Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA08030022
Common NameN-(2E,5Z-dodecadienoyl)-homoserine lactone
Systematic NameN-((2E,5Z)-2,5-dodecadienoyl)homoserine lactone
SynonymsC12:2-HSL; 2E,5Z-C12:2-HSL
Exact Mass
279.1834 (neutral)    Calculate m/z:
FormulaC16H25NO3
CategoryFatty Acyls [FA]
Main ClassFatty amides [FA08]
Sub ClassFatty acyl homoserine lactones [FA0803]
PubChem CID-
InChIKeyIDTQGTGZLYPGAF-PYMQLLRLSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C16H25NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h7-8,1
0-11,14H,2-6,9,12-13H2,1H3,(H,17,18)/b8-7-,11-10+/t14-/m0/s1
SMILES[C@@H]1(CCOC1=O)NC(=O)/C=C/C/C=C\CCCCCC
StatusActive
ReferencesAn Unprecedented Medium-Chain Diunsaturated N-acylhomoserine Lactone from Marine Roseobacter Group Bacteria. Lisa Ziesche, Laura Wolter, Hui Wang, Thorsten Brinkhoff, Marion Pohlner, Bert Engelen, Irene Wagner-Döbler and Stefan Schulz. marine Drugs. Volume 17, Issue 1, 2019, pp.20. https://doi.org/10.3390/md17010020
https://www.mdpi.com/1660-3397/17/1/20/htm
Calculated physicochemical properties (?):
 Heavy Atoms20Rings1Aromatic Rings0Rotatable Bonds9
 van der Waals
Molecular Volume
299.81Topological Polar
Surface Area
57.47Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
4
 logP3.46Molar
Refractivity
80.16