CINXE.COM

<!DOCTYPE html> <html class="client-nojs vector-feature-language-in-header-enabled vector-feature-language-in-main-page-header-disabled vector-feature-sticky-header-disabled vector-feature-page-tools-pinned-disabled vector-feature-toc-pinned-clientpref-1 vector-feature-main-menu-pinned-disabled vector-feature-limited-width-clientpref-1 vector-feature-limited-width-content-enabled vector-feature-custom-font-size-clientpref-1 vector-feature-appearance-pinned-clientpref-1 vector-feature-night-mode-enabled skin-theme-clientpref-day vector-toc-available" lang="en" dir="ltr"> <head> <meta charset="UTF-8"> <title>Salsolinol - Wikipedia</title> <script>(function(){var className="client-js vector-feature-language-in-header-enabled vector-feature-language-in-main-page-header-disabled vector-feature-sticky-header-disabled vector-feature-page-tools-pinned-disabled vector-feature-toc-pinned-clientpref-1 vector-feature-main-menu-pinned-disabled vector-feature-limited-width-clientpref-1 vector-feature-limited-width-content-enabled vector-feature-custom-font-size-clientpref-1 vector-feature-appearance-pinned-clientpref-1 vector-feature-night-mode-enabled skin-theme-clientpref-day vector-toc-available";var cookie=document.cookie.match(/(?:^|; )enwikimwclientpreferences=([^;]+)/);if(cookie){cookie[1].split('%2C').forEach(function(pref){className=className.replace(new RegExp('(^| )'+pref.replace(/-clientpref-\w+$|[^\w-]+/g,'')+'-clientpref-\\w+( |$)'),'$1'+pref+'$2');});}document.documentElement.className=className;}());RLCONF={"wgBreakFrames":false,"wgSeparatorTransformTable":["",""],"wgDigitTransformTable":["",""],"wgDefaultDateFormat":"dmy", "wgMonthNames":["","January","February","March","April","May","June","July","August","September","October","November","December"],"wgRequestId":"0fd43977-abbd-496a-86a9-685f1c427ec9","wgCanonicalNamespace":"","wgCanonicalSpecialPageName":false,"wgNamespaceNumber":0,"wgPageName":"Salsolinol","wgTitle":"Salsolinol","wgCurRevisionId":1244742468,"wgRevisionId":1244742468,"wgArticleId":75969672,"wgIsArticle":true,"wgIsRedirect":false,"wgAction":"view","wgUserName":null,"wgUserGroups":["*"],"wgCategories":["Articles containing unverified chemical infoboxes","Chembox image size set","Articles with short description","Short description matches Wikidata","Catechols","Dopamine","Human pathological metabolites","Monoaminergic neurotoxins","Tetrahydroisoquinolines"],"wgPageViewLanguage":"en","wgPageContentLanguage":"en","wgPageContentModel":"wikitext","wgRelevantPageName":"Salsolinol","wgRelevantArticleId":75969672,"wgIsProbablyEditable":true,"wgRelevantPageIsProbablyEditable":true, "wgRestrictionEdit":[],"wgRestrictionMove":[],"wgNoticeProject":"wikipedia","wgCiteReferencePreviewsActive":false,"wgFlaggedRevsParams":{"tags":{"status":{"levels":1}}},"wgMediaViewerOnClick":true,"wgMediaViewerEnabledByDefault":true,"wgPopupsFlags":0,"wgVisualEditor":{"pageLanguageCode":"en","pageLanguageDir":"ltr","pageVariantFallbacks":"en"},"wgMFDisplayWikibaseDescriptions":{"search":true,"watchlist":true,"tagline":false,"nearby":true},"wgWMESchemaEditAttemptStepOversample":false,"wgWMEPageLength":20000,"wgRelatedArticlesCompat":[],"wgCentralAuthMobileDomain":false,"wgEditSubmitButtonLabelPublish":true,"wgULSPosition":"interlanguage","wgULSisCompactLinksEnabled":false,"wgVector2022LanguageInHeader":true,"wgULSisLanguageSelectorEmpty":false,"wgWikibaseItemId":"Q124399707","wgCheckUserClientHintsHeadersJsApi":["brands","architecture","bitness","fullVersionList","mobile","model","platform","platformVersion"],"GEHomepageSuggestedEditsEnableTopics":true,"wgGETopicsMatchModeEnabled": false,"wgGEStructuredTaskRejectionReasonTextInputEnabled":false,"wgGELevelingUpEnabledForUser":false};RLSTATE={"ext.globalCssJs.user.styles":"ready","site.styles":"ready","user.styles":"ready","ext.globalCssJs.user":"ready","user":"ready","user.options":"loading","ext.cite.styles":"ready","skins.vector.search.codex.styles":"ready","skins.vector.styles":"ready","skins.vector.icons":"ready","jquery.makeCollapsible.styles":"ready","ext.wikimediamessages.styles":"ready","ext.visualEditor.desktopArticleTarget.noscript":"ready","ext.uls.interlanguage":"ready","wikibase.client.init":"ready","ext.wikimediaBadges":"ready"};RLPAGEMODULES=["ext.cite.ux-enhancements","site","mediawiki.page.ready","jquery.makeCollapsible","mediawiki.toc","skins.vector.js","ext.centralNotice.geoIP","ext.centralNotice.startUp","ext.gadget.ReferenceTooltips","ext.gadget.switcher","ext.urlShortener.toolbar","ext.centralauth.centralautologin","mmv.bootstrap","ext.popups","ext.visualEditor.desktopArticleTarget.init", "ext.visualEditor.targetLoader","ext.echo.centralauth","ext.eventLogging","ext.wikimediaEvents","ext.navigationTiming","ext.uls.interface","ext.cx.eventlogging.campaigns","ext.cx.uls.quick.actions","wikibase.client.vector-2022","ext.checkUser.clientHints","ext.quicksurveys.init","ext.growthExperiments.SuggestedEditSession","wikibase.sidebar.tracking"];</script> <script>(RLQ=window.RLQ||[]).push(function(){mw.loader.impl(function(){return["user.options@12s5i",function($,jQuery,require,module){mw.user.tokens.set({"patrolToken":"+\\","watchToken":"+\\","csrfToken":"+\\"}); }];});});</script> <link rel="stylesheet" href="/w/load.php?lang=en&modules=ext.cite.styles%7Cext.uls.interlanguage%7Cext.visualEditor.desktopArticleTarget.noscript%7Cext.wikimediaBadges%7Cext.wikimediamessages.styles%7Cjquery.makeCollapsible.styles%7Cskins.vector.icons%2Cstyles%7Cskins.vector.search.codex.styles%7Cwikibase.client.init&only=styles&skin=vector-2022"> <script async="" src="/w/load.php?lang=en&modules=startup&only=scripts&raw=1&skin=vector-2022"></script> <meta name="ResourceLoaderDynamicStyles" content=""> <link rel="stylesheet" href="/w/load.php?lang=en&modules=site.styles&only=styles&skin=vector-2022"> <meta name="generator" content="MediaWiki 1.44.0-wmf.5"> <meta name="referrer" content="origin"> <meta name="referrer" content="origin-when-cross-origin"> <meta name="robots" content="max-image-preview:standard"> <meta name="format-detection" content="telephone=no"> <meta property="og:image" content="https://upload.wikimedia.org/wikipedia/commons/thumb/4/4f/Salsolinol_v2.svg/1200px-Salsolinol_v2.svg.png"> <meta property="og:image:width" content="1200"> <meta property="og:image:height" content="737"> <meta property="og:image" content="https://upload.wikimedia.org/wikipedia/commons/thumb/4/4f/Salsolinol_v2.svg/800px-Salsolinol_v2.svg.png"> <meta property="og:image:width" content="800"> <meta property="og:image:height" content="492"> <meta property="og:image" content="https://upload.wikimedia.org/wikipedia/commons/thumb/4/4f/Salsolinol_v2.svg/640px-Salsolinol_v2.svg.png"> <meta property="og:image:width" content="640"> <meta property="og:image:height" content="393"> <meta name="viewport" content="width=1120"> <meta property="og:title" content="Salsolinol - Wikipedia"> <meta property="og:type" content="website"> <link rel="preconnect" href="//upload.wikimedia.org"> <link rel="alternate" media="only screen and (max-width: 640px)" href="//en.m.wikipedia.org/wiki/Salsolinol"> <link rel="alternate" type="application/x-wiki" title="Edit this page" href="/w/index.php?title=Salsolinol&action=edit"> <link rel="apple-touch-icon" href="/static/apple-touch/wikipedia.png"> <link rel="icon" href="/static/favicon/wikipedia.ico"> <link rel="search" type="application/opensearchdescription+xml" href="/w/rest.php/v1/search" title="Wikipedia (en)"> <link rel="EditURI" type="application/rsd+xml" href="//en.wikipedia.org/w/api.php?action=rsd"> <link rel="canonical" href="https://en.wikipedia.org/wiki/Salsolinol"> <link rel="license" href="https://creativecommons.org/licenses/by-sa/4.0/deed.en"> <link rel="alternate" type="application/atom+xml" title="Wikipedia Atom feed" href="/w/index.php?title=Special:RecentChanges&feed=atom"> <link rel="dns-prefetch" href="//meta.wikimedia.org" /> <link rel="dns-prefetch" href="//login.wikimedia.org"> </head> <body class="skin--responsive skin-vector skin-vector-search-vue mediawiki ltr sitedir-ltr mw-hide-empty-elt ns-0 ns-subject mw-editable page-Salsolinol rootpage-Salsolinol skin-vector-2022 action-view"><a class="mw-jump-link" href="#bodyContent">Jump to content</a> <div class="vector-header-container"> <header class="vector-header mw-header"> <div class="vector-header-start"> <nav class="vector-main-menu-landmark" aria-label="Site"> <div id="vector-main-menu-dropdown" class="vector-dropdown vector-main-menu-dropdown vector-button-flush-left vector-button-flush-right" > <input type="checkbox" id="vector-main-menu-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-main-menu-dropdown" class="vector-dropdown-checkbox " aria-label="Main menu" > <label id="vector-main-menu-dropdown-label" for="vector-main-menu-dropdown-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-menu mw-ui-icon-wikimedia-menu"></span> <span class="vector-dropdown-label-text">Main menu</span> </label> <div class="vector-dropdown-content"> <div id="vector-main-menu-unpinned-container" class="vector-unpinned-container"> <div id="vector-main-menu" class="vector-main-menu vector-pinnable-element"> <div class="vector-pinnable-header vector-main-menu-pinnable-header vector-pinnable-header-unpinned" data-feature-name="main-menu-pinned" data-pinnable-element-id="vector-main-menu" data-pinned-container-id="vector-main-menu-pinned-container" data-unpinned-container-id="vector-main-menu-unpinned-container" > <div class="vector-pinnable-header-label">Main menu</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-main-menu.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-main-menu.unpin">hide</button> </div> <div id="p-navigation" class="vector-menu mw-portlet mw-portlet-navigation" > <div class="vector-menu-heading"> Navigation </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="n-mainpage-description" class="mw-list-item"><a href="/wiki/Main_Page" title="Visit the main page [z]" accesskey="z"><span>Main page</span></a></li><li id="n-contents" class="mw-list-item"><a href="/wiki/Wikipedia:Contents" title="Guides to browsing Wikipedia"><span>Contents</span></a></li><li id="n-currentevents" class="mw-list-item"><a href="/wiki/Portal:Current_events" title="Articles related to current events"><span>Current events</span></a></li><li id="n-randompage" class="mw-list-item"><a href="/wiki/Special:Random" title="Visit a randomly selected article [x]" accesskey="x"><span>Random article</span></a></li><li id="n-aboutsite" class="mw-list-item"><a href="/wiki/Wikipedia:About" title="Learn about Wikipedia and how it works"><span>About Wikipedia</span></a></li><li id="n-contactpage" class="mw-list-item"><a href="//en.wikipedia.org/wiki/Wikipedia:Contact_us" title="How to contact Wikipedia"><span>Contact us</span></a></li> </ul> </div> </div> <div id="p-interaction" class="vector-menu mw-portlet mw-portlet-interaction" > <div class="vector-menu-heading"> Contribute </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="n-help" class="mw-list-item"><a href="/wiki/Help:Contents" title="Guidance on how to use and edit Wikipedia"><span>Help</span></a></li><li id="n-introduction" class="mw-list-item"><a href="/wiki/Help:Introduction" title="Learn how to edit Wikipedia"><span>Learn to edit</span></a></li><li id="n-portal" class="mw-list-item"><a href="/wiki/Wikipedia:Community_portal" title="The hub for editors"><span>Community portal</span></a></li><li id="n-recentchanges" class="mw-list-item"><a href="/wiki/Special:RecentChanges" title="A list of recent changes to Wikipedia [r]" accesskey="r"><span>Recent changes</span></a></li><li id="n-upload" class="mw-list-item"><a href="/wiki/Wikipedia:File_upload_wizard" title="Add images or other media for use on Wikipedia"><span>Upload file</span></a></li> </ul> </div> </div> </div> </div> </div> </div> </nav> <a href="/wiki/Main_Page" class="mw-logo"> <img class="mw-logo-icon" src="/static/images/icons/wikipedia.png" alt="" aria-hidden="true" height="50" width="50"> <span class="mw-logo-container skin-invert"> <img class="mw-logo-wordmark" alt="Wikipedia" src="/static/images/mobile/copyright/wikipedia-wordmark-en.svg" style="width: 7.5em; height: 1.125em;"> <img class="mw-logo-tagline" alt="The Free Encyclopedia" src="/static/images/mobile/copyright/wikipedia-tagline-en.svg" width="117" height="13" style="width: 7.3125em; height: 0.8125em;"> </span> </a> </div> <div class="vector-header-end"> <div id="p-search" role="search" class="vector-search-box-vue vector-search-box-collapses vector-search-box-show-thumbnail vector-search-box-auto-expand-width vector-search-box"> <a href="/wiki/Special:Search" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only search-toggle" title="Search Wikipedia [f]" accesskey="f"><span class="vector-icon mw-ui-icon-search mw-ui-icon-wikimedia-search"></span> <span>Search</span> </a> <div class="vector-typeahead-search-container"> <div class="cdx-typeahead-search cdx-typeahead-search--show-thumbnail cdx-typeahead-search--auto-expand-width"> <form action="/w/index.php" id="searchform" class="cdx-search-input cdx-search-input--has-end-button"> <div id="simpleSearch" class="cdx-search-input__input-wrapper" data-search-loc="header-moved"> <div class="cdx-text-input cdx-text-input--has-start-icon"> <input class="cdx-text-input__input" type="search" name="search" placeholder="Search Wikipedia" aria-label="Search Wikipedia" autocapitalize="sentences" title="Search