Structure database (LMSD)

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LM IDLMFA13010034
Common Name14-O-(β-D-glucopyranosyl)-7S,14R-dihydroxy-7,9,13,17-tetramethyl-2E,4E,8E,10E,
12E,16E-octadecahexaenoic acid
Systematic Name14-O-(β-D-glucopyranosyl)-7S,14R-dihydroxy-7,9,13,17-tetramethyl-2E,4E,8E,10E,
12E,16E-octadecahexaenoic acid
Synonyms-
Exact Mass
522.2829 (neutral)    Calculate m/z:
FormulaC28H42O9
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassFatty acyl glycosides of mono- and disaccharides [FA1301]
PubChem CID56936270
InChIKeyHTGFZKQPJXUSTN-ZFMCCMEUSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C28H42O9/c1-18(2)13-14-21(36-27-26(34)25(33)24(32)22(17-29)37-27)20(4)1
1-9-10-19(3)16-28(5,35)15-8-6-7-12-23(30)31/h6-13,16,21-22,24-27,29,32-35H,14-15
,17H2,1-5H3,(H,30,31)/b8-6+,10-9+,12-7+,19-16+,20-11+/t21-,22?,24-,25+,26?,27-,2
8+/m1/s1
SMILESC(/C=C/C=C/C[C@](C)(O)/C=C(\C)/C=C/C=C(\C)/[C@H](O[C@@H]1OC(CO)[C@@H](O)[C@H](O)
C1O)C/C=C(\C)/C)(=O)O
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 Atoms37Rings1Aromatic Rings0Rotatable Bonds13
 van der Waals
Molecular Volume
541.23Topological Polar
Surface Area
158.98Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
9
 logP4.60Molar
Refractivity
144.57