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CHEBI:145525 - 1-O-[4-O-(cyclobutylmethyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine

ChEBI IDCHEBI:145525
ChEBI Name1-O-[4-O-(cyclobutylmethyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine
Stars
ASCII Name1-O-[4-O-(cyclobutylmethyl)-alpha-D-galactosyl]-N-hexacosanoylphytosphingosine
DefinitionA glycophytoceramide having a 4-O-(cyclobutylmethyl)-α-D-galactosyl residue at the O-1 position and a hexacosanoyl group attached to the nitrogen. One of a series of an extensive set of 4"-O-alkylated α-GalCer analogues evaluated (PMID:30556652) as invariant natural killer T-cell (iNKT) antigens.
Last Modified27 November 2019
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC55H107NO9
Net Charge0
Average Mass926.459
Monoisotopic Mass925.79458
SMILESCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1O[C@H](CO)[C@H](OCC2CCC2)[C@H](O)[C@H]1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC
InChIInChI=1S/C55H107NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-42-50(59)56-47(51(60)48(58)41-36-34-32-30-28-16-14-12-10-8-6-4-2)45-64-55-53(62)52(61)54(49(43-57)65-55)63-44-46-39-38-40-46/h46-49,51-55,57-58,60-62H,3-45H2,1-2H3,(H,56,59)/t47-,48+,49+,51-,52+,53+,54-,55-/m0/s1
InChIKeyRPWRGJVAWXJMHO-VMMZGRFVSA-N
Roles Classification
Biological Role:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
ChEBI Ontology
Outgoing Relation(s)
1-O-[4-O-(cyclobutylmethyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine (CHEBI:145525) has functional parent α-D-galactose (CHEBI:28061)
1-O-[4-O-(cyclobutylmethyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine (CHEBI:145525) is a glycophytoceramide (CHEBI:59389)
IUPAC Name 
N-[(2S,3S,4R)-1-{[4-O-(cyclobutylmethyl)-α-D-galactopyranosyl]oxy}-3,4-dihydroxyoctadecan-2-yl]hexacosanamide
Synonyms  Source
(2S,3S,4R)-1-[4-O-(cyclobutylmethyl)-α-D-galactopyranosyloxy]-2-hexacosanoylaminooctadecane-3,4-diolChEBI
N-{(2S,3S,4R)-1-[4-O-(cyclobutylmethyl)-α-D-galactosyloxy]-3,4-dihydroxyoctadecan-2-yl}hexacosanamideChEBI
Citations