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β-Amanitin - Wikipedia

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<span>Crystallization</span> </div> </a> <ul id="toc-Crystallization-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">4</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">5</span> <span>References</span> </div> </a> <ul id="toc-References-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-External_links" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#External_links"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>External links</span> </div> </a> <ul id="toc-External_links-sublist" class="vector-toc-list"> </ul> </li> </ul> </div> </div> </nav> </div> </div> <div class="mw-content-container"> <main id="content" class="mw-body"> <header class="mw-body-header vector-page-titlebar"> <nav aria-label="Contents" class="vector-toc-landmark"> <div id="vector-page-titlebar-toc" class="vector-dropdown vector-page-titlebar-toc vector-button-flush-left" > <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 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interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Beta-amanitin" title="Beta-amanitin – Czech" lang="cs" hreflang="cs" data-title="Beta-amanitin" data-language-autonym="Čeština" data-language-local-name="Czech" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%A8%D8%AA%D8%A7-%D8%A2%D9%85%D8%A7%D9%86%DB%8C%D8%AA%DB%8C%D9%86" title="بتا-آمانیتین – Persian" lang="fa" hreflang="fa" data-title="بتا-آمانیتین" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/B%C3%AAta-Amanitine" title="Bêta-Amanitine – French" lang="fr" hreflang="fr" data-title="Bêta-Amanitine" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-lt mw-list-item"><a href="https://lt.wikipedia.org/wiki/Beta_amanitinas" title="Beta amanitinas – Lithuanian" lang="lt" hreflang="lt" data-title="Beta amanitinas" data-language-autonym="Lietuvių" data-language-local-name="Lithuanian" class="interlanguage-link-target"><span>Lietuvių</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%CE%92-%E3%82%A2%E3%83%9E%E3%83%8B%E3%83%81%E3%83%B3" title="Β-アマニチン – Japanese" lang="ja" hreflang="ja" data-title="Β-アマニチン" data-language-autonym="日本語" data-language-local-name="Japanese" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Beta-amanitina" title="Beta-amanitina – Portuguese" lang="pt" hreflang="pt" data-title="Beta-amanitina" data-language-autonym="Português" data-language-local-name="Portuguese" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Beta-Amanitin" title="Beta-Amanitin – Serbian" lang="sr" hreflang="sr" data-title="Beta-Amanitin" data-language-autonym="Српски / srpski" data-language-local-name="Serbian" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Beta-Amanitin" title="Beta-Amanitin – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Beta-Amanitin" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Beeta-amanitiini" title="Beeta-amanitiini – Finnish" lang="fi" hreflang="fi" data-title="Beeta-amanitiini" 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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 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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>β-Amanitin </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Beta-amanitin_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/8d/Beta-amanitin_structure.png/220px-Beta-amanitin_structure.png" decoding="async" width="220" height="175" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/8d/Beta-amanitin_structure.png/330px-Beta-amanitin_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/8d/Beta-amanitin_structure.png/440px-Beta-amanitin_structure.png 2x" data-file-width="1662" data-file-height="1321" /></a></span> </td></tr> <tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:B-amanitin_3D_BS.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d0/B-amanitin_3D_BS.png/220px-B-amanitin_3D_BS.png" decoding="async" width="220" height="168" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d0/B-amanitin_3D_BS.png/330px-B-amanitin_3D_BS.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d0/B-amanitin_3D_BS.png/440px-B-amanitin_3D_BS.png 2x" data-file-width="2369" data-file-height="1808" /></a></span> </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=21150-22-1">21150-22-1</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=O%3DC%28NCC%28N%5BC%40%40%5D%28C%28NCC%28N%5BC%40%40H%5D%28C3%29C%28N%5BC%40%40H%5D%28CC%28O%29%3DO%29C%28N5%5BC%40H%5D4C%5BC%40%40H%5D%28O%29C5%29%3DO%29%3DO%29%3DO%29%3DO%29%28%5BH%5D%29%5BC%40%40H%5D%28C%29CC%29%3DO%29%5BC%40H%5D%28CC1%3DC%28S3%3DO%29NC2%3DC1C%3DCC%28O%29%3DC2%29NC%28%5BC%40%40%5D%28%5BC%40%40H%5D%28C%29%5BC%40%40H%5D%28O%29CO%29%28%5BH%5D%29N%5BC%40%40%5D4%3DO%29%3DO">Interactive image</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.26234939.html">26234939</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard"><span title="echa.europa.eu">ECHA InfoCard</span></a> </td> <td><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.040.207">100.040.207</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q2930105#P2566" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span> </td></tr> <tr> <td><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/2276">2276</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/G729YPP47L">G729YPP47L</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CompTox_Chemicals_Dashboard" title="CompTox Chemicals Dashboard">CompTox Dashboard</a> <span style="font-weight:normal">(<abbr title="U.S. Environmental Protection Agency">EPA</abbr>)</span></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="comptox.epa.gov"><a rel="nofollow" class="external text" href="https://comptox.epa.gov/dashboard/chemical/details/DTXSID50897720">DTXSID50897720</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q2930105#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></li></ul></div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal; background:transparent;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1S/C39H53N9O15S/c1-4-16(2)31-36(60)41-11-28(53)42-25-15-64(63)38-21(20-6-5-18(50)7-22(20)45-38)9-23(33(57)40-12-29(54)46-31)43-37(61)32(17(3)27(52)14-49)47-35(59)26-8-19(51)13-48(26)39(62)24(10-30(55)56)44-34(25)58/h5-7,16-17,19,23-27,31-32,45,49-52H,4,8-15H2,1-3H3,(H,40,57)(H,41,60)(H,42,53)(H,43,61)(H,44,58)(H,46,54)(H,47,59)(H,55,56)/t16-,17-,19+,23-,24-,25-,26-,27-,31-,32-,64?/m0/s1<sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key:&#160;IEQCUEXVAPAFMQ-JAXJKTSHSA-N<sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div></div></li><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1/C39H53N9O15S/c1-4-16(2)31-36(60)41-11-28(53)42-25-15-64(63)38-21(20-6-5-18(50)7-22(20)45-38)9-23(33(57)40-12-29(54)46-31)43-37(61)32(17(3)27(52)14-49)47-35(59)26-8-19(51)13-48(26)39(62)24(10-30(55)56)44-34(25)58/h5-7,16-17,19,23-27,31-32,45,49-52H,4,8-15H2,1-3H3,(H,40,57)(H,41,60)(H,42,53)(H,43,61)(H,44,58)(H,46,54)(H,47,59)(H,55,56)/t16-,17-,19+,23-,24-,25-,26-,27-,31-,32-,64?