5F-PB-22</a></li> <li><a href="/wiki/FDU-PB-22" title="FDU-PB-22">FDU-PB-22</a></li> <li><a href="/wiki/FUB-PB-22" title="FUB-PB-22">FUB-PB-22</a></li> <li><a href="/wiki/QUCHIC" title="QUCHIC">QUCHIC (BB-22)</a></li> <li><a href="/wiki/PB-22" title="PB-22">QUPIC (PB-22)</a></li> <li><a href="/wiki/NM-2201" title="NM-2201">NM-2201</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Naphthoylindazoles</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/THJ-018" title="THJ-018">THJ-018</a></li> <li><a href="/wiki/THJ-2201" title="THJ-2201">THJ-2201</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Naphthoylindole" class="mw-redirect" title="Naphthoylindole">Naphthoylindoles</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/5F-JWH-398" title="5F-JWH-398">5F-JWH-398</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/CHM-081" title="CHM-081">CHM-081</a></li> <li><a href="/wiki/EAM-2201" title="EAM-2201">EAM-2201</a></li> <li><a href="/wiki/FUB-JWH-018" title="FUB-JWH-018">FUB-JWH-018</a></li> <li><a href="/w/index.php?title=JWH-004&action=edit&redlink=1" class="new" title="JWH-004 (page does not exist)">JWH-004</a></li> <li><a href="/wiki/JWH-007" title="JWH-007">JWH-007</a></li> <li><a href="/w/index.php?title=JWH-009&action=edit&redlink=1" class="new" title="JWH-009 (page does not exist)">JWH-009</a></li> <li><a href="/w/index.php?title=JWH-011&action=edit&redlink=1" class="new" title="JWH-011 (page does not exist)">JWH-011</a></li> <li><a href="/wiki/JWH-015" title="JWH-015">JWH-015</a></li> <li><a href="/w/index.php?title=JWH-016&action=edit&redlink=1" class="new" title="JWH-016 (page does not exist)">JWH-016</a></li> <li><a href="/wiki/JWH-018" title="JWH-018">JWH-018</a></li> <li><a href="/wiki/JWH-019" title="JWH-019">JWH-019</a></li> <li><a href="/w/index.php?title=JWH-020&action=edit&redlink=1" class="new" title="JWH-020 (page does not exist)">JWH-020</a></li> <li><a href="/w/index.php?title=JWH-042&action=edit&redlink=1" class="new" title="JWH-042 (page does not exist)">JWH-042</a></li> <li><a href="/w/index.php?title=JWH-043&action=edit&redlink=1" class="new" title="JWH-043 (page does not exist)">JWH-043</a></li> <li><a href="/w/index.php?title=JWH-046&action=edit&redlink=1" class="new" title="JWH-046 (page does not exist)">JWH-046</a></li> <li><a href="/wiki/JWH-047" title="JWH-047">JWH-047</a></li> <li><a href="/wiki/JWH-048" title="JWH-048">JWH-048</a></li> <li><a href="/w/index.php?title=JWH-049&action=edit&redlink=1" class="new" title="JWH-049 (page does not exist)">JWH-049</a></li> <li><a href="/w/index.php?title=JWH-050&action=edit&redlink=1" class="new" title="JWH-050 (page does not exist)">JWH-050</a></li> <li><a href="/w/index.php?title=JWH-070&action=edit&redlink=1" class="new" title="JWH-070 (page does not exist)">JWH-070</a></li> <li><a href="/w/index.php?title=JWH-072&action=edit&redlink=1" class="new" title="JWH-072 (page does not exist)">JWH-072</a></li> <li><a href="/wiki/JWH-073" title="JWH-073">JWH-073</a></li> <li><a href="/w/index.php?title=JWH-076&action=edit&redlink=1" class="new" title="JWH-076 (page does not exist)">JWH-076</a></li> <li><a href="/w/index.php?title=JWH-077&action=edit&redlink=1" class="new" title="JWH-077 (page does not exist)">JWH-077</a></li> <li><a href="/w/index.php?title=JWH-079&action=edit&redlink=1" class="new" title="JWH-079 (page does not exist)">JWH-079</a></li> <li><a href="/w/index.php?title=JWH-080&action=edit&redlink=1" class="new" title="JWH-080 (page does not exist)">JWH-080</a></li> <li><a href="/wiki/JWH-081" title="JWH-081">JWH-081</a></li> <li><a href="/w/index.php?title=JWH-082&action=edit&redlink=1" class="new" title="JWH-082 (page does not exist)">JWH-082</a></li> <li><a href="/w/index.php?title=JWH-083&action=edit&redlink=1" class="new" title="JWH-083 (page does not exist)">JWH-083</a></li> <li><a href="/w/index.php?title=JWH-093&action=edit&redlink=1" class="new" title="JWH-093 (page does not exist)">JWH-093</a></li> <li><a href="/w/index.php?title=JWH-094&action=edit&redlink=1" class="new" title="JWH-094 (page does not exist)">JWH-094</a></li> <li><a href="/w/index.php?title=JWH-095&action=edit&redlink=1" class="new" title="JWH-095 (page does not exist)">JWH-095</a></li> <li><a href="/w/index.php?title=JWH-096&action=edit&redlink=1" class="new" title="JWH-096 (page does not exist)">JWH-096</a></li> <li><a href="/w/index.php?title=JWH-097&action=edit&redlink=1" class="new" title="JWH-097 (page does not exist)">JWH-097</a></li> <li><a href="/wiki/JWH-098" title="JWH-098">JWH-098</a></li> <li><a href="/w/index.php?title=JWH-099&action=edit&redlink=1" class="new" title="JWH-099 (page does not exist)">JWH-099</a></li> <li><a href="/w/index.php?title=JWH-100&action=edit&redlink=1" class="new" title="JWH-100 (page does not exist)">JWH-100</a></li> <li><a href="/wiki/JWH-116" title="JWH-116">JWH-116</a></li> <li><a href="/wiki/JWH-120" title="JWH-120">JWH-120</a></li> <li><a href="/wiki/JWH-122" title="JWH-122">JWH-122</a></li> <li><a href="/wiki/JWH-148" title="JWH-148">JWH-148</a></li> <li><a href="/wiki/JWH-149" title="JWH-149">JWH-149</a></li> <li><a href="/w/index.php?title=JWH-151&action=edit&redlink=1" class="new" title="JWH-151 (page does not exist)">JWH-151</a></li> <li><a href="/w/index.php?title=JWH-153&action=edit&redlink=1" class="new" title="JWH-153 (page does not exist)">JWH-153</a></li> <li><a href="/w/index.php?title=JWH-159&action=edit&redlink=1" class="new" title="JWH-159 (page does not exist)">JWH-159</a></li> <li><a href="/w/index.php?title=JWH-160&action=edit&redlink=1" class="new" title="JWH-160 (page does not exist)">JWH-160</a></li> <li><a href="/w/index.php?title=JWH-163&action=edit&redlink=1" class="new" title="JWH-163 (page does not exist)">JWH-163</a></li> <li><a href="/wiki/JWH-164" title="JWH-164">JWH-164</a></li> <li><a href="/w/index.php?title=JWH-165&action=edit&redlink=1" class="new" title="JWH-165 (page does not exist)">JWH-165</a></li> <li><a href="/w/index.php?title=JWH-166&action=edit&redlink=1" class="new" title="JWH-166 (page does not exist)">JWH-166</a></li> <li><a href="/w/index.php?title=JWH-180&action=edit&redlink=1" class="new" title="JWH-180 (page does not exist)">JWH-180</a></li> <li><a href="/w/index.php?title=JWH-181&action=edit&redlink=1" class="new" title="JWH-181 (page does not exist)">JWH-181</a></li> <li><a href="/wiki/JWH-182" class="mw-redirect" title="JWH-182">JWH-182</a></li> <li><a href="/w/index.php?title=JWH-189&action=edit&redlink=1" class="new" title="JWH-189 (page does not exist)">JWH-189</a></li> <li><a href="/wiki/JWH-193" title="JWH-193">JWH-193</a></li> <li><a href="/wiki/JWH-198" title="JWH-198">JWH-198</a></li> <li><a href="/wiki/JWH-200" title="JWH-200">JWH-200</a></li> <li><a href="/wiki/JWH-210" title="JWH-210">JWH-210</a></li> <li><a href="/w/index.php?title=JWH-211&action=edit&redlink=1" class="new" title="JWH-211 (page does not exist)">JWH-211</a></li> <li><a href="/w/index.php?title=JWH-212&action=edit&redlink=1" class="new" title="JWH-212 (page does not exist)">JWH-212</a></li> <li><a href="/w/index.php?title=JWH-213&action=edit&redlink=1" class="new" title="JWH-213 (page does not exist)">JWH-213</a></li> <li><a href="/w/index.php?title=JWH-234&action=edit&redlink=1" class="new" title="JWH-234 (page does not exist)">JWH-234</a></li> <li><a href="/w/index.php?title=JWH-235&action=edit&redlink=1" class="new" title="JWH-235 (page does not exist)">JWH-235</a></li> <li><a href="/w/index.php?title=JWH-236&action=edit&redlink=1" class="new" title="JWH-236 (page does not exist)">JWH-236</a></li> <li><a href="/w/index.php?title=JWH-239&action=edit&redlink=1" class="new" title="JWH-239 (page does not exist)">JWH-239</a></li> <li><a href="/w/index.php?title=JWH-240&action=edit&redlink=1" class="new" title="JWH-240 (page does not exist)">JWH-240</a></li> <li><a href="/w/index.php?title=JWH-241&action=edit&redlink=1" class="new" title="JWH-241 (page does not exist)">JWH-241</a></li> <li><a href="/w/index.php?title=JWH-242&action=edit&redlink=1" class="new" title="JWH-242 (page does not exist)">JWH-242</a></li> <li><a href="/w/index.php?title=JWH-258&action=edit&redlink=1" class="new" title="JWH-258 (page does not exist)">JWH-258</a></li> <li><a href="/w/index.php?title=JWH-259&action=edit&redlink=1" class="new" title="JWH-259 (page does not exist)">JWH-259</a></li> <li><a href="/w/index.php?title=JWH-260&action=edit&redlink=1" class="new" title="JWH-260 (page does not exist)">JWH-260</a></li> <li><a href="/w/index.php?title=JWH-261&action=edit&redlink=1" class="new" title="JWH-261 (page does not