Chemicals and Drugs

Alpha-Amanitin

A cyclic octapeptide with a thioether bridge between the cystine and tryptophan. It inhibits RNA POLYMERASE II. Poisoning may require LIVER TRANSPLANTATION.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A cyclic octapeptide with a thioether bridge between the cystine and tryptophan. It inhibits RNA POLYMERASE II. Poisoning may require LIVER TRANSPLANTATION.

Chemical Identity

Chemical Information

Molecular Formula
C39H54N10O14S
Molecular Weight
919.0 g/mol
CAS Registry No.
23109-05-9
IUPAC Name
2-[(1R,4S,8R,10S,13S,16S,27R,34S)-34-[(2S)-butan-2-yl]-13-[(2R,3R)-3,4-dihydroxybutan-2-yl]-8,22-dihydroxy-2,5,11,14,27,30,33,36,39-nonaoxo-27lambda4-thia-3,6,12,15,25,29,32,35,38-nonazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19(24),20,22-tetraen-4-yl]acetamide
InChIKey
CIORWBWIBBPXCG-SXZCQOKQSA-N
SMILES
CC[C@H](C)[C@H]1C(=O)NCC(=O)N[C@H]2C[S@@](=O)C3=C(C[C@@H](C(=O)NCC(=O)N1)NC(=O)[C@@H](NC(=O)[C@@H]4C[C@H](CN4C(=O)[C@@H](NC2=O)CC(=O)N)O)[C@@H](C)[C@H](CO)O)C5=C(N3)C=C(C=C5)O
MeSH Unique ID
D053959
Source
PubChem CID 9543442

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

See Also

MeSH Record

Synonyms

3 entry terms
  • Alpha-Amanitine
  • Alpha Amanitin
  • Alpha Amanitine

MeSH Record

Aspects Covered

27 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analysis, antagonists & inhibitors, biosynthesis, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, drug effects, economics, genetics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

2008; use AMANITINS 1980-2007

MeSH Record

Previous Indexing

  • Amanitins (1980-2007)

MeSH Hierarchy

Tree Numbers

  1. D04w.345w.566w.050.111w
  2. D12.644w.456w.050.111w
  3. D12.644w.641w.050.111w
  4. D23.946w.587w.175.111w

AMA Style

References

  1. National Library of Medicine. Alpha-Amanitin. Medical Subject Headings (MeSH). 2026. Unique ID D053959. http://id.nlm.nih.gov/mesh/2026/D053959
  2. Alpha-Amanitin. In: Wikipedia. https://en.wikipedia.org/wiki/%CE%91-Amanitin
  3. Alpha-Amanitin. In: Wikidata. https://www.wikidata.org/wiki/Q1752147
  4. Alpha-Amanitin. In: PubChem Compound. CID 9543442. https://pubchem.ncbi.nlm.nih.gov/compound/9543442