Structure database (LMSD)

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LM IDLMFA13030009
Common Name14-O-(α-L-rhamnopyranosyl)-7S,14R-dihydroxy-7,9,13,17-tetramethyl-2E,4E,8E,10E,
12E,16E-octadecahexaenoic acid
Systematic Name14-O-(α-L-rhamnopyranosyl)-7S,14R-dihydroxy-7,9,13,17-tetramethyl-2E,4E,8E,10E,
12E,16E-octadecahexaenoic acid
Synonyms-
Exact Mass
506.2880 (neutral)    Calculate m/z:
FormulaC28H42O8
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassRhamnolipids [FA1303]
PubChem CID56936292
InChIKeyLUVNAVZCRYWYPQ-SGJSQOCCSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C28H42O8/c1-18(2)14-15-22(36-27-26(33)25(32)24(31)21(5)35-27)20(4)12-10
-11-19(3)17-28(6,34)16-9-7-8-13-23(29)30/h7-14,17,21-22,24-27,31-34H,15-16H2,1-6
H3,(H,29,30)/b9-7+,11-10+,13-8+,19-17+,20-12+/t21?,22-,24+,25?,26+,27+,28+/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(C)[C@H](O)C(O)[C@@H]
1O)C/C=C(\C)/C)(=O)O
MS Spectra-     
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 Atoms36Rings1Aromatic Rings0Rotatable Bonds12
 van der Waals
Molecular Volume
532.44Topological Polar
Surface Area
138.75Hydrogen
Bond Donors
5Hydrogen
Bond Acceptors
8
 logP5.35Molar
Refractivity
142.67