CHEBI:87990 - α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)-β-Gal-(1→3)-β-GalNAc-(1→4)-β-Gal-(1→4)-β-Glc-(1↔1')-Cer

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)-β-Gal-(1→3)-β-GalNAc-(1→4)-β-Gal-(1→4)-β-Glc-(1↔1')-Cer
ChEBI ID CHEBI:87990
ChEBI ASCII Name alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)-beta-Gal-(1->3)-beta-GalNAc-(1->4)-beta-Gal-(1->4)-beta-Glc-(1<->1')-Cer
Definition A sialotetraosylceramide consisting of a linear hexasaccharide made up from two sialyl residues, 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.
Download Molfile XML SDF
Formula C67H113N4O39R
Net Charge 0
Average Mass (excl. R groups) 1598.620
Monoisotopic Mass (excl. R groups) 1597.69819
SMILES O[C@H]1[C@H]([C@H](O[C@H]([C@@H]1O)O[C@@H]2[C@H](O[C@@H](OC[C@@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)NC(=O)*)[C@@H]([C@H]2O)O)CO)CO)O[C@H]3[C@@H]([C@H]([C@@H](O)[C@H](O3)CO)O[C@H]4[C@@H]([C@@H](O[C@]5(O[C@]([C@@H]([C@H](C5)O)NC(C)=O)([C@@H]([C@H](O[C@]6(O[C@]([C@@H]([C@H](C6)O)NC(C)=O)([C@@H]([C@@H](CO)O)O)[H])C(=O)O)CO)O)[H])C(O)=O)[C@H]([C@H](O4)CO)O)O)NC(C)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) See: PubMed
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Rattus norvegicus (NCBI:txid10116) See: PubMed
Roles Classification
Biological Role(s): rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
(via alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)-beta-Gal-(1->3)-beta-GalNAc-(1->4)-beta-Gal-(1->4)-beta-Glc-(1<->1')-Cer )
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)-beta-Gal-(1->3)-beta-GalNAc-(1->4)-beta-Gal-(1->4)-beta-Glc-(1<->1')-Cer )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)-β-Gal-(1→3)-β-GalNAc-(1→4)-β-Gal-(1→4)-β-Glc-(1↔1')-Cer (CHEBI:87990) has role mouse metabolite (CHEBI:75771)
α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)-β-Gal-(1→3)-β-GalNAc-(1→4)-β-Gal-(1→4)-β-Glc-(1↔1')-Cer (CHEBI:87990) has role rat metabolite (CHEBI:86264)
α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)-β-Gal-(1→3)-β-GalNAc-(1→4)-β-Gal-(1→4)-β-Glc-(1↔1')-Cer (CHEBI:87990) is a sialotetraosylceramide (CHEBI:36543)
α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)-β-Gal-(1→3)-β-GalNAc-(1→4)-β-Gal-(1→4)-β-Glc-(1↔1')-Cer (CHEBI:87990) is conjugate acid of α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)-β-D-Gal-(1→3)-β-D-GalNac-(1→4)-β-D-Gal-(1→4)-β-D-Glc-(1↔1ʼ)-Cer(2−) (CHEBI:87787)
Incoming α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)-β-D-Gal-(1→3)-β-D-GalNac-(1→4)-β-D-Gal-(1→4)-β-D-Glc-(1↔1ʼ)-Cer(2−) (CHEBI:87787) is conjugate base of α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)-β-Gal-(1→3)-β-GalNAc-(1→4)-β-Gal-(1→4)-β-Glc-(1↔1')-Cer (CHEBI:87990)
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→3)-2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→4)-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside
Synonyms Sources
(Gal)2 (GalNAc)1 (Glc)1 (Neu5Ac)2 (Cer)1 KEGG GLYCAN
α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)-β-Galp-(1→3)-β-GalpNAc-(1→4)-β-Galp-(1→4)-β-Glcp-(1↔1')-Cer ChEBI
ganglioside GD1c ChEBI
GD1c KEGG GLYCAN
NeuAcα2-8NeuAcα2-3Galβ1-3GalNAcβ1-4Galβ1-4Glcβ-Cer LIPID MAPS
Manual Xrefs Databases
G00126 KEGG GLYCAN
LMSP0601BN00 LIPID MAPS
View more database links
Citations Waiting for Citations Types Sources
1761522 PubMed citation Europe PMC
2776878 PubMed citation Europe PMC
3094941 PubMed citation Europe PMC
3150198 PubMed citation Europe PMC
8161523 PubMed citation Europe PMC
9072531 PubMed citation Europe PMC
9644263 PubMed citation Europe PMC
Last Modified
15 September 2016