Baicalin

Baicalin

Baicalin
Names
IUPAC name
(2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenyl-chromen-7-yl)oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
Other names
Baicalein 7-O-glucuronide; 5,6-Dihydroxy-4-oxygen-2-phenyl-4H-1-benzopyran-7-beta-D-glucopyranose acid
Identifiers
 N
ChEBI  YesY
ChEMBL  YesY
ChemSpider  YesY
Jmol-3D images Image
PubChem
UNII  YesY
Properties
C21H18O11
Molar mass 446.36 g·mol−1
Melting point 202 to 205 °C (396 to 401 °F; 475 to 478 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 N  (: YesY/N?)

Baicalin is a flavone, a type of flavonoid. It is found in several species in the genus Scutellaria, including Scutellaria baicalensis and Scutellaria lateriflora. There are 10 mg/g baicalin in Scutellaria galericulata leaves.[1] Baicalin is the glucuronide of baicalein, and it is one of the chemical ingredients of Sho-Saiko-To, an herbal supplement.

Baicalin, along with its aglycone baicalein, is a positive allosteric modulator of the benzodiazepine site and/or a non-benzodiazepine site of the GABAA receptor.[2][3][4] In mice, baicalin produces anxiolytic effects without sedative or myorelaxant effects.[5][6] It is thought that baicalin, along with other flavonoids, may underlie the anxiolytic effects of S. baicalensis and S. lateriflora.[7][8]

Baicalin is a known prolyl endopeptidase inhibitor.[9] induces apoptosis in pancreatic cancer cells,[10]

References

  1. ^ P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979
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