2492
T3D2452
(2S,4R,5S)-Muscarine
Main toxic constituent of the fly fungus Amanita muscaria and various Inocybe species
(2S,4R,5S)-Muscarine belongs to the family of Oxolanes. These are organic compounds containing an oxolane (tetrahydrofuran) ring, which is a saturated aliphatic five-member ring containing one oxygen and five carbon atoms.
300-54-9
5079496
C9H20NO2
White powder.
Oral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Muscarine is a competitive inhibitor. It mimics the action of the neurotransmitter acetylcholine at acetylcholine receptors. (L1011)
No indication of carcinogenicity to humans (not listed by IARC).
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 genera 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. (L1011)
Intoxication generally subsides within 2 hours. Death is rare, but may result from cardiac or respiratory failure in severe cases. (L1011)
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. (L1011)
The specific antidote is atropine. (L1011)
2009-07-03T20:53:35Z
2014-12-24T20:25:31Z
http://en.wikipedia.org/wiki/Muscarine
C07473
522933
D009116
Muscarine
true
[H][C@@]1(C)O[C@]([H])(C[N+](C)(C)C)C[C@@]1([H])O
C9H20NO2
InChI=1S/C9H20NO2/c1-7-9(11)5-8(12-7)6-10(2,3)4/h7-9,11H,5-6H2,1-4H3/q+1/t7-,8-,9+/m0/s1
InChIKey=UQOFGTXDASPNLL-XHNCKOQMSA-N
174.2601
174.148855309
Exogenous
Solid
HMDB29936
4255959