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Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMSP05010046
Common NameGlcCer(d18:1(8Z)/25:0(2OH[R]))
Systematic NameN-(2R-hydroxypentacosanoyl)-1-β-glucosyl-4R-hydroxy-8Z-octadecasphingenine
Synonyms1-O-glucopyranosyl-2-N-2'-hydroxypentacosanoyl-8-sphingenine
Exact Mass
857.6956 (neutral)    Calculate m/z:
FormulaC49H95NO10
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
AbbrevHexCer 43:1;O4
PubChem CID134812541
InChIKeyJPDBHJZMCPAOTJ-HHMCXMMMSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C49H95NO10/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-42(53)48(58)50-40(39-59-49-47(57)46(56)45(55)43(38-51)60-49)44(54)41(52)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h28,30,40-47,49,51-57H,3-27,29,31-39H2,1-2H3,(H,50,58)/b30-28-/t40-,41+,42+,43+,44-,45+,46?,47?,49+/m0/s1
Click to highlight InChI
SMILES
[C@](CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@H](O)CCC/C=C\CCCCCCCCC
Click to highlight SMILES
MS SpectraView MoNA MS spectra     
StatusActive
ReferencesSphingolipids with neuritogenic activity from Euphorbia sororia. Wei-Ku Zhang, Jie-Kun Xu, Xiao-Qi Zhang, Xin-Sheng Yao and Wen-Cai Ye. Chemistry and Physics of Lipids. Volume 148, Issue 2, August 2007, pp. 77-83.
https://www.sciencedirect.com/science/article/pii/S0009308407000576
Calculated physicochemical properties (?):
 Heavy Atoms60Rings1Aromatic Rings0Rotatable Bonds42
 van der Waals
Molecular Volume
937.52Topological Polar
Surface Area
191.24Hydrogen
Bond Donors
8Hydrogen
Bond Acceptors
11
 logP11.99Molar
Refractivity
248.11