54827-14-4
Chemical Structure
Monosialoganglioside GM3 (bovine)
- CAS No.: 54827-14-4
- Formula:C59H106N2NaO21-
- Molecular Weight:1202.46
IUPAC Name: sodium (Z)-N-((3R,6S)-6-carboxy-6-(((2S,4S,5R)-2-(((2S,3S,6R)-4,5-dihydroxy-6-(((2S,3R,E)-3-hydroxy-2-stearamidooctadec-4-en-1-yl)oxy)-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)-4-hydroxy-2-((1S,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-3-yl)acetimidate
InChIKey: GGQRTSSCXQEZNW-LPMWLMKCSA-M
SMILES: CCCCCCCCCCCCCCCCCC(N[C@@H](CO[C@H]1C(C([C@@H]([C@H](CO)O1)O[C@H]2C([C@H]([C@@H](C(CO)O2)O)O[C@@]3(CC([C@H](C([C@H]([C@@H](CO)O)O)O3)/N=C(C)\[O-])O)C(O)=O)O)O)O)[C@@H](/C=C/CCCCCCCCCCCCC)O[Na])=O
Biological Activity: Monosialoganglioside GM3 (bovine) is a monosialoganglioside and an inhibitor of VEGFR2 and Akt. At a concentration of 20 μM, Monosialoganglioside GM3 inhibits angiogenesis and reduces the proliferation and migration of human umbilical vein endothelial cells (HUVECs) by inhibiting VEGFR2 and Akt phosphorylation. Ganglioside GM3 also inhibits ferroptosis, providing protective effects during the formation of abdominal aortic aneurysms. Additionally, Monosialoganglioside GM3 (bovine) acts as an inhibitor of insulin signaling, inducing the dissociation of the insulin receptor (IR)-Caveolin-1 complex from lipid microdomains and causing insulin resistance in adipocytes. Monosialoganglioside GM3 (bovine) can be used in cancer and metabolic disease research[1].
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Monosialoganglioside GM3 (bovine) | Monosialoganglioside GM3 (bovine) is a monosialoganglioside and an inhibitor of VEGFR2 and Akt. At a concentration of 20 μM, Monosialoganglioside GM3 inhibits angiogenesis and reduces the proliferation and migration of human umbilical vein endothelial cells (HUVECs) by inhibiting VEGFR2 and Akt phosphorylation. Ganglioside GM3 also inhibits ferroptosis, providing protective effects during the formation of abdominal aortic aneurysms. Additionally, Monosialoganglioside GM3 (bovine) acts as an inhibitor of insulin signaling, inducing the dissociation of the insulin receptor (IR)-Caveolin-1 complex from lipid microdomains and causing insulin resistance in adipocytes. Monosialoganglioside GM3 (bovine) can be used in cancer and metabolic disease research. | |||||||||||||||||||||
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Keywords