6-Hydroxyflavone

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6-Hydroxyflavone

IUPAC name 6-hydroxy-2-phenylchromen-4-one
Other names 6-Monohydroxyflavone; 6-Hydroxy-2-phenyl-4-benzopyrone
Identifiers
CAS number	6665-83-4^N
PubChem	72279
ChemSpider	65233^Y
EC-number	229-704-8
KEGG	C14137^Y
ChEMBL	CHEMBL138649^Y
Jmol-3D images	Image 1 Image 2
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
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 InChI=1/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 Key: GPZYYYGYCRFPBU-UHFFFAOYAV
Properties
Molecular formula	C₁₅H₁₀O₃
Molar mass	238.24 g mol⁻¹
Melting point	234 to 236 °C; 453 to 457 °F; 507 to 509 K
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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 leaves of Barleria prionitis Linn. (a common Acanthaceae from India).^[1] 6-Hydroxyflavone may have a potential as a therapeutic drug capable for the treatment of anxiety-like disorders.^[2]

References

↑ Medicinal plants, Chemistry and properties by M Daniel.
↑ "GABAA receptor subtype selectivity underlying anxiolytic effect of 6-hydroxyflavone". ScienceDirect. Retrieved 2011-06-12.

External links

Flavones and their conjugates

Aglycones

Monohydroxyflavone	6-Hydroxyflavone

Dihydroxyflavones	Chrysin (5,7-dihydroxyflavone) 4',7-Dihydroxyflavone

Trihydroxyflavones	Apigenin (5,7,4'-trihydroxyflavone) Baicalein (5,6,7-trihydroxyflavone) Norwogonin (5,7,8-Trihydroxyflavone)

Tetrahydroxyflavones	Isoscutellarein (5,7,8,4'-Tetrahydroxyflavone or 8-Hydroxyapigenin) Luteolin (3',4',5,7-Tetrahydroxyflavone) Norartocarpetin (2',4',5,7-Tetrahydroxyflavone) Scutellarein (5,6,7,4'-Tetrahydroxyflavone)

Pentahydroxyflavones	Hypolaetin (8-Hydroxyluteolin) Tricetin (5,7,3',4',5'-Pentahydroxyflavone)

O-methylated flavones	Acacetin (Apigenin 4'-methyl ether) Artocarpetin (Norartocarpetin 7-methyl ether) Diosmetin (Luteolin 4'-methyl ether) Eupatilin (5,7-Dihydroxy-3',4',6-trimethoxyflavone) Genkwanin (Apigenin 7-methyl ether) Nepetin (Luteolin 6-methyl ether) Nobiletin (3',4',5,6,7,8-Hexamethoxyflavone) Oroxylin A (Baicalein 6-methyl ether) Pratol (7-Hydroxy-4-methoxyflavone) Sinensetin (3',4',5,6,7-Pentamethoxyflavone) Tangeritin (4',5,6,7,8-Pentamethoxyflavone) Techtochrysin (Chrysin 7-methyl ether) Tricin (Tricetin 3',5'-dimethyl ether) Wogonin (Norwogonin 8-methyl ether) Zapotin (2,6,5,6-tetramethoxyflavone)

Glycosides

of apigenin	Apiin (Apigenin-7-O-apioglucoside) Apigetrin (Apigenin 7-O-glucoside) Isovitexin (Apigenin 6-C-glucoside) Rhoifolin (Apigenin 7-O-neohesperidoside) Saponarin (Isovitexin-7-O-glucoside) Schaftoside (Apigenin 6-C-glucoside 8-C-arabinoside) Vicenin-2 (Apigenin 6,8-di-C-glucoside) Vitexin (Apigenin-8-C-glucoside)

of baicalein	Baicalin (Baicalein 7-O-glucuronide) Tetuin (Baicalein 6-O-glucoside)

of hypolaetin	Hypolaetin 8-glucoside Hypolaetin 8-glucuronide

of luteolin	Cynaroside (Luteolin 7-O-glucoside) Isoorientin (Luteolin 6-C-glucoside) Orientin (Luteolin 8-C-glucoside) Veronicastroside (Luteolin 7-O-neohesperidoside) Luteolin-7-O-glucuronide

Giraldiin A (4',5,5',7-Tetrahydroxy-3-methoxy-3'-O-α-L-arabinopyranosyloxyflavone) and B (5,5',7'-Trihydroxy-2',3-dimethoxy-4'-O-β-D-glucopyranosyloxyflavone)
Nepitrin (Nepetin 7-O-glucoside)
Oroxindin (Wogonin 7-O-glucuronide)
Scutellarin (Scutellarein 7-O-glucuronide)

Acetylated

Artocarpetin A (prenylated artocarpetin)
Artoindonesianin P (prenylated)

Sulfated glycosides

Theograndin I (sulfated glucuronide of isoscutellarein) and II

Polymers

Amentoflavone

Synthetic

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