Structure database (LMSD)

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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]
PubChem CID134812546
InChIKeyDAQNCFLCNYMEKA-RMCNGVRRSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=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)31-29-27-25-23-21-19-16-14-1
2-10-8-6-4-2/h21,23,29,31,35-41,43,45-50H,3-20,22,24-28,30,32-34H2,1-2H3,(H,44,5
1)/b23-21-,31-29+/t35-,36+,37+,38+,39+,40?,41?,43+/m0/s1
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
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