Structure database (LMSD)

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LM IDLMSP05010036
Common NameFMC-5(d18:1/24:1)
Systematic NameN-(15Z-tetracosenoyl)-1-β-(2',3',4',6'-tetra-O-acetyl-galactosyl)-3-O-acetyl-
sphing-4-enine
Synonyms3-O-acetyl-sphingosine-2,3,4,6-tetra-O-acetyl-GalCer(d18:1/24:1)
Exact Mass
1019.7273 (neutral)    Calculate m/z:
FormulaC58H101NO13
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
PubChem CID52931247
InChIKeyNKHLZIHYGVLDKL-WIQQCHQHSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C58H101NO13/c1-8-10-12-14-16-18-20-22-23-24-25-26-27-28-29-31-33-35-37-
39-41-43-54(65)59-51(52(68-47(4)61)42-40-38-36-34-32-30-21-19-17-15-13-11-9-2)44
-67-58-57(71-50(7)64)56(70-49(6)63)55(69-48(5)62)53(72-58)45-66-46(3)60/h22-23,4
0,42,51-53,55-58H,8-21,24-39,41,43-45H2,1-7H3,(H,59,65)/b23-22-,42-40+/t51-,52+,
53+,55-,56?,57?,58+/m0/s1
SMILES[C@](CO[C@@H]1O[C@H](COC(=O)C)[C@H](OC(=O)C)C(OC(=O)C)C1OC(=O)C)([H])(NC(CCCCCCC
CCCCCC/C=C\CCCCCCCC)=O)[C@]([H])(OC(C)=O)/C=C/CCCCCCCCCCCCC
StatusActive
ReferencesNovel myelin penta- and hexa-acetyl-galactosyl-ceramides:
structural characterization and immunoreactivity in cerebrospinal fluid
Maria Podbielska, Somsankar Dasgupta, Steven B. Levery, Wallace W. Tourtellotte,
Heidi Annuk, Anthony P. Moran, and Edward L. Hogan
J. Lipid Res. 2010 51:(6) 1394-1406
Calculated physicochemical properties (?):
 Heavy Atoms72Rings1Aromatic Rings0Rotatable Bonds50
 van der Waals
Molecular Volume
1103.75Topological Polar
Surface Area
181.13Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
13
 logP15.71Molar
Refractivity
287.33