LIPID MAPS® Maintenance
Routine maintanance of the LIPID MAPS® web systems is scheduled for Friday 25th September, 2020.
LIPID MAPS® services will be 'at risk' all day. We apologise for any inconvenience this may cause.

Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMSP05010051
Common NameGlcCer(d18:2(4E,8Z)/19:0(2OH[R]))
Systematic NameN-(2R-hydroxynonadecanoyl)-1-β-glucosyl-4E,8Z-octadecasphingadienine
Synonyms1-O-glucopyranosyl-2-N-2'-hydroxynonadecanoyl-4,8-sphingadienine
Exact Mass
755.5911 (neutral)    Calculate m/z:
FormulaC43H81NO9
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
AbbrevHexCer 37:2;O3
PubChem CID134812546
InChIKeyDAQNCFLCNYMEKA-RMCNGVRRSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C43H81NO9/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(47)42(51)44-35(34-52-43-41(50)40(49)39(48)38(33-45)53-43)36(46)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h21,23,29,31,35-41,43,45-50H,3-20,22,24-28,30,32-34H2,1-2H3,(H,44,51)/b23-21-,31-29+/t35-,36+,37+,38+,39+,40?,41?,43+/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)CCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CC/C=C\CCCCCCCCC
Click to highlight SMILES
StatusActive
ReferencesQualitative on-line profiling of ceramides and cerebrosides by high performance liquid chromatography coupled with electrospray ionization ion trap tandem mass spectrometry: The case of Dracontium loretense. Journal of Pharmaceutical and Biomedical Analysis. Assunta Napolitano. Angelyne Benavides, Cosimo Pizza and Sonia Piacente. Volume 55, Issue 1, April 2011, pp. 23-30.
https://www.sciencedirect.com/science/article/pii/S0731708511000045
Calculated physicochemical properties (?):
 Heavy Atoms53Rings1Aromatic Rings0Rotatable Bonds35
 van der Waals
Molecular Volume
822.29Topological Polar
Surface Area
171.01Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
10
 logP10.16Molar
Refractivity
218.41