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CHEBI:145485 - 1-O-[4-O-(3-phenylpropyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine

ChEBI IDCHEBI:145485
ChEBI Name1-O-[4-O-(3-phenylpropyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine
Stars
ASCII Name1-O-[4-O-(3-phenylpropyl)-alpha-D-galactosyl]-N-hexacosanoylphytosphingosine
DefinitionA glycophytoceramide having a 4-O-(3-phenylpropyl)-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 Modified25 November 2019
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC59H109NO9
Net Charge0
Average Mass976.519
Monoisotopic Mass975.81023
SMILESCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1O[C@H](CO)[C@H](OCCCc2ccccc2)[C@H](O)[C@H]1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC
InChIInChI=1S/C59H109NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-40-46-54(63)60-51(55(64)52(62)45-39-34-32-30-28-16-14-12-10-8-6-4-2)49-68-59-57(66)56(65)58(53(48-61)69-59)67-47-41-44-50-42-37-36-38-43-50/h36-38,42-43,51-53,55-59,61-62,64-66H,3-35,39-41,44-49H2,1-2H3,(H,60,63)/t51-,52+,53+,55-,56+,57+,58-,59-/m0/s1
InChIKeySCXMSONCUVHGEW-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-phenylpropyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine (CHEBI:145485) has functional parent α-D-galactose (CHEBI:28061)
1-O-[4-O-(3-phenylpropyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine (CHEBI:145485) is a glycophytoceramide (CHEBI:59389)
IUPAC Name 
N-[(2S,3S,4R)-3,4-dihydroxy-1-{[4-O-(3-phenylpropyl)-α-D-galactopyranosyl]oxy}octadecan-2-yl]hexacosanamide
Synonyms  Source
N-{(2S,3S,4R)-1-[4-O-(3-phenylpropyl)-α-D-galactosyloxy]-3,4-dihydroxyoctadecan-2-yl}hexacosanamideChEBI
(2S,3S,4R)-1-[4-O-(3-phenylpropyl)-α-D-galactopyranosyloxy]-2-hexacosanoylaminooctadecane-3,4-diolChEBI
Citations