Wikipedia [f]" accesskey="f" id="searchInput" > <span class="cdx-text-input__icon cdx-text-input__start-icon"></span> </div> <input type="hidden" name="title" value="Special:Search"> </div> <button class="cdx-button cdx-search-input__end-button">Search</button> </form> </div> </div> </div> <nav class="vector-user-links vector-user-links-wide" aria-label="Personal tools"> <div class="vector-user-links-main"> <div id="p-vector-user-menu-preferences" class="vector-menu mw-portlet emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> <div id="p-vector-user-menu-userpage" class="vector-menu mw-portlet emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> <nav class="vector-appearance-landmark" aria-label="Appearance"> <div id="vector-appearance-dropdown" class="vector-dropdown " title="Change the appearance of the page's font size, width, and color" > <input type="checkbox" id="vector-appearance-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-appearance-dropdown" class="vector-dropdown-checkbox " aria-label="Appearance" > <label id="vector-appearance-dropdown-label" for="vector-appearance-dropdown-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-appearance mw-ui-icon-wikimedia-appearance"></span> <span class="vector-dropdown-label-text">Appearance</span> </label> <div class="vector-dropdown-content"> <div id="vector-appearance-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <div id="p-vector-user-menu-notifications" class="vector-menu mw-portlet emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> <div id="p-vector-user-menu-overflow" class="vector-menu mw-portlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="pt-sitesupport-2" class="user-links-collapsible-item mw-list-item user-links-collapsible-item"><a data-mw="interface" href="https://donate.wikimedia.org/wiki/Special:FundraiserRedirector?utm_source=donate&utm_medium=sidebar&utm_campaign=C13_en.wikipedia.org&uselang=en" class=""><span>Donate</span></a> </li> <li id="pt-createaccount-2" class="user-links-collapsible-item mw-list-item user-links-collapsible-item"><a data-mw="interface" href="/w/index.php?title=Special:CreateAccount&returnto=Salsolinol" title="You are encouraged to create an account and log in; however, it is not mandatory" class=""><span>Create account</span></a> </li> <li id="pt-login-2" class="user-links-collapsible-item mw-list-item user-links-collapsible-item"><a data-mw="interface" href="/w/index.php?title=Special:UserLogin&returnto=Salsolinol" title="You're encouraged to log in; however, it's not mandatory. [o]" accesskey="o" class=""><span>Log in</span></a> </li> </ul> </div> </div> </div> <div id="vector-user-links-dropdown" class="vector-dropdown vector-user-menu vector-button-flush-right vector-user-menu-logged-out" title="Log in and more options" > <input type="checkbox" id="vector-user-links-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-user-links-dropdown" class="vector-dropdown-checkbox " aria-label="Personal tools" > <label id="vector-user-links-dropdown-label" for="vector-user-links-dropdown-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-ellipsis mw-ui-icon-wikimedia-ellipsis"></span> <span class="vector-dropdown-label-text">Personal tools</span> </label> <div class="vector-dropdown-content"> <div id="p-personal" class="vector-menu mw-portlet mw-portlet-personal user-links-collapsible-item" title="User menu" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="pt-sitesupport" class="user-links-collapsible-item mw-list-item"><a href="https://donate.wikimedia.org/wiki/Special:FundraiserRedirector?utm_source=donate&utm_medium=sidebar&utm_campaign=C13_en.wikipedia.org&uselang=en"><span>Donate</span></a></li><li id="pt-createaccount" class="user-links-collapsible-item mw-list-item"><a href="/w/index.php?title=Special:CreateAccount&returnto=Salsolinol" title="You are encouraged to create an account and log in; however, it is not mandatory"><span class="vector-icon mw-ui-icon-userAdd mw-ui-icon-wikimedia-userAdd"></span> <span>Create account</span></a></li><li id="pt-login" class="user-links-collapsible-item mw-list-item"><a href="/w/index.php?title=Special:UserLogin&returnto=Salsolinol" title="You're encouraged to log in; however, it's not mandatory. [o]" accesskey="o"><span class="vector-icon mw-ui-icon-logIn mw-ui-icon-wikimedia-logIn"></span> <span>Log in</span></a></li> </ul> </div> </div> <div id="p-user-menu-anon-editor" class="vector-menu mw-portlet mw-portlet-user-menu-anon-editor" > <div class="vector-menu-heading"> Pages for logged out editors <a href="/wiki/Help:Introduction" aria-label="Learn more about editing"><span>learn more</span></a> </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="pt-anoncontribs" class="mw-list-item"><a href="/wiki/Special:MyContributions" title="A list of edits made from this IP address [y]" accesskey="y"><span>Contributions</span></a></li><li id="pt-anontalk" class="mw-list-item"><a href="/wiki/Special:MyTalk" title="Discussion about edits from this IP address [n]" accesskey="n"><span>Talk</span></a></li> </ul> </div> </div> </div> </div> </nav> </div> </header> </div> <div class="mw-page-container"> <div class="mw-page-container-inner"> <div class="vector-sitenotice-container"> <div id="siteNotice"></div> </div> <div class="vector-column-start"> <div class="vector-main-menu-container"> <div id="mw-navigation"> <nav id="mw-panel" class="vector-main-menu-landmark" aria-label="Site"> <div id="vector-main-menu-pinned-container" class="vector-pinned-container"> </div> </nav> </div> </div> <div class="vector-sticky-pinned-container"> <nav id="mw-panel-toc" aria-label="Contents" data-event-name="ui.sidebar-toc" class="mw-table-of-contents-container vector-toc-landmark"> <div id="vector-toc-pinned-container" class="vector-pinned-container"> <div id="vector-toc" class="vector-toc vector-pinnable-element"> <div class="vector-pinnable-header vector-toc-pinnable-header vector-pinnable-header-pinned" data-feature-name="toc-pinned" data-pinnable-element-id="vector-toc" > <h2 class="vector-pinnable-header-label">Contents</h2> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-toc.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-toc.unpin">hide</button> </div> <ul class="vector-toc-contents" id="mw-panel-toc-list"> <li id="toc-mw-content-text" class="vector-toc-list-item vector-toc-level-1"> <a href="#" class="vector-toc-link"> <div class="vector-toc-text">(Top)</div> </a> </li> <li id="toc-Chemistry_and_structure" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Chemistry_and_structure"> <div class="vector-toc-text"> <span class="vector-toc-numb">1</span> <span>Chemistry and structure</span> </div> </a> <ul id="toc-Chemistry_and_structure-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Biochemistry" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Biochemistry"> <div class="vector-toc-text"> <span class="vector-toc-numb">2</span> <span>Biochemistry</span> </div> </a> <button aria-controls="toc-Biochemistry-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Biochemistry subsection</span> </button> <ul id="toc-Biochemistry-sublist" class="vector-toc-list"> <li id="toc-Natural_occurrence" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Natural_occurrence"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.1</span> <span>Natural occurrence</span> </div> </a> <ul id="toc-Natural_occurrence-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Biosynthesis" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Biosynthesis"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.2</span> <span>Biosynthesis</span> </div> </a> <ul id="toc-Biosynthesis-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Metabolism" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Metabolism"> <div class="vector-toc-text"> <span class="vector-toc-numb">3</span> <span>Metabolism</span> </div> </a> <ul id="toc-Metabolism-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Role_in_the_body" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Role_in_the_body"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>Role in the body</span> </div> </a> <button aria-controls="toc-Role_in_the_body-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Role in the body subsection</span> </button> <ul id="toc-Role_in_the_body-sublist" class="vector-toc-list"> <li id="toc-Neurotoxicity_and_neurotransmission" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Neurotoxicity_and_neurotransmission"> <div class="vector-toc-text"> <span class="vector-toc-numb">4.1</span> <span>Neurotoxicity and neurotransmission</span> </div> </a> <ul id="toc-Neurotoxicity_and_neurotransmission-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Prolactin" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Prolactin"> <div class="vector-toc-text"> <span class="vector-toc-numb">4.2</span> <span>Prolactin</span> </div> </a> <ul id="toc-Prolactin-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Disease_and_disorders" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Disease_and_disorders"> <div class="vector-toc-text"> <span class="vector-toc-numb">5</span> <span>Disease and disorders</span> </div> </a> <button aria-controls="toc-Disease_and_disorders-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Disease and disorders subsection</span> </button> <ul id="toc-Disease_and_disorders-sublist" class="vector-toc-list"> <li id="toc-Parkinson's_disease" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Parkinson's_disease"> <div class="vector-toc-text"> <span class="vector-toc-numb">5.1</span> <span>Parkinson's disease</span> </div> </a> <ul id="toc-Parkinson's_disease-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Alcohol_intake_and_alcohol_use_disorders" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Alcohol_intake_and_alcohol_use_disorders"> <div class="vector-toc-text"> <span class="vector-toc-numb">5.2</span> <span>Alcohol intake and alcohol use disorders</span> </div> </a> <ul id="toc-Alcohol_intake_and_alcohol_use_disorders-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-See_also" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#See_also"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>See also</span> </div> </a> <ul id="toc-See_also-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-References" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#References"> <div class="vector-toc-text"> <span class="vector-toc-numb">7</span> <span>References</span> </div> </a> <ul id="toc-References-sublist" class="vector-toc-list"> </ul> </li> </ul> </div> </div> </nav> </div> </div> <div class="mw-content-container"> <main id="content" class="mw-body"> <header class="mw-body-header vector-page-titlebar"> <nav aria-label="Contents" class="vector-toc-landmark"> <div id="vector-page-titlebar-toc" class="vector-dropdown vector-page-titlebar-toc vector-button-flush-left" > <input type="checkbox" id="vector-page-titlebar-toc-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-titlebar-toc" class="vector-dropdown-checkbox " aria-label="Toggle the table of contents" > <label id="vector-page-titlebar-toc-label" for="vector-page-titlebar-toc-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only " aria-hidden="true" ><span class="vector-icon mw-ui-icon-listBullet mw-ui-icon-wikimedia-listBullet"></span> <span class="vector-dropdown-label-text">Toggle the table of contents</span> </label> <div class="vector-dropdown-content"> <div id="vector-page-titlebar-toc-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <h1 id="firstHeading" class="firstHeading mw-first-heading">Salsolinol</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 1 language" > <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-1" 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">1 language</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E7%8C%AA%E6%AF%9B%E8%8F%9C%E9%85%9A" title="猪毛菜酚 – Chinese" lang="zh" hreflang="zh" data-title="猪毛菜酚" data-language-autonym="中文" data-language-local-name="Chinese" class="interlanguage-link-target"><span>中文</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q124399707#sitelinks-wikipedia" title="Edit interlanguage links" class="wbc-editpage">Edit links</a></span></div> </div> </div> </div> </header> <div class="vector-page-toolbar"> <div class="vector-page-toolbar-container"> <div id="left-navigation"> <nav aria-label="Namespaces"> <div id="p-associated-pages" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-associated-pages" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-nstab-main" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/Salsolinol" title="View the content page [c]" accesskey="c"><span>Article</span></a></li><li id="ca-talk" class="vector-tab-noicon mw-list-item"><a href="/wiki/Talk:Salsolinol" rel="discussion" title="Discuss improvements to the content page [t]" accesskey="t"><span>Talk</span></a></li> </ul> </div> </div> <div id="vector-variants-dropdown" class="vector-dropdown emptyPortlet" > <input type="checkbox" id="vector-variants-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-variants-dropdown" class="vector-dropdown-checkbox " aria-label="Change language variant" > <label id="vector-variants-dropdown-label" for="vector-variants-dropdown-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet" aria-hidden="true" ><span class="vector-dropdown-label-text">English</span> </label> <div class="vector-dropdown-content"> <div