Ganglioside GM3 (bovine buttermilk) (ammonium 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 C22:0, C23:0, and C24:0 fatty acyl chain lengths. As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1503]CAS Number: 54827-14-4. Synonyms: Hematoside, Monosialoganglioside GM1, Sialosyllactosylceramide. Molecular Formula: C64H117N2O21 . NH4 (for tricosanoyl). Formula Weight: 1268.7. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: Chloroform:Methanol (2:1): soluble. SMILES: O[C@H]1[C@H](O[C@@H]([C@@H]([C@H]2O[C@]3(C([O-])=O)C[C@@H]([C@H]([C@]([C@@H]([C@H](O)CO)O)(O3)[H])NC(C)=O)O)O)O[C@@H]([C@@H]2O)CO)[C@@H](CO)O[C@@H](OC[C@@H]([C@H](O)/C=C/CCCCCCCCCCCCC)NC([R])=O)[C@@H]1O.[NH4+]. InChi Code: InChI=1S/C64H118N2O21.H3N/c1-4-6-8-10-12-14-16-18-19-20-21-22-23-24-26-28-30-32-34-36-38-51(74)66-45(46(71)37-35-33-31-29-27-25-17-15-13-11-9-7-5-2)43-82-61-56(78)55(77)58(50(42-69)84-61)85-62-57(79)60(54(76)49(41-68)83-62)87-64(63(80)81)39-47(72)52(65-44(3)70)59(86-64)53(75)48(73)40-67,/h35,37,45-50,52-62,67-69,71-73,75-79H,4-34,36,38-43H2,1-3H3,(H,65,70)(H,66,74)(H,80,81),1H3/b37-35+,/t45-,46+,47-,48+,49+,50+,52+,53+,54-,55+,56+,57+,58+,59+,60-,61+,62-,64-,/m0./s1. InChi Key: YFWFATFYEDEDLW-ALBXJJCDSA-N.