Flavone

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/h1-10H Key: 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−1
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 [77 °F], 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 susbstituted derivatives, the flavones and flavonoids are a large class of nutritionally important natural products.^[1] Flavone can be prepared in the laboratory by cyclization of 2-hydroxacetophenone.^[2] Isomeric with flavone is isoflavone, where the phenyl group is adjacent to the ketone.

References

^ 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.
^ T. S. Wheeler (1952). "Flavone". Organic Syntheses. 32: 72. doi:10.15227/orgsyn.032.0072.

[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.

[1]

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