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

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

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ChEBI ID	CHEBI:139221
ChEBI Name	N-[(2S,3S,4R)-1-(α-D-galactosyloxy)-3,4-dihydroxy-11-phenylundecan-2-yl]hexacosanamide
Stars
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.
Last Modified	4 December 2017
Submitter	Marcus Ennis
Downloads	Molfile

Formula	C49H89NO9
Net Charge	0
Average Mass	836.249
Monoisotopic Mass	835.65373
SMILES	CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)[C@H](O)CCCCCCCc1ccccc1
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

ChEBI Ontology

Outgoing Relation(s)
	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 Xrefs	Databases
CA2683681	Patent

Registry Numbers	Sources
Reaxys:18641320	Reaxys

Citations