Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA13010041
Common Name1-O-(4-hydroxy-2-methylene-butanoyl)-β-D-glucopyranose
Systematic Name1-O-(4-hydroxy-2-methylene-butanoyl)-β-D-glucopyranose
Synonyms-
Exact Mass
278.1002 (neutral)    Calculate m/z:
FormulaC11H18O8
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassFatty acyl glycosides of mono- and disaccharides [FA1301]
PubChem CID56936275
InChIKeySQRUWMQAWMLKPR-RUHQBUNJSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C11H18O8/c1-5(2-3-12)10(17)19-11-9(16)8(15)7(14)6(4-13)18-11/h6-9,11-16
H,1-4H2/t6?,7-,8?,9?,11+/m1/s1
SMILES[C@H]1(O)C(O)C(O)[C@H](OC(C(CCO)=C)=O)OC1CO
StatusActive
ReferencesAstonishing diversity of natural surfactants:
1. Glycosides of fatty acids and alcohols
Valery M. Dembitsky, LIPIDS
Volume 39, Number 10, 933-953 (2004)
Calculated physicochemical properties (?):
 Heavy Atoms19Rings1Aromatic Rings0Rotatable Bonds6
 van der Waals
Molecular Volume
251.54Topological Polar
Surface Area
138.75Hydrogen
Bond Donors
5Hydrogen
Bond Acceptors
8
 logP-0.73Molar
Refractivity
64.24