Coprine
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Coprine
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CAS No:
58919-61-2
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Formula:
C8H14N2O4
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Chemical Name:
Coprine
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Synonyms:
L-Glutamine,N-(1-hydroxycyclopropyl)-;N-(1-Hydroxycyclopropyl)-L-glutamine;Coprine;(S)-2-Amino-5-((1-hydroxycyclopropyl)amino)-5-oxopentanoic acid;(2S)-2-Amino-4-[(1-hydroxycyclopropyl)carbamoyl]butanoic acid
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CAS No:
Description
Coprine is 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, Coprinus atramentarius, it causes an unpleasant hypersensitivity to alcohol (the 'disulfiram effect'). It has a role as an EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor, a metabolite and a mycotoxin. It is a member of cyclopropanes, a dicarboxylic acid monoamide, a L-glutamine derivative and a non-proteinogenic L-alpha-amino acid.
Computed Properties
Molecular Weight:202.21
XLogP3:-3.4
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:5
Exact Mass:202.09535693
Monoisotopic Mass:202.09535693
Topological Polar Surface Area:113
Heavy Atom Count:14
Complexity:250
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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