Structure database (LMSD)

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LM IDLMSP05010050
Common NameGlcCer(d18:2(4E,8Z)/18:0(2OH[R]))
Systematic NameN-(2R-hydroxyoctadecanoyl)-1-β-glucosyl-4E,8Z-octadecasphingadienine
Synonyms1-O-glucopyranosyl-2-N-2'-hydroxyoctatadecanoyl-4,8-sphingadienine
Exact Mass
741.5755 (neutral)    Calculate m/z:
FormulaC42H79NO9
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
PubChem CID134812545
InChIKeyBLFKVICPDXPVLY-UJYAJEKBSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C42H79NO9/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-36(46)41(50)43-34
(33-51-42-40(49)39(48)38(47)37(32-44)52-42)35(45)30-28-26-24-22-20-18-16-14-12-1
0-8-6-4-2/h20,22,28,30,34-40,42,44-49H,3-19,21,23-27,29,31-33H2,1-2H3,(H,43,50)/
b22-20-,30-28+/t34-,35+,36+,37+,38+,39?,40?,42+/m0/s1
SMILES[C@](CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(NC([C@H](O)CCCCCCCCCCCCCCCC)=O)[C
@]([H])(O)/C=C/CC/C=C\CCCCCCCCC
StatusActive
ReferencesAlkaloids and other compounds from Psychotria correae. Hans Achenbach, Monika Lottes, Reiner Waibel, George A. Karikas, Mireya D. Correa and Mahabir P. Gupta. Phytochemistry, Volume 38, Issue 6, April 1995, pp.1537-1545.
https://www.sciencedirect.com/science/article/pii/003194229400823C
Calculated physicochemical properties (?):
 Heavy Atoms52Rings1Aromatic Rings0Rotatable Bonds34
 van der Waals
Molecular Volume
804.99Topological Polar
Surface Area
171.01Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
10
 logP9.77Molar
Refractivity
213.79