CHEBI:28424 - α-Neu5NAc-(2→8)-α-Neu5NAc-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer

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ChEBI Name α-Neu5NAc-(2→8)-α-Neu5NAc-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer ChEBI ID CHEBI:28424 ChEBI ASCII Name alpha-Neu5NAc-(2->8)-alpha-Neu5NAc-(2->3)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer Definition A sialodiosylceramide consisting of the tetrasaccharide α-Neu5NAc-(2→8)-α-Neu5NAc-(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. Submitter Pablo Porras Millan Secondary ChEBI IDs CHEBI:27558, CHEBI:7536, CHEBI:21151, CHEBI:5211, CHEBI:71174, CHEBI:21918 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C53H90N3O29R Net Charge 0 Average Mass (excl. R groups) 1233.287 Monoisotopic Mass (excl. R groups) 1232.56600 SMILES [H][C@]1(O[C@@](C[C@H](O)[C@H]1NC(C)=O)(O[C@H](CO)[C@@H](O)[C@]1([H])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(O)=O)[C@H](O)[C@H](O)CO Metabolite of Species Details Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed Homo sapiens (NCBI:txid9606) See: DOI Roles Classification Biological Role(s): human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). View more via ChEBI Ontology ChEBI Ontology Outgoing α-Neu5NAc-(2→8)-α-Neu5NAc-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer (CHEBI:28424) has part α-Neup5Ac-(2→8)-α-Neup5Ac-(2→3)-β-D-Galp-(1→4)-β-D-Glcp-yl group (CHEBI:142532) α-Neu5NAc-(2→8)-α-Neu5NAc-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer (CHEBI:28424) has role human metabolite (CHEBI:77746) α-Neu5NAc-(2→8)-α-Neu5NAc-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer (CHEBI:28424) has role mouse metabolite (CHEBI:75771) α-Neu5NAc-(2→8)-α-Neu5NAc-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer (CHEBI:28424) is a sialodiosylceramide (CHEBI:36544) α-Neu5NAc-(2→8)-α-Neu5NAc-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer (CHEBI:28424) is conjugate acid of ganglioside GD3(2−) (CHEBI:78436) Incoming ganglioside GD3(2−) (CHEBI:78436) is conjugate base of α-Neu5NAc-(2→8)-α-Neu5NAc-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer (CHEBI:28424) 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→8)-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)2 (Cer)1 KEGG GLYCAN (Neu5Ac)GD3 ChEBI α-N-acetylneuraminosyl-(2→8)-α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramide ChEBI α-N-acetylneuraminosyl-(2→8)-α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramides ChEBI alpha-N-Acetylneuraminyl-2,8-alpha-N-acetylneuraminyl-2,3-beta-D-galactosyl-1,4-beta-glucosyl-1,1'-ceramide KEGG COMPOUND α-Neu5NAc-(2→8)-α-Neu5NAc-(2→3)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer ChEBI CD60a KEGG GLYCAN disialoganglioside GD3 ChEBI Ganglioside GD3 ChEBI GD3 KEGG COMPOUND GD3 ganglioside ChEBI Neu5Acα2→8Neu5Acα2→3Galβ1→4Glcβ1→1Cer ChEBI NeuAc(α2-8)NeuAc(α2-3)Gal(β1-4)Glc(β1-1)Cer ChEBI NeuAc-alpha2->8NeuAc-alpha2->3Gal-beta1->4Glc-beta1->1'Cer KEGG COMPOUND NeuAc-alpha2->8NeuAc2->3Gal-beta1->4Glc-beta1->1'Cer KEGG COMPOUND NeuAc-alpha2->8NeuAc2->3LacCer KEGG COMPOUND NeuAc2-GD3 ChEBI NeuAcα2-8NeuAcα2-3Galβ1-4Glcβ1-1'Cer ChEBI Manual Xrefs Databases C06133 KEGG COMPOUND G00113 KEGG GLYCAN View more database links Citations Types Sources 12019315 PubMed citation Europe PMC 12032669 PubMed citation Europe PMC 12058281 PubMed citation Europe PMC 12770783 PubMed citation Europe PMC 12950986 PubMed citation Europe PMC 1371229 PubMed citation Europe PMC 15207324 PubMed citation Europe PMC 15896784 PubMed citation Europe PMC 16081368 PubMed citation Europe PMC 16341241 PubMed citation Europe PMC 16434401 PubMed citation Europe PMC 17043769 PubMed citation Europe PMC 1724444 PubMed citation Europe PMC 17855742 PubMed citation Europe PMC 19726417 PubMed citation Europe PMC 21149694 PubMed citation Europe PMC 21376640 PubMed citation Europe PMC 22936677 PubMed citation SUBMITTER 2303428 PubMed citation Europe PMC 2448252 PubMed citation Europe PMC 25748038 PubMed citation Europe PMC 2604027 PubMed citation Europe PMC 28424 PubMed citation Europe PMC 3292056 PubMed citation Europe PMC 3742610 PubMed citation Europe PMC 6204642 PubMed citation Europe PMC 6206564 PubMed citation Europe PMC 6362854 PubMed citation Europe PMC 7534889 PubMed citation Europe PMC 7691279 PubMed citation Europe PMC 7693874 PubMed citation Europe PMC 8448384 PubMed citation Europe PMC Last Modified 07 December 2018