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CHEBI:145523 - 1-O-[4-O-(4-fluorobenzyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine

ChEBI IDCHEBI:145523
ChEBI Name1-O-[4-O-(4-fluorobenzyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine
Stars
ASCII Name1-O-[4-O-(4-fluorobenzyl)-alpha-D-galactosyl]-N-hexacosanoylphytosphingosine
DefinitionA glycophytoceramide having a 4-O-(4-fluorobenzyl)-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
FormulaC57H104FNO9
Net Charge0
Average Mass966.455
Monoisotopic Mass965.76951
SMILESCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1O[C@H](CO)[C@H](OCc2ccc(F)cc2)[C@H](O)[C@H]1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC
InChIInChI=1S/C57H104FNO9/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(62)59-49(53(63)50(61)38-36-34-32-30-28-16-14-12-10-8-6-4-2)46-67-57-55(65)54(64)56(51(44-60)68-57)66-45-47-40-42-48(58)43-41-47/h40-43,49-51,53-57,60-61,63-65H,3-39,44-46H2,1-2H3,(H,59,62)/t49-,50+,51+,53-,54+,55+,56-,57-/m0/s1
InChIKeyMFRUVFWGWVPDKG-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-(4-fluorobenzyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine (CHEBI:145523) has functional parent α-D-galactose (CHEBI:28061)
1-O-[4-O-(4-fluorobenzyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine (CHEBI:145523) is a glycophytoceramide (CHEBI:59389)
IUPAC Name 
N-[(2S,3S,4R)-1-({4-O-[(4-fluorophenyl)methyl]-α-D-galactopyranosyl}oxy)-3,4-dihydroxyoctadecan-2-yl]hexacosanamide
Synonyms  Source
N-{(1S,2S,3R)-2,3-dihydroxy-1-[({4-O-[(4-fluorophenyl)methyl]-α-D-galactopyranosyl}oxy)methyl]heptadecyl}hexacosanamideChEBI
(2S,3S,4R)-1-[4-O-(4-fluorobenzyl)-α-D-galactopyranosyloxy]-2-hexacosanoylaminooctadecane-3,4-diolChEBI
N-{(2S,3S,4R)-1-[4-O-(4-fluorobenzyl)-α-D-galactosyloxy]-3,4-dihydroxyoctadecan-2-yl}hexacosanamideChEBI
N-[(1S,2S,3R)-2,3-dihydroxy-1-[[[4-O-[(4-fluorophenyl)methyl]-α-D-galactopyranosyl]oxy]methyl]heptadecyl]hexacosanamideChEBI
N-[(2S,3S,4R)-1-{[4-O-(4-fluorobenzyl)-α-D-galactopyranosyl]oxy}-3,4-dihydroxyoctadecan-2-yl]hexacosanamideIUPAC
Citations