CHEBI:76995 - α-naphthoflavone

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ChEBI Name α-naphthoflavone
ChEBI ID CHEBI:76995
ChEBI ASCII Name alpha-naphthoflavone
Definition An extended flavonoid resulting from the formal fusion of a benzene ring with the h side of flavone. A synthetic compound, it is an inhibitor of aromatase (EC 1.14.14.14).
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C19H12O2
Net Charge 0
Average Mass 272.29740
Monoisotopic Mass 272.08373
InChI InChI=1S/C19H12O2/c20-17-12-18(14-7-2-1-3-8-14)21-19-15-9-5-4-6-13(15)10-11-16(17)19/h1-12H
InChIKey VFMMPHCGEFXGIP-UHFFFAOYSA-N
SMILES O=c1cc(oc2c3ccccc3ccc12)-c1ccccc1
Roles Classification
Biological Role(s): EC 1.14.14.14 (aromatase) inhibitor
An EC 1.14.14.* (oxidoreductase acting on paired donors, incorporating of 1 atom of oxygen, with reduced flavin or flavoprotein as one donor) inhibitor which interferes with the action of aromatase (EC 1.14.14.14) and so reduces production of estrogenic steroid hormones.
aryl hydrocarbon receptor antagonist
An antagonist that binds to and activates aryl hydrocarbon receptors (AhRs).
aryl hydrocarbon receptor agonist
An agonist that binds to and activates aryl hydrocarbon receptors (AhRs).
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ChEBI Ontology
Outgoing α-naphthoflavone (CHEBI:76995) has role aryl hydrocarbon receptor agonist (CHEBI:72768)
α-naphthoflavone (CHEBI:76995) has role aryl hydrocarbon receptor antagonist (CHEBI:76998)
α-naphthoflavone (CHEBI:76995) has role EC 1.14.14.14 (aromatase) inhibitor (CHEBI:50790)
α-naphthoflavone (CHEBI:76995) is a extended flavonoid (CHEBI:71037)
α-naphthoflavone (CHEBI:76995) is a naphtho-γ-pyrone (CHEBI:64542)
α-naphthoflavone (CHEBI:76995) is a organic heterotricyclic compound (CHEBI:26979)
IUPAC Name
2-phenyl-4H-benzo[h]chromen-4-one
Synonyms Sources
2-phenyl-4H-naphtho(1,2-b)pyran-4-one ChemIDplus
7,8-benzoflavone ChemIDplus
7,8-BF ChemIDplus
α-naphthylflavone ChemIDplus
benzo[h]flavone ChemIDplus
Manual Xrefs Databases
Alpha-Naphthoflavone Wikipedia
BHF PDBeChem
CPD-10550 MetaCyc
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Registry Numbers Types Sources
210862 Reaxys Registry Number Reaxys
604-59-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
09 March 2020