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Revision as of 20:25, 25 September 2011 editThe chemistds (talk | contribs)Extended confirmed users5,761 edits Added CSID, (std)InChI, and (std)InChIkey← Previous edit Latest revision as of 07:35, 16 March 2023 edit undoInternetArchiveBot (talk | contribs)Bots, Pending changes reviewers5,382,344 edits Rescuing 1 sources and tagging 0 as dead.) #IABot (v2.0.9.3) (Whoop whoop pull up - 12776 
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{{short description|Cyclic peptide part of a group of toxins present in Amanita mushrooms}}
{{lowercase}}
{{lowercasetitle}}
{{chembox {{chembox
| verifiedrevid = 408621199 | verifiedrevid = 452407364
|Name=ε-Amanitin | Name=ε-Amanitin
|ImageFile=Epsilon-amanitin structure.png | ImageFile=Epsilon-amanitin structure.png
|ImageSize=200px | ImageSize=220px
| ImageFile2=Amanitin,epsilon 3D BS.png
|ImageFile1=
| ImageSize2=220px
|IUPACName= | IUPACName=
|OtherNames=Amanine | OtherNames=
|Section1= {{Chembox Identifiers |Section1={{Chembox Identifiers
⚫ | CASNo=21705-02-2
| CASNo_Ref = {{cascite|correct|??}}
⚫ | PubChem=30508
⚫ | CASNo=21705-02-2
⚫ | SMILES=O=C(NCC(N(C(NCC(N(C3)C(N(CC(O)=O)C(N54C(O)C5)=O)=O)=O)=O)()(C)CC)=O)(CC1=C(S3=O)NC2=C1C=CC(O)=C2)NC(((C)(O)C)()N4=O)=O
⚫ | PubChem=30508
⚫ | ChemSpiderID = 26234941
⚫ | SMILES=O=C(NCC(N(C(NCC(N(C3)C(N(CC(O)=O)C(N54C(O)C5)=O)=O)=O)=O)()(C)CC)=O)(CC1=C(S3=O)NC2=C1C=CC(O)=C2)NC(((C)(O)C)()N4=O)=O
⚫ | InChI = 1/C39H53N9O14S/c1-5-16(2)31-36(59)41-12-28(52)42-26-15-63(62)38-22(21-7-6-19(50)8-23(21)45-38)10-24(33(56)40-13-29(53)46-31)43-37(60)32(17(3)18(4)49)47-35(58)27-9-20(51)14-48(27)39(61)25(11-30(54)55)44-34(26)57/h6-8,16-18,20,24-27,31-32,45,49-51H,5,9-15H2,1-4H3,(H,40,56)(H,41,59)(H,42,52)(H,43,60)(H,44,57)(H,46,53)(H,47,58)(H,54,55)/t16-,17-,18-,20+,24-,25-,26-,27-,31-,32-,63?/m0/s1
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
⚫ | InChIKey = OFILNAORONITPV-ZUROAWGWBI
⚫ | ChemSpiderID = 26234941
⚫ | StdInChI = 1S/C39H53N9O14S/c1-5-16(2)31-36(59)41-12-28(52)42-26-15-63(62)38-22(21-7-6-19(50)8-23(21)45-38)10-24(33(56)40-13-29(53)46-31)43-37(60)32(17(3)18(4)49)47-35(58)27-9-20(51)14-48(27)39(61)25(11-30(54)55)44-34(26)57/h6-8,16-18,20,24-27,31-32,45,49-51H,5,9-15H2,1-4H3,(H,40,56)(H,41,59)(H,42,52)(H,43,60)(H,44,57)(H,46,53)(H,47,58)(H,54,55)/t16-,17-,18-,20+,24-,25-,26-,27-,31-,32-,63?/m0/s1
⚫ | InChI = 1/C39H53N9O14S/c1-5-16(2)31-36(59)41-12-28(52)42-26-15-63(62)38-22(21-7-6-19(50)8-23(21)45-38)10-24(33(56)40-13-29(53)46-31)43-37(60)32(17(3)18(4)49)47-35(58)27-9-20(51)14-48(27)39(61)25(11-30(54)55)44-34(26)57/h6-8,16-18,20,24-27,31-32,45,49-51H,5,9-15H2,1-4H3,(H,40,56)(H,41,59)(H,42,52)(H,43,60)(H,44,57)(H,46,53)(H,47,58)(H,54,55)/t16-,17-,18-,20+,24-,25-,26-,27-,31-,32-,63?/m0/s1
⚫ | StdInChIKey = OFILNAORONITPV-ZUROAWGWSA-N
⚫ | InChIKey = OFILNAORONITPV-ZUROAWGWBI
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
⚫ | StdInChI = 1S/C39H53N9O14S/c1-5-16(2)31-36(59)41-12-28(52)42-26-15-63(62)38-22(21-7-6-19(50)8-23(21)45-38)10-24(33(56)40-13-29(53)46-31)43-37(60)32(17(3)18(4)49)47-35(58)27-9-20(51)14-48(27)39(61)25(11-30(54)55)44-34(26)57/h6-8,16-18,20,24-27,31-32,45,49-51H,5,9-15H2,1-4H3,(H,40,56)(H,41,59)(H,42,52)(H,43,60)(H,44,57)(H,46,53)(H,47,58)(H,54,55)/t16-,17-,18-,20+,24-,25-,26-,27-,31-,32-,63?/m0/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
⚫ | StdInChIKey = OFILNAORONITPV-ZUROAWGWSA-N
}} }}
|Section2= {{Chembox Properties |Section2={{Chembox Properties
| Formula=C<sub>39</sub>H<sub>53</sub>N<sub>9</sub>O<sub>14</sub>S | Formula=C<sub>39</sub>H<sub>53</sub>N<sub>9</sub>O<sub>14</sub>S
| MolarMass=903.96 g/mol | MolarMass=903.96 g/mol
| Appearance=Colorless, crystalline solid | Appearance=Colorless, crystalline solid
| Density= | Density=
| MeltingPt= | MeltingPt=
| BoilingPt= | BoilingPt=
| Solubility= Soluble | Solubility= Soluble
| SolubleOther = Soluble | SolubleOther = Soluble
| Solvent = ] and ] | Solvent = ] and ]