/m0/s1</div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key:&#160;IEQCUEXVAPAFMQ-JAXJKTSHBD</div></div></li></ul> </div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal; background:transparent;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.6em; word-wrap:break-word; text-indent:-1.5em; text-align:left; font-size:97%; line-height:120%;">O=C(NCC(N[C@@](C(NCC(N[C@@H](C3)C(N[C@@H](CC(O)=O)C(N5[C@H]4C[C@@H](O)C5)=O)=O)=O)=O)([H])[C@@H](C)CC)=O)[C@H](CC1=C(S3=O)NC2=C1C=CC(O)=C2)NC([C@@]([C@@H](C)[C@@H](O)CO)([H])N[C@@]4=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>C<sub>39</sub>H<sub>53</sub>N<sub>9</sub>O<sub>15</sub>S&#x20; </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td>919.95 g/mol&#x20; &#x20; </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&#160;°C [77&#160;°F], 100&#160;kPa).</div> <div style="margin-top: 0.3em;"><div style="text-align:center;"><span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/12px-Yes_check.svg.png" decoding="async" width="12" height="12" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/18px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/24px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span>&#160;<span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&amp;rev1=452409502&amp;page2=%CE%92-Amanitin">verify</a></span>&#160;(<a href="/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validation" title="Wikipedia:WikiProject Chemicals/Chembox validation">what is</a>&#160;<sup><span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span><span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup>&#160;?) </div></div> <div style="margin-top: 0.3em; text-align: center;"><a href="/wiki/Wikipedia:Chemical_infobox#References" title="Wikipedia:Chemical infobox">Infobox references</a></div> </td></tr> </tbody></table><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <p><b>β-Amanitin</b> (<b><i>beta</i>-Amanitin</b>) is a <a href="/wiki/Cyclic_peptide" title="Cyclic peptide">cyclic peptide</a> comprising eight <a href="/wiki/Amino_acid" title="Amino acid">amino acids</a>. It is part of a group of <a href="/wiki/Toxin" title="Toxin">toxins</a> called <a href="/wiki/Amatoxin" title="Amatoxin">amatoxins</a>, which can be found in several <a href="/wiki/Mushroom" title="Mushroom">mushrooms</a> belonging to the genus <i><a href="/wiki/Amanita" title="Amanita">Amanita</a></i>. Some examples are the death cap (<i><a href="/wiki/Amanita_phalloides" title="Amanita phalloides">Amanita phalloides</a></i>) and members of the <a href="/wiki/Destroying_angel" title="Destroying angel">destroying angel</a> complex, which includes <i><a href="/wiki/Amanita_virosa" title="Amanita virosa">A.&#160;virosa</a></i> and <i><a href="/wiki/Amanita_bisporigera" title="Amanita bisporigera">A.&#160;bisporigera</a></i>. Due to the presence of <a href="/wiki/%CE%91-Amanitin" title="Α-Amanitin">α-Amanitin</a>, β-Amanitin, <a href="/wiki/%CE%93-Amanitin" title="Γ-Amanitin">γ-Amanitin</a> and <a href="/wiki/Epsilon-Amanitin" class="mw-redirect" title="Epsilon-Amanitin">epsilon-Amanitin</a> these mushrooms are highly lethal to human beings. </p> <figure class="mw-default-size mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:Amanita_phalloides_1.JPG" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/99/Amanita_phalloides_1.JPG/220px-Amanita_phalloides_1.JPG" decoding="async" width="220" height="293" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/99/Amanita_phalloides_1.JPG/330px-Amanita_phalloides_1.JPG 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/99/Amanita_phalloides_1.JPG/440px-Amanita_phalloides_1.JPG 2x" data-file-width="1200" data-file-height="1600" /></a><figcaption><i>Amanita phalloides</i></figcaption></figure> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Toxicity">Toxicity</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%CE%92-Amanitin&amp;action=edit&amp;section=1" title="Edit section: Toxicity"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The lethal dose of amanitoxins is 0.1&#160;mg/kg of body weight of humans. The average Amanita mushroom contains 3–5&#160;mg of amanitoxins, so one 40–50 g mushroom could kill an average adult.<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">&#91;</span>1<span class="cite-bracket">&#93;</span></a></sup> The U.S. <a href="/wiki/Occupational_Safety_and_Health_Administration" title="Occupational Safety and Health Administration">Occupational Safety and Health Administration</a> (OSHA) permits a <a href="/wiki/Permissible_exposure_limit" title="Permissible exposure limit">time-weighted average</a> exposure of up to 5&#160;mg/m<sup>3</sup> of β-Amanitin dust.<sup id="cite_ref-:0_2-0" class="reference"><a href="#cite_note-:0-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Symptoms_of_exposure">Symptoms of exposure</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%CE%92-Amanitin&amp;action=edit&amp;section=2" title="Edit section: Symptoms of exposure"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>β-Amanitin may cause irritation of the respiratory tract, headache, dizziness, nausea, shortness of breath, coughing, insomnia, diarrhea, gastrointestinal disturbances, back pain, urinary frequency, liver and kidney damage, or death if ingested or inhaled. If β-Amanitin comes in contact with skin, it may cause irritation, burns, redness, severe pain, and could be absorbed through the skin, causing similar effects to exposure via inhalation and ingestion. Contact with the eyes may result in irritation, corneal burns, and eye damage.<sup id="cite_ref-:0_2-1" class="reference"><a href="#cite_note-:0-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup> Persons with pre-existing skin, eye, or central nervous systems disorders, impaired liver, kidney, or pulmonary function may be more susceptible to the effects of this substance.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">&#91;<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (October 2024)">citation needed</span></a></i>&#93;</sup> </p> <div class="mw-heading mw-heading2"><h2 id="Physiological_mechanism_of_action">Physiological mechanism of action</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%CE%92-Amanitin&amp;action=edit&amp;section=3" title="Edit section: Physiological mechanism of action"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>β-Amanitin is able to travel through the bloodstream to reach the organs in the body. While it damages all organs, damage to the liver and heart result in fatalities.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">&#91;<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (June 2024)">citation needed</span></a></i>&#93;</sup> At the molecular level amanitin toxins cause damage to cells of these organs. The toxins may also cause disruptions in the plasma membranes resulting in organelles that are normally in the cytoplasm to be found in the extracellular matrix.<sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">&#91;</span>3<span class="cite-bracket">&#93;</span></a></sup> beta-Amanitin is also an inhibitor of eukaryotic <a href="/wiki/RNA_polymerase_II" title="RNA polymerase II">RNA polymerase II</a> and <a href="/wiki/RNA_polymerase_III" title="RNA polymerase III">RNA polymerase III</a>, and as a result, mammalian protein synthesis. It has not been found to inhibit RNA polymerase I or bacterial RNA polymerase.<sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">&#91;</span>4<span class="cite-bracket">&#93;</span></a></sup> Because it inactivates the RNA polymerases, the liver is unable to repair the damage that beta-Amanitin causes and the cells of the liver disintegrate and the liver dissolves.<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">&#91;</span>5<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Scientific_analysis">Scientific analysis</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%CE%92-Amanitin&amp;action=edit&amp;section=4" title="Edit section: Scientific analysis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Due to its lethality and its widespread presence in the genus <i><a href="/wiki/Amanita" title="Amanita">Amanita</a></i>, which is found across the globe, β-Amanitin has been extensively studied in the field of <a href="/w/index.php?title=Protein_biochemistry&amp;action=edit&amp;redlink=1" class="new" title="Protein biochemistry (page does not exist)">protein biochemistry</a>. In particular, <a href="/wiki/William_Lipscomb" title="William Lipscomb">William Lipscomb</a>, Nobel laureate, greatly contributed to characterizing this protein. Not only did Lipscomb determine how to successfully retrieve and purify this life-threatening protein, but he also determined the molecular structure by <a href="/wiki/X-ray_crystallography" title="X-ray crystallography">X-ray crystallography</a> in a time before this technique was widely utilized.<sup id="cite_ref-Kostansek_6-0" class="reference"><a href="#cite_note-Kostansek-6"><span class="cite-bracket">&#91;</span>6<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Collection_and_purification">Collection and purification</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%CE%92-Amanitin&amp;action=edit&amp;section=5" title="Edit section: Collection and purification"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Due to its extreme lethality, as well as it being only commercially available at certain times and then at an extremely high cost, <i><a href="/wiki/Amanita_phalloides" title="Amanita phalloides">Amanita phalloides</a></i> had to be retrieved from the wild in order to collect the β-Amanitin protein. This was first achieved by collecting <i>A. phalloides</i> fruiting bodies in New Jersey in 1975. These mushrooms were then dried for 24 hours and then ground in a blender with water. The slurry created was <a href="/wiki/Homogenized" class="mw-redirect" title="Homogenized">homogenized</a> further to break open any intact cells, and after this a brown syrup extract containing the toxins was collected. This extract was then taken through various separation methods to isolate the toxins themselves. The toxins were then desalted and taken through four different methods of sephadex and acidic protein purification.<sup id="cite_ref-7" class="reference"><a href="#cite_note-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Crystallization">Crystallization</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%CE%92-Amanitin&amp;action=edit&amp;section=6" title="Edit section: Crystallization"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The structure of β-Amanitin was determined using <a href="/wiki/X-ray_crystallography" title="X-ray crystallography">X-ray crystallography</a>. The crystallization and analysis were performed by Edward C. Kostansek and William H. Lipscomb in 1978. They crystallized β-Amanitin by dissolving a purified sample in almost pure ethanol in a round bottom flask. The flask was left open overnight and crystals formed as the ethanol evaporated. This is considered to be an incredibly easy crystallization to perform.<sup id="cite_ref-Kostansek_6-1" class="reference"><a href="#cite_note-Kostansek-6"><span class="cite-bracket">&#91;</span>6<span class="cite-bracket">&#93;</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=%CE%92-Amanitin&amp;action=edit&amp;section=7" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Mushroom_poisoning" title="Mushroom poisoning">Mushroom poisoning</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=%CE%92-Amanitin&amp;action=edit&amp;section=8" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist"> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-1">^</a></b></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFG._ShohamD.C._ReesW.N._LipscombG._Zanotti1984" class="citation journal cs1">G. Shoham; D.C. Rees; W.N. Lipscomb; G. Zanotti; Th. Wieland (1984). "Crystal and Molecular Structure of S-Deoxo[Ile3]amaninamide: A synthetic Analogue of Amanita Toxins". <i>Journal of the American Chemical Society</i>. <b>106</b> (16): 4606–4615. <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%2Fja00328a051">10.1021/ja00328a051</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Journal+of+the+American+Chemical+Society&amp;rft.atitle=Crystal+and+Molecular+Structure+of+S-Deoxo%5BIle3%5Damaninamide%3A+A+synthetic+Analogue+of+Amanita+Toxins&amp;rft.volume=106&amp;rft.issue=16&amp;rft.pages=4606-4615&amp;rft.date=1984&amp;rft_id=info%3Adoi%2F10.1021%2Fja00328a051&amp;rft.au=G.+Shoham&amp;rft.au=D.C.+Rees&amp;rft.au=W.N.+Lipscomb&amp;rft.au=G.+Zanotti&amp;rft.au=Th.+Wieland&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3A%CE%92-Amanitin" class="Z3988"></span></span> </li> <li id="cite_note-:0-2"><span class="mw-cite-backlink">^ <a href="#cite_ref-:0_2-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-:0_2-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><a rel="nofollow" class="external text" href="http://datasheets.scbt.com/sc-202860.pdf">"β-Amanitin"</a>, Retrieved on 12 March 2013.</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="CITEREFJ._MeldolesiG._PelosiA._BrunelliE._Genovese1966" class="citation journal cs1">J. Meldolesi; G. Pelosi; A. Brunelli; E. Genovese (1966). "Electron Microscopic Studies on the Effects of Amanitin in Mice: Liver and Heart Lesions". <i>Virchows Archiv A</i>. <b>342</b> (3): 221–235. <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%2Fbf00960591">10.1007/bf00960591</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a>&#160;<a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/5301504">5301504</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a>&#160;<a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:12556291">12556291</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Virchows+Archiv+A&amp;rft.atitle=Electron+Microscopic+Studies+on+the+Effects+of+Amanitin+in+Mice%3A+Liver+and+Heart+Lesions&amp;rft.volume=342&amp;rft.issue=3&amp;rft.pages=221-235&amp;rft.date=1966&amp;rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A12556291%23id-name%3DS2CID&amp;rft_id=info%3Apmid%2F5301504&amp;rft_id=info%3Adoi%2F10.1007%2Fbf00960591&amp;rft.au=J.