CHEBI:139219 - N-[(2S,3S,4R)-1-(α-D-galactosyloxy)-3,4-dihydroxy-6-phenylhexan-2-yl]hexacosanamide

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ChEBI Name N-[(2S,3S,4R)-1-(α-D-galactosyloxy)-3,4-dihydroxy-6-phenylhexan-2-yl]hexacosanamide ChEBI ID CHEBI:139219 ChEBI ASCII Name N-[(2S,3S,4R)-1-(alpha-D-galactosyloxy)-3,4-dihydroxy-6-phenylhexan-2-yl]hexacosanamide Definition An α-galactosylceramide in which the nitrogen carries a hexacosanamido group and C-4 carries in addition to a hydroxy function a 2-phenylethyl group. Essentially a phytosphingosine analogue with a truncated lipid chain terminating in a benzene ring, it has been used in investigations on the binding affinity of glycolipids to CD1d molecules. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C44H79NO9 Net Charge 0 Average Mass 766.101 Monoisotopic Mass 765.57548 InChI InChI=1S/C44H79NO9/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-30-39(48)45-36(40(49)37(47)32-31-35-28-25-24-26-29-35)34-53-44-43(52)42(51)41(50)38(33-46)54-44/h24-26,28-29,36-38,40-44,46-47,49-52H,2-23,27,30-34H2,1H3,(H,45,48)/t36-,37+,38+,40-,41-,42-,43+,44-/m0/s1 InChIKey XMIBGPITGPVDLO-UHTOCBDZSA-N SMILES [C@H]1([C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)OC[C@@H]([C@@H]([C@@H](CCC=2C=CC=CC2)O)O)NC(CCCCCCCCCCCCCCCCCCCCCCCCC)=O ChEBI Ontology Outgoing N-[(2S,3S,4R)-1-(α-D-galactosyloxy)-3,4-dihydroxy-6-phenylhexan-2-yl]hexacosanamide (CHEBI:139219) has functional parent α-D-galactose (CHEBI:28061) N-[(2S,3S,4R)-1-(α-D-galactosyloxy)-3,4-dihydroxy-6-phenylhexan-2-yl]hexacosanamide (CHEBI:139219) is a α-galactosylceramide (CHEBI:132148) IUPAC Name 2,5,6-trideoxy-1-O-α-D-galactopyranosyl-2-(hexacosanoylamino)-6-phenyl-D-ribo-hexitol Synonym Source N-[(2S,3S,4R)-1-(α-D-galactopyranosyloxy)-3,4-dihydroxy-6-phenylhexan-2-yl]hexacosanamide IUPAC Manual Xref Database CA2683681 Patent View more database links Registry Number Type Source 18641314 Reaxys Registry Number Reaxys Citation Type Source 20616071 PubMed citation Europe PMC Last Modified 04 December 2017