CHEBI:53766 - acenocoumarol

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ChEBI Name acenocoumarol
Definition A hydroxycoumarin that is warfarin in which the hydrogen at position 4 of the phenyl substituent is replaced by a nitro group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:494206
Supplier Information
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Formula C19H15NO6
Net Charge 0
Average Mass 353.32550
Monoisotopic Mass 353.08994
InChI InChI=1S/C19H15NO6/c1-11(21)10-15(12-6-8-13(9-7-12)20(24)25)17-18(22)14-4-2-3-5-16(14)26-19(17)23/h2-9,15,22H,10H2,1H3
SMILES CC(=O)CC(c1ccc(cc1)[N+]([O-])=O)c1c(O)c2ccccc2oc1=O
Roles Classification
Biological Role(s): EC [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
Application(s): anticoagulant
An agent that prevents blood clotting.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing acenocoumarol (CHEBI:53766) has role anticoagulant (CHEBI:50249)
acenocoumarol (CHEBI:53766) has role EC [NAD(P)H dehydrogenase (quinone)] inhibitor (CHEBI:50390)
acenocoumarol (CHEBI:53766) is a C-nitro compound (CHEBI:35716)
acenocoumarol (CHEBI:53766) is a hydroxycoumarin (CHEBI:37912)
acenocoumarol (CHEBI:53766) is a methyl ketone (CHEBI:51867)
Incoming (R)-acenocoumarol (CHEBI:53768) is a acenocoumarol (CHEBI:53766)
(S)-acenocoumarol (CHEBI:53769) is a acenocoumarol (CHEBI:53766)
INNs Sources
acénocoumarol WHO MedNet
acenocoumarol KEGG DRUG
acenocoumarolum DrugBank
acenocumarol WHO MedNet
Synonyms Sources
3-(alpha-(4'-Nitrophenyl)-beta-acetylethyl)-4-hydroxycoumarin ChemIDplus
3-(alpha-(p-Nitrophenol)-beta-acetylethyl)-4-hydroxycoumarin NIST Chemistry WebBook
3-(alpha-Acetonyl-4-nitrobenzyl)-4-hydroxycoumarin ChemIDplus
3-(alpha-Acetonyl-p-nitrobenzyl)-4-hydroxycoumarin ChemIDplus
3-(alpha-p-Nitrophenyl-beta-acetylethyl)-4-hydroxycoumarin ChemIDplus
4-Hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)-2H-1-benzopyran-2-one NIST Chemistry WebBook
4-Hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-2H-chromen-2-one NIST Chemistry WebBook
Acenocoumarin KEGG DRUG
Acenocumarolo ChemIDplus
Acenokumarin ChemIDplus
Nicoumalone DrugBank
Nicumalon DrugBank
Nitrophenylacetylethyl-4-hydroxycoumarine DrugBank
Nitrovarfarian DrugBank
Nitrowarfarin DrugBank
Manual Xrefs Databases
DB01418 DrugBank
US2648682 Patent
View more database links
Registry Numbers Types Sources
1269370 Reaxys Registry Number Reaxys
1269370 Beilstein Registry Number Beilstein
152-72-7 CAS Registry Number DrugBank
152-72-7 CAS Registry Number NIST Chemistry WebBook
152-72-7 CAS Registry Number ChemIDplus
152-72-7 CAS Registry Number KEGG DRUG
Citation Waiting for Citations Type Source
17275317 PubMed citation ChEMBL
Last Modified
22 February 2017