+Meldolesi&amp;rft.au=G.+Pelosi&amp;rft.au=A.+Brunelli&amp;rft.au=E.+Genovese&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3A%CE%92-Amanitin" 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"><a rel="nofollow" class="external text" href="http://www.sigmaaldrich.com/catalog/product/sigma/a1304?lang=en&amp;region=US">"β-Amanitin from Amanita phalloides"</a>, Retrieved on 12 March 2013.</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"><a rel="nofollow" class="external text" href="http://www.ansci.cornell.edu/plants/toxicagents/polypeptides.html">"Polypeptide Toxins in Amanita Mushrooms"</a>, "<a href="/wiki/Cornell_University" title="Cornell University">Cornell University</a>", Retrieved on 12 March 2013.</span> </li> <li id="cite_note-Kostansek-6"><span class="mw-cite-backlink">^ <a href="#cite_ref-Kostansek_6-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Kostansek_6-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFE.C._KostansekW.N._LipscombR.R._YocumW.E._Thiessen1978" class="citation journal cs1">E.C. Kostansek; W.N. Lipscomb; R.R. Yocum; W.E. Thiessen (1978). "Conformation of the Mushroom Toxin β-Amanitin in the Crystalline State". <i>Biochemistry</i>. <b>17</b> (18): 3790–3795. <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%2Fbi00611a019">10.1021/bi00611a019</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a>&#160;<a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/698197">698197</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Biochemistry&amp;rft.atitle=Conformation+of+the+Mushroom+Toxin+%CE%B2-Amanitin+in+the+Crystalline+State&amp;rft.volume=17&amp;rft.issue=18&amp;rft.pages=3790-3795&amp;rft.date=1978&amp;rft_id=info%3Adoi%2F10.1021%2Fbi00611a019&amp;rft_id=info%3Apmid%2F698197&amp;rft.au=E.C.+Kostansek&amp;rft.au=W.N.+Lipscomb&amp;rft.au=R.R.+Yocum&amp;rft.au=W.E.+Thiessen&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3A%CE%92-Amanitin" 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="CITEREFR._Rogers_Yocum1978" class="citation journal cs1">R. Rogers Yocum (1978). "New Laboratory Scale Purification of &amp; Amanitin from American Amanit a phalloides". <i>Biochemistry</i>. <b>17</b> (18): 3786–3789. <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%2Fbi00611a018">10.1021/bi00611a018</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a>&#160;<a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/568002">568002</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Biochemistry&amp;rft.atitle=New+Laboratory+Scale+Purification+of+%26+Amanitin+from+American+Amanit+a+phalloides&amp;rft.volume=17&amp;rft.issue=18&amp;rft.pages=3786-3789&amp;rft.date=1978&amp;rft_id=info%3Adoi%2F10.1021%2Fbi00611a018&amp;rft_id=info%3Apmid%2F568002&amp;rft.au=R.+Rogers+Yocum&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3A%CE%92-Amanitin" class="Z3988"></span></span> </li> </ol></div></div> <div class="mw-heading mw-heading2"><h2 id="External_links">External links</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%CE%92-Amanitin&amp;action=edit&amp;section=9" title="Edit section: External links"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a rel="nofollow" class="external text" href="http://americanmushrooms.com/toxicms.htm">Poisonous American 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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:Poisonous_Amanitas" title="Template:Poisonous Amanitas"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Poisonous_Amanitas" title="Template talk:Poisonous Amanitas"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Poisonous_Amanitas" title="Special:EditPage/Template:Poisonous Amanitas"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Poisonous_Amanita_mushrooms" style="font-size:114%;margin:0 4em">Poisonous <i><a href="/wiki/Amanita" title="Amanita">Amanita</a></i> mushrooms</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%">Subgenus<br /><i>Amanita</i></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Amanita" scope="row" class="navbox-group" style="width:1%;font-weight:normal;"><i>Amanita</i></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:left">Species</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Amanita_albocreata" title="Amanita albocreata"><abbr title="Amanita">A</abbr>.&#160;albocreata</a></i></li> <li><i><a href="/wiki/Amanita_crenulata" title="Amanita crenulata"><abbr title="Amanita">A</abbr>.&#160;crenulata</a></i></li> <li><i><a href="/wiki/Amanita_farinosa" title="Amanita farinosa"><abbr title="Amanita">A</abbr>.&#160;farinosa</a></i></li> <li><i><a href="/wiki/Amanita_frostiana" title="Amanita frostiana"><abbr title="Amanita">A</abbr>.&#160;frostiana</a></i></li> <li><i><a href="/wiki/Amanita_gemmata" title="Amanita gemmata"><abbr title="Amanita">A</abbr>.&#160;gemmata</a></i></li> <li><i><a href="/wiki/Amanita_ibotengutake" title="Amanita ibotengutake"><abbr title="Amanita">A</abbr>.&#160;ibotengutake</a></i></li> <li><i><a href="/wiki/Amanita_multisquamosa" title="Amanita multisquamosa"><abbr title="Amanita">A</abbr>.&#160;multisquamosa</a></i></li> <li><i><a href="/wiki/Amanita_muscaria" title="Amanita muscaria"><abbr title="Amanita">A</abbr>.&#160;muscaria</a></i></li> <li><i><a href="/wiki/Amanita_pantherina" title="Amanita pantherina"><abbr title="Amanita">A</abbr>.&#160;pantherina</a></i></li> <li><i><a href="/wiki/Amanita_porphyria" title="Amanita porphyria"><abbr title="Amanita">A</abbr>.&#160;porphyria</a></i></li> <li><i><a href="/wiki/Amanita_regalis" title="Amanita regalis"><abbr title="Amanita">A</abbr>.&#160;regalis</a></i></li> <li><i><a href="/wiki/Amanita_strobiliformis" title="Amanita strobiliformis"><abbr title="Amanita">A</abbr>.&#160;strobiliformis</a></i></li> <li><i><a href="/wiki/Amanita_xanthocephala" title="Amanita xanthocephala"><abbr title="Amanita">A</abbr>.&#160;xanthocephala</a></i></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:left">Compounds</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Toxins:</b> <a href="/wiki/Ibotenic_Acid" class="mw-redirect" title="Ibotenic Acid">Ibotenic Acid</a></li> <li><a href="/wiki/Muscimol" title="Muscimol">Muscimol</a></li> <li><b>Other compounds:</b> <a href="/wiki/Muscarine" title="Muscarine">Muscarine</a></li> <li><a href="/wiki/Muscazone" title="Muscazone">Muscazone</a></li> <li><a href="/wiki/Amavadin" title="Amavadin">Amavadine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td><td class="noviewer navbox-image" rowspan="2" style="width:1px;padding:0 0 0 2px"><div><span typeof="mw:File"><a href="/wiki/File:Amanita_muscaria_(38010247562).jpg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Amanita_muscaria_%2838010247562%29.jpg/150px-Amanita_muscaria_%2838010247562%29.jpg" decoding="async" width="150" height="225" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Amanita_muscaria_%2838010247562%29.jpg/225px-Amanita_muscaria_%2838010247562%29.