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
Download Molfile XML SDF
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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
Last Modified
07 December 2018