Structure database (LMSD)

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LM IDLMSP05010070
Common NameGlcCer(d18:1(8Z)/20:0(2OH[R]))
Systematic NameN-(2R-hydroxyicosanoyl)-1-β-glucosyl-8Z-octadecasphingenine
Synonyms1-O-glucopyranosyl-2-N-2'-hydroxyicosanoyl-8Z-sphingenine
Exact Mass
771.6224 (neutral)    Calculate m/z:
FormulaC44H85NO9
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
PubChem CID134812564
InChIKeySHWNCICBDWSAAF-SDZSZGKFSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C44H85NO9/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(48)43(52
)45-36(35-53-44-42(51)41(50)40(49)39(34-46)54-44)37(47)32-30-28-26-24-22-20-16-1
4-12-10-8-6-4-2/h22,24,36-42,44,46-51H,3-21,23,25-35H2,1-2H3,(H,45,52)/b24-22-/t
36-,37+,38+,39+,40+,41?,42?,44+/m0/s1
SMILES[C@](CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCC)=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 Atoms54Rings1Aromatic Rings0Rotatable Bonds37
 van der Waals
Molecular Volume
842.23Topological Polar
Surface Area
171.01Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
10
 logP10.78Molar
Refractivity
223.12