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CHEBI:53769 - (S)-acenocoumarol

Default Structure
ChEBI IDCHEBI:53769
ChEBI Name(S)-acenocoumarol
Stars
ASCII Name(S)-acenocoumarol
DefinitionThe (R)-enantiomer of acenocoumarol.
Last Modified24 August 2012
SubmitterSteve
DownloadsMolfile
FormulaC19H15NO6
Net Charge0
Average Mass353.330
Monoisotopic Mass353.08994
SMILESCC(=O)C[C@@H](c1ccc([N+](=O)[O-])cc1)c1c(O)c2ccccc2oc1=O
InChIInChI=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/t15-/m0/s1
InChIKeyVABCILAOYCMVPS-HNNXBMFYSA-N
Roles Classification
Biological Role:
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.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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.
anticoagulant  An agent that prevents blood clotting.
ChEBI Ontology
Outgoing Relation(s)
(S)-acenocoumarol (CHEBI:53769) is a acenocoumarol (CHEBI:53766)
(S)-acenocoumarol (CHEBI:53769) is enantiomer of (R)-acenocoumarol (CHEBI:53768)
Incoming Relation(s)
(R)-acenocoumarol (CHEBI:53768) is enantiomer of (S)-acenocoumarol (CHEBI:53769)
IUPAC Name 
4-hydroxy-3-[(1S)-1-(4-nitrophenyl)-3-oxobutyl]-2H-chromen-2-one
Synonym  Source
(-)-AcenocoumarinChemIDplus
Registry NumbersSources
Reaxys:4300222Reaxys
CAS:66556-78-3ChemIDplus