exist)">JWH-261</a></li> <li><a href="/w/index.php?title=JWH-262&action=edit&redlink=1" class="new" title="JWH-262 (page does not exist)">JWH-262</a></li> <li><a href="/w/index.php?title=JWH-265&action=edit&redlink=1" class="new" title="JWH-265 (page does not exist)">JWH-265</a></li> <li><a href="/w/index.php?title=JWH-266&action=edit&redlink=1" class="new" title="JWH-266 (page does not exist)">JWH-266</a></li> <li><a href="/w/index.php?title=JWH-267&action=edit&redlink=1" class="new" title="JWH-267 (page does not exist)">JWH-267</a></li> <li><a href="/w/index.php?title=JWH-268&action=edit&redlink=1" class="new" title="JWH-268 (page does not exist)">JWH-268</a></li> <li><a href="/w/index.php?title=JWH-387&action=edit&redlink=1" class="new" title="JWH-387 (page does not exist)">JWH-387</a></li> <li><a href="/wiki/JWH-398" title="JWH-398">JWH-398</a></li> <li><a href="/w/index.php?title=JWH-416&action=edit&redlink=1" class="new" title="JWH-416 (page does not exist)">JWH-416</a></li> <li><a href="/w/index.php?title=JWH-417&action=edit&redlink=1" class="new" title="JWH-417 (page does not exist)">JWH-417</a></li> <li><a href="/w/index.php?title=JWH-422&action=edit&redlink=1" class="new" title="JWH-422 (page does not exist)">JWH-422</a></li> <li><a href="/w/index.php?title=JWH-423&action=edit&redlink=1" class="new" title="JWH-423 (page does not exist)">JWH-423</a></li> <li><a href="/wiki/JWH-424" title="JWH-424">JWH-424</a></li> <li><a href="/w/index.php?title=JWH-425&action=edit&redlink=1" class="new" title="JWH-425 (page does not exist)">JWH-425</a></li> <li><a href="/w/index.php?title=MAM-1220&action=edit&redlink=1" class="new" title="MAM-1220 (page does not exist)">MAM-1220</a></li> <li><a href="/wiki/MAM-2201" title="MAM-2201">MAM-2201</a></li> <li><a href="/wiki/NE-CHMIMO" title="NE-CHMIMO">NE-CHMIMO</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Naphthoylpyrroles</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/JWH-030" title="JWH-030">JWH-030</a></li> <li><a href="/w/index.php?title=JWH-031&action=edit&redlink=1" class="new" title="JWH-031 (page does not exist)">JWH-031</a></li> <li><a href="/w/index.php?title=JWH-032&action=edit&redlink=1" class="new" title="JWH-032 (page does not exist)">JWH-032</a></li> <li><a href="/w/index.php?title=JWH-033&action=edit&redlink=1" class="new" title="JWH-033 (page does not exist)">JWH-033</a></li> <li><a href="/w/index.php?title=JWH-036&action=edit&redlink=1" class="new" title="JWH-036 (page does not exist)">JWH-036</a></li> <li><a href="/w/index.php?title=JWH-044&action=edit&redlink=1" class="new" title="JWH-044 (page does not exist)">JWH-044</a></li> <li><a href="/w/index.php?title=JWH-045&action=edit&redlink=1" class="new" title="JWH-045 (page does not exist)">JWH-045</a></li> <li><a href="/wiki/JWH-145" title="JWH-145">JWH-145</a></li> <li><a href="/wiki/JWH-146" title="JWH-146">JWH-146</a></li> <li><a href="/wiki/JWH-147" title="JWH-147">JWH-147</a></li> <li><a href="/wiki/JWH-150" title="JWH-150">JWH-150</a></li> <li><a href="/w/index.php?title=JWH-156&action=edit&redlink=1" class="new" title="JWH-156 (page does not exist)">JWH-156</a></li> <li><a href="/w/index.php?title=JWH-243&action=edit&redlink=1" class="new" title="JWH-243 (page does not exist)">JWH-243</a></li> <li><a href="/w/index.php?title=JWH-244&action=edit&redlink=1" class="new" title="JWH-244 (page does not exist)">JWH-244</a></li> <li><a href="/w/index.php?title=JWH-245&action=edit&redlink=1" class="new" title="JWH-245 (page does not exist)">JWH-245</a></li> <li><a href="/w/index.php?title=JWH-246&action=edit&redlink=1" class="new" title="JWH-246 (page does not exist)">JWH-246</a></li> <li><a href="/w/index.php?title=JWH-292&action=edit&redlink=1" class="new" title="JWH-292 (page does not exist)">JWH-292</a></li> <li><a href="/w/index.php?title=JWH-293&action=edit&redlink=1" class="new" title="JWH-293 (page does not exist)">JWH-293</a></li> <li><a href="/wiki/JWH-307" title="JWH-307">JWH-307</a></li> <li><a href="/w/index.php?title=JWH-308&action=edit&redlink=1" class="new" title="JWH-308 (page does not exist)">JWH-308</a></li> <li><a href="/wiki/JWH-309" title="JWH-309">JWH-309</a></li> <li><a href="/w/index.php?title=JWH-346&action=edit&redlink=1" class="new" title="JWH-346 (page does not exist)">JWH-346</a></li> <li><a