id="p-variants" class="vector-menu mw-portlet mw-portlet-variants emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> </div> </div> </nav> </div> <div id="right-navigation" class="vector-collapsible"> <nav aria-label="Views"> <div id="p-views" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-views" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-view" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/Salsolinol"><span>Read</span></a></li><li id="ca-edit" class="vector-tab-noicon mw-list-item"><a href="/w/index.php?title=Salsolinol&action=edit" title="Edit this page [e]" accesskey="e"><span>Edit</span></a></li><li id="ca-history" class="vector-tab-noicon mw-list-item"><a href="/w/index.php?title=Salsolinol&action=history" title="Past revisions of this page [h]" accesskey="h"><span>View history</span></a></li> </ul> </div> </div> </nav> <nav class="vector-page-tools-landmark" aria-label="Page tools"> <div id="vector-page-tools-dropdown" class="vector-dropdown vector-page-tools-dropdown" > <input type="checkbox" id="vector-page-tools-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-tools-dropdown" class="vector-dropdown-checkbox " aria-label="Tools" > <label id="vector-page-tools-dropdown-label" for="vector-page-tools-dropdown-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet" aria-hidden="true" ><span class="vector-dropdown-label-text">Tools</span> </label> <div class="vector-dropdown-content"> <div id="vector-page-tools-unpinned-container" class="vector-unpinned-container"> <div id="vector-page-tools" class="vector-page-tools vector-pinnable-element"> <div class="vector-pinnable-header vector-page-tools-pinnable-header vector-pinnable-header-unpinned" data-feature-name="page-tools-pinned" data-pinnable-element-id="vector-page-tools" data-pinned-container-id="vector-page-tools-pinned-container" data-unpinned-container-id="vector-page-tools-unpinned-container" > <div class="vector-pinnable-header-label">Tools</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-page-tools.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-page-tools.unpin">hide</button> </div> <div id="p-cactions" class="vector-menu mw-portlet mw-portlet-cactions emptyPortlet vector-has-collapsible-items" title="More options" > <div class="vector-menu-heading"> Actions </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-more-view" class="selected vector-more-collapsible-item mw-list-item"><a href="/wiki/Salsolinol"><span>Read</span></a></li><li id="ca-more-edit" class="vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Salsolinol&action=edit" title="Edit this page [e]" accesskey="e"><span>Edit</span></a></li><li id="ca-more-history" class="vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Salsolinol&action=history"><span>View history</span></a></li> </ul> </div> </div> <div id="p-tb" class="vector-menu mw-portlet mw-portlet-tb" > <div class="vector-menu-heading"> General </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="t-whatlinkshere" class="mw-list-item"><a href="/wiki/Special:WhatLinksHere/Salsolinol" title="List of all English Wikipedia pages containing links to this page [j]" accesskey="j"><span>What links here</span></a></li><li id="t-recentchangeslinked" class="mw-list-item"><a href="/wiki/Special:RecentChangesLinked/Salsolinol" rel="nofollow" title="Recent changes in pages linked from this page [k]" accesskey="k"><span>Related changes</span></a></li><li id="t-upload" class="mw-list-item"><a href="/wiki/Wikipedia:File_Upload_Wizard" title="Upload files [u]" accesskey="u"><span>Upload file</span></a></li><li id="t-specialpages" class="mw-list-item"><a href="/wiki/Special:SpecialPages" title="A list of all special pages [q]" accesskey="q"><span>Special pages</span></a></li><li id="t-permalink" class="mw-list-item"><a href="/w/index.php?title=Salsolinol&oldid=1244742468" title="Permanent link to this revision of this page"><span>Permanent link</span></a></li><li id="t-info" class="mw-list-item"><a href="/w/index.php?title=Salsolinol&action=info" title="More information about this page"><span>Page information</span></a></li><li id="t-cite" class="mw-list-item"><a href="/w/index.php?title=Special:CiteThisPage&page=Salsolinol&id=1244742468&wpFormIdentifier=titleform" title="Information on how to cite this page"><span>Cite this page</span></a></li><li id="t-urlshortener" class="mw-list-item"><a href="/w/index.php?title=Special:UrlShortener&url=https%3A%2F%2Fen.wikipedia.org%2Fwiki%2FSalsolinol"><span>Get shortened URL</span></a></li><li id="t-urlshortener-qrcode" class="mw-list-item"><a href="/w/index.php?title=Special:QrCode&url=https%3A%2F%2Fen.wikipedia.org%2Fwiki%2FSalsolinol"><span>Download QR code</span></a></li> </ul> </div> </div> <div id="p-coll-print_export" class="vector-menu mw-portlet mw-portlet-coll-print_export" > <div class="vector-menu-heading"> Print/export </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="coll-download-as-rl" class="mw-list-item"><a href="/w/index.php?title=Special:DownloadAsPdf&page=Salsolinol&action=show-download-screen" title="Download this page as a PDF file"><span>Download as PDF</span></a></li><li id="t-print" class="mw-list-item"><a href="/w/index.php?title=Salsolinol&printable=yes" title="Printable version of this page [p]" accesskey="p"><span>Printable version</span></a></li> </ul> </div> </div> <div id="p-wikibase-otherprojects" class="vector-menu mw-portlet mw-portlet-wikibase-otherprojects" > <div class="vector-menu-heading"> In other projects </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="t-wikibase" class="wb-otherproject-link wb-otherproject-wikibase-dataitem mw-list-item"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q124399707" title="Structured data on this page hosted by Wikidata [g]" accesskey="g"><span>Wikidata item</span></a></li> </ul> </div> </div> </div> </div> </div> </div> </nav> </div> </div> </div> <div class="vector-column-end"> <div class="vector-sticky-pinned-container"> <nav class="vector-page-tools-landmark" aria-label="Page tools"> <div id="vector-page-tools-pinned-container" class="vector-pinned-container"> </div> </nav> <nav class="vector-appearance-landmark" aria-label="Appearance"> <div id="vector-appearance-pinned-container" class="vector-pinned-container"> <div id="vector-appearance" class="vector-appearance vector-pinnable-element"> <div class="vector-pinnable-header vector-appearance-pinnable-header vector-pinnable-header-pinned" data-feature-name="appearance-pinned" data-pinnable-element-id="vector-appearance" data-pinned-container-id="vector-appearance-pinned-container" data-unpinned-container-id="vector-appearance-unpinned-container" > <div class="vector-pinnable-header-label">Appearance</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">hide</button> </div> </div> </div> </nav> </div> </div> <div id="bodyContent" class="vector-body" aria-labelledby="firstHeading" data-mw-ve-target-container> <div class="vector-body-before-content"> <div class="mw-indicators"> </div> <div id="siteSub" class="noprint">From Wikipedia, the free encyclopedia</div> </div> <div id="contentSub"><div id="mw-content-subtitle"></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><style data-mw-deduplicate="TemplateStyles:r1084375498">.mw-parser-output .ib-chembox{border-collapse:collapse;text-align:left}.mw-parser-output .ib-chembox td,.mw-parser-output .ib-chembox th{border:1px solid #a2a9b1;width:40%}.mw-parser-output .ib-chembox td+td{width:60%}</style> <table class="infobox ib-chembox"> <caption>Salsolinol </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Salsolinol_v2.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4f/Salsolinol_v2.svg/200px-Salsolinol_v2.svg.png" decoding="async" width="200" height="123" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4f/Salsolinol_v2.svg/300px-Salsolinol_v2.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4f/Salsolinol_v2.svg/400px-Salsolinol_v2.svg.png 2x" data-file-width="415" data-file-height="255" /></a></span> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Names </th></tr> <tr> <td colspan="2" style="text-align:left;">Other names <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;">6,7-Dihydroxy-1-methyl-1,2,3,4-tetrahydroisoquinoline</div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Identifiers </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></div> </td> <td><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=27740-96-1">27740-96-1</a></span></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=CC1C2%3DCC%28%3DC%28C%3DC2CCN1%29O%29O">Interactive image</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chebi/searchId.do?chebiId=113">CHEBI:113</a></span></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/ChEMBL1195032">ChEMBL1195032</a></span></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.82699.html">82699</a></span></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/C09642">C09642</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/91588">91588</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/9ILS801M65">9ILS801M65</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 colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal; background:transparent;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1S/C10H13NO2/c1-6-8-5-10(13)9(12)4-7(8)2-3-11-6/h4-6,11-13H,2-3H2,1H3/t6-/m0/s1</div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: IBRKLUSXDYATLG-LURJTMIESA-N</div></div></li></ul> </div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal; background:transparent;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.6em; word-wrap:break-word; text-indent:-1.5em; text-align:left; font-size:97%; line-height:120%;">CC1C2=CC(=C(C=C2CCN1)O)O</div></li></ul> </div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Properties </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Chemical_formula" title="Chemical formula">Chemical formula</a></div> </td> <td><span title="Carbon">C</span><sub>10</sub><span title="Hydrogen">H</span><sub>13</sub><span title="Nitrogen">N</span><span title="Oxygen">O</span><sub>2</sub> </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td><span class="nowrap"><span data-sort-value="7002179219000000000♠"></span>179.219</span> g·mol<sup>−1</sup>   </td></tr> <tr> <td><a href="/wiki/Melting_point" title="Melting point">Melting point</a> </td> <td>147–149 °C (297–300 °F; 420–422 K)<sup id="cite_ref-property_1-0" class="reference"><a href="#cite_note-property-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td colspan="2" style="text-align:left; background:#f8eaba; border:1px solid #a2a9b1;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Except where otherwise noted, data are given for materials in their <a href="/wiki/Standard_state" title="Standard state">standard state</a> (at 25 °C [77 °F], 100 kPa).</div> <div style="margin-top: 0.3em;"></div> <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>Salsolinol</b> is a chemical compound derived from <a href="/wiki/Dopamine" title="Dopamine">dopamine</a> which plays a role in neurotransmission and is neurotoxic. </p><p>It has been linked to dopamine-related disorders including <a href="/wiki/Parkinson%27s_disease" title="Parkinson's disease">Parkinson's disease</a> and <a href="/wiki/Alcohol_use_disorder" class="mw-redirect" title="Alcohol use disorder">alcohol use disorder</a>. It is both synthesized in the human body and ingested in several common dietary sources.<sup id="cite_ref-double_2-0" class="reference"><a href="#cite_note-double-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Chemistry_and_structure">Chemistry and structure</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Salsolinol&action=edit&section=1" title="Edit section: Chemistry and structure"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Salsolinol is a <a href="/wiki/Catechol#Catechol_derivatives" title="Catechol">catechol</a> <a href="/wiki/Isoquinoline" title="Isoquinoline">isoquinoline</a> which is a yellow solid at room temperature.<sup id="cite_ref-property_1-1" class="reference"><a href="#cite_note-property-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Salsolinol, as a <a href="/wiki/Chiral" class="mw-redirect" title="Chiral">chiral</a> molecule, comes in two <a href="/wiki/Enantiomers" class="mw-redirect" title="Enantiomers">enantiomers</a>: (<i>R</i>)-salsolinol and (<i>S</i>)-salsolinol. The two may have different biological effects. </p><p>The <a href="/wiki/Racemate" class="mw-redirect" title="Racemate">racemate</a> can be synthesized via a <a href="/wiki/Pictet-Spengler_reaction" class="mw-redirect" title="Pictet-Spengler reaction">Pictet-Spengler reaction</a>.<sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> A chemoenzymatic, <a href="/wiki/Enantioselective" class="mw-redirect" title="Enantioselective">enantioselective</a> synthesis of the (<i>R</i>)-enantiomer has also been reported.<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> Salsolinol has been used as a starting material to prepare some <a href="/wiki/Tetrahydroisoquinoline" title="Tetrahydroisoquinoline">tetrahydroisoquinoline</a>-based prospective drugs.