Wogonin

Source: Wikipedia, the free encyclopedia.
Wogonin[1]
Skeletal formula
Ball-and-stick model
Names
IUPAC name
5,7-Dihydroxy-8-methoxyflavone
Systematic IUPAC name
5,7-Dihydroxy-8-methoxy-2-phenyl-4H-1-benzopyran-4-one
Other names
Vogonin
Norwogonin 8-methyl ether
Identifiers
3D model (
JSmol
)
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C16H12O5/c1-20-15-12(19)7-10(17)14-11(18)8-13(21-16(14)15)9-5-3-2-4-6-9/h2-8,17,19H,1H3 ☒N
    Key: XLTFNNCXVBYBSX-UHFFFAOYSA-N ☒N
  • InChI=1/C16H12O5/c1-20-15-12(19)7-10(17)14-11(18)8-13(21-16(14)15)9-5-3-2-4-6-9/h2-8,17,19H,1H3
    Key: XLTFNNCXVBYBSX-UHFFFAOYAQ
  • COC1=C(C=C(C2=C1OC(=CC2=O)C3=CC=CC=C3)O)O
Properties
C16H12O5
Molar mass 284.267 g·mol−1
Melting point 203 to 206 °C (397 to 403 °F; 476 to 479 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Wogonin is an

O-methylated flavone, a flavonoid-like chemical compound which is found in Scutellaria baicalensis.[2]

The

Sho-Saiko-To
, a Japanese herbal supplement.

Pharmacology

Wogonin has been found in one study to have

benzodiazepine site of the GABAA receptor with an binding affinity of Ki 0.92μM and an IC50 value of 1.26μM which is about 100x less potent than diazepam (IC50 value of 0.012μM).[2][6] The LD50 of pure Wogonin in mice is 3.9 grams per kilogram of body weight suggesting low toxicity [7]

References

  1. ^ Wogonin at chemblink.com
  2. ^
    PMID 12392823
    .
  3. S2CID 90414405
    .
  4. PMID 21573491
    .
  5. PMID 21457722
    .
  6. ^
    PMID 17692312
    .
  7. PMID 12392823
    .


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