Page last updated: 2024-11-07

coprine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

coprine: disulfriam like inducer of ethanol oversensitivity & aldehyde dehydrogenase inhibitor from coprinus [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

coprine : 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'). [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID108079
CHEBI ID3875
SCHEMBL ID320268
MeSH IDM0062939

Synonyms (18)

Synonym
n(5)-(1-hydroxycyclopropyl)-l-glutamine
C08271
58919-61-2
coprine
n-(1-hydroxycyclopropyl)-l-glutamine
(2s)-2-amino-5-[(1-hydroxycyclopropyl)amino]-5-oxopentanoic acid
CHEBI:3875
l-coprine
28l2r8dm94 ,
unii-28l2r8dm94
l-glutamine, n-(1-hydroxycyclopropyl)-
n5-1-hydroxycyclopropyl-l-glutamine
SCHEMBL320268
n5-(1-hydroxycyclopropyl)glutamine
Q1131548
DTXSID00974419
(2s)-5-amino-2-[(1-hydroxycyclopropyl)amino]-5-oxopentanoic acid
AKOS040751246

Research Excerpts

Actions

ExcerptReferenceRelevance
"Coprine did not inhibit the low-Km enzyme in vitro, but the hydrolytic product of coprine, 1-aminocyclo-propanol, was a potent inhibitor both in vitro and in vivo."( Effects on rat liver acetaldehyde dehydrogenases in vitro and in vivo by coprine, the disulfiram-like constituent of Coprinus atramentarius.
Lindberg, P; Tottmar, O, 1977
)
1.21
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitorAn EC 1.2.1.* (oxidoreductase acting on donor aldehyde/oxo group with NAD(+) or NADP(+) as acceptor) inhibitor that interferes with the action of aldehyde dehydrogenase (NAD(+)), EC 1.2.1.3.
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
mycotoxinPoisonous substance produced by fungi.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (4)

ClassDescription
cyclopropanesCyclopropane and its derivatives formed by substitution.
dicarboxylic acid monoamide
L-glutamine derivativeA proteinogenic amino acid derivative resulting from reaction of L-glutamine at the amino group, the carboxy group, or the carboxamide, or from the replacement of any hydrogen of L-glutamine by a heteroatom.
non-proteinogenic L-alpha-amino acidAny L-alpha-amino acid which is not a member of the group of 23 proteinogenic amino acids.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (16)

TimeframeStudies, This Drug (%)All Drugs %
pre-199011 (68.75)18.7374
1990's3 (18.75)18.2507
2000's0 (0.00)29.6817
2010's2 (12.50)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 43.06

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index43.06 (24.57)
Research Supply Index2.83 (2.92)
Research Growth Index4.16 (4.65)
Search Engine Demand Index60.33 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (43.06)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (18.75%)6.00%
Case Studies2 (12.50%)4.05%
Observational0 (0.00%)0.25%
Other11 (68.75%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]