| Stereochemistry | ACHIRAL |
| Molecular Formula | C16H12O5 |
| Molecular Weight | 284.2635 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=C2OC(=CC(=O)C2=C(O)C=C1O)C3=CC=CC=C3
InChI
InChIKey=XLTFNNCXVBYBSX-UHFFFAOYSA-N
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
Wogonin is an O-methylated flavone compound isolated from Scutellaria baicalensis. Wogonin is an a positive allosteric modulator of benzodiazepine site of the GABAA ion channel, and displays anxiolytic properties in animal models. It possesses anti-tumor effect in models of osteosarcoma and lung cancer. Hepatoprotective action of wogonin was demonstrated in the mouse model of alcoholic liver disease and in a model of nonalcoholic fatty liver disease, where it was shown that wogonin upregulates PPAR-gamma and PPARalpha respectively. Wogonin possess chondroprotective action which was demonstrated in models of osteoarthritis.
CNS Activity
Originator
Approval Year
Sample Use Guides
In tests of anxiolytic action, wogonin was administered to mice orally and displayed an effect at 7.5-30 mg/kg. In the study of anticonvulsant effect, wogonin was administered to rats intraperitoneally.
Route of Administration:
Other
In vitro electrophysiological studies were performed on freshly isolated DRG neurons from adult rats. Whole-cell patch-clamp recordings were performed at room temperature. The membrane potential was held at -60 mV. GABA was dissolved in the extracellular solution. Wogonin was dissolved in DMSO and further diluted by the extracellular solution. The GABA-activated current was enhanced by the co-application with GABA and wogonin (10 uM).
SUBSTANCE RECORD