<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-6" class="reference"><a href="#cite_note-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Biochemistry">Biochemistry</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Salsolinol&action=edit&section=2" title="Edit section: Biochemistry"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Natural_occurrence">Natural occurrence</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Salsolinol&action=edit&section=3" title="Edit section: Natural occurrence"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Salsolinol is found in several edible plants, most prominently bananas and cocoa products as well as beer.<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><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><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> Other plants, including <a href="/wiki/Black_cohosh" class="mw-redirect" title="Black cohosh">black cohosh</a>, which is used in many herbal remedies, also contain salsolinol.<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-heading3"><h3 id="Biosynthesis">Biosynthesis</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Salsolinol&action=edit&section=4" title="Edit section: Biosynthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Salsolinol is endogenously synthesized by multiple routes, although its origin in the human body remains controversial. There are two main routes for its production: one which is through a non-enantiospecific <a href="/wiki/Pictet-Spengler_reaction" class="mw-redirect" title="Pictet-Spengler reaction">Pictet-Spengler reaction</a> of dopamine and <a href="/wiki/Acetaldehyde" title="Acetaldehyde">acetaldehyde</a>, and one which is mediated by the enzyme salsolinol synthase.<sup id="cite_ref-synthase_11-0" class="reference"><a href="#cite_note-synthase-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> </p><p>Salsolinol synthase exclusively produces the (<i>R</i>)-enantiomer of salsolinol. </p><p>It has been speculated that salsolinol may also arise from salsolinol-1-carboxylic acid, which is formed by the reaction of dopamine and <a href="/wiki/Pyruvic_acid" title="Pyruvic acid">pyruvic acid</a>. This transformation would occur via a proposed enzymatic pathway that has not been elucidated yet.<sup id="cite_ref-synthase_11-1" class="reference"><a href="#cite_note-synthase-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Metabolism">Metabolism</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Salsolinol&action=edit&section=5" title="Edit section: Metabolism"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Salsolinol is metabolized by an <a href="/wiki/Methyltransferase" title="Methyltransferase">N-methyltransferase</a> enzyme into <i>N</i>-methyl-(<i>R</i>)-salsolinol. This can then be converted by an amine oxidase into 1,2-dimethyl-6,7-dihydroxyisoquinolinium (DMDHIQ+). It can also be methylated to form its 7-methoxy and 6-methoxy versions by the enzyme <a href="/wiki/Catechol-O-methyltransferase" title="Catechol-O-methyltransferase">catechol-O-methyltransferase</a> (COMT).<sup id="cite_ref-mravec_12-0" class="reference"><a href="#cite_note-mravec-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-synthase_11-2" class="reference"><a href="#cite_note-synthase-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> </p><p><span typeof="mw:File"><a href="/wiki/File:Salsolinol_metabolism.svg" class="mw-file-description" title="Salsolinol metabolism pathway"><img alt="Salsolinol metabolism" src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f2/Salsolinol_metabolism.svg/500px-Salsolinol_metabolism.svg.png" decoding="async" width="500" height="156" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f2/Salsolinol_metabolism.svg/750px-Salsolinol_metabolism.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f2/Salsolinol_metabolism.svg/1000px-Salsolinol_metabolism.svg.png 2x" data-file-width="1877" data-file-height="587" /></a></span> </p> <div class="mw-heading mw-heading2"><h2 id="Role_in_the_body">Role in the body</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Salsolinol&action=edit&section=6" title="Edit section: Role in the body"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Neurotoxicity_and_neurotransmission">Neurotoxicity and neurotransmission</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Salsolinol&action=edit&section=7" title="Edit section: Neurotoxicity and neurotransmission"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Salsolinol binds to several receptors associated with <a href="/wiki/Dopaminergic_pathways" title="Dopaminergic pathways">dopaminergic pathways</a>.<sup id="cite_ref-double_2-1" class="reference"><a href="#cite_note-double-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><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> It may be an <a href="/wiki/Agonist" title="Agonist">agonist</a> of the <a href="/wiki/%CE%9C-opioid_receptor" title="Μ-opioid receptor">μ-opioid receptor</a> and of dopaminergic D1 and D3 receptors.<sup id="cite_ref-double_2-2" class="reference"><a href="#cite_note-double-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p><p>Salsolinol itself also appears to be neurotoxic, the mechanism of which is not clear. Its metabolites, including <i>N</i>-methyl-(<i>R</i>)-salsolinol, also exhibit neurotoxic effects. </p> <div class="mw-heading mw-heading3"><h3 id="Prolactin">Prolactin</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Salsolinol&action=edit&section=8" title="Edit section: Prolactin"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Salsolinol has been shown to be involved in the secretion of <a href="/wiki/Prolactin" title="Prolactin">prolactin</a> in the <a href="/wiki/Pituitary_gland" title="Pituitary gland">pituitary gland</a> in lactating rats and lactating sheep.<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> Administration of a solution of salsolinol was not shown to raise prolactin levels in human women.<sup id="cite_ref-16" class="reference"><a href="#cite_note-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Disease_and_disorders">Disease and disorders</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Salsolinol&action=edit&section=9" title="Edit section: Disease and disorders"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Parkinson's_disease"><span id="Parkinson.27s_disease"></span>Parkinson's disease</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Salsolinol&action=edit&section=10" title="Edit section: Parkinson's disease"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Salsolinol is detectable in the <a href="/wiki/Cerebrospinal_fluid" title="Cerebrospinal fluid">cerebrospinal fluid</a> of <a href="/wiki/Parkinson%27s_disease" title="Parkinson's disease">Parkinson's disease</a> (PD) patients and is involved in the pathogenesis of PD.<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> It is known to exercise inhibitory effects on <a href="/wiki/Tyrosine_hydroxylase" title="Tyrosine hydroxylase">tyrosine hydroxylase</a><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> and to be toxic to dopaminergic neurons.<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> A mechanism for the induction of Parkinson's by salsolinol is linked to its mediation of <a href="/wiki/Pyroptosis" title="Pyroptosis">pyroptosis</a>.<sup id="cite_ref-20" class="reference"><a href="#cite_note-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Alcohol_intake_and_alcohol_use_disorders">Alcohol intake and alcohol use disorders</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Salsolinol&action=edit&section=11" title="Edit section: Alcohol intake and alcohol use disorders"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The connection between salsolinol and alcohol intake remains controversial. An early hypothesis was that the synthesis of salsolinol in the human body was caused by ethanol consumption, because it was being made from dopamine and acetaldehyde (a metabolite of ethanol). Several studies in the 1970s and 80s would seem to corroborate this link. However, no consistent connection between ethanol intake and salsolinol levels were conclusively established. As of the 2020s, it is understood that the primary contributor to levels of salsolinol in blood plasma is dietary intake, not acute ethanol consumption.<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> Part of the challenge in studying this is that salsolinol also is produced endogenously, and in all cases its levels are very low, making it difficult to detect and quantify with precision.<sup id="cite_ref-22" class="reference"><a href="#cite_note-22"><span class="cite-bracket">[</span>22<span class="cite-bracket">]</span></a></sup> </p><p>Further confounding the issue, there is evidence that salsolinol may be implicated in alcohol use disorder and may play a role in increasing cravings for ethanol. (<i>R</i>)-Salsolinol stereospecifically induces behavioral sensitization and leads to excessive alcohol intake in rats.<sup id="cite_ref-23" class="reference"><a href="#cite_note-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="See_also">See also</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Salsolinol&action=edit&section=12" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Norsalsolinol" title="Norsalsolinol">Norsalsolinol</a></li> <li><a href="/wiki/6-Hydroxydopamine" class="mw-redirect" title="6-Hydroxydopamine">6-Hydroxydopamine</a></li> <li><a href="/wiki/MPTP" title="MPTP">MPTP</a></li> <li><a href="/wiki/Rotenone" title="Rotenone">Rotenone</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Salsolinol&action=edit&section=13" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist reflist-columns references-column-width reflist-columns-2"> <ol class="references"> <li id="cite_note-property-1"><span class="mw-cite-backlink">^ <a href="#cite_ref-property_1-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-property_1-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"> <style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFPesnotGershaterWardHailes2011" class="citation journal cs1">Pesnot, Thomas; Gershater, Markus C.; Ward, John M.; Hailes, Helen C. (2011). <a rel="nofollow" class="external text" href="https://pubs.rsc.org/en/content/articlelanding/2011/cc/c0cc05282e">"Phosphate mediated biomimetic synthesis of tetrahydroisoquinoline alkaloids"</a>. <i><a href="/wiki/Chemical_Communications" class="mw-redirect" title="Chemical Communications">Chemical Communications</a></i>. <b>47</b> (11): 3242–3244. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1039%2FC0CC05282E">10.1039/C0CC05282E</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/21270984">21270984</a><span class="reference-accessdate">. Retrieved <span class="nowrap">24 January</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Chemical+Communications&rft.atitle=Phosphate+mediated+biomimetic+synthesis+of+tetrahydroisoquinoline+alkaloids&rft.volume=47&rft.issue=11&rft.pages=3242-3244&rft.date=2011&rft_id=info%3Adoi%2F10.1039%2FC0CC05282E&rft_id=info%3Apmid%2F21270984&rft.aulast=Pesnot&rft.aufirst=Thomas&rft.au=Gershater%2C+Markus+C.&rft.au=Ward%2C+John+M.&rft.au=Hailes%2C+Helen+C.&rft_id=https%3A%2F%2Fpubs.rsc.org%2Fen%2Fcontent%2Farticlelanding%2F2011%2Fcc%2Fc0cc05282e&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-double-2"><span class="mw-cite-backlink">^ <a href="#cite_ref-double_2-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-double_2-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-double_2-2"><sup><i><b>c</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKurnik-ŁuckaPanulaBugajskiGil2018" class="citation journal cs1">Kurnik-Łucka, Magdalena; Panula, Pertti; Bugajski, Andrzej; Gil, Krzysztof (2018). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5766726">"Salsolinol: an Unintelligible and Double-Faced Molecule—Lessons Learned from In Vivo and In Vitro Experiments"</a>. <i><a href="/wiki/Neurotoxicity_Research" title="Neurotoxicity Research">Neurotoxicity Research</a></i>. <b>33</b> (2): 485–514. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2Fs12640-017-9818-6">10.1007/s12640-017-9818-6</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5766726">5766726</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/29063289">29063289</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Neurotoxicity+Research&rft.atitle=Salsolinol%3A+an+Unintelligible+and+Double-Faced+Molecule%E2%80%94Lessons+Learned+from+In+Vivo+and+In+Vitro+Experiments&rft.volume=33&rft.issue=2&rft.pages=485-514&rft.date=2018&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC5766726%23id-name%3DPMC&rft_id=info%3Apmid%2F29063289&rft_id=info%3Adoi%2F10.1007%2Fs12640-017-9818-6&rft.aulast=Kurnik-%C5%81ucka&rft.aufirst=Magdalena&rft.au=Panula%2C+Pertti&rft.au=Bugajski%2C+Andrzej&rft.au=Gil%2C+Krzysztof&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC5766726&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span> </span> </li> <li id="cite_note-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-3">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFYangSunHuangLin2019" class="citation journal cs1">Yang, Er-Lan; Sun, Bin; et al. (2019). <a rel="nofollow" class="external text" href="https://pubs.acs.org/doi/abs/10.1021/acs.jnatprod.9b00418">"Synthesis, Purification, and Selective β2-AR Agonist and Bronchodilatory Effects of Catecholic Tetrahydroisoquinolines from Portulaca oleracea"</a>. <i><a href="/wiki/Journal_of_Natural_Products" title="Journal of Natural Products">Journal of Natural Products</a></i>. <b>82</b> (11): 2986–2993. