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CHEBI:61668 - oroxylin A

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ChEBI Name oroxylin A
ChEBI ID CHEBI:61668
Definition A dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-6.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H12O5
Net Charge 0
Average Mass 284.26350
Monoisotopic Mass 284.068
InChI InChI=1S/C16H12O5/c1-20-16-11(18)8-13-14(15(16)19)10(17)7-12(21-13)9-5-3-2-4-6-9/h2-8,18-19H,1H3
InChIKey LKOJGSWUMISDOF-UHFFFAOYSA-N
SMILES COc1c(O)cc2oc(cc(=O)c2c1O)-c1ccccc1
Roles Classification
Biological Role(s): EC 1.14.13.39 (nitric oxide synthase) inhibitor
An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39).
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing oroxylin A (CHEBI:61668) has role antineoplastic agent (CHEBI:35610)
oroxylin A (CHEBI:61668) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
oroxylin A (CHEBI:61668) is a dihydroxyflavone (CHEBI:38686)
oroxylin A (CHEBI:61668) is a monomethoxyflavone (CHEBI:25401)
oroxylin A (CHEBI:61668) is conjugate acid of oroxylin A(1−) (CHEBI:77939)
Incoming oroxylin A 7-O-β-D-glucuronide (CHEBI:61670) has functional parent oroxylin A (CHEBI:61668)
oroxylin A(1−) (CHEBI:77939) is conjugate base of oroxylin A (CHEBI:61668)
IUPAC Name
5,7-dihydroxy-6-methoxy-2-phenyl-4H-chromen-4-one
Synonyms Sources
5,7-dihydroxy-6-methoxy-2-phenyl-4H-1-benzopyran-4-one ChEBI
5,7-dihydroxy-6-methoxyflavone ChEBI
baicalein 6-methyl ether ChEBI
Database Links Databases
CPD-12734 MetaCyc
LMPK12111096 LIPID MAPS
Oroxylin_A Wikipedia
View more database links
Registry Numbers Types Sources
281274 Reaxys Registry Number Reaxys
480-11-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12818372 PubMed citation Europe PMC
22366656 PubMed citation Europe PMC
22560876 PubMed citation Europe PMC
23238475 PubMed citation Europe PMC
23371806 PubMed citation Europe PMC
Last Modified
24 June 2014