CHEBI:139221 - N-[(2S,3S,4R)-1-(α-D-galactosyloxy)-3,4-dihydroxy-11-phenylundecan-2-yl]hexacosanamide

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name N-[(2S,3S,4R)-1-(α-D-galactosyloxy)-3,4-dihydroxy-11-phenylundecan-2-yl]hexacosanamide ChEBI ID CHEBI:139221 ChEBI ASCII Name N-[(2S,3S,4R)-1-(alpha-D-galactosyloxy)-3,4-dihydroxy-11-phenylundecan-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 7-phenylhexyl 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 C49H89NO9 Net Charge 0 Average Mass 836.234 Monoisotopic Mass 835.65373 InChI InChI=1S/C49H89NO9/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-26-32-37-44(53)50-41(39-58-49-48(57)47(56)46(55)43(38-51)59-49)45(54)42(52)36-31-25-23-24-28-33-40-34-29-27-30-35-40/h27,29-30,34-35,41-43,45-49,51-52,54-57H,2-26,28,31-33,36-39H2,1H3,(H,50,53)/t41-,42+,43+,45-,46-,47-,48+,49-/m0/s1 InChIKey OVEHNRYPXYOFTE-XAPODPEKSA-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](CCCCCCCC=2C=CC=CC2)O)O)NC(CCCCCCCCCCCCCCCCCCCCCCCCC)=O ChEBI Ontology Outgoing N-[(2S,3S,4R)-1-(α-D-galactosyloxy)-3,4-dihydroxy-11-phenylundecan-2-yl]hexacosanamide (CHEBI:139221) has functional parent α-D-galactose (CHEBI:28061) N-[(2S,3S,4R)-1-(α-D-galactosyloxy)-3,4-dihydroxy-11-phenylundecan-2-yl]hexacosanamide (CHEBI:139221) is a α-galactosylceramide (CHEBI:132148) IUPAC Name N-[(2S,3S,4R)-1-(α-D-galactopyranosyloxy)-3,4-dihydroxy-11-phenylundecan-2-yl]hexacosanamide Synonym Source N-[(1S,2S,3R)-1-[(α-D-galactopyranosyloxy)methyl]-2,3-dihydroxy-10-phenyldecyl]hexacosanamide IUPAC Manual Xref Database CA2683681 Patent View more database links Registry Number Type Source 18641320 Reaxys Registry Number Reaxys Citation Type Source 20616071 PubMed citation Europe PMC Last Modified 04 December 2017