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Amanita_muscaria_%2838010247562%29.jpg/300px-Amanita_muscaria_%2838010247562%29.jpg 2x" data-file-width="3456" data-file-height="5184" /></a></span></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Subgenus<br /><i>Amanitina</i></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal;"><i>Lepidella</i><br />(=<a href="/wiki/Saproamanita" title="Saproamanita">Saproamanita</a>)</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:left">Species</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Amanita_thiersii" class="mw-redirect" title="Amanita thiersii"><abbr title="Amanita">A</abbr>.&#160;thiersii</a></i></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:left">Compounds</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>unknown toxin</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal;"><i>Phalloideae</i></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:left">Species</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:left"><a href="/wiki/Destroying_angels" class="mw-redirect" title="Destroying angels">Destroying angels</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Amanita_bisporigera" title="Amanita bisporigera"><abbr title="Amanita">A</abbr>.&#160;bisporigera</a></i></li> <li><i><a href="/wiki/Amanita_exitialis" title="Amanita exitialis"><abbr title="Amanita">A</abbr>.&#160;exitialis</a></i></li> <li><i><a href="/wiki/Amanita_magnivelaris" title="Amanita magnivelaris"><abbr title="Amanita">A</abbr>.&#160;magnivelaris</a></i></li> <li><i><a href="/wiki/Amanita_ocreata" title="Amanita ocreata"><abbr title="Amanita">A</abbr>.&#160;ocreata</a></i></li> <li><i><a href="/wiki/Amanita_verna" title="Amanita verna"><abbr title="Amanita">A</abbr>.&#160;verna</a></i></li> <li><i><a href="/wiki/Amanita_virosa" title="Amanita virosa"><abbr title="Amanita">A</abbr>.&#160;virosa</a></i></li> <li><i><a href="/wiki/Amanita_virosiformis" title="Amanita virosiformis"><abbr title="Amanita">A</abbr>.&#160;virosiformis</a></i></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:left">Other members</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Amanita_arocheae" title="Amanita arocheae"><abbr title="Amanita">A</abbr>.&#160;arocheae</a></i></li> <li><i><a href="/wiki/Amanita_fuliginea" title="Amanita fuliginea"><abbr title="Amanita">A</abbr>.&#160;fuliginea</a></i></li> <li><i><a href="/w/index.php?title=Amanita_fuligineoides&amp;action=edit&amp;redlink=1" class="new" title="Amanita fuligineoides (page does not exist)"><abbr title="Amanita">A</abbr>.&#160;fuligineoides</a></i></li> <li><i><a href="/wiki/Amanita_pallidorosea" title="Amanita pallidorosea"><abbr title="Amanita">A</abbr>.&#160;pallidorosea</a></i></li> <li><i><a href="/wiki/Amanita_phalloides" title="Amanita phalloides"><abbr title="Amanita">A</abbr>.&#160;phalloides</a></i></li> <li><i><a href="/wiki/Amanita_rimosa" title="Amanita rimosa"><abbr title="Amanita">A</abbr>.&#160;rimosa</a></i></li> <li><i><a href="/wiki/Amanita_subjunquillea" title="Amanita subjunquillea"><abbr title="Amanita">A</abbr>.&#160;subjunquillea</a></i></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:left">Compounds</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:left"><a href="/wiki/Amatoxin" title="Amatoxin">Amatoxins</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Amatoxin" title="Amatoxin">Amanitins</a> <ul><li><a href="/wiki/Alpha-Amanitin" class="mw-redirect" title="Alpha-Amanitin">alpha-</a></li> <li><a href="/wiki/Beta-Amanitin" class="mw-redirect" title="Beta-Amanitin">beta-</a></li> <li><a href="/wiki/Gamma-Amanitin" class="mw-redirect" title="Gamma-Amanitin">gamma-</a></li> <li><a href="/wiki/Epsilon-Amanitin" class="mw-redirect" title="Epsilon-Amanitin">epsilon-</a></li></ul></li> <li><a href="/wiki/Amanullin" title="Amanullin">Amanullin</a></li> <li><a href="/wiki/Amanullinic_acid" title="Amanullinic acid">Amanullinic acid</a></li> <li><a href="/wiki/Amaninamide" title="Amaninamide">Amaninamide</a></li> <li><a href="/wiki/Amanin" title="Amanin">Amanin</a></li> <li><a href="/wiki/Proamanullin" title="Proamanullin">Proamanullin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:left"><a href="/wiki/Phallotoxin" title="Phallotoxin">Phallotoxins</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Phallacidin&amp;action=edit&amp;redlink=1" class="new" title="Phallacidin (page does not exist)">Phallacidin</a></li> <li><a href="/w/index.php?title=Phallacin&amp;action=edit&amp;redlink=1" class="new" title="Phallacin (page does not exist)">Phallacin</a></li> <li><a href="/w/index.php?title=Phallisacin&amp;action=edit&amp;redlink=1" class="new" title="Phallisacin (page does not exist)">Phallisacin</a></li> <li><a href="/w/index.php?title=Phallisin&amp;action=edit&amp;redlink=1" class="new" title="Phallisin (page does not exist)">Phallisin</a></li> <li><a href="/wiki/Phalloidin" title="Phalloidin">Phalloidin</a></li> <li><a href="/w/index.php?title=Phalloin&amp;action=edit&amp;redlink=1" class="new" title="Phalloin (page does not exist)">Phalloin</a></li> <li><a href="/w/index.php?title=Prophalloin&amp;action=edit&amp;redlink=1" class="new" title="Prophalloin (page does not exist)">Prophalloin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:left"><a href="/wiki/Virotoxins" title="Virotoxins">Virotoxins</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Alaviroidin&amp;action=edit&amp;redlink=1" class="new" title="Alaviroidin (page does not exist)">Alaviroidin</a></li> <li><a href="/w/index.php?title=Viroisin&amp;action=edit&amp;redlink=1" class="new" title="Viroisin (page does not exist)">Viroisin</a></li> <li><a href="/w/index.php?title=Deoxoviroisin&amp;action=edit&amp;redlink=1" class="new" title="Deoxoviroisin (page does not exist)">Deoxoviroisin</a></li> <li><a href="/w/index.php?title=Viroidin&amp;action=edit&amp;redlink=1" class="new" title="Viroidin (page does not exist)">Viroidin</a></li> <li><a href="/w/index.php?title=Deoxoviroidin&amp;action=edit&amp;redlink=1" class="new" title="Deoxoviroidin (page does not exist)">Deoxoviroidin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:left">Other compounds</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Antamanide" title="Antamanide">Antamanide</a></li> <li><a href="/wiki/Phallolysin" title="Phallolysin">Phallolysin</a></li> <li><a href="/w/index.php?title=Toxophallin&amp;action=edit&amp;redlink=1" class="new" title="Toxophallin (page does not exist)">Toxophallin</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal;"><i>Roanokenses</i></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:left">Species</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Amanita_proxima" title="Amanita proxima"><abbr title="Amanita">A</abbr>.