EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:145524 - 1-O-[4-O-(3,4-difluorobenzyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine

ChEBI IDCHEBI:145524
ChEBI Name1-O-[4-O-(3,4-difluorobenzyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine
Stars
ASCII Name1-O-[4-O-(3,4-difluorobenzyl)-alpha-D-galactosyl]-N-hexacosanoylphytosphingosine
DefinitionA glycophytoceramide having a 4-O-(3,4-difluorobenzyl)-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
FormulaC57H103F2NO9
Net Charge0
Average Mass984.445
Monoisotopic Mass983.76009
SMILESCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1O[C@H](CO)[C@H](OCc2ccc(F)c(F)c2)[C@H](O)[C@H]1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC
InChIInChI=1S/C57H103F2NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-52(63)60-49(53(64)50(62)38-36-34-32-30-28-16-14-12-10-8-6-4-2)45-68-57-55(66)54(65)56(51(43-61)69-57)67-44-46-40-41-47(58)48(59)42-46/h40-42,49-51,53-57,61-62,64-66H,3-39,43-45H2,1-2H3,(H,60,63)/t49-,50+,51+,53-,54+,55+,56-,57-/m0/s1
InChIKeyONECEXAAIHPVNC-VSVWWTSQSA-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-(3,4-difluorobenzyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine (CHEBI:145524) has functional parent α-D-galactose (CHEBI:28061)
1-O-[4-O-(3,4-difluorobenzyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine (CHEBI:145524) is a glycophytoceramide (CHEBI:59389)
IUPAC Name 
N-[(2S,3S,4R)-1-({4-O-[(3,4-difluorophenyl)methyl]-α-D-galactopyranosyl}oxy)-3,4-dihydroxyoctadecan-2-yl]hexacosanamide
Synonyms  Source
N-{(2S,3S,4R)-1-[4-O-(3,4-difluorobenzyl)-α-D-galactosyloxy]-3,4-dihydroxyoctadecan-2-yl}hexacosanamideChEBI
(2S,3S,4R)-1-[4-O-(3,4-difluorobenzyl)-α-D-galactopyranosyloxy]-2-hexacosanoylaminooctadecane-3,4-diolChEBI
N-[(2S,3S,4R)-1-{[4-O-(3,4-difluorobenzyl)-α-D-galactopyranosyl]oxy}-3,4-dihydroxyoctadecan-2-yl]hexacosanamideIUPAC
N-{(1S,2S,3R)-2,3-dihydroxy-1-[({4-O-[(3,4-difluorophenyl)methyl]-α-D-galactopyranosyl}oxy)methyl]heptadecyl}hexacosanamideChEBI
N-[(1S,2S,3R)-2,3-dihydroxy-1-[[[4-O-[(3,4-difluorophenyl)methyl]-α-D-galactopyranosyl]oxy]methyl]heptadecyl]hexacosanamideChEBI
Citations