Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMSP05010073
Common NameGlcCer(d18:1(8Z)/24:0(2OH[R]))
Systematic NameN-(2R-hydroxytetracosanoyl)-1-β-glucosyl-8Z-octadecasphingenine
Synonyms1-O-glucopyranosyl-2-N-2'-hydroxytetracosanoyl-8Z-sphingenine
Exact Mass
827.6850 (neutral)    Calculate m/z:
FormulaC48H93NO9
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
PubChem CID134812567
InChIKeyVBJOKYVODZNDKY-URFUARAGSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C48H93NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37
-42(52)47(56)49-40(39-57-48-46(55)45(54)44(53)43(38-50)58-48)41(51)36-34-32-30-2
8-26-24-16-14-12-10-8-6-4-2/h26,28,40-46,48,50-55H,3-25,27,29-39H2,1-2H3,(H,49,5
6)/b28-26-/t40-,41+,42+,43+,44+,45?,46?,48+/m0/s1
SMILES[C@](CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCCCCCC
)=O)[C@]([H])(O)CCCC/C=C\CCCCCCCCC
StatusActive
ReferencesPotential application of oat-derived ceramides in improving skin barrier function: Part 1. Isolation and structural characterization. Efrem N. Tessema, Tsige Gebre-Mariam, Stefan Lange, Bodo Dobner and Reinhard H. H. Neubert. Journal of Chromatography B, Volumes 1065–1066, 15 October 2017, pp. 87-95.
https://www.sciencedirect.com/science/article/pii/S157002321730452X
Calculated physicochemical properties (?):
 Heavy Atoms58Rings1Aromatic Rings0Rotatable Bonds41
 van der Waals
Molecular Volume
911.43Topological Polar
Surface Area
171.01Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
10
 logP12.34Molar
Refractivity
241.59