CHEBI:36528 - α-Neup5NAc-(2→3)-β-D-Galp-(1→4)-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name α-Neup5NAc-(2→3)-β-D-Galp-(1→4)-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer
ChEBI ID CHEBI:36528
ChEBI ASCII Name alpha-Neup5NAc-(2->3)-beta-D-Galp-(1->4)-beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-beta-D-Glcp-(1<->1')-Cer
Definition A sialotetraosylceramide consisting of a linear pentasaccharide made up from one sialyl residue, two galactose residues, one N-acetylgalactosamine residue and a glucose residue at the reducing end attached to the ceramide portion via a β-linkage.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:22433, CHEBI:12289, CHEBI:10309, CHEBI:17674, CHEBI:22432, CHEBI:62569
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Formula C56H96N3O31R
Net Charge 0
Average Mass (excl. R groups) 1307.36290
Monoisotopic Mass (excl. R groups) 1306.60278
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](NC(C)=O)[C@@H](O[C@@H]2CO)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)[C@H](O)\C=C\CCCCCCCCCCCCC)O[C@@H]3CO)[C@@H]2O)[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
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).
(via alpha-Neup5NAc-(2->3)-beta-D-Galp-(1->4)-beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-beta-D-Glcp-(1<->1')-Cer )
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via alpha-Neup5NAc-(2->3)-beta-D-Galp-(1->4)-beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-beta-D-Glcp-(1<->1')-Cer )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing α-Neup5NAc-(2→3)-β-D-Galp-(1→4)-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer (CHEBI:36528) has part α-N-acetylneuraminyl-(2→3)-D-galactosyl group (CHEBI:75127)
α-Neup5NAc-(2→3)-β-D-Galp-(1→4)-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer (CHEBI:36528) has role human metabolite (CHEBI:77746)
α-Neup5NAc-(2→3)-β-D-Galp-(1→4)-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer (CHEBI:36528) has role mouse metabolite (CHEBI:75771)
α-Neup5NAc-(2→3)-β-D-Galp-(1→4)-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer (CHEBI:36528) is a sialotetraosylceramide (CHEBI:36543)
α-Neup5NAc-(2→3)-β-D-Galp-(1→4)-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer (CHEBI:36528) is conjugate acid of α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-N-acetyl-β-D-glucosaminyl-(1→3)-β-D-galactosyl-(1→4)-β-D-glucosylceramide(1−) (CHEBI:58665)
Incoming α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-N-acetyl-β-D-glucosaminyl-(1→3)-β-D-galactosyl-(1→4)-β-D-glucosylceramide(1−) (CHEBI:58665) is conjugate base of α-Neup5NAc-(2→3)-β-D-Galp-(1→4)-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer (CHEBI:36528)
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)-2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→3)-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside
Synonyms Sources
(Gal)2 (Glc)1 (GlcNAc)1 (Neu5Ac)1 (Cer)1 KEGG GLYCAN
3'-LM1 KEGG GLYCAN
α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-N-acetyl-β-D-glucosaminyl-(1→3)-β-D-galactosyl-(1→4)-β-D-glucosylceramide ChEBI
α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-N-acetyl-β-D-glucosaminyl-(1→3)-β-D-galactosyl-(1→4)-β-D-glucosylceramides ChEBI
alpha-N-Acetylneuraminyl-2,3-beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminyl-1,3-beta-D-galactosyl-1,4-D-glucosylceramide KEGG COMPOUND
alpha-N-Acetylneuraminyl-2,3-beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminyl-1,3-beta-D-galactosyl-1,4-D-glucosylceramide KEGG COMPOUND
α-Neu5NAc-(2→3)-β-D-Gal-(1→4)-β-D-GlcNAc-(1→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer ChEBI
IV3-a-Neu5Ac-nLc4Cer KEGG GLYCAN
IV3NeuAcα-nLc4Cer ChEBI
IV3NeuAcnLcOSe4Cer ChEBI
LM1 ChEBI
Neu5Ac(α2-3)Gal(β1-4)GlcNAc(β1-3)Gal(β1-4)Glc(β1-1)Cer ChEBI
Neu5Ac-alpha2->3Gal-beta1->4GlcNAc-beta1->3Gal-beta1->4Glc-beta1->1'Cer KEGG COMPOUND
Neu5Acα2-3Galβ1-4GlcNAcβ1-3Galβ1-4Glcβ1-1Cer ChEBI
sialosylneolactotetraosylceramide ChEBI
Sialyl-3-paragloboside KEGG GLYCAN
sialylparagloboside ChEBI
snLc4Cer KEGG GLYCAN
SPG ChEBI
Manual Xrefs Databases
C04936 KEGG COMPOUND
G00062 KEGG GLYCAN
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Citations Waiting for Citations Types Sources
11342254 PubMed citation Europe PMC
15546874 PubMed citation Europe PMC
1567198 PubMed citation Europe PMC
25748038 PubMed citation Europe PMC
2960671 PubMed citation Europe PMC
6204642 PubMed citation Europe PMC
7534889 PubMed citation Europe PMC
Last Modified
07 December 2018