Tiliroside

Tiliroside is a polyketide synthase-derived flavonoid glycoside that has been found in Q. ilex and has diverse biological activities. It inhibits carbonic anhydrase VII (CAVII, Ki = 4.6 nM), but not CAI, CAII, CAIV, or CAXII (Kis = >10, >10, 5.46, and 0.134 µM, respectively), in a cell-free assay. Tiliroside scavenges DPPH (Cay-14805) and superoxide radicals (IC50s = 12.8 and 42 µM, respectively) and is cytotoxic to Jurkat, HepG2, and COLO 205 cells (IC50s = 11.6, 14.3, and 55.4 µM, respectively). It reduces ear edema induced by phorbol 12-myristate 13-acetate (TPA, Cay-10008014) with an ID50 value of 0.357 mg/ear. Tiliroside (100 mg/kg) decreases triglyceride accumulation in the liver and skeletal muscle in high-fat diet-fed KKAy diabetic mice.Formal Name: 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[[6-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-beta-D-glucopyranosyl]oxy]-4H-1-benzopyran-4-one. CAS Number: 20316-62-5. Synonyms: Kaempferol 3-O-beta-D-Glucopyranoside-6-p-coumaril ester, Kaempferol 3-O-beta-D-(6''-E-p-coumaroyl)-glucopyranoside. Molecular Formula: C30H26O13. Formula Weight: 594.5. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, DMSO:PBS (pH 7.2) (1:6): 0.14 mg/ml. lambdamax: 268, 317 nm. SMILES: O=C(C(O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)COC(/C=C/C2=CC=C(C=C2)O)=O)=C(C3=CC=C(C=C3)O)OC4=CC(O)=C5)C4=C5O. InChi Code: InChI=1S/C30H26O13/c31-16-6-1-14(2-7-16)3-10-22(35)40-13-21-24(36)26(38)27(39)30(42-21)43-29-25(37)23-19(34)11-18(33)12-20(23)41-28(29)15-4-8-17(32)9-5-15/h1-12,21,24,26-27,30-34,36,38-39H,13H2/b10-3+/t21-,24-,26+,27-,30+/m1/s1. InChi Key: DVGGLGXQSFURLP-VWMSDXGPSA-N. Origin: Plant/Edgeworthia chrysantha.