&#160;proxima</a></i></li> <li><i><a href="/wiki/Amanita_smithiana" title="Amanita smithiana"><abbr title="Amanita">A</abbr>.&#160;smithiana</a></i></li> <li><i><a href="/wiki/Amanita_sphaerobulbosa" title="Amanita sphaerobulbosa"><abbr title="Amanita">A</abbr>.&#160;sphaerobulbosa</a></i></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:left">Compounds</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Allenic_norleucine&amp;action=edit&amp;redlink=1" class="new" title="Allenic norleucine (page does not exist)">Allenic norleucine</a> (2-amino-4,5-hexadienoic acid)</li> <li><a href="/w/index.php?title=Propargylglycine&amp;action=edit&amp;redlink=1" class="new" title="Propargylglycine (page does not exist)">Propargylglycine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal;"><i>Validae</i></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:left">Species</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Amanita_rubescens" class="mw-redirect" title="Amanita rubescens"><abbr title="Amanita">A</abbr>.&#160;rubescens</a></i> (<i><a href="/w/index.php?title=Amanita_amerirubescens&amp;action=edit&amp;redlink=1" class="new" title="Amanita amerirubescens (page does not exist)"><abbr title="Amanita">A</abbr>.&#160;amerirubescens</a></i> nom. prov.)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:left">Compounds</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Rubescenslysin&amp;action=edit&amp;redlink=1" class="new" title="Rubescenslysin (page does not exist)">Rubescenslysin</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="*_Toxins_**_cardiotoxin_**_cytotoxin_**_enterotoxin_**_hemotoxin_**_hepatotoxin_**_neurotoxin_**_phototoxin" style="padding:3px"><table class="nowraplinks hlist mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Toxins" title="Template:Toxins"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Toxins" title="Template talk:Toxins"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Toxins" title="Special:EditPage/Template:Toxins"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="*_Toxins_**_cardiotoxin_**_cytotoxin_**_enterotoxin_**_hemotoxin_**_hepatotoxin_**_neurotoxin_**_phototoxin" style="font-size:114%;margin:0 4em"> <ul><li><a href="/wiki/Toxin" title="Toxin">Toxins</a> <ul><li><a href="/wiki/Cardiotoxicity" title="Cardiotoxicity">cardiotoxin</a></li> <li><a href="/wiki/Cytotoxicity" title="Cytotoxicity">cytotoxin</a></li> <li><a href="/wiki/Enterotoxin" title="Enterotoxin">enterotoxin</a></li> <li><a href="/wiki/Hemotoxin" title="Hemotoxin">hemotoxin</a></li> <li><a href="/wiki/Hepatotoxin" title="Hepatotoxin">hepatotoxin</a></li> <li><a href="/wiki/Neurotoxin" title="Neurotoxin">neurotoxin</a></li> <li><a href="/wiki/Phototoxin" title="Phototoxin">phototoxin</a></li></ul></li></ul> </div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Microbial_toxin" title="Microbial toxin">Bacterial<br /> toxins</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Exotoxin" title="Exotoxin">Exotoxin</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Gram_positive" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Gram-positive_bacteria" title="Gram-positive bacteria">Gram<br /> positive</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Bacilli" title="Bacilli">Bacilli</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><span class="nobold"><a href="/wiki/Clostridium" title="Clostridium">Clostridium</a>:</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Clostridium_tetani" title="Clostridium tetani">tetani</a></i> <ul><li><a href="/wiki/Tetanospasmin" class="mw-redirect" title="Tetanospasmin">Tetanospasmin</a></li> <li><a href="/wiki/Tetanolysin" title="Tetanolysin">Tetanolysin</a></li></ul></li> <li><i><a href="/wiki/Clostridium_perfringens" title="Clostridium perfringens">perfringens</a></i> <ul><li><a href="/wiki/Clostridium_perfringens_alpha_toxin" title="Clostridium perfringens alpha toxin">Alpha toxin</a></li> <li><a href="/wiki/Clostridium_enterotoxin" title="Clostridium enterotoxin">Enterotoxin</a></li></ul></li> <li><i><a href="/wiki/Clostridium_difficile_(bacteria)" class="mw-redirect" title="Clostridium difficile (bacteria)">difficile</a></i> <ul><li><a href="/wiki/Clostridium_difficile_toxin_A" class="mw-redirect" title="Clostridium difficile toxin A">A</a></li> <li><a href="/wiki/Clostridium_difficile_toxin_B" class="mw-redirect" title="Clostridium difficile toxin B">B</a></li></ul></li> <li><i><a href="/wiki/Clostridium_botulinum" title="Clostridium botulinum">botulinum</a></i> <ul><li><a href="/wiki/Botulinum_toxin" title="Botulinum toxin">Botox</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><span class="nobold">Other:</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Anthrax_toxin" title="Anthrax toxin">Anthrax toxin</a></li> <li><a href="/wiki/Listeriolysin_O" title="Listeriolysin O">Listeriolysin O</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Coccus" class="mw-redirect" title="Coccus">Cocci</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Streptolysin" title="Streptolysin">Streptolysin</a></li> <li><a href="/wiki/Leukocidin" title="Leukocidin">Leukocidin</a> <ul><li><a href="/wiki/Panton%E2%80%93Valentine_leukocidin" title="Panton–Valentine leukocidin">Panton–Valentine leukocidin</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><span class="nobold"><a href="/wiki/Staphylococcus" title="Staphylococcus">Staphylococcus</a></span></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Staphylococcus_aureus_alpha_toxin" title="Staphylococcus aureus alpha toxin">Staphylococcus aureus alpha</a>/<a href="/wiki/Staphylococcus_aureus_beta_toxin" title="Staphylococcus aureus beta toxin">beta</a>/<a href="/wiki/Staphylococcus_aureus_delta_toxin" title="Staphylococcus aureus delta toxin">delta</a></li> <li><a href="/wiki/Exfoliatin" title="Exfoliatin">Exfoliatin</a></li> <li><a href="/wiki/Toxic_shock_syndrome_toxin" class="mw-redirect" title="Toxic shock syndrome toxin">Toxic shock syndrome toxin</a></li> <li><a href="/wiki/Enterotoxin_type_B" title="Enterotoxin type B">Staphylococcal Enterotoxin B (SEB)</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Actinomycetota" title="Actinomycetota">Actinomycetota</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cord_factor" title="Cord factor">Cord factor</a></li> <li><a href="/wiki/Diphtheria_toxin" title="Diphtheria toxin">Diphtheria toxin</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Gram-negative_bacteria" title="Gram-negative bacteria">Gram<br /> negative</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Shiga_toxin" title="Shiga