EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:76995 - α-naphthoflavone

ChEBI IDCHEBI:76995
ChEBI Nameα-naphthoflavone
Stars
ASCII Namealpha-naphthoflavone
DefinitionAn 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).
Last Modified9 March 2020
SubmitterGareth Owen
DownloadsMolfile
FormulaC19H12O2
Net Charge0
Average Mass272.303
Monoisotopic Mass272.08373
SMILESO=c1cc(-c2ccccc2)oc2c1ccc1ccccc12
InChIInChI=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
InChIKeyVFMMPHCGEFXGIP-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
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).
ChEBI Ontology
Outgoing Relation(s)
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  Source
7,8-benzoflavoneChemIDplus
2-phenyl-4H-naphtho(1,2-b)pyran-4-oneChemIDplus
7,8-BFChemIDplus
benzo[h]flavoneChemIDplus
α-naphthylflavoneChemIDplus
Manual XrefsDatabases
BHFPDBeChem
Alpha-NaphthoflavoneWikipedia
CPD-10550MetaCyc
Registry NumbersSources
Reaxys:210862Reaxys
CAS:604-59-1ChemIDplus
Citations