Wogonoside

Wogonoside is an active metabolite of wogonin (Cay-14248) and a flavonoid that has been found in S. baicalensis and has anti-inflammatory and anticancer activities. It decreases the levels of IL-1beta, TNF-alpha, and IL-6 and inhibits the activation of NF-kappaB and the NOD-, LRR-, and pyrin domain-containing protein 3 (NLRP3) inflammasome in THP-1 cells differentiated with phorbol 12-myristate 13-acetate (PMA, Cay-10008014). Wogonoside (25 and 50 mg/kg) decreases colonic pathological damage and the activity of myeloperoxidase and inducible nitric oxide synthase (iNOS), as well as inhibits NF-kappaB and NLRP3 inflammasome activation in the colon in a mouse model of colitis induced by dextran sulfate sodium (Cay-23250). It inhibits phosphorylation of the mammalian target of rapamycin (mTOR), as well as inhibits the growth of (IC50 = 133.9 µM), and induces autophagy in, MDA-MB-231 breast cancer cells. Wogonoside (50-100 µM) inhibits tube formation by human umbilical vein endothelial cells (HUVECs) and increases Wnt3a levels and beta-catenin phosphorylation in MCF-7 cells and reduces tumor growth and angiogenesis in an MCF-7 mouse xenograft model when administered at a dose of 80 mg/kg.Formal Name: 5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl beta-D-glucopyranosiduronic acid. CAS Number: 51059-44-0. Synonyms: Wogonin 7-beta-D-Glucuronide, Wogonin 7-O-beta-D-Glucuronide. Molecular Formula: C22H20O11. Formula Weight: 460.4. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMF: 5mg/mL, DMSO: 15mg/mL, PBS (pH 7.2): 2mg/mL. lambdamax: 275 nm. SMILES: O=C(C1=C(O)C=C(O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O2)C(OC)=C1O3)C=C3C4=CC=CC=C4. InChi Code: InChI=1S/C22H20O11/c1-30-18-13(32-22-17(27)15(25)16(26)20(33-22)21(28)29)8-11(24)14-10(23)7-12(31-19(14)18)9-5-3-2-4-6-9/h2-8,15-17,20,22,24-27H,1H3,(H,28,29)/t15-,16-,17+,20-,22+/m0/s1. InChi Key: LNOHXHDWGCMVCO-NTKSAMNMSA-N. Origin: Plant/Scutellaria baicalensis Georgi.