}} }}
|Section3= {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
}} }}
}} }}


'''''epsilon''-Amanitin''' or '''ε-amanitin''' is a ] ]. It is an ], all of which are found in several members of the '']'' genus of ]s. The oral {{LD50}} of ε-amanitin is approximately 0.1 mg/kg. '''ε-Amanitin''' ('''''epsilon''-Amanitin''') is a ]. It is an ], all of which are found in several members of the ] genus '']''. The oral {{LD50}} of ε-amanitin is approximately 0.1&nbsp;mg/kg.


==Toxicology== == Toxicology ==


Like other ], ε-amanitin an inhibitor of ]. Upon ingestion, it binds to the RNA polymerase II enzyme which completely prevents ], effectively causing ] of ]s (liver cells) and ].<ref>{{cite journal | author = M. Cochet-Meillhac and Chambon P. | journal = Biochim Biophys Acta | volume = 353 | pages = 160–184 | year = 1974 | url =| pmid = 4601749 | title = Animal DNA-dependent RNA polymerases. 11. Mechanism of the inhibition of RNA polymerases B by amatoxins | issue = 2}}</ref> Like other ]s, ε-amanitin is an inhibitor of ]. Upon ingestion, it binds to the RNA polymerase II enzyme which completely prevents ], effectively causing ] of ]s (liver cells) and ].<ref>{{cite journal |author1 = M. Cochet-Meillhac |author2 =Chambon P. | journal = Biochim Biophys Acta | volume = 353 | pages = 160–184 | year = 1974 | pmid = 4601749 | title = Animal DNA-dependent RNA polymerases. 11. Mechanism of the inhibition of RNA polymerases B by amatoxins | issue = 2 | doi=10.1016/0005-2787(74)90182-8}}</ref>


==References== == See also ==
⚫ * ]

== References ==
{{reflist}} {{reflist}}


==See also== == External links ==
* {{Webarchive|url=https://web.archive.org/web/20090113180522/http://dohs.ors.od.nih.gov/pdf/Amatoxins%20REVISED.pdf |date=2009-01-13 }}
⚫ *]

==External links==
*
* (German) * (German)


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{{DEFAULTSORT:Amanitin, epsilon-}} {{DEFAULTSORT:Amanitin, epsilon-}}
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