N-acetyl-beta-D-galactosaminyl-(1->3)-alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide (CHEBI:18259)

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CHEBI:18259 - N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosylceramide

ChEBI ID	CHEBI:18259
ChEBI Name	N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosylceramide
Stars
ASCII Name	N-acetyl-beta-D-galactosaminyl-(1->3)-alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide
Definition	A glycotetraosylceramide having N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucose as the tetrasaccharide component.
Secondary ChEBI IDs	CHEBI:5388, CHEBI:12452, CHEBI:12557, CHEBI:21508, CHEBI:21513, CHEBI:24252, CHEBI:36509
Last Modified	18 October 2023
Downloads	Molfile

Formula	C45H79N2O23R
Net Charge	0
Average Mass (excl. R groups)	1016.108
Monoisotopic Mass (excl. R groups)	1015.50736
SMILES	*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@H](O)[C@H](O)[C@H]4NC(C)=O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC

Species of Metabolite	Component	Source	Comments
Homo sapiens (ncbitaxon:9606)	-	DOI (10.1038/nbt.2488)
Mus musculus (ncbitaxon:10090)	-	PubMed (19425150)	Source: BioModels - MODEL1507180067

Roles Classification

Biological Roles:

human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).

antigen Any substance that stimulates an immune response in the body, such as through antibody production or by presentation to a T-cell receptor after binding to a major histocompability complex (MHC).

mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).

ChEBI Ontology

Outgoing Relation(s)
	N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosylceramide (CHEBI:18259) has part →4)-α-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Glcp-yl group (CHEBI:142533)
	N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosylceramide (CHEBI:18259) has part α-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-Glcp-yl group (CHEBI:142567)
	N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosylceramide (CHEBI:18259) has role antigen (CHEBI:59132)
	N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosylceramide (CHEBI:18259) has role human metabolite (CHEBI:77746)
	N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosylceramide (CHEBI:18259) has role mouse metabolite (CHEBI:75771)
	N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosylceramide (CHEBI:18259) is a N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramide (CHEBI:88167)
	N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosylceramide (CHEBI:18259) is a globoside (CHEBI:61360)
	N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosylceramide (CHEBI:18259) is a glycotetraosylceramide (CHEBI:23075)
Incoming Relation(s)
	SO₃-3β-D-GalNAc-(1→3)-α-D-Gal-(1→4)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-ceramide(d18:1 (4E)) (CHEBI:141158) has functional parent N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosylceramide (CHEBI:18259)
	β-D-GalNAc-(1→3)-β-D-GalNAc-(1→3)-α-D-Gal-(1→4)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-N-acylsphingosine (CHEBI:140784) has functional parent N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosylceramide (CHEBI:18259)
	N-acetyl-D-galactosaminyl-(1→3)-D-galactosyl-(1→4)-D-galactosyl-(1→4)-D-glucosyl-N-stearoylceramide (CHEBI:52988) is a N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosylceramide (CHEBI:18259)
	N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosylceramide (d18:1/16:0) (CHEBI:132968) is a N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosylceramide (CHEBI:18259)
	globoside Gb4 (CHEBI:84125) is a N-acetyl-β-D-galactosaminyl-(1→3)-α-D-galactosyl-(1→4)-β-D-galactosyl-(1→4)-β-D-glucosylceramide (CHEBI:18259)

IUPAC Name
N-[(2S,3R,4E)-1-{[2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→3)-α-D-galactopyranosyl-(1→4)-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyl]oxy}-3-hydroxyoctadec-4-en-2-yl]alkanamide

Synonyms	Source
CTH/Gb₄	ChEBI
N-acetyl-D-galactosaminyl-(1→3)-D-galactosyl-(1→4)-D-galactosyl-(1→4)-D-glucosylceramides	ChEBI
(Gal)2 (GalNAc)1 (Glc)1 (Cer)1	KEGG GLYCAN
GalNAc-1→3-Gal-1→4-Gal-1→4-Glc-Cer	ChemIDplus
GalNAcβ1-3-Galα1-4Galβ1-4Glcβ1-1Cer	ChEBI
Gb4Cer	KEGG GLYCAN

UniProt Name	Source
a globoside Gb4Cer (d18:1(4E))	UniProt

Manual Xrefs	Databases
C03272	KEGG COMPOUND
G00094	KEGG GLYCAN

Registry Numbers	Sources
CAS:11034-93-8	KEGG COMPOUND
CAS:11034-93-8	ChemIDplus

Citations