CHEBI:10033 - warfarin

ChEBI IDCHEBI:10033
ChEBI Namewarfarin
Stars
DefinitionA racemate comprising equal amounts of (R)- and (S)-warfarin. Extensively used as both an anticoagulant drug and as a pesticide against rats and mice.
Last Modified7 November 2023
FormulaC19H16O4
Net Charge0
Average Mass308.333
Monoisotopic Mass308.10486
Wikipedia
Roles Classification
Biological Roles:
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor  An EC 1.6.5.* (oxidoreductase acting on NADH or NADPH with a quinone or similar as acceptor) inhibitor that interferes with the action of NAD(P)H dehydrogenase (quinone), EC 1.6.5.2.
vitamin K antagonist  A class of anticoagulants which act by inhibiting the action of vitamin K.
Applications:
rodenticide  A substance used to destroy rodent pests.
anticoagulant  An agent that prevents blood clotting.
ChEBI Ontology
Outgoing Relation(s)
warfarin (CHEBI:10033) has part (R)-warfarin (CHEBI:87737)
warfarin (CHEBI:10033) has part (S)-warfarin (CHEBI:87738)
warfarin (CHEBI:10033) has role anticoagulant (CHEBI:50249)
warfarin (CHEBI:10033) has role EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor (CHEBI:50390)
warfarin (CHEBI:10033) has role rodenticide (CHEBI:33288)
warfarin (CHEBI:10033) has role vitamin K antagonist (CHEBI:55347)
warfarin (CHEBI:10033) is a racemate (CHEBI:60911)
warfarin (CHEBI:10033) is conjugate acid of warfarin(1−) (CHEBI:50393)
Incoming Relation(s)
warfarin(1−) (CHEBI:50393) is conjugate base of warfarin (CHEBI:10033)
IUPAC Name 
rac-4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one
INNs  Source
warfarinWHO MedNet
warfarinaWHO MedNet
warfarineWHO MedNet
warfarinumWHO MedNet
Synonyms  Source
4-hydroxy-3-[(1RS)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-2-oneIUPAC
4-hydroxy-3-[(1RS)-3-oxo-1-phenylbutyl]-2H-chromen-2-oneIUPAC
4-hydroxy-3-[(1RS)-3-oxo-1-phenylbutyl]coumarinPPDB
CoumafeneChemIDplus
rac-1-(4'-hydroxy-3'-coumarinyl)-1-phenyl-3-butanoneChemIDplus
rac-3-(1'-phenyl-2'-acetylethyl)-4-hydroxycoumarinChemIDplus
Brand Names  Source
BrumolinChEBI
KumaduChEBI
KumatoxChEBI
RatronChEBI
RodafarinChEBI
Warf 10DrugBank
Manual XrefsDatabases
681PPDB
C01541KEGG COMPOUND
D08682KEGG DRUG
DB00682DrugBank
FDB022750FooDB
HMDB0001935HMDB
LSM-1405LINCS
US2427578Patent
US2765321Patent
US2777859Patent
US3239529Patent
warfarinAlan Wood's Pesticides
WarfarinWikipedia
Registry NumbersSources
Reaxys:1293536Reaxys
CAS:81-81-2KEGG COMPOUND
CAS:81-81-2ChemIDplus
CAS:81-81-2NIST Chemistry WebBook
Citations