href="/w/index.php?title=JWH-347&action=edit&redlink=1" class="new" title="JWH-347 (page does not exist)">JWH-347</a></li> <li><a href="/w/index.php?title=JWH-348&action=edit&redlink=1" class="new" title="JWH-348 (page does not exist)">JWH-348</a></li> <li><a href="/wiki/JWH-363" title="JWH-363">JWH-363</a></li> <li><a href="/wiki/JWH-364" title="JWH-364">JWH-364</a></li> <li><a href="/wiki/JWH-365" title="JWH-365">JWH-365</a></li> <li><a href="/wiki/JWH-366" title="JWH-366">JWH-366</a></li> <li><a href="/wiki/JWH-367" title="JWH-367">JWH-367</a></li> <li><a href="/wiki/JWH-368" title="JWH-368">JWH-368</a></li> <li><a href="/wiki/JWH-369" title="JWH-369">JWH-369</a></li> <li><a href="/wiki/JWH-370" title="JWH-370">JWH-370</a></li> <li><a href="/wiki/JWH-371" title="JWH-371">JWH-371</a></li> <li><a href="/wiki/JWH-372" title="JWH-372">JWH-372</a></li> <li><a href="/wiki/JWH-373" title="JWH-373">JWH-373</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Naphthylmethylindenes</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/JWH-171" class="mw-redirect" title="JWH-171">JWH-171</a></li> <li><a href="/wiki/JWH-176" title="JWH-176">JWH-176</a></li> <li><a href="/w/index.php?title=JWH-220&action=edit&redlink=1" class="new" title="JWH-220 (page does not exist)">JWH-220</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Naphthylmethylindoles</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/JWH-175" title="JWH-175">JWH-175</a></li> <li><a href="/wiki/JWH-184" title="JWH-184">JWH-184</a></li> <li><a href="/wiki/JWH-185" title="JWH-185">JWH-185</a></li> <li><a href="/w/index.php?title=JWH-192&action=edit&redlink=1" class="new" title="JWH-192 (page does not exist)">JWH-192</a></li> <li><a href="/w/index.php?title=JWH-194&action=edit&redlink=1" class="new" title="JWH-194 (page does not exist)">JWH-194</a></li> <li><a href="/w/index.php?title=JWH-195&action=edit&redlink=1" class="new" title="JWH-195 (page does not exist)">JWH-195</a></li> <li><a href="/wiki/JWH-196" title="JWH-196">JWH-196</a></li> <li><a href="/w/index.php?title=JWH-197&action=edit&redlink=1" class="new" title="JWH-197 (page does not exist)">JWH-197</a></li> <li><a href="/w/index.php?title=JWH-199&action=edit&redlink=1" class="new" title="JWH-199 (page does not exist)">JWH-199</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Phenylacetylindoles</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/Cannabipiperidiethanone" title="Cannabipiperidiethanone">Cannabipiperidiethanone</a></li> <li><a href="/wiki/JWH-167" title="JWH-167">JWH-167</a></li> <li><a href="/w/index.php?title=JWH-201&action=edit&redlink=1" class="new" title="JWH-201 (page does not exist)">JWH-201</a></li> <li><a href="/w/index.php?title=JWH-202&action=edit&redlink=1" class="new" title="JWH-202 (page does not exist)">JWH-202</a></li> <li><a href="/wiki/JWH-203" title="JWH-203">JWH-203</a></li> <li><a href="/w/index.php?title=JWH-204&action=edit&redlink=1" class="new" title="JWH-204 (page does not exist)">JWH-204</a></li> <li><a href="/w/index.php?title=JWH-205&action=edit&redlink=1" class="new" title="JWH-205 (page does not exist)">JWH-205</a></li> <li><a href="/w/index.php?title=JWH-206&action=edit&redlink=1" class="new" title="JWH-206 (page does not exist)">JWH-206</a></li> <li><a href="/w/index.php?title=JWH-207&action=edit&redlink=1" class="new" title="JWH-207 (page does not exist)">JWH-207</a></li> <li><a href="/w/index.php?title=JWH-208&action=edit&redlink=1" class="new" title="JWH-208 (page does not exist)">JWH-208</a></li> <li><a href="/w/index.php?title=JWH-209&action=edit&redlink=1" class="new" title="JWH-209 (page does not exist)">JWH-209</a></li> <li><a href="/w/index.php?title=JWH-237&action=edit&redlink=1" class="new" title="JWH-237 (page does not exist)">JWH-237</a></li> <li><a href="/w/index.php?title=JWH-248&action=edit&redlink=1" class="new" title="JWH-248 (page does not exist)">JWH-248</a></li> <li><a href="/wiki/JWH-249" title="JWH-249">JWH-249</a></li> <li><a href="/wiki/JWH-250" title="JWH-250">JWH-250</a></li> <li><a href="/wiki/JWH-251" title="JWH-251">JWH-251</a></li> <li><a href="/w/index.php?title=JWH-252&action=edit&redlink=1" class="new" title="JWH-252 (page does not exist)">JWH-252</a></li> <li><a href="/w/index.php?title=JWH-253&action=edit&redlink=1" class="new" title="JWH-253 (page does not exist)">JWH-253</a></li> <li><a href="/wiki/JWH-302" title="JWH-302">JWH-302</a></li> <li><a href="/w/index.php?title=JWH-303&action=edit&redlink=1" class="new" title="JWH-303 (page does not exist)">JWH-303</a></li> <li><a href="/w/index.php?title=JWH-304&action=edit&redlink=1" class="new" title="JWH-304 (page does not exist)">JWH-304</a></li> <li><a href="/w/index.php?title=JWH-305&action=edit&redlink=1" class="new" title="JWH-305 (page does not exist)">JWH-305</a></li> <li><a href="/w/index.php?title=JWH-306&action=edit&redlink=1" class="new" title="JWH-306 (page does not exist)">JWH-306</a></li> <li><a href="/w/index.php?title=JWH-311&action=edit&redlink=1" class="new" title="JWH-311 (page does not exist)">JWH-311</a></li> <li><a href="/w/index.php?title=JWH-312&action=edit&redlink=1" class="new" title="JWH-312 (page does not exist)">JWH-312</a></li> <li><a href="/w/index.php?title=JWH-313&action=edit&redlink=1" class="new" title="JWH-313 (page does not exist)">JWH-313</a></li> <li><a href="/w/index.php?title=JWH-314&action=edit&redlink=1" class="new" title="JWH-314 (page does not exist)">JWH-314</a></li> <li><a href="/w/index.php?title=JWH-315&action=edit&redlink=1" class="new" title="JWH-315 (page does not exist)">JWH-315</a></li> <li><a href="/w/index.php?title=JWH-316&action=edit&redlink=1" class="new" title="JWH-316 (page does not exist)">JWH-316</a></li> <li><a href="/wiki/RCS-8" title="RCS-8">RCS-8</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Pyrazolecarboxamides</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/5F-AB-FUPPYCA" title="5F-AB-FUPPYCA">5F-AB-FUPPYCA</a></li> <li><a href="/w/index.php?title=5F-AMPPPCA&action=edit&redlink=1" class="new" title="5F-AMPPPCA (page does not exist)">5F-AMPPPCA</a></li> <li><a href="/wiki/AB-CHFUPYCA" title="AB-CHFUPYCA">AB-CHFUPYCA</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Tetramethylcyclo-<br />propanoylindazoles</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/FAB-144" title="FAB-144">FAB-144</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Tetramethylcyclo-<br />propanoylindoles</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="/w/index.php?title=5Br-UR-144&action=edit&redlink=1" class="new" title="5Br-UR-144 (page does not exist)">5Br-UR-144</a></li> <li><a href="/w/index.php?title=5Cl-UR-144&action=edit&redlink=1" class="new" title="5Cl-UR-144 (page does not exist)">5Cl-UR-144</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/FUB-144" title="FUB-144">FUB-144</a></li> <li><a href="/wiki/UR-144" title="UR-144">UR-144</a></li> <li><a href="/wiki/XLR-11" title="XLR-11">XLR-11</a></li> <li><a href="/wiki/XLR-12" title="XLR-12">XLR-12</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Others</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2F-QMPSB" title="2F-QMPSB">2F-QMPSB</a></li> <li><a href="/wiki/4-HTMPIPO" title="4-HTMPIPO">4-HTMPIPO</a></li> <li><a href="/w/index.php?title=4CN-CUMYL-BUT7AICA&action=edit&redlink=1" class="new" title="4CN-CUMYL-BUT7AICA (page does not exist)">4CN-CUMYL-BUT7AICA</a></li> <li><a href="/w/index.php?title=5F-PY-PICA&action=edit&redlink=1" class="new" title="5F-PY-PICA (page does not exist)">5F-PY-PICA</a></li> <li><a href="/w/index.php?title=5F-PY-PINACA&action=edit&redlink=1" class="new" title="5F-PY-PINACA (page does not exist)">5F-PY-PINACA</a></li> <li><a href="/w/index.php?title=5F-3-pyridinoylindole&action=edit&redlink=1" class="new" title="5F-3-pyridinoylindole (page does not exist)">5F-3-pyridinoylindole</a></li> <li><a href="/w/index.php?title=5F-ADB-P7AICA&action=edit&redlink=1" class="new" title="5F-ADB-P7AICA (page does not exist)">5F-ADB-P7AICA</a></li> <li><a href="/wiki/5F-CUMYL-P7AICA" title="5F-CUMYL-P7AICA">5F-CUMYL-P7AICA</a></li> <li><a href="/wiki/5F-CUMYL-PEGACLONE" title="5F-CUMYL-PEGACLONE">5F-CUMYL-PEGACLONE</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=A-955,840&action=edit&redlink=1" class="new" title="A-955,840 (page does not exist)">A-955,840</a></li> <li><a href="/wiki/A-PBITMO" title="A-PBITMO">A-PBITMO</a></li> <li><a href="/wiki/A-PONASA" title="A-PONASA">A-PONASA</a></li> <li><a href="/wiki/Abnormal_cannabidiol" title="Abnormal cannabidiol">Abnormal cannabidiol</a></li> <li><a