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CHEBI:189546 - α-Neu5Ac-(2→3)-β-D-Galp-(1→3)-β-D-GalpNAc-(1→3)-α-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer

ChEBI IDCHEBI:189546
ChEBI Nameα-Neu5Ac-(2→3)-β-D-Galp-(1→3)-β-D-GalpNAc-(1→3)-α-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer
Stars
ASCII Namealpha-Neu5Ac-(2->3)-beta-D-Galp-(1->3)-beta-D-GalpNAc-(1->3)-alpha-D-Galp-(1->4)-beta-D-Galp-(1->4)-beta-D-Glcp-(1<->1')-Cer
DefinitionA glycotetraosylceramide having N-acetyl-β-D-neuraminyl-(2→3)-β-D-galactosyl-(1→3)-N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucose as the hexasaccharide component. It is overexpressed in some cancers and has been linked to disease progression.
Last Modified31 January 2022
SubmitterAdnan
DownloadsMolfile
FormulaC47H77N3O36R2
Net Charge0
Average Mass (excl. R groups)1260.115
Monoisotopic Mass (excl. R groups)1259.42868
SMILES[1*][C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O[C@]6(C(=O)O)C[C@H](O)[C@@H](NC(C)=O)[C@]([H])([C@H](O)[C@H](O)CO)O6)[C@H]5O)[C@H]4NC(C)=O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)NC([2*])=O
Roles Classification
Biological Role:
tumour antigen  An antigenic substance produced in tumour cells, which triggers an immune response in the host.
ChEBI Ontology
Outgoing Relation(s)
α-Neu5Ac-(2→3)-β-D-Galp-(1→3)-β-D-GalpNAc-(1→3)-α-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer (CHEBI:189546) has role tumour antigen (CHEBI:144829)
α-Neu5Ac-(2→3)-β-D-Galp-(1→3)-β-D-GalpNAc-(1→3)-α-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer (CHEBI:189546) is a globoside (CHEBI:61360)
α-Neu5Ac-(2→3)-β-D-Galp-(1→3)-β-D-GalpNAc-(1→3)-α-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer (CHEBI:189546) is a glycohexaosylceramide (CHEBI:36642)
α-Neu5Ac-(2→3)-β-D-Galp-(1→3)-β-D-GalpNAc-(1→3)-α-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer (CHEBI:189546) is conjugate acid of Monosialyl-Gb5(1−) (CHEBI:140623)
Incoming Relation(s)
Monosialyl-Gb5(1−) (CHEBI:140623) is conjugate base of α-Neu5Ac-(2→3)-β-D-Galp-(1→3)-β-D-GalpNAc-(1→3)-α-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Glcp-(1↔1')-Cer (CHEBI:189546)
Synonyms  Source
SSEA-4MetaCyc
stage-specific embryonic antigen 4ChEBI
SSEA-4 antigenLIPID MAPS
NeuAcα2-3Galβ1-3GalNAcβ1-3Galα1-4Galβ1-4Glcβ-CerLIPID MAPS
SSEA4MetaCyc
NeuAcα2→3Galβ1→3GalNAcβ1→3Galα1→4Galβ1→4Glcβ1→1CerChEBI
Manual XrefsDatabases
SSEA4MetaCyc
LMSP0601AB00LIPID MAPS
G00098KEGG GLYCAN
Citations