Structure database (LMSD)

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LM IDLMSP05010053
Common NameGlcCer(d18:2(4E,8Z)/21:0(2OH[R]))
Systematic NameN-(2R-hydroxyheneicosanoyl)-1-β-glucosyl-4E,8Z-octadecasphingadienine
Synonyms1-O-glucopyranosyl-2-N-2'-hydroxyheneicosanoyl-4,8-sphingadienine
Exact Mass
783.6224 (neutral)    Calculate m/z:
FormulaC45H85NO9
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
PubChem CID134812548
InChIKeyPHLYNRSKAQOEAG-KKSORDCISA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C45H85NO9/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(49)44
(53)46-37(36-54-45-43(52)42(51)41(50)40(35-47)55-45)38(48)33-31-29-27-25-23-21-1
6-14-12-10-8-6-4-2/h23,25,31,33,37-43,45,47-52H,3-22,24,26-30,32,34-36H2,1-2H3,(
H,46,53)/b25-23-,33-31+/t37-,38+,39+,40+,41+,42?,43?,45+/m0/s1
SMILES[C@](CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCCC)=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 Atoms55Rings1Aromatic Rings0Rotatable Bonds37
 van der Waals
Molecular Volume
856.89Topological Polar
Surface Area
171.01Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
10
 logP10.95Molar
Refractivity
227.64