Α-Naphthoflavone

α-Naphthoflavone, also known as 7,8-benzoflavone and 2-phenyl-benzo[h]chromen-4-one, is a synthetic^[1][2] flavone derivative. It can be prepared from 2-naphthol and cinnamaldehyde.^[3]

Quick facts Names, Identifiers ...

α-Naphthoflavone

Names
IUPAC name Benzo[7,8]flavone
Systematic IUPAC name 2-Phenyl-4H-naphtho[1,2-b]pyran-4-one
Other names 7,8-Benzoflavone ANF 2-Phenyl-benzo[h]chromen-4-one
Identifiers
CAS Number	604-59-1 N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:76995 Y
ChEMBL	ChEMBL283196 Y
ChemSpider	11297 Y
DrugBank	DB07453 Y
ECHA InfoCard	100.009.156
EC Number	210-071-1
PubChem CID	11790
UNII	FML65D8PY5
CompTox Dashboard (EPA)	DTXSID2040650
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 Y Key: VFMMPHCGEFXGIP-UHFFFAOYSA-N Y InChI=1/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 Key: VFMMPHCGEFXGIP-UHFFFAOYAW
SMILES O=C\1c4c(O/C(=C/1)c2ccccc2)c3ccccc3cc4
Properties
Chemical formula	C19H12O2
Molar mass	272.303 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

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α-Naphthoflavone is a potent inhibitor of the enzyme aromatase, the enzyme that converts testosterone to estrogen.^[1][2] α-Naphthoflavone has been shown to cause abnormal testicular development in young chickens.^[4]