| Identification | Back Directory | [Name]
coprine | [CAS]
58919-61-2 | [Synonyms]
coprine
N5-(1-Hydroxycyclopropyl)-L-glutamine
L-Glutamine, N-(1-hydroxycyclopropyl)- | [Molecular Formula]
C8H14N2O4 | [MDL Number]
MFCD09970549 | [MOL File]
58919-61-2.mol | [Molecular Weight]
202.21 |
| Safety Data | Back Directory | [RIDADR ]
1544 | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [Toxicity]
A compound
produced by edible mushrooms of the genus Coprinus
that on ingestion causes a marked ethanol sensitivity. The
mechanism appears to be inhibition of the low Km form of
liver acetaldehyde dehydrogenase by the active metabolite
cyclopropanone hydrate. Although the overall effect resembles
that of disulfiram, coprine does not affect dopamine-β-decarboxylase
and is a more potent ethanol sensitizing agent. |
| Hazard Information | Back Directory | [Uses]
Coprine is a poisonous toxin that is found in mushrooms resulting in coprinus syndrome. | [Definition]
ChEBI: A non-proteinogenic L-alpha-amino acid that is L-glutamine in which one of the hydrogens attached to the amide nitrogen is replaced by a 1-hydroxycyclopropyl group. Found in the ink-cap mushroom, Cop
inus atramentarius, it causes an unpleasant hypersensitivity to alcohol (the 'disulfiram effect'). |
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