Structure database (LMSD)

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LM IDLMSP05010040
Common NameDracontioside A
Systematic NameN-(2R-hydroxyoctadecanoyl)-1-β-glucosyl-4E,8Z-octadecasphingadienine
SynonymsGlcCer(d18:2(4E,8Z)/18:0(2OH[R])); 1-O-glucopyranosyl-2-N-2'-
hydroxyoctadecanoyl-4,8-sphingadienine
Exact Mass
741.5755 (neutral)    Calculate m/z:
FormulaC42H79NO9
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
PubChem CID134812535
InChIKeyBLFKVICPDXPVLY-RPJVQSFBSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C42H79NO9/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-36(46)41(50)43-34
(33-51-42-40(49)39(48)38(47)37(32-44)52-42)35(45)30-28-26-24-22-20-18-16-14-12-1
0-8-6-4-2/h20,22,28,30,34-40,42,44-49H,3-19,21,23-27,29,31-33H2,1-2H3,(H,43,50)/
b22-20+,30-28+/t34-,35+,36-,37+,38+,39?,40?,42+/m0/s1
SMILES[C@](CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(NC([C@@H](O)CCCCCCCCCCCCCCCC)=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. Assunta Napolitano, Angelyne Benavides, Cosimo Pizza, Sonia Piacente Journal of Pharmaceutical and Biomedical Analysis
Volume 55, Issue 1, 28 April 2011, Pages 23-30.
https://www.sciencedirect.com/science/article/pii/S0731708511000045
Calculated physicochemical properties (?):
 Heavy Atoms52Rings1Aromatic Rings0Rotatable Bonds34
 van der Waals
Molecular Volume
804.99Topological Polar
Surface Area
171.01Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
10
 logP9.77Molar
Refractivity
213.79