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CHEBI:145426 - 1-O-(4-O-benzyl-α-D-galactosyl)-N-hexacosanoylphytosphingosine

ChEBI IDCHEBI:145426
ChEBI Name1-O-(4-O-benzyl-α-D-galactosyl)-N-hexacosanoylphytosphingosine
Stars
ASCII Name1-O-(4-O-benzyl-alpha-D-galactosyl)-N-hexacosanoylphytosphingosine
DefinitionA glycophytoceramide having a 4-O-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 Modified27 November 2019
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC57H105NO9
Net Charge0
Average Mass948.465
Monoisotopic Mass947.77893
SMILESCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1O[C@H](CO)[C@H](OCc2ccccc2)[C@H](O)[C@H]1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC
InChIInChI=1S/C57H105NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-40-44-52(61)58-49(53(62)50(60)43-39-34-32-30-28-16-14-12-10-8-6-4-2)47-66-57-55(64)54(63)56(51(45-59)67-57)65-46-48-41-37-36-38-42-48/h36-38,41-42,49-51,53-57,59-60,62-64H,3-35,39-40,43-47H2,1-2H3,(H,58,61)/t49-,50+,51+,53-,54+,55+,56-,57-/m0/s1
InChIKeyXDALVMZANJGPPV-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-benzyl-α-D-galactosyl)-N-hexacosanoylphytosphingosine (CHEBI:145426) has functional parent α-D-galactose (CHEBI:28061)
1-O-(4-O-benzyl-α-D-galactosyl)-N-hexacosanoylphytosphingosine (CHEBI:145426) is a glycophytoceramide (CHEBI:59389)
IUPAC Name 
N-{(2S,3S,4R)-1-[(4-O-benzyl-α-D-galactopyranosyl)oxy]-3,4-dihydroxyoctadecan-2-yl}hexacosanamide
Synonyms  Source
N-[(2S,3S,4R)-1-(4-O-benzyl-α-D-galactopyranosyloxy)-3,4-dihydroxyoctadecan-2-yl]hexacosanamideIUPAC
N-[(2S,3S,4R)-1-(4-O-benzyl-α-D-galactosyloxy)-3,4-dihydroxyoctadecan-2-yl]hexacosanamideChEBI
(2S,3S,4R)-1-(4-O-benzyl-α-D-galactopyranosyloxy)-2-hexacosanoylaminooctadecane-3,4-diolChEBI
N-{(2S,3S,4R)-1-[(4-O-benzyl-alpha-D-galactopyranosyl)oxy]-3,4-dihydroxyoctadecan-2-yl}hexacosanamidePDBeChem
N-[(1S,2S,3R)-2,3-dihydroxy-1-[[[4-O-(phenylmethyl)-α-D-galactopyranosyl]oxy]methyl]heptadecyl]hexacosanamideChEBI
N-[(1S,2S,3R)-2,3-dihydroxy-1-({[4-O-(phenylmethyl)-α-D-galactopyranosyl]oxy}methyl)heptadecyl]hexacosanamideChEBI
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Citations