href="/wiki/AB-001" title="AB-001">AB-001</a></li> <li><a href="/wiki/ADB-FUBHQUCA" title="ADB-FUBHQUCA">ADB-FUBHQUCA</a></li> <li><a href="/wiki/ADB-FUBIATA" title="ADB-FUBIATA">ADB-FUBIATA</a></li> <li><a href="/wiki/ADB-P7AICA" title="ADB-P7AICA">ADB-P7AICA</a></li> <li><a href="/wiki/AM-1248" title="AM-1248">AM-1248</a></li> <li><a href="/wiki/AM-1714" title="AM-1714">AM-1714</a></li> <li><a href="/wiki/BAY_38-7271" title="BAY 38-7271">BAY 38-7271</a></li> <li><a href="/wiki/BAY_59-3074" title="BAY 59-3074">BAY 59-3074</a></li> <li><a href="/wiki/BzODZ-EPyr" title="BzODZ-EPyr">BzODZ-EPyr</a></li> <li><a href="/wiki/CB-13" title="CB-13">CB-13</a></li> <li><a href="/w/index.php?title=CB-86&action=edit&redlink=1" class="new" title="CB-86 (page does not exist)">CB-86</a></li> <li><a href="/wiki/CBS-0550" title="CBS-0550">CBS-0550</a></li> <li><a href="/w/index.php?title=CUMYL-4CN-B7AICA&action=edit&redlink=1" class="new" title="CUMYL-4CN-B7AICA (page does not exist)">CUMYL-4CN-B7AICA</a></li> <li><a href="/wiki/CUMYL-CB-MEGACLONE" title="CUMYL-CB-MEGACLONE">CUMYL-CB-MEGACLONE</a></li> <li><a href="/wiki/CUMYL-CH-MEGACLONE" title="CUMYL-CH-MEGACLONE">CUMYL-CH-MEGACLONE</a></li> <li><a href="/wiki/CUMYL-PEGACLONE" title="CUMYL-PEGACLONE">CUMYL-PEGACLONE</a></li> <li><a href="/wiki/EG-018" title="EG-018">EG-018</a></li> <li><a href="/w/index.php?title=GSK-554,418A&action=edit&redlink=1" class="new" title="GSK-554,418A (page does not exist)">GSK-554,418A</a></li> <li><a href="/wiki/GW-842,166X" title="GW-842,166X">GW-842,166X</a></li> <li><a href="/wiki/JTE_7-31" title="JTE 7-31">JTE 7-31</a></li> <li><a href="/wiki/LASSBio-881" title="LASSBio-881">LASSBio-881</a></li> <li><a href="/wiki/LBP-1_(drug)" title="LBP-1 (drug)">LBP-1</a></li> <li><a href="/wiki/Leelamine" title="Leelamine">Leelamine</a></li> <li><a href="/w/index.php?title=MDA-7&action=edit&redlink=1" class="new" title="MDA-7 (page does not exist)">MDA-7</a></li> <li><a href="/wiki/MDA-19" title="MDA-19">MDA-19</a></li> <li><a href="/wiki/MEPIRAPIM" class="mw-redirect" title="MEPIRAPIM">MEPIRAPIM</a></li> <li><a href="/wiki/NESS-040C5" title="NESS-040C5">NESS-040C5</a></li> <li><a href="/w/index.php?title=NMDMSB&action=edit&redlink=1" class="new" title="NMDMSB (page does not exist)">NMDMSB</a></li> <li><a href="/wiki/NMP-7" title="NMP-7">NMP-7</a></li> <li><a href="/w/index.php?title=O-889&action=edit&redlink=1" class="new" title="O-889 (page does not exist)">O-889</a></li> <li><a href="/wiki/O-1269" title="O-1269">O-1269</a></li> <li><a href="/w/index.php?title=O-1270&action=edit&redlink=1" class="new" title="O-1270 (page does not exist)">O-1270</a></li> <li><a href="/w/index.php?title=O-1399&action=edit&redlink=1" class="new" title="O-1399 (page does not exist)">O-1399</a></li> <li><a href="/wiki/O-1602" title="O-1602">O-1602</a></li> <li><a href="/w/index.php?title=O-2220&action=edit&redlink=1" class="new" title="O-2220 (page does not exist)">O-2220</a></li> <li><a href="/wiki/Olorinab" title="Olorinab">Olorinab</a></li> <li><a href="/wiki/PF-03550096" title="PF-03550096">PF-03550096</a></li> <li><a href="/wiki/PSB-SB-1202" title="PSB-SB-1202">PSB-SB-1202</a></li> <li><a href="/wiki/PTI-1" title="PTI-1">PTI-1</a></li> <li><a href="/wiki/PTI-2" title="PTI-2">PTI-2</a></li> <li><a href="/wiki/PTI-3" title="PTI-3">PTI-3</a></li> <li><a href="/wiki/QMPSB" title="QMPSB">QMPSB</a></li> <li><a href="/wiki/S-444,823" title="S-444,823">S-444,823</a></li> <li><a href="/wiki/S-777,469" title="S-777,469">S-777,469</a></li> <li><a href="/wiki/SER-601" title="SER-601">SER-601</a></li> <li><a href="/wiki/Tedalinab" title="Tedalinab">Tedalinab</a></li> <li><a href="/w/index.php?title=URB-447&action=edit&redlink=1" class="new" title="URB-447 (page does not exist)">URB-447</a></li> <li><a href="/w/index.php?title=VSN-16&action=edit&redlink=1" class="new" title="VSN-16 (page does not exist)">VSN-16</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/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:1%;text-align:center;"><a href="/wiki/Allosteric_regulation" title="Allosteric regulation">Allosteric</a> <a href="/wiki/Cannabinoid_receptor" title="Cannabinoid receptor"><abbr title="Cannabinoid receptor">CBR</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</span> <a href="/wiki/Ligand_(biochemistry)" title="Ligand (biochemistry)">ligands</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/AEF0117" title="AEF0117">AEF0117</a></li> <li><a href="/wiki/GAT100" title="GAT100">GAT100</a></li> <li><a href="/wiki/Org_27569" title="Org 27569">Org 27569</a></li> <li><a href="/w/index.php?title=Org_27759&action=edit&redlink=1" class="new" title="Org 27759 (page does not exist)">Org 27759</a></li> <li><a href="/w/index.php?title=Org_29647&action=edit&redlink=1" class="new" title="Org 29647 (page does not exist)">Org 29647</a></li> <li><a href="/wiki/PSNCBAM-1" title="PSNCBAM-1">PSNCBAM-1</a></li> <li><a href="/wiki/Pregnenolone" title="Pregnenolone">Pregnenolone</a></li> <li><a href="/wiki/RTI-371" title="RTI-371">RTI-371</a></li> <li><a href="/wiki/ZCZ-011" title="ZCZ-011">ZCZ-011</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Endocannabinoid_enhancer" title="Endocannabinoid enhancer">Endocannabinoid<br />enhancers</a><br /><small>(inactivation inhibitors)</small></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/4-Nonylphenylboronic_acid" title="4-Nonylphenylboronic acid">4-Nonylphenylboronic acid</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="/w/index.php?title=Arvanil&action=edit&redlink=1" class="new" title="Arvanil (page does not exist)">Arvanil</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="/w/index.php?title=CAY-10401&action=edit&redlink=1" class="new" title="CAY-10401 (page does not exist)">CAY-10401</a></li> <li><a href="/w/index.php?title=CAY-10429&action=edit&redlink=1" class="new" title="CAY-10429 (page does not exist)">CAY-10429</a></li> <li><a href="/wiki/Genistein" title="Genistein">Genistein</a></li> <li><a href="/wiki/Guineesine" title="Guineesine">Guineesine</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/JZL184" title="JZL184">JZL184</a></li> <li><a href="/wiki/JZL195" title="JZL195">JZL195</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/MK-4409" title="MK-4409">MK-4409</a></li> <li><a href="/w/index.php?title=O-1624&action=edit&redlink=1" class="new" title="O-1624 (page does not exist)">O-1624</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="/wiki/Oleoylethanolamide" title="Oleoylethanolamide">Oleoylethanolamide (OEA)</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/Palmitoylethanolamide" title="Palmitoylethanolamide">Palmitoylethanolamide (PEA)</a></li> <li><a href="/wiki/PF-04457845" class="mw-redirect" title="PF-04457845">PF-04457845</a></li> <li><a href="/w/index.php?title=PF-622&action=edit&redlink=1" class="new" title="PF-622 (page does not exist)">PF-622</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/PF-3845" title="PF-3845">PF-3845</a></li> <li><a href="/w/index.php?title=PHOP&action=edit&redlink=1" class="new" title="PHOP (page does not exist)">PHOP</a></li> <li><a href="/w/index.php?title=URB447&action=edit&redlink=1" class="new" title="URB447 (page does not exist)">URB-447</a></li> <li><a href="/wiki/URB597" class="mw-redirect" title="URB597">URB-597</a></li> <li><a href="/wiki/URB602" title="URB602">URB-602</a></li> <li><a href="/wiki/URB754" title="URB754">URB-754</a></li> <li><a href="/wiki/VDM-11" title="VDM-11">VDM-11</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Cannabinoid_receptor_antagonist" title="Cannabinoid receptor antagonist">Anticannabinoids</a><br /><small>(antagonists/inverse<br />agonists/antibodies)</small></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/AM-251_(drug)" title="AM-251 (drug)">AM-251</a></li> <li><a href="/w/index.php?title=AM281&action=edit&redlink=1" class="new" title="AM281 (page does not exist)">AM-281</a></li> <li><a href="/wiki/AM-630" title="AM-630">AM-630</a></li> <li><a href="/w/index.php?title=AM-1387&action=edit&redlink=1" class="new" title="AM-1387 (page does not exist)">AM-1387</a></li> <li><a href="/wiki/AM-4113" class="mw-redirect" title="AM-4113">AM-4113</a></li> <li><a href="/w/index.php?title=AM-6527&action=edit&redlink=1" class="new" title="AM-6527 (page does not exist)">AM-6527</a></li> <li><a href="/wiki/AM-6545" title="AM-6545">AM-6545</a></li> <li><a href="/wiki/BML-190" title="BML-190">BML-190</a></li> <li><a href="/w/index.php?title=Brizantin&action=edit&redlink=1" class="new" title="Brizantin (page does not exist)">Brizantin (Бризантин)</a></li> <li><a