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CHEBI:61048 - ganglioside GM1

ChEBI IDCHEBI:61048
ChEBI Nameganglioside GM1
Stars
DefinitionA sialotetraosylceramide consisting of a branched pentasaccharide made up from one sialyl residue, two galactose residues, one N-acetylgalactosamine residue and a glucose residue at the reducing end attached to N-stearoylsphingosine via a β-linkage.
Last Modified11 November 2019
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC73H131N3O31
Net Charge0
Average Mass1546.841
Monoisotopic Mass1545.87665
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]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@H]2NC(C)=O)(C(=O)O)C[C@H](O)[C@H]1NC(C)=O
InChIInChI=1S/C73H131N3O31/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-52(87)76-44(45(84)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)41-98-69-61(94)59(92)63(50(39-80)101-69)103-71-62(95)67(107-73(72(96)97)35-46(85)53(74-42(3)82)66(106-73)55(88)47(86)36-77)64(51(40-81)102-71)104-68-54(75-43(4)83)65(57(90)49(38-79)99-68)105-70-60(93)58(91)56(89)48(37-78)100-70/h31,33,44-51,53-71,77-81,84-86,88-95H,5-30,32,34-41H2,1-4H3,(H,74,82)(H,75,83)(H,76,87)(H,96,97)/b33-31+/t44-,45+,46-,47+,48+,49+,50+,51+,53+,54+,55+,56-,57-,58-,59+,60+,61+,62+,63+,64-,65+,66+,67+,68-,69+,70-,71-,73-/m0/s1
InChIKeyQPJBWNIQKHGLAU-IQZHVAEDSA-N
Wikipedia
Roles Classification
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
antigen  Any substance that stimulates an immune response in the body, such as through antibody production or by presentation to a T-cell receptor after binding to a major histocompability complex (MHC).
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
ChEBI Ontology
Outgoing Relation(s)
ganglioside GM1 (CHEBI:61048) has part →8)-α-Neu5Ac-(2→3)-[β-D-Gal-(1→3)-β-D-GalNAc-(1→4)]-β-D-Gal-(1→4)-yl group (CHEBI:142514)
ganglioside GM1 (CHEBI:61048) is a sialotetraosylceramide (CHEBI:36543)
ganglioside GM1 (CHEBI:61048) is a α-N-acetylneuraminosyl-(2→3)-[β-D-galactosyl-(1→3)-N-acetyl-β-D-galactosaminyl-(1→4)]-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-acylsphingosine (CHEBI:18216)
ganglioside GM1 (CHEBI:61048) is conjugate acid of ganglioside GM1(1−) (CHEBI:73110)
Incoming Relation(s)
N-[(2S,3R,4E)-1-{[5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulosyl-(2→3)-[β-D-galactosyl-(1→3)-β-D-galactosaminyl-(1→4)]-β-D-galactosyl-(1→4)-D-glucosyl]oxy}-3-hydroxyoctadec-4-en-2-yl]octadecanamide (CHEBI:145337) has functional parent ganglioside GM1 (CHEBI:61048)
GM1-GD1a hybrid ganglioside dimer (CHEBI:142829) has functional parent ganglioside GM1 (CHEBI:61048)
GM1-GM1 dimer (CHEBI:142827) has functional parent ganglioside GM1 (CHEBI:61048)
α-N-acetylneuraminosyl-(2→3)-[β-D-galactosyl-(1→3)-N-acetyl-β-D-galactosaminyl-(1→4)]-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-acetylsphingosine (CHEBI:145327) has functional parent ganglioside GM1 (CHEBI:61048)
α-Neu5Ac-(2→3)-[β-D-Gal-(1→3)-β-D-GalNAc-(1→4)]-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-N-stearoylsphingosine 1II',2II lactone (CHEBI:141641) has functional parent ganglioside GM1 (CHEBI:61048)
β-D-Gal-(1→3)-β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(18:0/18:0) (CHEBI:145338) has functional parent ganglioside GM1 (CHEBI:61048)
ganglioside GM1(1−) (CHEBI:73110) is conjugate base of ganglioside GM1 (CHEBI:61048)
IUPAC Name 
(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→3)-2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→4)]-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside
Synonyms  Source
α-Neu5Ac-(2→3)-[β-D-Gal-(1→3)-β-D-GalNAc-(1→4)]-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-N-stearoylsphingosineJCBN
monosialoganglioside GM1ChEBI
ganglioside GM1ChEBI
monosialoganglioside GM1ChEBI
GM1ChEBI
Ganglioside GGtet1ChemIDplus
Manual XrefsDatabases
HMDB0004856HMDB
GM1Wikipedia
Registry NumbersSources
Reaxys:7196494Reaxys
CAS:37758-47-7ChemIDplus
Citations