Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMSP05010057
Common NameGlcCer(d18:2(4E,8Z)/25:0(2OH[R]))
Systematic NameN-(2R-hydroxypentacosanoyl)-1-β-glucosyl-4E,8Z-octadecasphingadienine
Synonyms1-O-glucopyranosyl-2-N-2'-hydroxypentacosanoyl-4,8-sphingadienine
Exact Mass
839.6850 (neutral)    Calculate m/z:
FormulaC49H93NO9
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
PubChem CID134812551
InChIKeyWAMFEJVCOLBTNW-GBIHEQOYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C49H93NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-43(53)48(57)50-41(40-58-49-47(56)46(55)45(54)44(39-51)59-49)42(52)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h27,29,35,37,41-47,49,51-56H,3-26,28,30-34,36,38-40H2,1-2H3,(H,50,57)/b29-27-,37-35+/t41-,42+,43+,44+,45+,46?,47?,49+/m0/s1
Click to highlight InChI
SMILES
[C@](CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CC/C=C\CCCCCCCCC
Click to highlight SMILES
StatusActive
ReferencesAnalysis of Glucocerebrosides of Rye (Secale cereale L. cv Puma) Leaf and Plasma Membrane. Edgar B. Cahoon and Daniel V. Lynch. Plant Physiology. Volume 95, 1991, pp. 58-68.
http://www.plantphysiol.org/content/plantphysiol/95/1/58.full.pdf

Calculated physicochemical properties (?):
 Heavy Atoms59Rings1Aromatic Rings0Rotatable Bonds41
 van der Waals
Molecular Volume
926.09Topological Polar
Surface Area
171.01Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
10
 logP12.51Molar
Refractivity
246.11