6-Hydroxyflavone

6-Hydroxyflavone
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Names
	IUPAC name 6-Hydroxyflavone
	Systematic IUPAC name 6-Hydroxy-2-phenyl-4H-1-benzopyran-4-one
	Other names 6-Monohydroxyflavone; 6-Hydroxy-2-phenyl-4-benzopyrone
Identifiers
CAS Number	6665-83-4 Y;
3D model (JSmol)	Interactive image; Interactive image;
ChEMBL	ChEMBL138649 Y;
ChemSpider	65233 Y;
ECHA InfoCard	100.027.005
EC Number	229-704-8;
KEGG	C14137 Y;
PubChem CID	72279;
UNII	148S6Z78H6 Y;
CompTox Dashboard (EPA)	DTXSID8022327 ;
	InChI InChI=1S/C15H10O3/c16-11-6-7-14-12(8-11)13(17)9-15(18-14)10-4-2-1-3-5-10/h1-9,16H Y Key: GPZYYYGYCRFPBU-UHFFFAOYSA-N Y;
	SMILES C1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=CC(=C3)O; O=C\1c3c(O/C(=C/1)c2ccccc2)ccc(O)c3;
Properties
Chemical formula	C15H10O3
Molar mass	238.242 g·mol−1
Melting point	234 to 236 °C (453 to 457 °F; 507 to 509 K)
	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

6-Hydroxyflavone is a flavone, a type of chemical compound. It is one of the noncompetitive inhibitors of cytochrome P450 2C9. It is reported in Crocus and leaves of Barleria prionitis Linn. (a common Acanthaceae from India).¹ 6-Hydroxyflavone shows anxiolytic activity in a mouse model.² Compared to the full agonist diazepam, 6-hydroxyflavone was approximately 200 times less potent.²

References

M Daniel (2006). Medicinal Plants: Chemistry and Properties. Science Publishers. p. 78. ISBN 978-1-57808-395-4.
Ren, Lihuan; Wang, Feng; Xu, Zhiwen; Chan, Wing Man; Zhao, Cunyou; Xue, Hong (2010), "GABAA receptor subtype selectivity underlying anxiolytic effect of 6-hydroxyflavone", Biochemical Pharmacology, 79 (9): 1337–1344, doi:10.1016/j.bcp.2009.12.024, PMID 20067772

[1] M Daniel (2006). Medicinal Plants: Chemistry and Properties. Science Publishers. p. 78. ISBN 978-1-57808-395-4.

[Ren-2] Ren, Lihuan; Wang, Feng; Xu, Zhiwen; Chan, Wing Man; Zhao, Cunyou; Xue, Hong (2010), "GABAA receptor subtype selectivity underlying anxiolytic effect of 6-hydroxyflavone", Biochemical Pharmacology, 79 (9): 1337–1344, doi:10.1016/j.bcp.2009.12.024, PMID 20067772

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