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Facs.jnatprod.9b00418">10.1021/acs.jnatprod.9b00418</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/31625751">31625751</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:204775157">204775157</a><span class="reference-accessdate">. Retrieved <span class="nowrap">28 January</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Natural+Products&rft.atitle=Synthesis%2C+Purification%2C+and+Selective+%CE%B22-AR+Agonist+and+Bronchodilatory+Effects+of+Catecholic+Tetrahydroisoquinolines+from+Portulaca+oleracea&rft.volume=82&rft.issue=11&rft.pages=2986-2993&rft.date=2019&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A204775157%23id-name%3DS2CID&rft_id=info%3Apmid%2F31625751&rft_id=info%3Adoi%2F10.1021%2Facs.jnatprod.9b00418&rft.aulast=Yang&rft.aufirst=Er-Lan&rft.au=Sun%2C+Bin&rft.au=Huang%2C+Zi-Yi&rft.au=Lin%2C+Jian-Guang&rft.au=Jiao%2C+Bo&rft.au=Xiang%2C+Lan&rft_id=https%3A%2F%2Fpubs.acs.org%2Fdoi%2Fabs%2F10.1021%2Facs.jnatprod.9b00418&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-4"><span class="mw-cite-backlink"><b><a href="#cite_ref-4">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFDingLiDaiDeng2012" class="citation journal cs1">Ding, Wei; Li, Mingze; Dai, Rongji; Deng, Yulin (2012). <a rel="nofollow" class="external text" href="https://www.sciencedirect.com/science/article/abs/pii/S0957416612004648">"Lipase-catalyzed synthesis of the chiral tetrahydroisoquinoline (R)-salsolinol"</a>. <i><a href="/w/index.php?title=Tetrahedron:_Asymmetry&action=edit&redlink=1" class="new" title="Tetrahedron: Asymmetry (page does not exist)">Tetrahedron: Asymmetry</a></i>. <b>23</b> (18): 1376–1379. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.tetasy.2012.09.009">10.1016/j.tetasy.2012.09.009</a><span class="reference-accessdate">. Retrieved <span class="nowrap">28 January</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Tetrahedron%3A+Asymmetry&rft.atitle=Lipase-catalyzed+synthesis+of+the+chiral+tetrahydroisoquinoline+%28R%29-salsolinol&rft.volume=23&rft.issue=18&rft.pages=1376-1379&rft.date=2012&rft_id=info%3Adoi%2F10.1016%2Fj.tetasy.2012.09.009&rft.aulast=Ding&rft.aufirst=Wei&rft.au=Li%2C+Mingze&rft.au=Dai%2C+Rongji&rft.au=Deng%2C+Yulin&rft_id=https%3A%2F%2Fwww.sciencedirect.com%2Fscience%2Farticle%2Fabs%2Fpii%2FS0957416612004648&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-5"><span class="mw-cite-backlink"><b><a href="#cite_ref-5">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMadácsiKanizsaiFehérGyuris2013" class="citation journal cs1">Madácsi, Ramóna; Kanizsai, Iván; et al. (2013). <a rel="nofollow" class="external text" href="https://www.eurekaselect.com/article/55683">"Aromatic Sulfonamides Containing a Condensed Piperidine Moiety as Potential Oxidative Stress-Inducing Anticancer Agents"</a>. <i>Medicinal Chemistry</i>. <b>9</b> (7): 911–919. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.2174%2F1573406411309070004">10.2174/1573406411309070004</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/23270324">23270324</a><span class="reference-accessdate">. Retrieved <span class="nowrap">28 January</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Medicinal+Chemistry&rft.atitle=Aromatic+Sulfonamides+Containing+a+Condensed+Piperidine+Moiety+as+Potential+Oxidative+Stress-Inducing+Anticancer+Agents&rft.volume=9&rft.issue=7&rft.pages=911-919&rft.date=2013&rft_id=info%3Adoi%2F10.2174%2F1573406411309070004&rft_id=info%3Apmid%2F23270324&rft.aulast=Mad%C3%A1csi&rft.aufirst=Ram%C3%B3na&rft.au=Kanizsai%2C+Iv%C3%A1n&rft.au=Feh%C3%A9r%2C+Lili%C3%A1na+Z.&rft.au=Gyuris%2C+M%C3%A1ri%C3%B3&rft.au=%C3%93zsv%C3%A1ri%2C+B%C3%A9la&rft.au=Erd%C3%A9lyi%2C+Andr%C3%A1s&rft.au=W%C3%B6lfling%2C+J%C3%A1nos&rft.au=Pusk%C3%A1s%2C+L%C3%A1szl%C3%B3+G.&rft_id=https%3A%2F%2Fwww.eurekaselect.com%2Farticle%2F55683&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-6"><span class="mw-cite-backlink"><b><a href="#cite_ref-6">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBergerCitarellaDutiaGreenberger1999" class="citation journal cs1">Berger, Dan; Citarella, Ron; et al. (1999). <a rel="nofollow" class="external text" href="https://pubs.acs.org/doi/10.1021/jm9804477">"Novel Multidrug Resistance Reversal Agents"</a>. <i><a href="/wiki/Journal_of_Medicinal_Chemistry" title="Journal of Medicinal Chemistry">Journal of Medicinal Chemistry</a></i>. <b>42</b> (12): 2145–2161. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fjm9804477">10.1021/jm9804477</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/10377220">10377220</a><span class="reference-accessdate">. Retrieved <span class="nowrap">28 January</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Medicinal+Chemistry&rft.atitle=Novel+Multidrug+Resistance+Reversal+Agents&rft.volume=42&rft.issue=12&rft.pages=2145-2161&rft.date=1999&rft_id=info%3Adoi%2F10.1021%2Fjm9804477&rft_id=info%3Apmid%2F10377220&rft.aulast=Berger&rft.aufirst=Dan&rft.au=Citarella%2C+Ron&rft.au=Dutia%2C+Minu&rft.au=Greenberger%2C+Lee&rft.au=Hallett%2C+William&rft.au=Paul%2C+Rolf&rft.au=Powell%2C+Dennis&rft_id=https%3A%2F%2Fpubs.acs.org%2Fdoi%2F10.1021%2Fjm9804477&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-7"><span class="mw-cite-backlink"><b><a href="#cite_ref-7">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFVázquez-ManjarrezUlaszewskaGarcia-AloyMattivi2020" class="citation journal cs1">Vázquez-Manjarrez, N.; Ulaszewska, M.; Garcia-Aloy, M.; Mattivi, F.; Praticò, G.; Dragsted, L. O.; Manach, C. (2020). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7304196">"Biomarkers of Intake for Tropical Fruits"</a>. <i><a href="/w/index.php?title=Genes_and_Nutrition&action=edit&redlink=1" class="new" title="Genes and Nutrition (page does not exist)">Genes and Nutrition</a></i>. <b>15</b> (11): 11. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://doi.org/10.1186%2Fs12263-020-00670-4">10.1186/s12263-020-00670-4</a></span>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7304196">7304196</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/32560627">32560627</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Genes+and+Nutrition&rft.atitle=Biomarkers+of+Intake+for+Tropical+Fruits&rft.volume=15&rft.issue=11&rft.pages=11&rft.date=2020&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC7304196%23id-name%3DPMC&rft_id=info%3Apmid%2F32560627&rft_id=info%3Adoi%2F10.1186%2Fs12263-020-00670-4&rft.aulast=V%C3%A1zquez-Manjarrez&rft.aufirst=N.&rft.au=Ulaszewska%2C+M.&rft.au=Garcia-Aloy%2C+M.&rft.au=Mattivi%2C+F.&rft.au=Pratic%C3%B2%2C+G.&rft.au=Dragsted%2C+L.+O.&rft.au=Manach%2C+C.&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC7304196&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-8"><span class="mw-cite-backlink"><b><a href="#cite_ref-8">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFStrolin_BenedettiDostertCarminati1989" class="citation journal cs1">Strolin Benedetti, M.; Dostert, P.; Carminati, P. (1989). <a rel="nofollow" class="external text" href="https://link.springer.com/article/10.1007/BF01247112">"Influence of food intake on the enantiomeric composition of urinary salsolinol in man"</a>. <i><a href="/wiki/Journal_of_Neural_Transmission" title="Journal of Neural Transmission">Journal of Neural Transmission</a></i>. <b>78</b> (1): 43–51. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2FBF01247112">10.1007/BF01247112</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/2754429">2754429</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:645667">645667</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Neural+Transmission&rft.atitle=Influence+of+food+intake+on+the+enantiomeric+composition+of+urinary+salsolinol+in+man&rft.volume=78&rft.issue=1&rft.pages=43-51&rft.date=1989&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A645667%23id-name%3DS2CID&rft_id=info%3Apmid%2F2754429&rft_id=info%3Adoi%2F10.1007%2FBF01247112&rft.aulast=Strolin+Benedetti&rft.aufirst=M.&rft.au=Dostert%2C+P.&rft.au=Carminati%2C+P.&rft_id=https%3A%2F%2Flink.springer.com%2Farticle%2F10.1007%2FBF01247112&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-9"><span class="mw-cite-backlink"><b><a href="#cite_ref-9">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSojoNuñez-DelicadoSánchez-FerrerGarcía-Carmona2000" class="citation journal cs1">Sojo, M. Mar; Nuñez-Delicado, Estrella; Sánchez-Ferrer, Alvaro; García-Carmona, Francisco (2000). <a rel="nofollow" class="external text" href="https://pubs.acs.org/doi/10.1021/jf000293f">"Oxidation of Salsolinol by Banana Pulp Polyphenol Oxidase and Its Kinetic Synergism with Dopamine"</a>. <i><a href="/wiki/Journal_of_Agricultural_and_Food_Chemistry" title="Journal of Agricultural and Food Chemistry">J. Agric. Food Chem.</a></i> <b>48</b> (11): 5543–5547. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fjf000293f">10.1021/jf000293f</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/11087516">11087516</a><span class="reference-accessdate">. Retrieved <span class="nowrap">31 January</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=J.+Agric.+Food+Chem.&rft.atitle=Oxidation+of+Salsolinol+by+Banana+Pulp+Polyphenol+Oxidase+and+Its+Kinetic+Synergism+with+Dopamine&rft.volume=48&rft.issue=11&rft.pages=5543-5547&rft.date=2000&rft_id=info%3Adoi%2F10.1021%2Fjf000293f&rft_id=info%3Apmid%2F11087516&rft.aulast=Sojo&rft.aufirst=M.+Mar&rft.au=Nu%C3%B1ez-Delicado%2C+Estrella&rft.au=S%C3%A1nchez-Ferrer%2C+Alvaro&rft.au=Garc%C3%ADa-Carmona%2C+Francisco&rft_id=https%3A%2F%2Fpubs.acs.org%2Fdoi%2F10.1021%2Fjf000293f&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-10"><span class="mw-cite-backlink"><b><a href="#cite_ref-10">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFGödeckeLankinNikolicChen2009" class="citation journal cs1">Gödecke, Tanja; Lankin, David C.; et al. (2009). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2765500">"Guanidine Alkaloids and Pictet−Spengler Adducts from Black Cohosh (Cimicifuga racemosa)"</a>. <i><a href="/wiki/Journal_of_Natural_Products" title="Journal of Natural Products">Journal of Natural Products</a></i>. <b>72</b> (3): 433–437. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fnp8006952">10.1021/np8006952</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2765500">2765500</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/19220011">19220011</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Natural+Products&rft.atitle=Guanidine+Alkaloids+and+Pictet%E2%88%92Spengler+Adducts+from+Black+Cohosh+%28Cimicifuga+racemosa%29&rft.volume=72&rft.issue=3&rft.pages=433-437&rft.date=2009&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2765500%23id-name%3DPMC&rft_id=info%3Apmid%2F19220011&rft_id=info%3Adoi%2F10.1021%2Fnp8006952&rft.aulast=G%C3%B6decke&rft.aufirst=Tanja&rft.au=Lankin%2C+David+C.&rft.au=Nikolic%2C+Dejan&rft.au=Chen%2C+Shao-Nong&rft.au=van+Breemen%2C+Richard+B.&rft.au=Farnsworth%2C+Norman+R.&rft.au=Pauli%2C+Guido+F.&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2765500&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-synthase-11"><span class="mw-cite-backlink">^ <a href="#cite_ref-synthase_11-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-synthase_11-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-synthase_11-2"><sup><i><b>c</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFChenZhengAliGuo2018" class="citation journal cs1">Chen, Xuechai; Zheng, Xiaotong; et al. (2018). <a rel="nofollow" class="external text" href="https://pubs.acs.org/doi/10.1021/acschemneuro.8b00023">"Isolation and Sequencing of Salsolinol Synthase, an Enzyme Catalyzing Salsolinol Biosynthesis"</a>. <i><a href="/wiki/ACS_Chemical_Neuroscience" title="ACS Chemical Neuroscience">ACS Chemical Neuroscience</a></i>. <b>9</b> (6): 1388–1398. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Facschemneuro.8b00023">10.1021/acschemneuro.8b00023</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/29602279">29602279</a><span class="reference-accessdate">. Retrieved <span class="nowrap">28 January</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=ACS+Chemical+Neuroscience&rft.atitle=Isolation+and+Sequencing+of+Salsolinol+Synthase%2C+an+Enzyme+Catalyzing+Salsolinol+Biosynthesis&rft.volume=9&rft.issue=6&rft.pages=1388-1398&rft.date=2018&rft_id=info%3Adoi%2F10.1021%2Facschemneuro.8b00023&rft_id=info%3Apmid%2F29602279&rft.aulast=Chen&rft.aufirst=Xuechai&rft.au=Zheng%2C+Xiaotong&rft.au=Ali%2C+Sakhawat&rft.au=Guo%2C+Minjun&rft.au=Zhong%2C+Rugang&rft.au=Chen%2C+Zixuan&rft.au=Zhang%2C+Yongqian&rft.au=Qing%2C+Hong&rft.au=Deng%2C+Yulin&rft_id=https%3A%2F%2Fpubs.acs.org%2Fdoi%2F10.1021%2Facschemneuro.8b00023&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-mravec-12"><span class="mw-cite-backlink"><b><a href="#cite_ref-mravec_12-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMravec2005" class="citation journal cs1">Mravec, Boris (2005). <a rel="nofollow" class="external text" href="https://www.biomed.cas.cz/physiolres/pdf/55/55_353.pdf">"Salsolinol, a Derivate of Dopamine, is a Possible Modulator of Catecholaminergic Transmission: a Review of Recent Developments"</a> <span class="cs1-format">(PDF)</span>. <i>Physiological Research</i>. <b>55</b>: 353–364. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/0862-8408">0862-8408</a><span class="reference-accessdate">. Retrieved <span class="nowrap">28 January</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Physiological+Research&rft.atitle=Salsolinol%2C+a+Derivate+of+Dopamine%2C+is+a+Possible+Modulator+of+Catecholaminergic+Transmission%3A+a+Review+of+Recent+Developments&rft.volume=55&rft.pages=353-364&rft.date=2005&rft.issn=0862-8408&rft.aulast=Mravec&rft.aufirst=Boris&rft_id=https%3A%2F%2Fwww.biomed.cas.cz%2Fphysiolres%2Fpdf%2F55%2F55_353.