href="/w/index.php?title=CAY-10508&action=edit&redlink=1" class="new" title="CAY-10508 (page does not exist)">CAY-10508</a></li> <li><a href="/w/index.php?title=CB-25&action=edit&redlink=1" class="new" title="CB-25 (page does not exist)">CB-25</a></li> <li><a href="/w/index.php?title=CB-52&action=edit&redlink=1" class="new" title="CB-52 (page does not exist)">CB-52</a></li> <li><a href="/w/index.php?title=CB-86&action=edit&redlink=1" class="new" title="CB-86 (page does not exist)">CB-86</a></li> <li><a href="/w/index.php?title=Dietressa&action=edit&redlink=1" class="new" title="Dietressa (page does not exist)">Dietressa (Диетресса)</a></li> <li><a href="/wiki/Drinabant" title="Drinabant">Drinabant (AVE1625)</a></li> <li><a href="/wiki/Hemopressin" title="Hemopressin">Hemopressin</a></li> <li><a href="/wiki/Ibipinabant" title="Ibipinabant">Ibipinabant (SLV319)</a></li> <li><a href="/wiki/JTE-907" title="JTE-907">JTE-907</a></li> <li><a href="/w/index.php?title=LH-21&action=edit&redlink=1" class="new" title="LH-21 (page does not exist)">LH-21</a></li> <li><a href="/wiki/LY-320,135" title="LY-320,135">LY-320,135</a></li> <li><a href="/w/index.php?title=MDA-77&action=edit&redlink=1" class="new" title="MDA-77 (page does not exist)">MDA-77</a></li> <li><a href="/w/index.php?title=MJ-15&action=edit&redlink=1" class="new" title="MJ-15 (page does not exist)">MJ-15</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="/w/index.php?title=NIDA-41020&action=edit&redlink=1" class="new" title="NIDA-41020 (page does not exist)">NIDA-41020</a></li> <li><a href="/w/index.php?title=O-606&action=edit&redlink=1" class="new" title="O-606 (page does not exist)">O-606</a></li> <li><a href="/w/index.php?title=O-1184&action=edit&redlink=1" class="new" title="O-1184 (page does not exist)">O-1184</a></li> <li><a href="/w/index.php?title=O-1248&action=edit&redlink=1" class="new" title="O-1248 (page does not exist)">O-1248</a></li> <li><a href="/wiki/O-1918" title="O-1918">O-1918</a></li> <li><a href="/wiki/O-2050" title="O-2050">O-2050</a></li> <li><a href="/w/index.php?title=O-2654&action=edit&redlink=1" class="new" title="O-2654 (page does not exist)">O-2654</a></li> <li><a href="/wiki/Otenabant" title="Otenabant">Otenabant (CP-945,598)</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/PSB-SB-487" title="PSB-SB-487">PSB-SB-487</a></li> <li><a href="/wiki/Rimonabant" title="Rimonabant">Rimonabant (SR141716)</a></li> <li><a href="/wiki/Rosonabant" title="Rosonabant">Rosonabant (E-6776)</a></li> <li><a href="/wiki/SR-144,528" title="SR-144,528">SR-144,528</a></li> <li><a href="/wiki/Surinabant" title="Surinabant">Surinabant (SR147778)</a></li> <li><a href="/wiki/Taranabant" title="Taranabant">Taranabant (MK-0364)</a></li> <li><a href="/wiki/TM-38837" title="TM-38837">TM-38837</a></li> <li><a href="/wiki/VCHSR" title="VCHSR">VCHSR</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <ul><li><i><b>See also:</b> <a href="/wiki/Template:Cannabinoid_receptor_modulators" title="Template:Cannabinoid receptor modulators">Cannabinoid receptor modulators</a> (cannabinoids by pharmacology)</i></li> <li><i>List of: <a href="/wiki/List_of_AM_cannabinoids" title="List of AM cannabinoids">AM cannabinoids</a></i></li> <li><i><a href="/wiki/List_of_JWH_cannabinoids" title="List of JWH cannabinoids">JWH cannabinoids</a></i></li> <li><i><a href="/wiki/List_of_designer_drugs#Synthetic_cannabimimetics" title="List of designer drugs">Designer drugs § Synthetic cannabimimetics</a></i></li></ul> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374" /><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235" /><style data-mw-deduplicate="TemplateStyles:r886047488">.mw-parser-output .nobold{font-weight:normal}</style><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 class="mw-selflink selflink">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 href="/wiki/Orlistat" title="Orlistat">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 authority-control" aria-label="Navbox390" style="padding:3px"><table class="nowraplinks hlist navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Help:Authority_control" title="Help:Authority control">Authority control databases</a>: National <span class="mw-valign-text-top noprint" 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