Structure database (LMSD)

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LM IDLMSP05010071
Common NameGlcCer(d18:1(8Z)/21:0(2OH[R]))
Systematic NameN-(2R-hydroxyheneicosanoyl)-1-β-glucosyl-8Z-octadecasphingenine
Synonyms1-O-glucopyranosyl-2-N-2'-hydroxyheneicosanoyl-8Z-sphingenine
Exact Mass
785.6381 (neutral)    Calculate m/z:
FormulaC45H87NO9
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
PubChem CID134812565
InChIKeyDEEDVZGGOXNZAL-MPBVGUNYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C45H87NO9/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(49)44
(53)46-37(36-54-45-43(52)42(51)41(50)40(35-47)55-45)38(48)33-31-29-27-25-23-21-1
6-14-12-10-8-6-4-2/h23,25,37-43,45,47-52H,3-22,24,26-36H2,1-2H3,(H,46,53)/b25-23
-/t37-,38+,39+,40+,41+,42?,43?,45+/m0/s1
SMILES[C@](CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCCC)=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 Atoms55Rings1Aromatic Rings0Rotatable Bonds38
 van der Waals
Molecular Volume
859.53Topological Polar
Surface Area
171.01Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
10
 logP11.17Molar
Refractivity
227.74