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-13"><span class="mw-cite-backlink"><b><a href="#cite_ref-13">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHomicskóKertészRadnaiTóth2003" class="citation journal cs1">Homicskó, Krisztián Gy.; Kertész, István; et al. (2003). <a rel="nofollow" class="external text" href="https://www.sciencedirect.com/science/article/pii/S0197018602000633">"Binding site of salsolinol: its properties in different regions of the brain and the pituitary gland of the rat"</a>. <i><a href="/wiki/Neurochemistry_International" title="Neurochemistry International">Neurochemistry International</a></i>. <b>42</b> (1): 19–26. <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%2FS0197-0186%2802%2900063-3">10.1016/S0197-0186(02)00063-3</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/12441164">12441164</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:39482201">39482201</a><span class="reference-accessdate">. Retrieved <span class="nowrap">24 January</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Neurochemistry+International&rft.atitle=Binding+site+of+salsolinol%3A+its+properties+in+different+regions+of+the+brain+and+the+pituitary+gland+of+the+rat&rft.volume=42&rft.issue=1&rft.pages=19-26&rft.date=2003&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A39482201%23id-name%3DS2CID&rft_id=info%3Apmid%2F12441164&rft_id=info%3Adoi%2F10.1016%2FS0197-0186%2802%2900063-3&rft.aulast=Homicsk%C3%B3&rft.aufirst=Kriszti%C3%A1n+Gy.&rft.au=Kert%C3%A9sz%2C+Istv%C3%A1n&rft.au=Radnai%2C+Bal%C3%A1zs&rft.au=T%C3%B3th%2C+B%C3%A9la+E.&rft.au=T%C3%B3th%2C+G%C3%A9za&rft.au=F%C3%BCl%C3%B6p%2C+Ferenc&rft.au=Fekete%2C+M%C3%A1rton+I.K.&rft.au=Nagy%2C+Gy%C3%B6rgy+M.&rft_id=https%3A%2F%2Fwww.sciencedirect.com%2Fscience%2Farticle%2Fpii%2FS0197018602000633&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-14"><span class="mw-cite-backlink"><b><a href="#cite_ref-14">^</a></b></span> <span class="reference-text"> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFOláhBodnárDanielTóth2011" class="citation journal cs1">Oláh, Márk; Bodnár, Ibolya; et al. (2011). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5893001">"Role of salsolinol in the regulation of pituitary prolactin and peripheral dopamine release"</a>. <i><a href="/w/index.php?title=Reproductive_Medicine_and_Biology&action=edit&redlink=1" class="new" title="Reproductive Medicine and Biology (page does not exist)">Reproductive Medicine and Biology</a></i>. <b>10</b> (3): 143–151. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2Fs12522-011-0086-5">10.1007/s12522-011-0086-5</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5893001">5893001</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/29662355">29662355</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Reproductive+Medicine+and+Biology&rft.atitle=Role+of+salsolinol+in+the+regulation+of+pituitary+prolactin+and+peripheral+dopamine+release&rft.volume=10&rft.issue=3&rft.pages=143-151&rft.date=2011&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC5893001%23id-name%3DPMC&rft_id=info%3Apmid%2F29662355&rft_id=info%3Adoi%2F10.1007%2Fs12522-011-0086-5&rft.aulast=Ol%C3%A1h&rft.aufirst=M%C3%A1rk&rft.au=Bodn%C3%A1r%2C+Ibolya&rft.au=Daniel%2C+Galit&rft.au=T%C3%B3th%2C+B%C3%A9la+E.&rft.au=Vecserny%C3%A9s%2C+Mikl%C3%B3s&rft.au=Nagy%2C+Gy%C3%B6rgy+M.&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC5893001&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-15"><span class="mw-cite-backlink"><b><a href="#cite_ref-15">^</a></b></span> <span class="reference-text"> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHasiecHermanMolikDobek2012" class="citation journal cs1">Hasiec, Małgorzata; Herman, Andrzej P.; et al. (2012). <a rel="nofollow" class="external text" href="https://www.sciencedirect.com/science/article/pii/S0921448811002677">"The stimulatory effect of salsolinol on prolactin gene expression within the anterior pituitary of lactating sheep: In vivo and in vitro study"</a>. <i><a href="/w/index.php?title=Small_Ruminant_Research&action=edit&redlink=1" class="new" title="Small Ruminant Research (page does not exist)">Small Ruminant Research</a></i>. <b>102</b> (2): 202–207. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.smallrumres.2011.07.011">10.1016/j.smallrumres.2011.07.011</a><span class="reference-accessdate">. Retrieved <span class="nowrap">24 January</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Small+Ruminant+Research&rft.atitle=The+stimulatory+effect+of+salsolinol+on+prolactin+gene+expression+within+the+anterior+pituitary+of+lactating+sheep%3A+In+vivo+and+in+vitro+study&rft.volume=102&rft.issue=2&rft.pages=202-207&rft.date=2012&rft_id=info%3Adoi%2F10.1016%2Fj.smallrumres.2011.07.011&rft.aulast=Hasiec&rft.aufirst=Ma%C5%82gorzata&rft.au=Herman%2C+Andrzej+P.&rft.au=Molik%2C+Edyta&rft.au=Dobek%2C+El%C5%BCbieta&rft.au=Romanowicz%2C+Katarzyna&rft.au=F%C3%BCl%C3%B6p%2C+Ferenc&rft.au=Misztal%2C+Tomasz&rft_id=https%3A%2F%2Fwww.sciencedirect.com%2Fscience%2Farticle%2Fpii%2FS0921448811002677&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-16"><span class="mw-cite-backlink"><b><a href="#cite_ref-16">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCarlsonWasserReidelberger1985" class="citation journal cs1">Carlson, Harold E.; Wasser, Harris L.; Reidelberger, Roger D. (1985). <a rel="nofollow" class="external text" href="https://academic.oup.com/jcem/article/60/4/673/2674814">"Beer-Induced Prolactin Secretion: A Clinical and Laboratory Study of the Role of Salsolinol"</a>. <i><a href="/wiki/The_Journal_of_Clinical_Endocrinology_and_Metabolism" title="The Journal of Clinical Endocrinology and Metabolism">J. Clin. Endocrinol. Metab.</a></i> <b>60</b> (4): 673–677. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1210%2Fjcem-60-4-673">10.1210/jcem-60-4-673</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/3972968">3972968</a><span class="reference-accessdate">. Retrieved <span class="nowrap">24 January</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=J.+Clin.+Endocrinol.+Metab.&rft.atitle=Beer-Induced+Prolactin+Secretion%3A+A+Clinical+and+Laboratory+Study+of+the+Role+of+Salsolinol&rft.volume=60&rft.issue=4&rft.pages=673-677&rft.date=1985&rft_id=info%3Adoi%2F10.1210%2Fjcem-60-4-673&rft_id=info%3Apmid%2F3972968&rft.aulast=Carlson&rft.aufirst=Harold+E.&rft.au=Wasser%2C+Harris+L.&rft.au=Reidelberger%2C+Roger+D.&rft_id=https%3A%2F%2Facademic.oup.com%2Fjcem%2Farticle%2F60%2F4%2F673%2F2674814&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-17"><span class="mw-cite-backlink"><b><a href="#cite_ref-17">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMoserKömpf1992" class="citation journal cs1">Moser, A; Kömpf, D (1992). <a rel="nofollow" class="external text" href="https://dx.doi.org/10.1016/0024-3205%2892%2990549-5">"Presence of methyl-6, 7-dihydroxy-1,2,3,4-tetrahydroisoquinolines, derivatives of the neurotoxin isoquinoline, in parkinsonian lumbar CSF"</a>. <i><a href="/wiki/Life_Sciences_(journal)" title="Life Sciences (journal)">Life Sciences</a></i>. <b>50</b> (24): 1885–1891. <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%2F0024-3205%2892%2990549-5">10.1016/0024-3205(92)90549-5</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/1598074">1598074</a><span class="reference-accessdate">. Retrieved <span class="nowrap">29 January</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Life+Sciences&rft.atitle=Presence+of+methyl-6%2C+7-dihydroxy-1%2C2%2C3%2C4-tetrahydroisoquinolines%2C+derivatives+of+the+neurotoxin+isoquinoline%2C+in+parkinsonian+lumbar+CSF&rft.volume=50&rft.issue=24&rft.pages=1885-1891&rft.date=1992&rft_id=info%3Adoi%2F10.1016%2F0024-3205%2892%2990549-5&rft_id=info%3Apmid%2F1598074&rft.aulast=Moser&rft.aufirst=A&rft.au=K%C3%B6mpf%2C+D&rft_id=https%3A%2F%2Fdx.doi.org%2F10.1016%2F0024-3205%252892%252990549-5&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-18"><span class="mw-cite-backlink"><b><a href="#cite_ref-18">^</a></b></span> <span class="reference-text"> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBriggsNagyDickson2013" class="citation journal cs1">Briggs, Gabrielle D.; Nagy, Georgy M.; Dickson, Phillip W. (2013). <a rel="nofollow" class="external text" href="https://www.sciencedirect.com/science/article/pii/S019701861300243X">"Mechanism of action of salsolinol on tyrosine hydroxylase"</a>. <i><a href="/wiki/Neurochemistry_International" title="Neurochemistry International">Neurochemistry International</a></i>. <b>63</b> (8): 726–731. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.neuint.2013.09.016">10.1016/j.neuint.2013.09.016</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/24083987">24083987</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:33317686">33317686</a><span class="reference-accessdate">. Retrieved <span class="nowrap">24 January</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Neurochemistry+International&rft.atitle=Mechanism+of+action+of+salsolinol+on+tyrosine+hydroxylase&rft.volume=63&rft.issue=8&rft.pages=726-731&rft.date=2013&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A33317686%23id-name%3DS2CID&rft_id=info%3Apmid%2F24083987&rft_id=info%3Adoi%2F10.1016%2Fj.neuint.2013.09.016&rft.aulast=Briggs&rft.aufirst=Gabrielle+D.&rft.au=Nagy%2C+Georgy+M.&rft.au=Dickson%2C+Phillip+W.&rft_id=https%3A%2F%2Fwww.sciencedirect.com%2Fscience%2Farticle%2Fpii%2FS019701861300243X&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-19"><span class="mw-cite-backlink"><b><a href="#cite_ref-19">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFGetachewCsokaBhattiCopeland2020" class="citation journal cs1">Getachew, Bruk; Csoka, Antonei B.; Bhatti, Amna; Copeland, Robert L.; Tizabi, Yousef (2020). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7484007">"Butyrate Protects Against Salsolinol-Induced Toxicity in SH-SY5Y Cells: Implication for Parkinson's Disease"</a>. <i><a href="/wiki/Neurotoxicity_Research" title="Neurotoxicity Research">Neurotoxicity Research</a></i>. <b>38</b> (3): 596–602. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2Fs12640-020-00238-5">10.1007/s12640-020-00238-5</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7484007">7484007</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/32572814">32572814</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Neurotoxicity+Research&rft.atitle=Butyrate+Protects+Against+Salsolinol-Induced+Toxicity+in+SH-SY5Y+Cells%3A+Implication+for+Parkinson%27s+Disease&rft.volume=38&rft.issue=3&rft.pages=596-602&rft.date=2020&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC7484007%23id-name%3DPMC&rft_id=info%3Apmid%2F32572814&rft_id=info%3Adoi%2F10.1007%2Fs12640-020-00238-5&rft.aulast=Getachew&rft.aufirst=Bruk&rft.au=Csoka%2C+Antonei+B.&rft.au=Bhatti%2C+Amna&rft.au=Copeland%2C+Robert+L.&rft.au=Tizabi%2C+Yousef&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC7484007&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-20"><span class="mw-cite-backlink"><b><a href="#cite_ref-20">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFWangWuLiLang2022" class="citation journal cs1">Wang, Yumin; Wu, Shuang; Li, Qiang; Lang, Weihong; Li, Wenjing; Jiang, Xiaodong; Wan, Zhirong; Sun, Huiyan; Wang, Hongquan (2022). <a rel="nofollow" class="external text" href="https://link.springer.com/article/10.1007/s12640-022-00608-1">"Salsolinol Induces Parkinson's Disease Through Activating NLRP3-Dependent Pyroptosis and the Neuroprotective Effect of Acteoside"</a>. <i><a href="/wiki/Neurotoxicity_Research" title="Neurotoxicity Research">Neurotoxicity Research</a></i>. <b>40</b> (6): 1948–1962. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2Fs12640-022-00608-1">10.1007/s12640-022-00608-1</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/36454451">36454451</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:254123142">254123142</a><span class="reference-accessdate">. Retrieved <span class="nowrap">29 January</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Neurotoxicity+Research&rft.atitle=Salsolinol+Induces+Parkinson%27s+Disease+Through+Activating+NLRP3-Dependent+Pyroptosis+and+the+Neuroprotective+Effect+of+Acteoside&rft.volume=40&rft.issue=6&rft.pages=1948-1962&rft.date=2022&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A254123142%23id-name%3DS2CID&rft_id=info%3Apmid%2F36454451&rft_id=info%3Adoi%2F10.1007%2Fs12640-022-00608-1&rft.aulast=Wang&rft.aufirst=Yumin&rft.au=Wu%2C+Shuang&rft.au=Li%2C+Qiang&rft.au=Lang%2C+Weihong&rft.au=Li%2C+Wenjing&rft.au=Jiang%2C+Xiaodong&rft.au=Wan%2C+Zhirong&rft.au=Sun%2C+Huiyan&rft.au=Wang%2C+Hongquan&rft_id=https%3A%2F%2Flink.springer.com%2Farticle%2F10.1007%2Fs12640-022-00608-1&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-21"><span class="mw-cite-backlink"><b><a href="#cite_ref-21">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLeeRamchandaniHamazakiEngleman2010" class="citation journal cs1">Lee, Jeongrim; Ramchandani, Vijay A.; Hamazaki, Kei; Engleman, Eric A.; McBride, William J.; Li, Ting-Kai; Kim, Hee-Yong (2010). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2858379">"A Critical Evaluation of Influence of Ethanol and Diet on Salsolinol Enantiomers in Humans and Rats"</a>. <i><a href="/wiki/Alcoholism:_Clinical_and_Experimental_Research" title="Alcoholism: Clinical and Experimental Research">Alcoholism: Clinical and Experimental Research</a></i>. <b>34</b> (2): 242–250. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1111%2Fj.1530-0277.2009.01087.x">10.1111/j.1530-0277.2009.01087.x</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2858379">2858379</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/19951298">19951298</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Alcoholism%3A+Clinical+and+Experimental+Research&rft.atitle=A+Critical+Evaluation+of+Influence+of+Ethanol+and+Diet+on+Salsolinol+Enantiomers+in+Humans+and+Rats&rft.volume=34&rft.issue=2&rft.pages=242-250&rft.date=2010&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2858379%23id-name%3DPMC&rft_id=info%3Apmid%2F19951298&rft_id=info%3Adoi%2F10.1111%2Fj.1530-0277.2009.01087.x&rft.aulast=Lee&rft.aufirst=Jeongrim&rft.au=Ramchandani%2C+Vijay+A.&rft.au=Hamazaki%2C+Kei&rft.au=Engleman%2C+Eric+A.&rft.au=McBride%2C+William+J.&rft.au=Li%2C+Ting-Kai&rft.au=Kim%2C+Hee-Yong&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2858379&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-22"><span class="mw-cite-backlink"><b><a href="#cite_ref-22">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHipólitoSánchez-CatalánMartí-PratsGranero2012" class="citation journal cs1">Hipólito, Lucía; Sánchez-Catalán, María José; Martí-Prats, Lucía; Granero, Luis; Polache, Ana (2012). <a rel="nofollow" class="external text" href="https://www.sciencedirect.com/science/article/pii/S0149763411001424">"Revisiting the controversial role of salsolinol in the neurobiological effects of ethanol: Old and new vistas"</a>. <i><a href="/wiki/Neuroscience_%26_Biobehavioral_Reviews" title="Neuroscience & Biobehavioral Reviews">Neuroscience & Biobehavioral Reviews</a></i>. <b>36</b> (1): 362–378. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.neubiorev.2011.07.007">10.1016/j.neubiorev.2011.07.007</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/21802444">21802444</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:207089255">207089255</a><span class="reference-accessdate">. Retrieved <span class="nowrap">28 January</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Neuroscience+%26+Biobehavioral+Reviews&rft.atitle=Revisiting+the+controversial+role+of+salsolinol+in+the+neurobiological+effects+of+ethanol%3A+Old+and+new+vistas&rft.volume=36&rft.issue=1&rft.pages=362-378&rft.date=2012&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A207089255%23id-name%3DS2CID&rft_id=info%3Apmid%2F21802444&rft_id=info%3Adoi%2F10.1016%2Fj.neubiorev.2011.07.007&rft.aulast=Hip%C3%B3lito&rft.aufirst=Luc%C3%ADa&rft.au=S%C3%A1nchez-Catal%C3%A1n%2C+Mar%C3%ADa+Jos%C3%A9&rft.au=Mart%C3%AD-Prats%2C+Luc%C3%ADa&rft.au=Granero%2C+Luis&rft.au=Polache%2C+Ana&rft_id=https%3A%2F%2Fwww.sciencedirect.com%2Fscience%2Farticle%2Fpii%2FS0149763411001424&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> <li id="cite_note-23"><span class="mw-cite-backlink"><b><a href="#cite_ref-23">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.pubfacts.com/detail/26032572/R-Salsolinol-a-product-of-ethanol-metabolism-stereospecifically-induces-behavioral-sensitization-and">"(R)-Salsolinol, a product of ethanol metabolism, stereospecifically induces behavioral sensitization and leads to excessive alcohol intake. | PubFacts.com"</a>. <i>www.pubfacts.com</i><span class="reference-accessdate">. Retrieved <span class="nowrap">2017-10-02</span></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=www.pubfacts.com&rft.atitle=%28R%29-Salsolinol%2C+a+product+of+ethanol+metabolism%2C+stereospecifically+induces+behavioral+sensitization+and+leads+to+excessive+alcohol+intake.+%7C+PubFacts.com&rft_id=https%3A%2F%2Fwww.pubfacts.com%2Fdetail%2F26032572%2FR-Salsolinol-a-product-of-ethanol-metabolism-stereospecifically-induces-behavioral-sensitization-and&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASalsolinol" class="Z3988"></span></span> </li> </ol></div> <div class="navbox-styles"><style data-mw-deduplicate="TemplateStyles:r1129693374">.mw-parser-output .hlist dl,.mw-parser-output .hlist ol,.mw-parser-output .hlist ul{margin:0;padding:0}.mw-parser-output .hlist dd,.mw-parser-output .hlist dt,.mw-parser-output .hlist li{margin:0;display:inline}.mw-parser-output .hlist.inline,.mw-parser-output .hlist.inline dl,.mw-parser-output .hlist.inline ol,.mw-parser-output .hlist.inline ul,.mw-parser-output .hlist dl dl,.mw-parser-output .hlist dl ol,.mw-parser-output .hlist dl ul,.mw-parser-output .hlist ol dl,.mw-parser-output .hlist ol ol,.mw-parser-output .hlist ol ul,.mw-parser-output .hlist ul dl,.mw-parser-output .hlist ul ol,.mw-parser-output .hlist ul ul{display:inline}.mw-parser-output .hlist .mw-empty-li{display:none}.mw-parser-output .hlist dt::after{content:": "}.mw-parser-output .hlist dd::after,.mw-parser-output .hlist li::after{content:" · ";font-weight:bold}.mw-parser-output .hlist dd:last-child::after,.mw-parser-output .hlist dt:last-child::after,.mw-parser-output .hlist li:last-child::after{content:none}.mw-parser-output .hlist dd dd:first-child::before,.mw-parser-output .hlist dd dt:first-child::before,.mw-parser-output .hlist dd li:first-child::before,.mw-parser-output .hlist dt dd:first-child::before,.mw-parser-output .hlist dt dt:first-child::before,.mw-parser-output .hlist dt li:first-child::before,.mw-parser-output .hlist li dd:first-child::before,.mw-parser-output .hlist li dt:first-child::before,.mw-parser-output .hlist li li:first-child::before{content:" (";font-weight:normal}.mw-parser-output .hlist dd dd:last-child::after,.mw-parser-output .hlist dd dt:last-child::after,.mw-parser-output .hlist dd li:last-child::after,.mw-parser-output .hlist dt dd:last-child::after,.mw-parser-output .hlist dt dt:last-child::after,.mw-parser-output .hlist dt li:last-child::after,.mw-parser-output .hlist li dd:last-child::after,.mw-parser-output .hlist li dt:last-child::after,.mw-parser-output .hlist li li:last-child::after{content:")";font-weight:normal}.mw-parser-output .hlist ol{counter-reset:listitem}.mw-parser-output .hlist ol>li{counter-increment:listitem}.mw-parser-output .hlist ol>li::before{content:" "counter(listitem)"\a0 "}.mw-parser-output .hlist dd ol>li:first-child::before,.mw-parser-output .hlist dt ol>li:first-child::before,.mw-parser-output .hlist li ol>li:first-child::before{content:" ("counter(listitem)"\a0 "}</style><style data-mw-deduplicate="TemplateStyles:r1236075235">.mw-parser-output .navbox{box-sizing:border-box;border:1px solid #a2a9b1;width:100%;clear:both;font-size:88%;text-align:center;padding:1px;margin:1em auto 0}.mw-parser-output .navbox .navbox{margin-top:0}.mw-parser-output .navbox+.navbox,.mw-parser-output .navbox+.navbox-styles+.navbox{margin-top:-1px}.mw-parser-output .navbox-inner,.mw-parser-output .navbox-subgroup{width:100%}.mw-parser-output .navbox-group,.mw-parser-output .navbox-title,.mw-parser-output .navbox-abovebelow{padding:0.25em 1em;line-height:1.5em;text-align:center}.mw-parser-output .navbox-group{white-space:nowrap;text-align:right}.mw-parser-output .navbox,.mw-parser-output .navbox-subgroup{background-color:#fdfdfd}.mw-parser-output .navbox-list{line-height:1.5em;border-color:#fdfdfd}.mw-parser-output .navbox-list-with-group{text-align:left;border-left-width:2px;border-left-style:solid}.mw-parser-output tr+tr>.navbox-abovebelow,.mw-parser-output tr+tr>.navbox-group,.mw-parser-output tr+tr>.navbox-image,.mw-parser-output tr+tr>.navbox-list{border-top:2px solid #fdfdfd}.mw-parser-output .navbox-title{background-color:#ccf}.mw-parser-output .navbox-abovebelow,.mw-parser-output .navbox-group,.mw-parser-output .navbox-subgroup .navbox-title{background-color:#ddf}.mw-parser-output .navbox-subgroup .navbox-group,.mw-parser-output .navbox-subgroup .navbox-abovebelow{background-color:#e6e6ff}.mw-parser-output .navbox-even{background-color:#f7f7f7}.mw-parser-output .navbox-odd{background-color:transparent}.mw-parser-output .navbox .hlist td dl,.mw-parser-output .navbox .hlist td ol,.mw-parser-output .navbox .hlist td ul,.mw-parser-output .navbox td.hlist dl,.mw-parser-output .navbox td.hlist ol,.mw-parser-output .navbox td.hlist ul{padding:0.125em 0}.mw-parser-output .navbox .navbar{display:block;font-size:100%}.mw-parser-output .navbox-title .navbar{float:left;text-align:left;margin-right:0.5em}body.skin--responsive .mw-parser-output .navbox-image img{max-width:none!important}@media print{body.ns-0 .mw-parser-output .navbox{display:none!important}}</style></div><div role="navigation" class="navbox" aria-labelledby="Monoaminergic_neurotoxins" style="padding:3px"><table class="nowraplinks mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><style data-mw-deduplicate="TemplateStyles:r1239400231">.mw-parser-output .navbar{display:inline;font-size:88%;font-weight:normal}.mw-parser-output .navbar-collapse{float:left;text-align:left}.mw-parser-output .navbar-boxtext{word-spacing:0}.mw-parser-output .navbar ul{display:inline-block;white-space:nowrap;line-height:inherit}.mw-parser-output .navbar-brackets::before{margin-right:-0.125em;content:"[ "}.mw-parser-output .navbar-brackets::after{margin-left:-0.125em;content:" ]"}.mw-parser-output .navbar li{word-spacing:-0.125em}.mw-parser-output .navbar a>span,.mw-parser-output .navbar a>abbr{text-decoration:inherit}.mw-parser-output .navbar-mini abbr{font-variant:small-caps;border-bottom:none;text-decoration:none;cursor:inherit}.mw-parser-output .navbar-ct-full{font-size:114%;margin:0 7em}.mw-parser-output .navbar-ct-mini{font-size:114%;margin:0 4em}html.skin-theme-clientpref-night .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}@media(prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}}@media print{.mw-parser-output .navbar{display:none!important}}</style><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Monoamine_neurotoxins" title="Template:Monoamine neurotoxins"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Monoamine_neurotoxins" title="Template talk:Monoamine neurotoxins"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Monoamine_neurotoxins" title="Special:EditPage/Template:Monoamine neurotoxins"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Monoaminergic_neurotoxins" style="font-size:114%;margin:0 4em"><a href="/wiki/Monoaminergic_neurotoxin" class="mw-redirect" title="Monoaminergic neurotoxin">Monoaminergic neurotoxins</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Dopaminergic" title="Dopaminergic">Dopaminergic</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2%E2%80%B2-CH3-MPTP" title="2′-CH3-MPTP">2′-CH<sub>3</sub>-MPTP (2′-methyl-MPTP)</a></li> <li><a href="/wiki/2,4,5-Trihydroxyamphetamine" title="2,4,5-Trihydroxyamphetamine">2,4,5-THA</a></li> <li><a href="/wiki/2,4,5-Trihydroxymethamphetamine" title="2,4,5-Trihydroxymethamphetamine">2,4,5-THMA</a></li> <li><a href="/w/index.php?title=5-S-Cysteinyldopamine&action=edit&redlink=1" class="new" title="5-S-Cysteinyldopamine (page does not exist)">5-<i>S</i>-Cysteinyldopamine</a></li> <li><a href="/wiki/5,6-Dihydroxytryptamine" title="5,6-Dihydroxytryptamine">5,6-DHT</a></li> <li><a href="/wiki/6-Hydroxydopa" title="6-Hydroxydopa">6-Hydroxydopa</a></li> <li><a href="/w/index.php?title=6-Hydroxydopamine_quinone&action=edit&redlink=1" class="new" title="6-Hydroxydopamine quinone (page does not exist)">6-OHDA quinone</a></li> <li><a href="/w/index.php?title=6,7-Dihydroxytryptamine&action=edit&redlink=1" class="new" title="6,7-Dihydroxytryptamine (page does not exist)">6,7-DHT</a></li> <li><a href="/wiki/Aldehyde_dehydrogenase_inhibitor" class="mw-redirect" title="Aldehyde dehydrogenase inhibitor">ALDH inhibitors</a> (e.g., <a href="/wiki/Disulfiram" title="Disulfiram">disulfiram</a>, <a href="/wiki/Methylmercury" title="Methylmercury">methylmercury</a>)</li> <li><a href="/wiki/Amphetamine" title="Amphetamine">Amphetamine</a></li> <li><a href="/wiki/Benomyl" title="Benomyl">Benomyl</a></li> <li><a href="/wiki/Daidzin" title="Daidzin">Daidzin</a></li> <li><a href="/wiki/Dieldrin" title="Dieldrin">Dieldrin</a></li> <li><a href="/w/index.php?title=DOPA_quinone&action=edit&redlink=1" class="new" title="DOPA quinone (page does not exist)">DOPA quinone</a></li> <li><a href="/wiki/3,4-Dihydroxyphenylacetaldehyde" title="3,4-Dihydroxyphenylacetaldehyde">DOPAL</a></li> <li><a href="/w/index.php?title=DOPAL_quinone&action=edit&redlink=1" class="new" title="DOPAL quinone (page does not exist)">DOPAL quinone</a></li> <li><a href="/wiki/Dopamine" title="Dopamine">Dopamine</a></li> <li><a href="/w/index.php?title=Dopamine_quinone&action=edit&redlink=1" class="new" title="Dopamine quinone (page does not exist)">Dopamine quinone</a></li> <li><a href="/wiki/Fenpropathrin" title="Fenpropathrin">Fenpropathrin</a></li> <li><a href="/wiki/Haloperidol" title="Haloperidol">Haloperidol</a></li> <li><a href="/wiki/HPP%2B" title="HPP+">HPP<sup>+</sup></a></li> <li><a href="/wiki/HPTP" title="HPTP">HPTP</a></li> <li><a href="/wiki/Mancozeb" title="Mancozeb">Mancozeb</a></li> <li><a href="/wiki/Maneb" title="Maneb">Maneb</a></li> <li><a href="/wiki/Mephedrone" title="Mephedrone">Mephedrone</a></li> <li><a href="/wiki/Methamphetamine" title="Methamphetamine">Methamphetamine</a></li> <li><a href="/wiki/Methylone" title="Methylone">Methylone</a></li> <li><a href="/wiki/MPP%2B" title="MPP+">MPP<sup>+</sup> (cyperquat)</a></li> <li><a