Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA07090148
Common NameMayolene-16
Systematic Name11R-hexadecanoyloxyoctadeca-9Z,12Z,15Z-trienoic acid
Synonyms-
Exact Mass
532.4492 (neutral)    Calculate m/z:
FormulaC34H60O4
CategoryFatty Acyls [FA]
Main ClassFatty esters [FA07]
Sub ClassFatty acid estolides [FA0709]
Alternative ClassesUnsaturated fatty acids[FA0103]
AbbrevFAHFA 34:4;O
Abbrev ChainsFAHFA 16:0/11-O-18:3
PubChem CID11203400
InChIKeyXHGMWSVXYAFIMA-IPBGHUMISA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C34H60O4/c1-3-5-7-9-10-11-12-13-14-15-19-23-27-31-34(37)38-32(28-24-20-8-6-4-2)29-25-21-17-16-18-22-26-30-33(35)36/h6,8,24-25,28-29,32H,3-5,7,9-23,26-27,30-31H2,1-2H3,(H,35,36)/b8-6-,28-24-,29-25-/t32-/m0/s1
Click to highlight InChI
SMILES
C(CCCCCCC/C=C\[C@@H](OC(CCCCCCCCCCCCCCC)=O)/C=C\C/C=C\CC)(=O)O
Click to highlight SMILES
StatusActive
ReferencesMayolenes: labile defensive lipids from the glandular hairs of a caterpillar (Pieris rapae)
Proc Natl Acad Sci U S A. 2002
DOI: 10.1073/pnas.102165699
PMID: 11997469
Calculated physicochemical properties (?):
 Heavy Atoms38Rings0Aromatic Rings0Rotatable Bonds29
 van der Waals
Molecular Volume
618.72Topological Polar
Surface Area
63.60Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
4
 logP10.95Molar
Refractivity
162.99