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CHEBI:145526 - 1-O-[4-O-(2-adamantylethyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine

ChEBI IDCHEBI:145526
ChEBI Name1-O-[4-O-(2-adamantylethyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine
Stars
ASCII Name1-O-[4-O-(2-adamantylethyl)-alpha-D-galactosyl]-N-hexacosanoylphytosphingosine
DefinitionA glycophytoceramide having a 4-O-(2-adamantylethyl)-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
FormulaC62H117NO9
Net Charge0
Average Mass1020.616
Monoisotopic Mass1019.87283
SMILESCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1O[C@H](CO)[C@H](OCCC23CC4C[C@H](C2)C[C@H](C4)C3)[C@H](O)[C@H]1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC
InChIInChI=1S/C62H117NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-56(66)63-53(57(67)54(65)38-36-34-32-30-28-16-14-12-10-8-6-4-2)49-71-61-59(69)58(68)60(55(48-64)72-61)70-41-40-62-45-50-42-51(46-62)44-52(43-50)47-62/h50-55,57-61,64-65,67-69H,3-49H2,1-2H3,(H,63,66)/t50-,51-,52?,53-,54+,55+,57-,58+,59+,60-,61-,62?/m0/s1
InChIKeyKJZOFDIEHVPYGV-ANADQPCJSA-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-(2-adamantylethyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine (CHEBI:145526) has functional parent α-D-galactose (CHEBI:28061)
1-O-[4-O-(2-adamantylethyl)-α-D-galactosyl]-N-hexacosanoylphytosphingosine (CHEBI:145526) is a glycophytoceramide (CHEBI:59389)
IUPAC Name 
N-{(2S,3S,4R)-1-[(4-O-{2-[(3R,5S)-adamantan-1-yl]ethyl}-α-D-galactopyranosyl)oxy]-3,4-dihydroxyoctadecan-2-yl}hexacosanamide
Synonyms  Source
(2S,3S,4R)-1-[4-O-(2-adamantylethyl)-α-D-galactopyranosyloxy]-2-hexacosanoylaminooctadecane-3,4-diolChEBI
N-{(2S,3S,4R)-1-[4-O-(2-adamantylethyl)-α-D-galactosyloxy]-3,4-dihydroxyoctadecan-2-yl}hexacosanamideChEBI
N-{(2S,3S,4R)-3,4-dihydroxy-1-[(4-O-{2-[(3R,5S)-tricyclo[3.3.1.13,7]decan-1-yl]ethyl}-α-D-galactopyranosyl)oxy]octadecan-2-yl}hexacosanamideIUPAC
1-O-{4-O-[2-(adamantan-1-yl)ethyl]-α-D-galactosyl}-N-hexacosanoylphytosphingosineChEBI
Citations