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GM2 (ganglioside)

Structure via PubChem · Public domain (PubChem)

EntityQ5513693· pop 6· linked from 36 articles

GM2 (ganglioside)

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Also known as ganglioside GM2, GM2, G(M2) Ganglioside

chemical compound

In the Vinony graph

Vinony's link graph records 36 inbound references to GM2 (ganglioside), and connects out to gangliosides, International Standard Book Number and organic chemistry.

Vinony files it under Chembox image size set and Glycolipids.

Vinony links it to 6 Wikipedia language editions.

Chemical data

Formula: C67H121N3O26
Molecular weight: 1384.7 g/mol
IUPAC name: (2S,4S,5R,6R)-5-acetamido-2-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(E,2S,3R)-3-hydroxy-2-(octadecanoylamino)octadec-4-enoxy]oxan-3-yl]oxy-3-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
SMILES: CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)NC(=O)C)O[C@@]4(C[C@@H]([C@H]([C@@H](O4)[C@@H]([C@@H](CO)O)O)NC(=O)C)O)C(=O)O)O)O)O)[C@@H](/C=C/CCCCCCCCCCCCC)O
InChIKey: GIVLTTJNORAZON-HDBOBKCLSA-N
XLogP: 5.6
Polar surface area: 461 Å²
H-bond donors: 17
H-bond acceptors: 26
Formal charge: 0

via PubChem

Research

1,905 papers

Targeting GM2 Ganglioside Accumulation in Dementia: Current Therapeutic Approaches and Future Directions.Current molecular medicine · 2024
Microglia-neuron crosstalk through Hex-GM2-MGL2 maintains brain homeostasis.Nature · 2025
GM2 Gangliosidoses: Clinical Features, Pathophysiological Aspects, and Current Therapies.International journal of molecular sciences · 2020
GM2 ganglioside and pyramidal neuron dendritogenesis.Neurochemical research · 1995
Biochemical Correction of GM2 Ganglioside Accumulation in AB-Variant GM2 Gangliosidosis.International journal of molecular sciences · 2023

Wikidata facts

Subclass of: gangliosides
Mass: 1383.823830992

Show 3 more facts

isomeric SMILES: CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)NC(=O)C)O[C@@]4(C[C@@H]([C@H]([C@@H](O4)[C@@H]([C@@H](CO)O)O)NC(=O)C)O)C(=O)O)O)O)O)[C@@H](/C=C/CCCCCCCCCCCCC)O
chemical formula: C₆₇H₁₂₁N₃O₂₆
canonical SMILES: CCCCCCCCCCCCCC=CC(O)C(COC1OC(CO)C(OC2OC(CO)C(OC3OC(CO)C(O)C(O)C3NC(C)=O)C(OC3(C(=O)O)CC(O)C(NC(C)=O)C(C(O)C(O)CO)O3)C2O)C(O)C1O)NC(=O)CCCCCCCCCCCCCCCCC

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Categories

Chembox image size set Glycolipids