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Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMSP05010045
Common NameGlcCer(t18:1(8Z)/22:0(2OH[S]))
Systematic NameN-(2R-hydroxydocosanoyl)-1-β-glucosyl-4R-hydroxy-8Z-octadecasphingenine
Synonyms1-O-glucopyranosyl-2-N-2'-hydroxydocosanoyl-4-hydroxy-8-sphingenine
Exact Mass
815.6486 (neutral)    Calculate m/z:
FormulaC46H89NO10
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
AbbrevHexCer 40:1;O4
PubChem CID134812540
InChIKeyUPNWIBPHYOJXOA-REZUHBRZSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C46H89NO10/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-39(50)45(55)47-37(36-56-46-44(54)43(53)42(52)40(35-48)57-46)41(51)38(49)33-31-29-27-25-23-16-14-12-10-8-6-4-2/h25,27,37-44,46,48-54H,3-24,26,28-36H2,1-2H3,(H,47,55)/b27-25-/t37-,38+,39+,40+,41-,42+,43?,44?,46+/m0/s1
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SMILES
[C@@]([C@]([H])(O)[C@H](O)CCC/C=C\CCCCCCCCC)(CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])NC([C@H](O)CCCCCCCCCCCCCCCCCCCC)=O
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MS SpectraView MoNA MS spectra     
StatusActive
ReferencesPreliminary biological assay on cerebroside mixture from Euphorbia nicaeensis All. Isolation and structure determination of five glucocerebrosides. Cateni F. , Zilic J., Falsone G., Hollan F., Frausin F. and Scarcia V. Farmaco Societa Chimica Italiana. Volume 58, Issue 9, September 2003, pp. 809-817.
https://www.sciencedirect.com/science/article/pii/S0014827X0300137X?via%3Dihub
Calculated physicochemical properties (?):
 Heavy Atoms57Rings1Aromatic Rings0Rotatable Bonds39
 van der Waals
Molecular Volume
885.62Topological Polar
Surface Area
191.24Hydrogen
Bond Donors
8Hydrogen
Bond Acceptors
11
 logP10.82Molar
Refractivity
234.26