CHEBI:27499 - N-acetyl-α-neuraminosyl-(2→3)-β-D-galactosylceramide

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name N-acetyl-α-neuraminosyl-(2→3)-β-D-galactosylceramide
ChEBI ID CHEBI:27499
ChEBI ASCII Name N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosylceramide
Definition A sialomonoglycosylceramide having N-acetyl-α-neuraminosyl-(2→3)-β-D-galactosyl as the sialomonoglycosyl component.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:7218, CHEBI:21625
Download Molfile XML SDF
Formula C36H63N2O16R
Net Charge 0
Average Mass (excl. R groups) 779.891
Monoisotopic Mass (excl. R groups) 779.41776
SMILES O([C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1O)O[C@]2(O[C@]([C@@H]([C@H](C2)O)NC(C)=O)([C@@H]([C@@H](CO)O)O)[H])C(O)=O)O)CO)C[C@@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)NC(=O)*
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Roles Classification
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-acetyl-α-neuraminosyl-(2→3)-β-D-galactosylceramide (CHEBI:27499) has role mouse metabolite (CHEBI:75771)
N-acetyl-α-neuraminosyl-(2→3)-β-D-galactosylceramide (CHEBI:27499) is a sialomonoglycosylceramide (CHEBI:36546)
N-acetyl-α-neuraminosyl-(2→3)-β-D-galactosylceramide (CHEBI:27499) is conjugate acid of N-acetyl-α-neuraminosyl-(2→3)-β-D-galactosylceramide(1−) (CHEBI:78482)
Incoming N-acetyl-α-neuraminosyl-(2→3)-β-D-galactosylceramide(1−) (CHEBI:78482) is conjugate base of N-acetyl-α-neuraminosyl-(2→3)-β-D-galactosylceramide (CHEBI:27499)
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→3)-β-D-galactopyranoside
Synonyms Sources
(2S,3R,4E)-2-alkanamido-3-hydroxyoctadec-4-en-1-yl 3-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranonosyl)-β-D-galactopyranoside IUPAC
(Gal)1 (Neu5Ac)1 (Cer)1 KEGG GLYCAN
α-Neu5Ac-(2→3)-β-D-Gal-(1↔1')-Cer ChEBI
α-Neup5Ac-(2→3)-β-D-Galp-(1↔1')-Cer ChEBI
ganglioside GM4 ChEBI
N-Acetylneuraminyl-galactosylceramide KEGG COMPOUND
NeuAcα2-3Galβ-Cer LIPID MAPS
NeuAcα2→3Gal-Cer ChEBI
Manual Xrefs Databases
C06128 KEGG COMPOUND
G00317 KEGG GLYCAN
LMSP0601AA00 LIPID MAPS
View more database links
Citations Types Sources
15546874 PubMed citation Europe PMC
156 PubMed citation Europe PMC
1567198 PubMed citation Europe PMC
16341241 PubMed citation Europe PMC
2448252 PubMed citation Europe PMC
Last Modified
15 October 2018