Ganglioside GM3 (bovine brain) (sodium salt)

Ganglioside GM3 is a monosialoganglioside that demonstrates antiproliferative and pro-apoptotic effects in tumor cells by modulating cell adhesion, proliferation, and differentiation. It suppresses angiogenesis and reduces proliferation and migration of human umbilical vein endothelial cells (HUVECs) when used at a concentration of 20 µM via inhibition of VEGFR2 and Akt phosphorylation. Ganglioside GM3 induces dissociation of the insulin receptor-caveolin-1 complex from lipid microdomains, functioning as an inhibitor of insulin signaling and contributing to insulin resistance in adipocytes. This product contains ganglioside GM3 molecular species with primarily C18:0 fatty acyl chain lengths. As this product is derived from a natural source, there may be variations in the sphingoid backbone.CAS Number: 54827-14-4. Synonyms: Hematoside, Sialosyllactosylceramide. Molecular Formula: C59H107N2O21 . Na (for tricosanoyl). Formula Weight: 1203.5. Purity: >98%. Formulation: (Request formulation change), A lyophilized solid. Solubility: Chloroform:Methanol (2:1): Soluble, Water: Forms micellar solution. SMILES: O[C@@H]1[C@@H]([C@H]([C@@H](O[C@@H]1CO)O[C@H]2[C@@H]([C@H]([C@@H](O[C@@H]2CO)OC[C@@]([H])([C@](O)(/C=C/CCCCCCCCCCCCC)[H])NC(CCCCCCCCCCCCCCCCC)=O)O)O)O)O[C@]3(O[C@H]([C@@H]([C@H](C3)O)NC(C)=O)[C@@]([H])([C@]([H])(O)CO)O)C([O-])=O.[Na+]. InChi Code: InChI=1S/C59H108N2O21.Na/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-46(69)61-40(41(66)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2)38-77-56-51(73)50(72)53(45(37-64)79-56)80-57-52(74)55(49(71)44(36-63)78-57)82-59(58(75)76)34-42(67)47(60-39(3)65)54(81. InChi Key: GGQRTSSCXQEZNW-BLVJLEROSA-M.