href="/wiki/MPTP" title="MPTP">MPTP</a></li> <li><a href="/w/index.php?title=N-Methylnorsalsolinol&action=edit&redlink=1" class="new" title="N-Methylnorsalsolinol (page does not exist)"><i>N</i>-Methylnorsalsolinol</a></li> <li><a href="/wiki/Norsalsolinol" title="Norsalsolinol">Norsalsolinol</a></li> <li><a href="/wiki/Oxidopamine" title="Oxidopamine">Oxidopamine (6-OHDA)</a></li> <li><a href="/wiki/Paraquat" title="Paraquat">Paraquat</a></li> <li><a href="/wiki/Rotenone" title="Rotenone">Rotenone</a></li> <li><a class="mw-selflink selflink">Salsolinol</a></li> <li><a href="/wiki/Zinc_bis(dimethyldithiocarbamate)" title="Zinc bis(dimethyldithiocarbamate)">Ziram</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Noradrenergic" class="mw-redirect" title="Noradrenergic">Noradrenergic</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/2%E2%80%B2-NH2-MPTP" title="2′-NH2-MPTP">2′-NH<sub>2</sub>-MPTP (2′-amino-MPTP)</a></li> <li><a href="/wiki/2,4,5-Trihydroxyamphetamine" title="2,4,5-Trihydroxyamphetamine">2,4,5-THA</a></li> <li><a href="/w/index.php?title=4,5-Dihydroxytryptamine&action=edit&redlink=1" class="new" title="4,5-Dihydroxytryptamine (page does not exist)">4,5-DHT</a></li> <li><a href="/wiki/5,6-Dihydroxytryptamine" title="5,6-Dihydroxytryptamine">5,6-DHT</a></li> <li><a href="/wiki/5,7-Dihydroxytryptamine" title="5,7-Dihydroxytryptamine">5,7-DHT</a></li> <li><a href="/wiki/6-Hydroxydopa" title="6-Hydroxydopa">6-Hydroxydopa</a></li> <li><a href="/wiki/3,4-Dihydroxyphenylglycolaldehyde" title="3,4-Dihydroxyphenylglycolaldehyde">DOPEGAL</a></li> <li><a href="/wiki/DSP-4" title="DSP-4">DSP-4</a></li> <li><a href="/wiki/3,4-Methylenedioxyamphetamine" title="3,4-Methylenedioxyamphetamine">MDA (tenamfetamine)</a></li> <li><a href="/wiki/Oxidopamine" title="Oxidopamine">Oxidopamine (6-OHDA)</a></li> <li><a href="/wiki/Xylamine" title="Xylamine">Xylamine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Serotonin" title="Serotonin">Serotonergic</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2%E2%80%B2-NH2-MPTP" title="2′-NH2-MPTP">2′-NH<sub>2</sub>-MPTP (2′-amino-MPTP)</a></li> <li><a href="/wiki/2,4-Dichloroamphetamine" title="2,4-Dichloroamphetamine">2,4-DCA</a></li> <li><a href="/wiki/2,4,5-Trihydroxyamphetamine" title="2,4,5-Trihydroxyamphetamine">2,4,5-THA</a></li> <li><a href="/wiki/2,4,5-Trihydroxymethamphetamine" title="2,4,5-Trihydroxymethamphetamine">2,4,5-THMA</a></li> <li><a href="/wiki/3-Chloroamphetamine" title="3-Chloroamphetamine">3-CA</a></li> <li><a href="/wiki/3,4-Dichloroamphetamine" title="3,4-Dichloroamphetamine">3,4-DCA</a></li> <li><a href="/wiki/4-Chlorophenylisobutylamine" title="4-Chlorophenylisobutylamine">4-CAB (α-ethyl-PCA)</a></li> <li><a href="/wiki/Para-Chloromethamphetamine" title="Para-Chloromethamphetamine">4-CMA</a></li> <li><a href="/w/index.php?title=4,5-Dihydroxytryptamine&action=edit&redlink=1" class="new" title="4,5-Dihydroxytryptamine (page does not exist)">4,5-DHT</a></li> <li><a href="/wiki/5-Iodo-2-aminoindane" class="mw-redirect" title="5-Iodo-2-aminoindane">5-IAI</a></li> <li><a href="/wiki/5-MAPB" title="5-MAPB">5-MAPB</a></li> <li><a href="/wiki/5,6-Dihydroxytryptamine" title="5,6-Dihydroxytryptamine">5,6-DHT</a></li> <li><a href="/wiki/5,7-Dihydroxytryptamine" title="5,7-Dihydroxytryptamine">5,7-DHT</a></li> <li><a href="/w/index.php?title=6,7-Dihydroxytryptamine&action=edit&redlink=1" class="new" title="6,7-Dihydroxytryptamine (page does not exist)">6,7-DHT</a></li> <li><a href="/wiki/Alpha-Ethyltryptamine" class="mw-redirect" title="Alpha-Ethyltryptamine">αET</a></li> <li><a href="/wiki/Fenfluramine" title="Fenfluramine">Fenfluramine</a></li> <li><a href="/wiki/Haloperidol" title="Haloperidol">Haloperidol</a></li> <li><a href="/wiki/3,4-Dihydroxyamphetamine" class="mw-redirect" title="3,4-Dihydroxyamphetamine">HHA (α-methyldopamine)</a></li> <li><a href="/wiki/3,4-Dihydroxymethamphetamine" title="3,4-Dihydroxymethamphetamine">HHMA (α-methylepinine, α,<i>N</i>-dimethyldopamine)</a></li> <li><a href="/wiki/HPP%2B" title="HPP+">HPP<sup>+</sup></a></li> <li><a href="/wiki/HPTP" title="HPTP">HPTP</a></li> <li><a href="/wiki/MBDB" title="MBDB">MBDB</a></li> <li><a href="/wiki/3,4-Methylenedioxyamphetamine" title="3,4-Methylenedioxyamphetamine">MDA (tenamfetamine)</a></li> <li><a href="/wiki/3,4-Methylenedioxymethamphetamine" class="mw-redirect" title="3,4-Methylenedioxymethamphetamine">MDMA (midomafetamine)</a></li> <li><a href="/wiki/Mephedrone" title="Mephedrone">Mephedrone</a></li> <li><a href="/wiki/Methamphetamine" title="Methamphetamine">Methamphetamine</a></li> <li><a href="/wiki/Methylone" title="Methylone">Methylone</a></li> <li><a href="/wiki/Norfenfluramine" title="Norfenfluramine">Norfenfluramine</a></li> <li><a href="/wiki/Para-Bromoamphetamine" title="Para-Bromoamphetamine">PBA</a></li> <li><a href="/wiki/Para-Chloroamphetamine" title="Para-Chloroamphetamine">PCA</a></li> <li><a href="/wiki/Para-Iodoamphetamine" title="Para-Iodoamphetamine">PIA</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Unsorted</th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/5-Hydroxyindoleacetaldehyde" title="5-Hydroxyindoleacetaldehyde">5-HIAL</a></li> <li><a href="/w/index.php?title=RHPP%2B&action=edit&redlink=1" class="new" title="RHPP+ (page does not exist)">RHPP<sup>+</sup></a></li> <li><a href="/w/index.php?title=RHPTP&action=edit&redlink=1" class="new" title="RHPTP (page does not exist)">RHPTP</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div><small><i><b>See also:</b> <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a> • <a href="/wiki/Template:Adrenergics" class="mw-redirect" title="Template:Adrenergics">Adrenergics</a> • <a href="/wiki/Template:Dopaminergics" class="mw-redirect" title="Template:Dopaminergics">Dopaminergics</a> • <a href="/wiki/Template:Melatonergics" class="mw-redirect" title="Template:Melatonergics">Melatonergics</a> • <a href="/wiki/Template:Serotonergics" class="mw-redirect" title="Template:Serotonergics">Serotonergics</a> • <a href="/wiki/Template:Monoamine_reuptake_inhibitors" title="Template:Monoamine reuptake inhibitors">Monoamine reuptake inhibitors</a> • <a href="/wiki/Template:Monoamine_releasing_agents" title="Template:Monoamine releasing agents">Monoamine releasing agents</a> • <a href="/wiki/Template:Monoamine_metabolism_modulators" title="Template:Monoamine metabolism modulators">Monoamine metabolism modulators</a></i></small></div></td></tr></tbody></table></div>    </div><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?type=1x1" alt="" width="1" height="1" style="border: none; position: absolute;"></noscript> <div class="printfooter" data-nosnippet="">Retrieved from "<a dir="ltr" href="https://en.wikipedia.org/w/index.php?title=Salsolinol&oldid=1244742468">https://en.wikipedia.org/w/index.php?title=Salsolinol&oldid=1244742468</a>"</div></div> <div id="catlinks" class="catlinks" data-mw="interface"><div id="mw-normal-catlinks" class="mw-normal-catlinks"><a href="/wiki/Help:Category" title="Help:Category">Categories</a>: <ul><li><a href="/wiki/Category:Catechols" title="Category:Catechols">Catechols</a></li><li><a href="/wiki/Category:Dopamine" title="Category:Dopamine">Dopamine</a></li><li><a href="/wiki/Category:Human_pathological_metabolites" title="Category:Human pathological metabolites">Human pathological metabolites</a></li><li><a href="/wiki/Category:Monoaminergic_neurotoxins" title="Category:Monoaminergic neurotoxins">Monoaminergic neurotoxins</a></li><li><a href="/wiki/Category:Tetrahydroisoquinolines" title="Category:Tetrahydroisoquinolines">Tetrahydroisoquinolines</a></li></ul></div><div id="mw-hidden-catlinks" class="mw-hidden-catlinks mw-hidden-cats-hidden">Hidden categories: <ul><li><a href="/wiki/Category:Articles_containing_unverified_chemical_infoboxes" title="Category:Articles containing unverified chemical infoboxes">Articles containing unverified chemical infoboxes</a></li><li><a href="/wiki/Category:Chembox_image_size_set" title="Category:Chembox image size set">Chembox image size set</a></li><li><a href="/wiki/Category:Articles_with_short_description" title="Category:Articles with short description">Articles with short description</a></li><li><a href="/wiki/Category:Short_description_matches_Wikidata" title="Category:Short description matches Wikidata">Short description matches Wikidata</a></li></ul></div></div> </div> </main> </div> <div class="mw-footer-container"> <footer id="footer" class="mw-footer" > <ul id="footer-info"> <li id="footer-info-lastmod"> This page was last edited on 8 September 2024, at 22:27<span class="anonymous-show"> (UTC)</span>.</li> <li id="footer-info-copyright">Text is available under the <a href="/wiki/Wikipedia:Text_of_the_Creative_Commons_Attribution-ShareAlike_4.0_International_License" title="Wikipedia:Text of the Creative Commons Attribution-ShareAlike 4.0 International License">Creative Commons Attribution-ShareAlike 4.0 License</a>; additional terms may apply. By using this site, you agree to the <a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Terms_of_Use" class="extiw" title="foundation:Special:MyLanguage/Policy:Terms of Use">Terms of Use</a> and <a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Privacy_policy" class="extiw" title="foundation:Special:MyLanguage/Policy:Privacy policy">Privacy Policy</a>. Wikipedia® is a registered trademark of the <a rel="nofollow" class="external text" href="https://wikimediafoundation.org/">Wikimedia Foundation, Inc.</a>, a non-profit organization.</li> </ul> <ul id="footer-places"> <li id="footer-places-privacy"><a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Privacy_policy">Privacy policy</a></li> <li id="footer-places-about"><a href="/wiki/Wikipedia:About">About Wikipedia</a></li> <li id="footer-places-disclaimers"><a href="/wiki/Wikipedia:General_disclaimer">Disclaimers</a></li> <li id="footer-places-contact"><a href="//en.wikipedia.org/wiki/Wikipedia:Contact_us">Contact Wikipedia</a></li> <li id="footer-places-wm-codeofconduct"><a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Universal_Code_of_Conduct">Code of Conduct</a></li> <li id="footer-places-developers"><a href="https://developer.wikimedia.org">Developers</a></li> <li id="footer-places-statslink"><a href="https://stats.wikimedia.org/#/en.wikipedia.org">Statistics</a></li> <li id="footer-places-cookiestatement"><a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Cookie_statement">Cookie statement</a></li> <li id="footer-places-mobileview"><a href="//en.m.wikipedia.org/w/index.php?title=Salsolinol&mobileaction=toggle_view_mobile" class="noprint stopMobileRedirectToggle">Mobile view</a></li> </ul> <ul id="footer-icons" class="noprint"> <li id="footer-copyrightico"><a href="https://wikimediafoundation.org/" class="cdx-button cdx-button--fake-button cdx-button--size-large cdx-button--fake-button--enabled"><img src="/static/images/footer/wikimedia-button.svg" width="84" height="29" alt="Wikimedia Foundation" loading="lazy"></a></li> <li id="footer-poweredbyico"><a href="https://www.mediawiki.org/" class="cdx-button cdx-button--fake-button cdx-button--size-large cdx-button--fake-button--enabled"><img src="/w/resources/assets/poweredby_mediawiki.svg" alt="Powered by MediaWiki" width="88" height="31" loading="lazy"></a></li> </ul> </footer> </div> </div> </div> <div class="vector-settings" id="p-dock-bottom"> <ul></ul> </div><script>(RLQ=window.RLQ||[]).push(function(){mw.config.set({"wgHostname":"mw-web.codfw.main-74cc59cb9d-49gkx","wgBackendResponseTime":200,"wgPageParseReport":{"limitreport":{"cputime":"0.710","walltime":"0.853","ppvisitednodes":{"value":7278,"limit":1000000},"postexpandincludesize":{"value":129813,"limit":2097152},"templateargumentsize":{"value":14329,"limit":2097152},"expansiondepth":{"value":25,"limit":100},"expensivefunctioncount":{"value":2,"limit":500},"unstrip-depth":{"value":1,"limit":20},"unstrip-size":{"value":108951,"limit":5000000},"entityaccesscount":{"value":1,"limit":400},"timingprofile":["100.00% 779.718 1 -total"," 51.73% 403.359 1 Template:Chembox"," 36.84% 287.229 1 Template:Reflist"," 32.34% 252.130 22 Template:Cite_journal"," 26.12% 203.676 1 Template:Chembox_Identifiers"," 15.77% 122.977 10 Template:Trim"," 15.58% 121.463 3 Template:Chembox_headerbar"," 11.70% 91.189 1 Template:Chembox_Properties"," 10.06% 78.433 1 Template:Monoamine_neurotoxins"," 9.82% 76.567 1 Template:Navbox"]},"scribunto":{"limitreport-timeusage":{"value":"0.425","limit":"10.000"},"limitreport-memusage":{"value":8692694,"limit":52428800}},"cachereport":{"origin":"mw-api-int.codfw.main-5f67bcf949-6phgb","timestamp":"20241127080940","ttl":2592000,"transientcontent":false}}});});</script> <script type="application/ld+json">{"@context":"https:\/\/schema.org","@type":"Article","name":"Salsolinol","url":"https:\/\/en.wikipedia.org\/wiki\/Salsolinol","sameAs":"http:\/\/www.wikidata.org\/entity\/Q124399707","mainEntity":"http:\/\/www.wikidata.org\/entity\/Q124399707","author":{"@type":"Organization","name":"Contributors to Wikimedia projects"},"publisher":{"@type":"Organization","name":"Wikimedia Foundation, Inc.","logo":{"@type":"ImageObject","url":"https:\/\/www.wikimedia.org\/static\/images\/wmf-hor-googpub.png"}},"datePublished":"2024-01-31T21:56:21Z","dateModified":"2024-09-08T22:27:25Z","image":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/4\/4f\/Salsolinol_v2.svg","headline":"chemical compound"}</script> </body> </html>