Muscarine



Muscarine
Systematic name (2S,4R,5S)-(4-hydroxy-5-methyl-
tetrahydrofuran-2-ylmethyl)-
trimethyl-ammonium
Other names L-(+)-muscarine, muscarin
Chemical formula C9H20NO2+
Molecular mass 174.26 g/mol
CAS number [300-54-9]
SMILES O[C@@H]1C[C@@H](C[N+](C)(C)C)O[C@H]1C
Disclaimer and references

Muscarine, L-(+)-muscarine, or muscarin is a nitrogen ion.

Muscarine mimics the action of the muscarinic acetylcholine receptors.

Muscarine poisoning is characterized by increased salivation, sweating (perspiration), and tearflow (lacrimation) within 15 to 30 minutes after ingestion of the mushroom. With large doses, these symptoms may be followed by abdominal pain, severe nausea, diarrhea, blurred vision, and labored breathing. Intoxication generally subsides within 2 hours. Death is rare, but may result from cardiac or respiratory failure in severe cases. The specific atropine.

Muscarine is only a trace compound in the fly agaric Amanita muscaria; the pharmacologically more relevant compound from this mushroom is muscimol.

Mushrooms in the genuses Entoloma and Mycena have also been found to contain levels of muscarine which can be dangerous if ingested. Muscarine has been found in harmless trace amounts in Boletus, Hygrocybe, Lactarius, and Russula.

References

  • Katzung, Bertam G. Basic and Clinical Pharmacology, 9th ed. (2004). ISBN 0-07-141092-9
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Muscarine". A list of authors is available in Wikipedia.