Structure database (LMSD)

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LM IDLMSP05010049
Common NameGlcCer(d18:2(4E,8Z)/17:0(2OH[R]))
Systematic NameN-(2R-hydroxyheptadecanoyl)-1-β-glucosyl-4E,8Z-octadecasphingadienine
Synonyms1-O-glucopyranosyl-2-N-2'-hydroxyheptadecanoyl-4,8-sphingadienine
Exact Mass
727.5598 (neutral)    Calculate m/z:
FormulaC41H77NO9
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
PubChem CID134812544
InChIKeyDEFSRBORDYELNV-ADINSYADSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C41H77NO9/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(44)33(32-50-41-39
(48)38(47)37(46)36(31-43)51-41)42-40(49)35(45)30-28-26-24-22-20-18-16-14-12-10-8
-6-4-2/h19,21,27,29,33-39,41,43-48H,3-18,20,22-26,28,30-32H2,1-2H3,(H,42,49)/b21
-19-,29-27+/t33-,34+,35+,36+,37+,38?,39?,41+/m0/s1
SMILES[C@](CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(NC([C@H](O)CCCCCCCCCCCCCCC)=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 Atoms51Rings1Aromatic Rings0Rotatable Bonds33
 van der Waals
Molecular Volume
787.69Topological Polar
Surface Area
171.01Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
10
 logP9.38Molar
Refractivity
209.18