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CHEBI:145456 - 1-O-{4-O-[4-(trifluoromethyl)benzyl]-α-D-galactosyl}-N-hexacosanoylphytosphingosine

ChEBI IDCHEBI:145456
ChEBI Name1-O-{4-O-[4-(trifluoromethyl)benzyl]-α-D-galactosyl}-N-hexacosanoylphytosphingosine
Stars
ASCII Name1-O-{4-O-[4-(trifluoromethyl)benzyl]-alpha-D-galactosyl}-N-hexacosanoylphytosphingosine
DefinitionA glycophytoceramide having a 4-O-[4-(trifluoromethyl)benzyl]-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 Modified26 April 2021
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC58H104F3NO9
Net Charge0
Average Mass1016.462
Monoisotopic Mass1015.76632
SMILESCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1O[C@H](CO)[C@H](OCc2ccc(C(F)(F)F)cc2)[C@H](O)[C@H]1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC
InChIInChI=1S/C58H104F3NO9/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(65)62-49(53(66)50(64)38-36-34-32-30-28-16-14-12-10-8-6-4-2)46-70-57-55(68)54(67)56(51(44-63)71-57)69-45-47-40-42-48(43-41-47)58(59,60)61/h40-43,49-51,53-57,63-64,66-68H,3-39,44-46H2,1-2H3,(H,62,65)/t49-,50+,51+,53-,54+,55+,56-,57-/m0/s1
InChIKeyHWUZATREPHXBRD-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-(trifluoromethyl)benzyl]-α-D-galactosyl}-N-hexacosanoylphytosphingosine (CHEBI:145456) has functional parent α-D-galactose (CHEBI:28061)
1-O-{4-O-[4-(trifluoromethyl)benzyl]-α-D-galactosyl}-N-hexacosanoylphytosphingosine (CHEBI:145456) is a glycophytoceramide (CHEBI:59389)
IUPAC Name 
N-{(2S,3S,4R)-3,4-dihydroxy-1-[(4-O-{[4-(trifluoromethyl)phenyl]methyl}-α-D-galactopyranosyl)oxy]octadecan-2-yl}hexacosanamide
Synonyms  Source
N-[(2S,3S,4R)-3,4-dihydroxy-1-({4-O-[4-(trifluoromethyl)benzyl]-α-D-galactopyranosyl}oxy)octadecan-2-yl]hexacosanamideIUPAC
N-((2S,3S,4R)-1-{4-O-[4-(trifluoromethyl)benzyl]-α-D-galactosyloxy}-3,4-dihydroxyoctadecan-2-yl)hexacosanamideChEBI
(2S,3S,4R)-1-{4-O-[4-(trifluoromethyl)benzyl]-α-D-galactopyranosyloxy}-2-hexacosanoylaminooctadecane-3,4-diolChEBI
N-{(2S,3S,4R)-3,4-dihydroxy-1-[(4-O-{[4-(trifluoromethyl)phenyl]methyl}-alpha-D-galactopyranosyl)oxy]octadecan-2-yl}hexacosanamidePDBeChem
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