Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMSP05010064
Common NameGlcCer(d18:2(4E,8E)/16:0(2OH[R]))
Systematic NameN-(2R-hydroxyhexadecanoyl)-1-β-glucosyl-4E,8E-octadecasphingadienine
Synonyms1-O-glucopyranosyl-2-N-2'-hydroxyhexadecanoyl-4E,8E-sphingadienine
Exact Mass
713.5442 (neutral)    Calculate m/z:
FormulaC40H75NO9
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
PubChem CID134812558
InChIKeyHOMYIYLRRDTKAA-GPYAMTDPSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C40H75NO9/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-33(43)32(31-49-40-38
(47)37(46)36(45)35(30-42)50-40)41-39(48)34(44)29-27-25-23-21-18-16-14-12-10-8-6-
4-2/h19-20,26,28,32-38,40,42-47H,3-18,21-25,27,29-31H2,1-2H3,(H,41,48)/b20-19+,2
8-26+/t32-,33+,34+,35+,36+,37?,38?,40+/m0/s1
SMILES[C@](CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(NC([C@H](O)CCCCCCCCCCCCCC)=O)[C@]
([H])(O)/C=C/CC/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 Atoms50Rings1Aromatic Rings0Rotatable Bonds32
 van der Waals
Molecular Volume
770.39Topological Polar
Surface Area
171.01Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
10
 logP8.99Molar
Refractivity
204.56