CHEBI:61048 - ganglioside GM1

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ChEBI Name ganglioside GM1
ChEBI ID CHEBI:61048
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C73H131N3O31
Net Charge 0
Average Mass 1546.82270
Monoisotopic Mass 1545.87665
InChI InChI=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
InChIKey QPJBWNIQKHGLAU-IQZHVAEDSA-N
SMILES CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@H]3NC(C)=O)[C@H](O[C@@]3(C[C@H](O)[C@@H](NC(C)=O)[C@@H](O3)[C@H](O)[C@H](O)CO)C(O)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)\C=C\CCCCCCCCCCCCC
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via alpha-N-acetylneuraminosyl-(2->3)-[beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)]-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine )
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via alpha-N-acetylneuraminosyl-(2->3)-[beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)]-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine )
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).
(via alpha-N-acetylneuraminosyl-(2->3)-[beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)]-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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↔1ʼ)-N-acylsphingosine (CHEBI:18216)
ganglioside GM1 (CHEBI:61048) is a sialotetraosylceramide (CHEBI:36543)
ganglioside GM1 (CHEBI:61048) is conjugate acid of ganglioside GM1(1−) (CHEBI:73110)
Incoming 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)
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)
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 Sources
(Neu5Ac)GM1 ChEBI
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-octadecanoylsphingosine JCBN
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 JCBN
α-Neup5Ac-(2→3)-[β-D-Galp-(1→3)-β-D-GalpNAc-(1→4)]-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-N-stearoylsphingosine ChEBI
G(M1) Ganglioside ChemIDplus
Galβ1→3GalNAcβ1→4(Neu5Acα2→3)Galβ1→4Glcβ1→1-Cer ChEBI
Galβ1→3GalNAcβ1→4(NeuAcα2→3)Galβ1→4Glc-Cer ChEBI
Ganglioside A2 ChemIDplus
Ganglioside G4 ChemIDplus
Ganglioside GGtet1 ChemIDplus
Ganglioside GI ChemIDplus
Ganglioside GM1 ChemIDplus
ganglioside GM1 ChEBI
Ganglioside GM1 (18:1/18:0) HMDB
Ganglioside GM1a ChemIDplus
Ganglioside M1 ChemIDplus
GM1 ChEBI
GM1 ChEBI
GM1 ganglioside ChEBI
monosialoganglioside GM1 ChEBI
monosialoganglioside GM1 ChEBI
Monosialosyl tetraglycosyl ceramide ChemIDplus
Sialosylganglio-N-tetraosylceramide ChemIDplus
Manual Xrefs Databases
GM1 Wikipedia
HMDB0004856 HMDB
View more database links
Registry Numbers Types Sources
37758-47-7 CAS Registry Number ChemIDplus
7196494 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
21 December 2018