Structure via PubChem · Public domain (PubChem)
GM2 (ganglioside)
Sign in to saveAlso 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 Ų
- 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
via PubMed
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
Sources (2)
via Wikidata · CC0