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:
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
anti-obesity agent  Any substance which is used to reduce or control weight.
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:
antiatherosclerotic agent  A cardiovascular drug that prevents atherosclerosis (a disease in which the inside of an artery narrows due to the build up of plaque). Compare with antiatherogenic agent.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antipsoriatic  A drug used to treat psoriasis.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
antiemetic  A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
hypoglycemic agent  A drug which lowers the blood glucose level.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
dermatologic drug  A drug used to treat or prevent skin disorders or for the routine care of skin.
rodenticide  A substance used to destroy rodent pests.
anticonvulsant  A drug used to prevent seizures or reduce their severity.
anticoagulant  An agent that prevents blood clotting.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
antirheumatic drug  A drug used to treat rheumatoid arthritis.
antifibrotic agent  Any agent which acts to reduce fibrosis.
antiparkinson drug  A drug used in the treatment of Parkinson's disease.
anti-arrhythmia drug  A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
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 anti-arrhythmia drug (CHEBI:38070)
warfarin (CHEBI:10033) has role anti-inflammatory agent (CHEBI:67079)
warfarin (CHEBI:10033) has role anti-obesity agent (CHEBI:74518)
warfarin (CHEBI:10033) has role antiatherosclerotic agent (CHEBI:145947)
warfarin (CHEBI:10033) has role anticoagulant (CHEBI:50249)
warfarin (CHEBI:10033) has role anticonvulsant (CHEBI:35623)
warfarin (CHEBI:10033) has role antidepressant (CHEBI:35469)
warfarin (CHEBI:10033) has role antiemetic (CHEBI:50919)
warfarin (CHEBI:10033) has role antifibrotic agent (CHEBI:233423)
warfarin (CHEBI:10033) has role antihypertensive agent (CHEBI:35674)
warfarin (CHEBI:10033) has role antineoplastic agent (CHEBI:35610)
warfarin (CHEBI:10033) has role antiparkinson drug (CHEBI:48407)
warfarin (CHEBI:10033) has role antipsoriatic (CHEBI:50748)
warfarin (CHEBI:10033) has role antirheumatic drug (CHEBI:35842)
warfarin (CHEBI:10033) has role cardiovascular drug (CHEBI:35554)
warfarin (CHEBI:10033) has role dermatologic drug (CHEBI:50177)
warfarin (CHEBI:10033) has role EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor (CHEBI:50390)
warfarin (CHEBI:10033) has role hepatoprotective agent (CHEBI:62868)
warfarin (CHEBI:10033) has role hypoglycemic agent (CHEBI:35526)
warfarin (CHEBI:10033) has role immunosuppressive agent (CHEBI:35705)
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
ChoiceChEMBL
KumaduChEBI
KumatoxChEBI
RatronChEBI
RodafarinChEBI
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:81-81-2NIST Chemistry WebBook
CAS:81-81-2ChemIDplus
Citations