toxin">Shiga toxin</a>/Verotoxin</li> <li><a href="/wiki/Heat-stable_enterotoxin" title="Heat-stable enterotoxin"><i>E. coli</i> heat-stable enterotoxin</a></li> <li><a href="/wiki/Cholera_toxin" title="Cholera toxin">Cholera toxin</a>/<a href="/wiki/Heat-labile_enterotoxin" class="mw-redirect" title="Heat-labile enterotoxin">Heat-labile enterotoxin</a></li> <li><a href="/wiki/Pertussis_toxin" title="Pertussis toxin">Pertussis toxin</a></li> <li><a href="/wiki/Pseudomonas_exotoxin" title="Pseudomonas exotoxin">Pseudomonas exotoxin</a></li> <li><a href="/wiki/Extracellular_adenylate_cyclase" title="Extracellular adenylate cyclase">Extracellular adenylate cyclase</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Exotoxin#Types" title="Exotoxin">Mechanisms</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Exotoxin#Type_I:_cell_surface-active" title="Exotoxin">type I</a></i> <ul><li><a href="/wiki/Superantigen" title="Superantigen">Superantigen</a></li></ul></li> <li><i><a href="/wiki/Exotoxin#Type_II:_membrane_damaging" title="Exotoxin">type II</a></i> <ul><li><a href="/wiki/Pore-forming_toxin" title="Pore-forming toxin">Pore-forming toxin</a></li></ul></li> <li><i><a href="/wiki/Exotoxin#Type_III:_intracellular" title="Exotoxin">type III</a></i> <ul><li><a href="/wiki/AB_toxin" title="AB toxin">AB toxin</a>/<a href="/wiki/AB5_toxin" title="AB5 toxin">AB5</a></li></ul></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Endotoxin" class="mw-redirect" title="Endotoxin">Endotoxin</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Lipopolysaccharide" title="Lipopolysaccharide">Lipopolysaccharide</a> <ul><li><a href="/wiki/Lipid_A" title="Lipid A">Lipid A</a></li></ul></li> <li><a href="/wiki/Delta_endotoxin" class="mw-redirect" title="Delta endotoxin"><i>Bacillus thuringiensis</i> delta endotoxin</a> <ul><li><a href="/wiki/Cry1Ac" title="Cry1Ac">Cry1Ac</a></li> <li><a href="/wiki/Cry3Bb1" class="mw-redirect" title="Cry3Bb1">Cry3Bb1</a></li></ul></li> <li>Other <i>B. thuringiensis</i> toxins <ul><li><a href="/wiki/Cry6Aa" title="Cry6Aa">Cry6Aa</a></li> <li><a href="/wiki/Cry34Ab1" title="Cry34Ab1">Cry34Ab1</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Virulence_factor" title="Virulence factor">Virulence<br /> factor</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Clumping_factor_A" title="Clumping factor A">Clumping factor A</a></li> <li><a href="/wiki/Fibronectin_binding_protein_A" title="Fibronectin binding protein A">Fibronectin binding protein A</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Mycotoxin" title="Mycotoxin">Mycotoxins</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Aflatoxin" title="Aflatoxin">Aflatoxin</a></li> <li><a href="/wiki/Amatoxin" title="Amatoxin">Amatoxin</a> (<a href="/wiki/Alpha-Amanitin" class="mw-redirect" title="Alpha-Amanitin">alpha-amanitin</a>, <a href="/wiki/Beta-Amanitin" class="mw-redirect" title="Beta-Amanitin">beta-amanitin</a>, <a href="/wiki/Gamma-Amanitin" class="mw-redirect" title="Gamma-Amanitin">gamma-amanitin</a>, <a href="/wiki/Epsilon-Amanitin" class="mw-redirect" title="Epsilon-Amanitin">epsilon-amanitin</a>)</li> <li><a href="/wiki/Beta-Nitropropionic_acid" class="mw-redirect" title="Beta-Nitropropionic acid">beta-Nitropropionic acid</a></li> <li><a href="/wiki/Citrinin" title="Citrinin">Citrinin</a></li> <li><a href="/wiki/Cytochalasin" title="Cytochalasin">Cytochalasin</a></li> <li><a href="/wiki/Ergotamine" title="Ergotamine">Ergotamine</a></li> <li><a href="/wiki/Fumonisin" title="Fumonisin">Fumonisin</a> (<a href="/wiki/Fumonisin_B1" title="Fumonisin B1">Fumonisin B1</a>, <a href="/wiki/Fumonisin_B2" title="Fumonisin B2">Fumonisin B2</a>, Fumonisin B3, <a href="/wiki/Fumonisin_B4" title="Fumonisin B4">Fumonisin B4</a>)</li> <li><a href="/wiki/Gliotoxin" title="Gliotoxin">Gliotoxin</a></li> <li><a href="/wiki/Ibotenic_acid" title="Ibotenic acid">Ibotenic acid</a></li> <li><a href="/wiki/Lolitrem_B" title="Lolitrem B">Lolitrem B</a></li> <li><a href="/wiki/Muscimol" title="Muscimol">Muscimol</a></li> <li><a href="/wiki/Orellanine" title="Orellanine">Orellanine</a></li> <li><a href="/wiki/Ochratoxin" title="Ochratoxin">Ochratoxin</a></li> <li><a href="/wiki/Patulin" title="Patulin">Patulin</a></li> <li><a href="/wiki/Phalloidin" title="Phalloidin">Phalloidin</a></li> <li><a href="/wiki/Sterigmatocystin" title="Sterigmatocystin">Sterigmatocystin</a></li> <li><a href="/wiki/Trichothecene" title="Trichothecene">Trichothecene</a></li> <li><a href="/wiki/Vomitoxin" title="Vomitoxin">Vomitoxin</a></li> <li><a href="/wiki/Zeranol" title="Zeranol">Zeranol</a></li> <li><a href="/wiki/Zearalenone" title="Zearalenone">Zearalenone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Plant" title="Plant">Plant</a> toxins</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Amygdalin" title="Amygdalin">Amygdalin</a></li> <li><a href="/wiki/Anisatin" title="Anisatin">Anisatin</a></li> <li><a href="/wiki/Antiarin" title="Antiarin">Antiarin</a></li> <li><a href="/wiki/Brucine" title="Brucine">Brucine</a></li> <li><a href="/wiki/Chaconine" title="Chaconine">Chaconine</a></li> <li><a href="/wiki/Cicutoxin" title="Cicutoxin">Cicutoxin</a></li> <li><a href="/wiki/Coniine" title="Coniine">Coniine</a></li> <li><a href="/wiki/Daphnin" title="Daphnin">Daphnin</a></li> <li><a href="/wiki/Delphinine" title="Delphinine">Delphinine</a></li> <li><a href="/wiki/Divicine" title="Divicine">Divicine</a></li> <li><a href="/wiki/Djenkolic_acid" title="Djenkolic acid">Djenkolic acid</a></li> <li><a href="/wiki/Falcarinol" title="Falcarinol">Falcarinol</a></li> <li><a href="/wiki/Gossypol" title="Gossypol">Gossypol</a></li> <li><a href="/wiki/Helenalin" title="Helenalin">Helenalin</a></li> <li><a href="/wiki/Ledol" title="Ledol">Ledol</a></li> <li><a href="/wiki/Linamarin" title="Linamarin">Linamarin</a></li> <li><a href="/wiki/Lotaustralin" title="Lotaustralin">Lotaustralin</a></li> <li><a href="/wiki/Mimosine" title="Mimosine">Mimosine</a></li> <li><a href="/wiki/Oenanthotoxin" title="Oenanthotoxin">Oenanthotoxin</a></li> <li><a href="/wiki/Oleandrin" title="Oleandrin">Oleandrin</a></li> <li><a href="/wiki/Persin" title="Persin">Persin</a></li> <li><a href="/wiki/Protoanemonin" title="Protoanemonin">Protoanemonin</a></li> <li><a href="/wiki/Pseudaconitine" title="Pseudaconitine">Pseudaconitine</a></li> <li><a href="/wiki/Retronecine" title="Retronecine">Retronecine</a></li> <li><a href="/wiki/Resiniferatoxin" title="Resiniferatoxin">Resiniferatoxin</a></li> <li><a href="/wiki/Hyoscine_hydrobromide" class="mw-redirect" title="Hyoscine hydrobromide">Scopolamine</a></li> <li><a href="/wiki/Solamargine" title="Solamargine">Solamargine</a></li> <li><a href="/wiki/Solanidine" title="Solanidine">Solanidine</a></li> <li><a href="/wiki/Solanine" title="Solanine">Solanine</a></li> <li><a href="/wiki/Solasodamine" class="mw-redirect" title="Solasodamine">Solasodamine</a></li> <li><a