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Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMSP05010052
Common NameGlcCer(d18:2(4E,8Z)/20:0(2OH[R]))
Systematic NameN-(2R-hydroxyeicosanoyl)-1-β-glucosyl-4E,8Z-octadecasphingadienine
Synonyms1-O-glucopyranosyl-2-N-2'-hydroxyeicosanoyl-4,8-sphingadienine
Exact Mass
769.6068 (neutral)    Calculate m/z:
FormulaC44H83NO9
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
AbbrevHexCer 38:2;O3
PubChem CID134812547
InChIKeyDCBUKXJYPRDHOR-XFWCTONDSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C44H83NO9/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(48)43(52)45-36(35-53-44-42(51)41(50)40(49)39(34-46)54-44)37(47)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h22,24,30,32,36-42,44,46-51H,3-21,23,25-29,31,33-35H2,1-2H3,(H,45,52)/b24-22-,32-30+/t36-,37+,38+,39+,40+,41?,42?,44+/m0/s1
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SMILES
[C@](CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CC/C=C\CCCCCCCCC
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StatusActive
ReferencesPlant sphingolipids: structural diversity, biosynthesis, first genes and functions. Biochimica et Biophysica Acta (BBA) - Molecular and Cell Biology of Lipids. Sperling P. and Heinz E. Volume 1632, Issue 1-3, June 2003, pp.1-15.

https://www.sciencedirect.com/science/article/pii/S1388198103000337
Calculated physicochemical properties (?):
 Heavy Atoms54Rings1Aromatic Rings0Rotatable Bonds36
 van der Waals
Molecular Volume
839.59Topological Polar
Surface Area
171.01Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
10
 logP10.56Molar
Refractivity
223.03