Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA07090100
Common NameFAHFA(18:2/13-O-18:2)
Systematic Name(9Z,11E)-13-(9Z,12Z-octadecadienoyloxy)-octadecadienoic acid
Synonyms13-LAHLA
Exact Mass
558.4648 (neutral)    Calculate m/z:
FormulaC36H62O4
CategoryFatty Acyls [FA]
Main ClassFatty esters [FA07]
Sub ClassFatty acid estolides [FA0709]
PubChem CID-
InChIKeyPVZXDHZNHJSJQO-UQZHAUBMSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C36H62O4/c1-3-5-7-8-9-10-11-12-13-14-15-19-22-25-29-33-36(39)40-34(30-26-6-4-2)31-27-23-20-17-16-18-21-24-28-32-35(37)38/h9-10,12-13,20,23,27,31,34H,3-8,11,14-19,21-22,24-26,28-30,32-33H2,1-2H3,(H,37,38)/b10-9-,13-12-,23-20-,31-27+
Click to highlight InChI
SMILES
O(C(CCCCC)/C=C/C=C\CCCCCCCC(=O)O)C(CCCCCCC/C=C\C/C=C\CCCCC)=O
Click to highlight SMILES
StatusActive
ReferencesLinoleic acid esters of hydroxy linoleic acids are anti-inflammatory lipids found in plants and mammals
J Biol Chem. 2019
DOI:10.1074/jbc.RA118.006956
PMID: 31152059

Stereochemistry of Linoleic Acid Esters of Hydroxy Linoleic Acids.
Org. Lett. 2019
DOI:10.1021/acs.orglett.9b03054
PMID: 31545060
Calculated physicochemical properties (?):
 Heavy Atoms40Rings0Aromatic Rings0Rotatable Bonds30
 van der Waals
Molecular Volume
650.68Topological Polar
Surface Area
63.60Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
4
 logP11.51Molar
Refractivity
172.13