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Substance Name: gamma-Amanitin
RN: 21150-23-2
UNII: ZOZ8ILM7WM
InChIKey: WVHGJJRMKGDTEC-DYTWYUBMSA-N

Note

  • /Amanitin/ ... Cyclic peptides extracted from carpophores of various mushroom species. They are potent inhibitors of RNA polymerases in most eukaryotic species, blocking the production of mRNA and protein synthesis. These peptides are important in the study of transcription. Alpha-amanitin is the main toxin from the species Amanitia phalloides, poisonous if ingested by humans or animals.

Molecular Formula

  • C39-H54-N10-O13-S

Molecular Weight

  • 902.9786
 
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Names and Synonyms

Name of Substance

  • gamma-Amanitin

Synonyms

  • (S)-3-(4-hydroxy-L-isoleucine)-alpha-amanitin
  • alpha-Amanitin, 3-(4-hydroxy-L-isoleucine)-, (S)-
  • Amatoxin
  • BRN 1070216
  • gamma Amanitin
  • gamma-Amatoxin
  • HSDB 3460
  • UNII-ZOZ8ILM7WM

Systematic Name

  • 9,18-(Iminoethaniminoethaniminoethaniminomethano)pyrrolo(1',2':8,9)(1,5,8,11,14)thiatetraazacyclooctadecino(18,17-b)indole-6-acetamide, 1,2,3,5,6,7,8,9,10,12,17,18,19,20,21,22,23,23a-octadecahydro-29-sec-butyl-2,14-dihydroxy-21-(2-hydroxy-1-methylpropyl)-5,8,20,23,24,27,30,33-octaoxo-, 11-oxide

Registry Numbers

CAS Registry Number

  • 21150-23-2

FDA UNII

  • ZOZ8ILM7WM

Other Registry Numbers

  • 27745-17-1
  • 31098-02-9

System Generated Number

  • 0021150232

Structure Descriptors

InChI

1S/C39H54N10O13S/c1-5-16(2)31-36(59)42-12-29(54)43-26-15-63(62)38-22(21-7-6-19(51)8-23(21)46-38)10-24(33(56)41-13-30(55)47-31)44-37(60)32(17(3)18(4)50)48-35(58)27-9-20(52)14-49(27)39(61)25(11-28(40)53)45-34(26)57/h6-8,16-18,20,24-27,31-32,46,50-52H,5,9-15H2,1-4H3,(H2,40,53)(H,41,56)(H,42,59)(H,43,54)(H,44,60)(H,45,57)(H,47,55)(H,48,58)/t16-,17-,18+,20+,24-,25+,26-,27-,31-,32?,63?/m0/s1

InChIKey

WVHGJJRMKGDTEC-DYTWYUBMSA-N

Smiles

CC[C@H](C)[C@@H]1NC(=O)CNC(=O)[C@@H]2Cc3c([nH]c4cc(O)ccc34)S(=O)C[C@H](NC(=O)CNC1=O)C(=O)N[C@H](CC(=O)N)C(=O)N5C[C@H](O)C[C@H]5C(=O)NC([C@@H](C)[C@@H](C)O)C(=O)N2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 200ug/kg (0.2mg/kg)   CRC Critical Reviews in Biochemistry. Vol. 5, Pg. 185, 1978.