CHEBI:15681 - α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramide

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ChEBI Name α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramide
ChEBI ID CHEBI:15681
ChEBI ASCII Name alpha-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-ceramide
Definition A sialodiosylceramide consisting of the trisaccharide α-Neu5Ac-(2→3)-β-D-Gal-(1→4)-β-D-Glc attached to the primary hydroxy function of ceramide.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:12580, CHEBI:15680, CHEBI:10959, CHEBI:12288, CHEBI:5227, CHEBI:21623, CHEBI:21147
Download Molfile XML SDF
Formula C42H73N2O21R
Net Charge 0
Average Mass (excl. R groups) 942.02980
Monoisotopic Mass (excl. R groups) 941.47058
SMILES [H][C@]1(O[C@@](C[C@H](O)[C@H]1NC(C)=O)(O[C@H]1[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](OC[C@H](NC([*])=O)[C@H](O)\C=C\CCCCCCCCCCCCC)O[C@@H]2CO)[C@@H]1O)C(O)=O)[C@H](O)[C@H](O)CO
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Roles Classification
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramide (CHEBI:15681) has part α-Neu5Ac-(2→3)-β-D-Gal-(1→4)-β-D-Glc-yl group (CHEBI:142767)
α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramide (CHEBI:15681) has role antigen (CHEBI:59132)
α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramide (CHEBI:15681) has role mouse metabolite (CHEBI:75771)
α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramide (CHEBI:15681) is a α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1)-ceramide (CHEBI:79209)
α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramide (CHEBI:15681) is conjugate acid of α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-acylsphingosine(1−) (CHEBI:60065)
Incoming α-Neu5Ac-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(34:1) (CHEBI:134572) is a α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramide (CHEBI:15681)
α-Neu5Ac-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(36:1) (CHEBI:137836) is a α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramide (CHEBI:15681)
α-Neu5Ac-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(38:2) (CHEBI:134574) is a α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramide (CHEBI:15681)
ganglioside GM3 (CHEBI:84118) is a α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramide (CHEBI:15681)
α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-acylsphingosine(1−) (CHEBI:60065) is conjugate base of α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramide (CHEBI:15681)
IUPAC Name
(2S,3R,4E)-2-(acylamino)-3-hydroxyoctadec-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-glucopyranoside
Synonyms Sources
(Gal)1 (Glc)1 (Neu5Ac)1 (Cer)1 KEGG GLYCAN
(N-Acetylneuraminyl)-D-galactosyl-D-glucosylceramide KEGG COMPOUND
(Neu5Ac)GM3 ChEBI
α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosylceramide ChEBI
α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosylceramides ChEBI
alpha-N-Acetylneuraminyl-2,3-beta-D-galactosyl-1,4-beta-D-glucosylceramide KEGG COMPOUND
α-Neu5Ac-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer ChEBI
α-Neu5Ac-(2→3)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer ChEBI
ganglioside GM3 ChEBI
GM3 KEGG COMPOUND
GM3 (NeuAc) ChEBI
Hematoside KEGG GLYCAN
monosialoganglioside GM3 ChEBI
N-Acetylneuraminyl-2,3-alpha-D-galactosyl-1,4-beta-D-glucosylceramide KEGG COMPOUND
Neu5Ac-alpha2->3Gal-beta1->4Glc-beta1->1'Cer KEGG COMPOUND
Neu5Acα2→3Galβ1→4Glcβ-Cer ChEBI
NeuAc-GM3 ChEBI
NeuAcα2-3Galβ1-4Glcβ1-1'Cer ChEBI
NeuAcα2→3Galβ1→4Glc-Cer ChEBI
Manual Xrefs Databases
C04730 KEGG COMPOUND
G00108 KEGG GLYCAN
LMSP0601AJ00 LIPID MAPS
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Citations Waiting for Citations
Last Modified
07 December 2018