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CHEBI:78485 - ganglioside GM2 (18:0) (1−)

ChEBI IDCHEBI:78485
ChEBI Nameganglioside GM2 (18:0) (1−)
Stars
ASCII Nameganglioside GM2 (18:0) (1-)
DefinitionAn anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy group of ganglioside GM2 (18:0); major species at pH 7.3.
Last Modified18 October 2023
Submitternhn
DownloadsMolfile
FormulaC67H120N3O26
Net Charge-1
Average Mass1383.692
Monoisotopic Mass1382.81655
SMILES[H][C@@]1([C@H](O)[C@H](O)CO)O[C@@](O[C@@H]2[C@@H](O)[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](OC[C@H](NC(=O)CCCCCCCCCCCCCCCCC)[C@H](O)/C=C/CCCCCCCCCCCCC)O[C@@H]3CO)O[C@H](CO)[C@@H]2O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2NC(C)=O)(C(=O)[O-])C[C@H](O)[C@H]1NC(C)=O
InChIInChI=1S/C67H121N3O26/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-50(80)70-43(44(77)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)40-89-64-57(85)56(84)59(48(38-73)91-64)93-65-58(86)62(60(49(39-74)92-65)94-63-52(69-42(4)76)55(83)54(82)47(37-72)90-63)96-67(66(87)88)35-45(78)51(68-41(3)75)61(95-67)53(81)46(79)36-71/h31,33,43-49,51-65,71-74,77-79,81-86H,5-30,32,34-40H2,1-4H3,(H,68,75)(H,69,76)(H,70,80)(H,87,88)/p-1/b33-31+/t43-,44+,45-,46+,47+,48+,49+,51+,52+,53+,54-,55+,56+,57+,58+,59+,60-,61+,62+,63-,64+,65-,67-/m0/s1
InChIKeyGIVLTTJNORAZON-HDBOBKCLSA-M
Roles Classification
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
ganglioside GM2 (18:0) (1−) (CHEBI:78485) is a anionic ganglioside (CHEBI:79346)
ganglioside GM2 (18:0) (1−) (CHEBI:78485) is a β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(1−) (CHEBI:71502)
ganglioside GM2 (18:0) (1−) (CHEBI:78485) is conjugate base of ganglioside GM2 (18:0) (CHEBI:60327)
Incoming Relation(s)
ganglioside GM2 (18:0) (CHEBI:60327) is conjugate acid of ganglioside GM2 (18:0) (1−) (CHEBI:78485)
IUPAC Name 
(2S,3R,4E)-3-hydroxy-2-(stearoylamino)octadec-4-en-1-yl 2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→4)-[(6R)-5-acetamido-3,5-dideoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]-β-L-threo-hex-2-ulopyranonosyl-(2→3)]-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside
Synonyms  Source
N-acetyl-β-D-galactosaminyl-(1→4)-[α-N-acetylneuraminosyl-(2→3)]-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-stearoylsphingosine(1−)SUBMITTER
N-acetyl-β-D-galactosaminyl-(1→4)-[α-N-acetylneuraminosyl-(2→3)]-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-octadecanoylsphingosineSUBMITTER
UniProt Name  Source
ganglioside GM2 (d18:1(4E)/18:0)UniProt
Citations