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Flavone

Names
IUPAC name 2-phenylchromen-4-one
Identifiers
CAS Number	525-82-6
3D model (JSmol)	Interactive image
Beilstein Reference	157598
ChEBI	CHEBI:42491
ChEMBL	ChEMBL275638
ChemSpider	10230
DrugBank	DB07776
ECHA InfoCard	100.007.623
EC Number	208-383-8
Gmelin Reference	1224858
IUPHAR/BPS	409
KEGG	C15608
PubChem CID	10680
RTECS number	DJ3100630
UNII	S2V45N7G3B
CompTox Dashboard (EPA)	DTXSID2022048
InChI InChI=1S/C15H10O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-10HKey: VHBFFQKBGNRLFZ-UHFFFAOYSA-N
SMILES C1=CC=C(C=C1)C2=CC(=O)C3=CC=CC=C3O2
Properties
Chemical formula	C15H10O2
Molar mass	222.243 g·mol
Appearance	white solid
Melting point	96–97 °C (205–207 °F; 369–370 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Flavone is an organic compound with the formula C₆H₄OC₃H(Ph)O. A white solid, flavone is a derivative of chromone with a phenyl (Ph) substituent adjacent to the ether group. The compound is of little direct practical importance, but substituted derivatives, the flavones and flavonoids are a large class of nutritionally important natural products. Flavone can be prepared in the laboratory by cyclization of 2-hydroxacetophenone. Isomeric with flavone is isoflavone, where the phenyl group is adjacent to the ketone.

References

1. Gaspar, Alexandra; Matos, Maria João; Garrido, Jorge; Uriarte, Eugenio; Borges, Fernanda (2014). "Chromone: A Valid Scaffold in Medicinal Chemistry". Chemical Reviews. 114 (9): 4960–4992. doi:10.1021/cr400265z.
2. T. S. Wheeler (1952). "Flavone". Organic Syntheses. 32: 72. doi:10.15227/orgsyn.032.0072.

• Flavones