Baicalein

Polyphenol compound From Wikipedia, the free encyclopedia

Baicalein (5,6,7-trihydroxyflavone) is a flavone, a type of flavonoid,[1] originally isolated from the roots of Scutellaria baicalensis and Scutellaria lateriflora. It is also a constituent of Oroxylum indicum (Indian trumpetflower) and thyme.[2] It is the aglycone of baicalin.

Other namesBiacalein; Noroxylin
CAS Number
Quick facts Clinical data, Other names ...
Baicalein
Clinical data
Other namesBiacalein; Noroxylin
Identifiers
  • 5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.164.911 Edit this at Wikidata
Chemical and physical data
FormulaC15H10O5
Molar mass270.240 g·mol−1
3D model (JSmol)
  • O=C\1c3c(O)c(O)c(O)cc3O/C(=C/1)c2ccccc2
  • InChI=1S/C15H10O5/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12/h1-7,17-19H
  • Key:FXNFHKRTJBSTCS-UHFFFAOYSA-N
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Pharmacology

Baicalein, along with its glucuronide baicalin, is a positive allosteric modulator of the benzodiazepine site and a non-benzodiazepine site of the GABAA receptor, but with an affinity over 250× lower than diazepam.[3][4][5] It displays subtype selectivity for α2 and α3 subunit-containing GABAA receptors.[6]

The flavonoid has been shown to inhibit certain types of lipoxygenases.[7]

Baicalein is an inhibitor of CYP2C9,[8] an enzyme of the cytochrome P450 system that metabolizes drugs in the body.

A derivative of baicalin is a known prolyl endopeptidase inhibitor.[9]

See also

References

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