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CHEBI:88235 - α-Neu5Ac-(2→3)-β-Gal-(1→4)-β-Glc-(1↔1')-Cer(d18:1/18:0)(1−)

ChEBI IDCHEBI:88235
ChEBI Nameα-Neu5Ac-(2→3)-β-Gal-(1→4)-β-Glc-(1↔1')-Cer(d18:1/18:0)(1−)
Stars
ASCII Namealpha-Neu5Ac-(2->3)-beta-Gal-(1->4)-beta-Glc-(1<->1')-Cer(d18:1/18:0)(1-)
DefinitionAn anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy group of ganglioside GM3 (d18:1/C18:0); major species at pH 7.3.
Last Modified4 May 2018
Submitternhn
DownloadsMolfile
FormulaC59H107N2O21
Net Charge-1
Average Mass1180.498
Monoisotopic Mass1179.73718
SMILES[H][C@@]1([C@H](O)[C@H](O)CO)O[C@@](O[C@H]2[C@@H](O)[C@@H](CO)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)[C@@H]2O)(C(=O)[O-])C[C@H](O)[C@H]1NC(C)=O
InChIInChI=1S/C59H108N2O21/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-46(69)61-40(41(66)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2)38-77-56-51(73)50(72)53(45(37-64)79-56)80-57-52(74)55(49(71)44(36-63)78-57)82-59(58(75)76)34-42(67)47(60-39(3)65)54(81-59)48(70)43(68)35-62/h30,32,40-45,47-57,62-64,66-68,70-74H,4-29,31,33-38H2,1-3H3,(H,60,65)(H,61,69)(H,75,76)/p-1/b32-30+/t40-,41+,42-,43+,44+,45+,47+,48+,49-,50+,51+,52+,53+,54+,55-,56+,57-,59-/m0/s1
InChIKeyUIKPUUZBQYTDRX-YRRBDHRDSA-M
Roles Classification
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
α-Neu5Ac-(2→3)-β-Gal-(1→4)-β-Glc-(1↔1')-Cer(d18:1/18:0)(1−) (CHEBI:88235) is a anionic ganglioside (CHEBI:79346)
α-Neu5Ac-(2→3)-β-Gal-(1→4)-β-Glc-(1↔1')-Cer(d18:1/18:0)(1−) (CHEBI:88235) is a α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-acylsphingosine(1−) (CHEBI:60065)
α-Neu5Ac-(2→3)-β-Gal-(1→4)-β-Glc-(1↔1')-Cer(d18:1/18:0)(1−) (CHEBI:88235) is conjugate base of α-Neu5Ac-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(d18:1/18:0) (CHEBI:84675)
Incoming Relation(s)
α-Neu5Ac-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(d18:1/18:0) (CHEBI:84675) is conjugate acid of α-Neu5Ac-(2→3)-β-Gal-(1→4)-β-Glc-(1↔1')-Cer(d18:1/18:0)(1−) (CHEBI:88235)
Synonyms  Source
GM3 (d18:1/C18:0)(1−)SUBMITTER
α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1)-N-(octadecanoyl)sphingosine(1−)ChEBI
(2S,3R,4E)-3-hydroxy-2-(octadecanoylamino)octadec-4-en-1-yl -5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranonosyl-(2→3)-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosideIUPAC
UniProt Name  Source
N-acetyl-α-neuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1)-N-(octadecanoyl)-sphing-4-enineUniProt
Citations