CHEBI:140624 - disialosyl Gb5(2−)

ChEBI IDCHEBI:140624
ChEBI Namedisialosyl Gb5(2−)
Stars
ASCII Namedisialosyl Gb5(2-)
DefinitionA globoside that is a renal cell carcinoma (RCC)-associated antigen which mediates adhesion of RCC TOS-1 cells to certain lung tissue target cells.
Last Modified22 January 2024
Submitterlaimo
DownloadsMolfile
FormulaC58H92N4O44R2
Net Charge-2
Average Mass (excl. R groups)1549.354
Monoisotopic Mass (excl. R groups)1548.50844
SMILES[1*]C(=O)N[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@]5(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@]([H])([C@H](O)[C@H](O)CO)O5)[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)[C@@H]([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)
disialosyl Gb5(2−) (CHEBI:140624) has functional parent Monosialyl-Gb5(1−) (CHEBI:140623)
disialosyl Gb5(2−) (CHEBI:140624) has role tumour antigen (CHEBI:144829)
disialosyl Gb5(2−) (CHEBI:140624) is a globoside (CHEBI:61360)
disialosyl Gb5(2−) (CHEBI:140624) is a glycoheptaosylceramide (CHEBI:36640)
Incoming Relation(s)
α-NeuAc-(2→3)-β-D-Gal-(1→3)-[α-NeuAc-(2→6)]-β-D-GalNAc-(1→3)-α-D-Gal-(1→4)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-N-acylsphinganine (CHEBI:140719) is a disialosyl Gb5(2−) (CHEBI:140624)
α-NeuAc-(2→3)-β-D-Gal-(1→3)-[α-NeuAc-(2→6)]-β-D-GalNAc-(1→3)-α-D-Gal-(1→4)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-N-acylsphingosine (CHEBI:140721) is a disialosyl Gb5(2−) (CHEBI:140624)
α-NeuAc-(2→3)-β-D-Gal-(1→3)-[α-NeuAc-(2→6)]-β-D-GalNAc-(1→3)-α-D-Gal-(1→4)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-ceramide(t18:0) (CHEBI:141012) is a disialosyl Gb5(2−) (CHEBI:140624)
IUPAC Name 
5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranonosyl-(2→6)-[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→3)-α-D-galactopyranosyl-(1→4)-β-D-galactopyranosyl-(1→4)-β-D-glucopyranose-(1↔1')-ceramide
Synonyms  Source
V3NeuAcIV6NeuAc-Gb5Cer(2−)SUBMITTER
DSGG(2−)SUBMITTER
DSGG globosideChEBI
α-Neup5Ac-(2→3)-β-D-Galp-(1→3)-[α-Neup5Ac-(2→6)]-β-D-GalpNAc-(1→3)-α-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Glcp-(1→1')-CerChEBI
N-acetyl-α-neuraminyl-(2→3)-β-D-galactosyl-(1→3)-[N-acetyl-α-neuraminyl-(2→6)]-N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramideChEBI
UniProt Name  Source
a globoside DSGGUniProt
Manual XrefsDatabases
G00181KEGG GLYCAN
HMDB0006588HMDB
Citations