LIPID MAPS® Maintenance
Routine maintenance of the LIPID MAPS® web systems is scheduled for Friday 25th September, 2020.
LIPID MAPS® services will be 'at risk' all day. We apologise for any inconvenience this may cause.

Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA13010050
Common Name2-O-(β-D-galactopyranosyl-(1->6)-β-D-galactopyranosyl) 2S,3R-
dihydroxyundecanoic acid
Systematic Name2-O-(β-D-galactopyranosyl-(1->6)-β-D-galactopyranosyl) 2S,3R-
dihydroxyundecanoic acid
Synonyms-
Exact Mass
542.2575 (neutral)    Calculate m/z:
FormulaC23H42O14
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassFatty acyl glycosides of mono- and disaccharides [FA1301]
PubChem CID56936284
InChIKeyNKNRGTAHDBGTEI-DJBLQEKISA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C23H42O14/c1-2-3-4-5-6-7-8-11(25)20(21(32)33)37-23-19(31)17(29)15(27)13(36-23)10-34-22-18(30)16(28)14(26)12(9-24)35-22/h11-20,22-31H,2-10H2,1H3,(H,32,33)/t11-,12?,13?,14+,15+,16+,17+,18?,19?,20+,22-,23+/m1/s1
Click to highlight InChI
SMILES
[C@H]1(O)C(CO)O[C@@H](OCC2[C@H](O)[C@H](O)C(O)[C@H](O[C@@H]([C@H](O)CCCCCCCC)C(=O)O)O2)C(O)[C@H]1O
Click to highlight SMILES
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 Atoms37Rings2Aromatic Rings0Rotatable Bonds15
 van der Waals
Molecular Volume
502.16Topological Polar
Surface Area
240.20Hydrogen
Bond Donors
9Hydrogen
Bond Acceptors
14
 logP1.20Molar
Refractivity
130.03