href="/wiki/Solasodine" title="Solasodine">Solasodine</a></li> <li><a href="/wiki/Solasonine" title="Solasonine">Solasonine</a></li> <li><a href="/wiki/Solauricidine" class="mw-redirect" title="Solauricidine">Solauricidine</a></li> <li><a href="/wiki/Solauricine" class="mw-redirect" title="Solauricine">Solauricine</a></li> <li><a href="/wiki/Strychnine" title="Strychnine">Strychnine</a></li> <li><a href="/wiki/Swainsonine" title="Swainsonine">Swainsonine</a></li> <li><a href="/wiki/Tagetitoxin" title="Tagetitoxin">Tagetitoxin</a></li> <li><a href="/wiki/Tinyatoxin" title="Tinyatoxin">Tinyatoxin</a></li> <li><a href="/wiki/Tomatine" title="Tomatine">Tomatine</a></li> <li><a href="/wiki/Toxalbumin" title="Toxalbumin">Toxalbumin</a> <ul><li><a href="/wiki/Abrin" title="Abrin">Abrin</a></li> <li><a href="/wiki/Ricin" title="Ricin">Ricin</a></li></ul></li> <li><a href="/wiki/Tutin_(toxin)" title="Tutin (toxin)">Tutin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Invertebrate" title="Invertebrate">Invertebrate</a> <br />toxins</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><span class="nobold"><a href="/wiki/Scorpion" title="Scorpion">Scorpion</a>:</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Androctonus_australis_hector_insect_toxin" title="Androctonus australis hector insect toxin">Androctonus australis hector insect toxin</a></li> <li><a href="/wiki/Charybdotoxin" title="Charybdotoxin">Charybdotoxin</a></li> <li><a href="/wiki/Maurotoxin" title="Maurotoxin">Maurotoxin</a></li> <li><a href="/wiki/Agitoxin" title="Agitoxin">Agitoxin</a></li> <li><a href="/wiki/Margatoxin" title="Margatoxin">Margatoxin</a></li> <li><a href="/wiki/Slotoxin" title="Slotoxin">Slotoxin</a></li> <li><a href="/wiki/Scyllatoxin" title="Scyllatoxin">Scyllatoxin</a></li> <li><a href="/wiki/Hefutoxin" title="Hefutoxin">Hefutoxin</a></li> <li><a href="/wiki/HgeTx1" title="HgeTx1">HgeTx1</a></li> <li><a href="/wiki/HsTx1" title="HsTx1">HsTx1</a></li> <li><a href="/wiki/Kaliotoxin" title="Kaliotoxin">Kaliotoxin</a></li> <li><a href="/wiki/Lq2" title="Lq2">Lq2</a></li> <li><a href="/wiki/Birtoxin" title="Birtoxin">Birtoxin</a></li> <li><a href="/wiki/Bestoxin" title="Bestoxin">Bestoxin</a></li> <li><a href="/wiki/BmKAEP" title="BmKAEP">BmKAEP</a></li> <li><a href="/wiki/Phaiodotoxin" title="Phaiodotoxin">Phaiodotoxin</a></li> <li><a href="/wiki/Imperatoxin" title="Imperatoxin">Imperatoxin</a></li> <li><a href="/wiki/Pandinus_imperator_(Pi3)_toxin" title="Pandinus imperator (Pi3) toxin">Pi3</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><span class="nobold"><a href="/wiki/Spider" title="Spider">Spider</a>:</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Latrotoxin" title="Latrotoxin">Latrotoxin</a> <ul><li><a href="/wiki/Alpha-Latrotoxin" class="mw-redirect" title="Alpha-Latrotoxin">Alpha-latrotoxin</a></li></ul></li> <li><a href="/wiki/CSTX" title="CSTX">CSTX</a></li> <li><a href="/wiki/Cupiennin" title="Cupiennin">Cupiennins</a></li> <li><a href="/wiki/Phoneutria_nigriventer_toxin-3" title="Phoneutria nigriventer toxin-3">PhTx3</a></li> <li><a href="/wiki/Stromatoxin" title="Stromatoxin">Stromatoxin</a></li> <li><a href="/wiki/Vanillotoxin" title="Vanillotoxin">Vanillotoxin</a></li> <li><a href="/wiki/Huwentoxin" title="Huwentoxin">Huwentoxin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><span class="nobold"><a href="/wiki/Mollusca" title="Mollusca">Mollusca</a>:</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Conotoxin" title="Conotoxin">Conotoxin</a></li> <li><a href="/wiki/Eledoisin" title="Eledoisin">Eledoisin</a></li> <li><a href="/wiki/Onchidal" title="Onchidal">Onchidal</a></li> <li><a href="/wiki/Saxitoxin" title="Saxitoxin">Saxitoxin</a></li> <li><a href="/wiki/Tetrodotoxin" title="Tetrodotoxin">Tetrodotoxin</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Vertebrate" title="Vertebrate">Vertebrate</a> <br />toxins</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><span class="nobold"><a href="/wiki/Fish" title="Fish">Fish</a>:</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Ciguatoxin" title="Ciguatoxin">Ciguatoxin</a></li> <li><a href="/wiki/Tetrodotoxin" title="Tetrodotoxin">Tetrodotoxin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><span class="nobold"><a href="/wiki/Amphibian" title="Amphibian">Amphibian</a>:</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Allopumiliotoxin_267A" title="Allopumiliotoxin 267A">(+)-Allopumiliotoxin 267A</a></li> <li><a href="/wiki/Batrachotoxin" title="Batrachotoxin">Batrachotoxin</a></li> <li><a href="/wiki/Bufotoxin" title="Bufotoxin">Bufotoxins</a> <ul><li><a href="/wiki/Arenobufagin" title="Arenobufagin">Arenobufagin</a></li> <li><a href="/wiki/Bufotalin" title="Bufotalin">Bufotalin</a></li> <li><a href="/wiki/Bufotenin" title="Bufotenin">Bufotenin</a></li> <li><a href="/wiki/Cinobufagin" title="Cinobufagin">Cinobufagin</a></li> <li><a href="/wiki/Marinobufagenin" title="Marinobufagenin">Marinobufagin</a></li></ul></li> <li><a href="/wiki/Epibatidine" title="Epibatidine">Epibatidine</a></li> <li><a href="/wiki/Histrionicotoxin" class="mw-redirect" title="Histrionicotoxin">Histrionicotoxin</a></li> <li><a href="/wiki/Pumiliotoxin_251D" title="Pumiliotoxin 251D">Pumiliotoxin 251D</a></li> <li><a href="/wiki/Samandarin" title="Samandarin">Samandarin</a></li> <li><a href="/wiki/Samandaridine" title="Samandaridine">Samandaridine</a></li> <li><a href="/wiki/Tetrodotoxin" title="Tetrodotoxin">Tarichatoxin</a></li> <li><a href="/wiki/Zetekitoxin_AB" title="Zetekitoxin AB">Zetekitoxin AB</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><span class="nobold"><a href="/wiki/Reptile" title="Reptile">Reptile</a>/<br /><a href="/wiki/Snake_venom" title="Snake venom">Snake venom</a>:</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Bungarotoxin" title="Bungarotoxin">Bungarotoxin</a> <ul><li><a href="/wiki/Alpha-Bungarotoxin" class="mw-redirect" title="Alpha-Bungarotoxin">Alpha-Bungarotoxin</a></li> <li><a href="/wiki/Beta-Bungarotoxin" class="mw-redirect" title="Beta-Bungarotoxin">Beta-Bungarotoxin</a></li></ul></li> <li><a href="/wiki/Calciseptine" title="Calciseptine">Calciseptine</a></li> <li><a href="/wiki/Taicatoxin" title="Taicatoxin">Taicatoxin</a></li> <li><a href="/wiki/Calcicludine" title="Calcicludine">Calcicludine</a></li> <li><a href="/wiki/Cardiotoxin_III" title="Cardiotoxin III">Cardiotoxin III</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>note: some toxins are produced by lower species and pass through intermediate species</i></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <ul><li><span class="noviewer" typeof="mw:File"><span title="Category"><img alt="" src="//upload.wikimedia.org/wikipedia/en/thumb/9/96/Symbol_category_class.svg/16px-Symbol_category_class.svg.png" decoding="async" width="16" 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