Chemicals and Drugs

Muscarine

A toxic alkaloid found in Amanita muscaria (fly fungus) and other fungi of the Inocybe species. It is the first parasympathomimetic substance ever studied and causes profound parasympathetic activation that may end in convulsions and death. The specific antidote is atropine.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A toxic alkaloid found in Amanita muscaria (fly fungus) and other fungi of the Inocybe species. It is the first parasympathomimetic substance ever studied and causes profound parasympathetic activation that may end in convulsions and death. The specific antidote is atropine.

Chemical Identity

Chemical Information

Molecular Formula
C9H20NO2+
Molecular Weight
174.26 g/mol
CAS Registry No.
300-54-9
IUPAC Name
[(2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl]methyl-trimethylazanium
InChIKey
UQOFGTXDASPNLL-XHNCKOQMSA-N
SMILES
C[C@H]1[C@@H](C[C@H](O1)C[N+](C)(C)C)O
MeSH Unique ID
D009116
Source
PubChem CID 9308

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Aspects Covered

27 allowable subheadings

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

MeSH Record

Indexing Annotation

/biosyn if permitted by plant; do not confuse with the dye muscarine

MeSH Record

History Note

77; was see under PARASYMPATHOMIMETICS 1963-68

MeSH Record

Previous Indexing

  • Alkaloids (1968-1976)
  • Ammonium Compounds (1970-1976)
  • Furans (1972-1976)
  • Mycotoxins (1975-1976)
  • Parasympathomimetics (1966-1976)

MeSH Hierarchy

Tree Numbers

  1. D02w.092w.877.883w.777w
  2. D02w.675w.276.580w
  3. D03w.132w.545w

AMA Style

References

  1. National Library of Medicine. Muscarine. Medical Subject Headings (MeSH). 2026. Unique ID D009116. http://id.nlm.nih.gov/mesh/2026/D009116
  2. Muscarine. In: Wikipedia. https://en.wikipedia.org/wiki/Muscarine
  3. Muscarine. In: Wikidata. https://www.wikidata.org/wiki/Q407952
  4. Muscarine. In: PubChem Compound. CID 9308. https://pubchem.ncbi.nlm.nih.gov/compound/9308