6-Hydroxyflavone

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6-Hydroxyflavone
Ball-and-stick model of 6-hydroxyflavone
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
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.027.005 Edit this at Wikidata
EC Number
  • 229-704-8
KEGG
UNII
  • 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 checkY
    Key: GPZYYYGYCRFPBU-UHFFFAOYSA-N checkY
  • 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
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).
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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

  1. ^ M Daniel (2006). Medicinal Plants: Chemistry and Properties. Science Publishers. p. 78. ISBN 978-1-57808-395-4.
  2. ^ a b 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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