N-acetylneuraminyl-(2->8)-N-acetylneuraminyl-(2->8)-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine (CHEBI:28541)

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CHEBI:28541 - N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-acylsphingosine

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ChEBI ID	CHEBI:28541
ChEBI Name	N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-acylsphingosine
Stars
ASCII Name	N-acetylneuraminyl-(2->8)-N-acetylneuraminyl-(2->8)-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine
Definition	A sialodiosylceramide consisting of the pentasaccharide α-Neu5NAc-(2→8)-α-Neu5NAc-(2→8)-α-Neu5NAc-(2→3)-β-D-Gal-(1→4)-β-D-Glc attached to the primary hydroxy function of ceramide.
Secondary ChEBI IDs	CHEBI:5233, CHEBI:7535, CHEBI:21917
Last Modified	15 October 2018
Downloads	Molfile

Formula	C64H107N4O37R
Net Charge	0
Average Mass (excl. R groups)	1524.542
Monoisotopic Mass (excl. R groups)	1523.66142
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](O[C@]3(C(=O)O)C[C@H](O)[C@@H](NC(C)=O)[C@]([H])([C@H](O)[C@@H](CO)O[C@]4(C(=O)O)C[C@H](O)[C@@H](NC(C)=O)[C@]([H])([C@H](O)[C@@H](CO)O[C@]5(C(=O)O)C[C@H](O)[C@@H](NC(C)=O)[C@]([H])([C@H](O)[C@H](O)CO)O5)O4)O3)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC

Species of Metabolite	Component	Source	Comments
Mus musculus (ncbitaxon:10090)	-	PubMed (19425150)	Source: BioModels - MODEL1507180067

Roles Classification

Biological Role:

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

ChEBI Ontology

Outgoing Relation(s)
	N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-acylsphingosine (CHEBI:28541) has role mouse metabolite (CHEBI:75771)
	N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-acylsphingosine (CHEBI:28541) is a sialodiosylceramide (CHEBI:36544)
	N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-acylsphingosine (CHEBI:28541) is a α-N-acetylneuraminyl-(2→8)-α-N-acetylneuraminyl-(2→8)-α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1)-ceramide (CHEBI:79215)
	N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-acylsphingosine (CHEBI:28541) is conjugate acid of α-N-acetylneuraminosyl-(2→8)-α-N-acetylneuraminosyl-(2→8)-α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-acylsphingosine(3−) (CHEBI:78438)
Incoming Relation(s)
	N,9-O-diacetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→3)- β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-acylsphingosi (CHEBI:141646) has functional parent N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-acylsphingosine (CHEBI:28541)
	α-N-acetylneuraminosyl-(2→8)-α-N-acetylneuraminosyl-(2→8)-α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-acylsphingosine(3−) (CHEBI:78438) is conjugate base of N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-N-acylsphingosine (CHEBI:28541)

IUPAC Name
(2S,3R,4E)-2-alkanamido-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→8)-5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranonosyl-(2→3)-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside

Synonyms	Source
N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→8)-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1')-ceramide	ChEBI
(Gal)1 (Glc)1 (Neu5Ac)3 (Cer)1	KEGG GLYCAN
ganglioside GT3	ChEBI
GT3	KEGG GLYCAN
NeuAc-alpha2->8NeuAc-alpha2->8NeuAc2->3Gal-beta1->4Glc-beta1->1'Cer	KEGG COMPOUND
NeuAc-alpha2->8NeuAc-alpha2->8NeuAc2->3LacCer	KEGG COMPOUND

Manual Xrefs	Databases
C06299	KEGG COMPOUND
G00118	KEGG GLYCAN

Citations