Structure database (LMSD)

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LM IDLMSP05010060
Common NameGlcCer(d18:1(8E)/18:0(2OH[R]))
Systematic NameN-(2R-hydroxyoctadecanoyl)-1-β-glucosyl-8E-octadecasphingenine
Synonyms1-O-glucopyranosyl-2-N-2'-hydroxyoctadecanoyl-8E-sphingenine
Exact Mass
743.5911 (neutral)    Calculate m/z:
FormulaC42H81NO9
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
PubChem CID134812554
InChIKeyRAYFBAALDWZZOU-CBUBBPQKSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C42H81NO9/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-36(46)41(50)43-34
(33-51-42-40(49)39(48)38(47)37(32-44)52-42)35(45)30-28-26-24-22-20-18-16-14-12-1
0-8-6-4-2/h20,22,34-40,42,44-49H,3-19,21,23-33H2,1-2H3,(H,43,50)/b22-20+/t34-,35
+,36+,37+,38+,39?,40?,42+/m0/s1
SMILES[C@](CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(NC([C@H](O)CCCCCCCCCCCCCCCC)=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 Atoms52Rings1Aromatic Rings0Rotatable Bonds35
 van der Waals
Molecular Volume
807.63Topological Polar
Surface Area
171.01Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
10
 logP10.00Molar
Refractivity
213.89