Oroxylin A

Oroxylin A
Names
IUPAC name
5,7-Dihydroxy-6-methoxyflavone
Systematic IUPAC name
5,7-Dihydroxy-6-methoxy-2-phenyl-4H-1-benzopyran-4-one
Other names
Baicalein 6-methyl ether
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.189.623
KEGG
UNII
  • InChI=1S/C16H12O5/c1-20-16-11(18)8-13-14(15(16)19)10(17)7-12(21-13)9-5- 3-2-4-6-9/h2-8,18-19H,1H3
    Key: LKOJGSWUMISDOF-UHFFFAOYSA-N
  • COC1=C(C=C2C(=C1O)C(=O)C=C(O2)C3=CC=CC=C3)O
Properties
C16H12O5
Molar mass 284.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Oroxylin A is an O-methylated flavone, a chemical compound that can be found in the medicinal plants Scutellaria baicalensis and Scutellaria lateriflora, and the Oroxylum indicum tree. It has demonstrated activity as a dopamine reuptake inhibitor, and is also a negative allosteric modulator of the benzodiazepine site of the GABAA receptor. Oroxylin A has been found to improve memory consolidation in mice by elevating brain-derived neurotrophic factor (BDNF) levels in the hippocampus.