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CHEBI:145508 - 1-O-{4-O-[3-(4-chlorophenyl)propyl]-α-D-galactosyl}-N-hexacosanoylphytosphingosine

ChEBI IDCHEBI:145508
ChEBI Name1-O-{4-O-[3-(4-chlorophenyl)propyl]-α-D-galactosyl}-N-hexacosanoylphytosphingosine
Stars
ASCII Name1-O-{4-O-[3-(4-chlorophenyl)propyl]-alpha-D-galactosyl}-N-hexacosanoylphytosphingosine
DefinitionA glycophytoceramide having a 4-O-[3-(4-chlorophenyl)propyl]-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 November 2019
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC59H108ClNO9
Net Charge0
Average Mass1010.964
Monoisotopic Mass1009.77126
SMILESCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1O[C@H](CO)[C@H](OCCCc2ccc(Cl)cc2)[C@H](O)[C@H]1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC
InChIInChI=1S/C59H108ClNO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-41-54(64)61-51(55(65)52(63)40-36-34-32-30-28-16-14-12-10-8-6-4-2)48-69-59-57(67)56(66)58(53(47-62)70-59)68-46-38-39-49-42-44-50(60)45-43-49/h42-45,51-53,55-59,62-63,65-67H,3-41,46-48H2,1-2H3,(H,61,64)/t51-,52+,53+,55-,56+,57+,58-,59-/m0/s1
InChIKeyWOJNTRDLCFPSAM-KGHBESKYSA-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-chlorophenyl)propyl]-α-D-galactosyl}-N-hexacosanoylphytosphingosine (CHEBI:145508) has functional parent α-D-galactose (CHEBI:28061)
1-O-{4-O-[3-(4-chlorophenyl)propyl]-α-D-galactosyl}-N-hexacosanoylphytosphingosine (CHEBI:145508) is a glycophytoceramide (CHEBI:59389)
IUPAC Name 
N-[(2S,3S,4R)-3,4-dihydroxy-1-({4-O-[3-(4-chlorophenyl)propyl]-α-D-galactopyranosyl}oxy)octadecan-2-yl]hexacosanamide
Synonyms  Source
(2S,3S,4R)-1-{4-O-[3-(4-chlorophenyl)propyl]-α-D-galactopyranosyloxy}-2-hexacosanoylaminooctadecane-3,4-diolChEBI
N-{(2S,3S,4R)-1-{4-O-[3-(4-chlorophenyl)propyl]-α-D-galactosyloxy}-3,4-dihydroxyoctadecan-2-yl}hexacosanamideChEBI
Citations