Structure database (LMSD)

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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
InChIInChI=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)37-35-33-3
1-29-27-25-16-14-12-10-8-6-4-2/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
SMILES[C@](CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCCCCCC
C)=O)[C@]([H])(O)/C=C/CC/C=C\CCCCCCCCC
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