Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA08030014
Common NameN-(dodecanoyl)-homoserine lactone
Systematic NameN-(dodecanoyl)-homoserine lactone
SynonymsC12-HSL
Exact Mass
283.2147 (neutral)    Calculate m/z:
FormulaC16H29NO3
CategoryFatty Acyls [FA]
Main ClassFatty amides [FA08]
Sub ClassFatty acyl homoserine lactones [FA0803]
PubChem CID-
InChIKeyWILLZMOKUUPJSL-AWEZNQCLSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C16H29NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h14H,2
-13H2,1H3,(H,17,18)/t14-/m0/s1
SMILES[C@@H]1(CCOC1=O)NC(=O)CCCCCCCCCCC
StatusActive
ReferencesCharacterization of the Sinorhizobium meliloti sinR/sinI Locus and the Production of Novel N-Acyl Homoserine Lactones. Melanie M. Marketon, Matthew R. Gronquist, Anatol Eberhard and Juan E. González. Journal of Bacteriology. Volume 184. Issue 20, 2002, pp. 5686–5695. doi: 10.1128/JB.184.20.5686-5695.2002

https://www.ncbi.nlm.nih.gov/pmc/articles/PMC139616/
Calculated physicochemical properties (?):
 Heavy Atoms20Rings1Aromatic Rings0Rotatable Bonds11
 van der Waals
Molecular Volume
305.09Topological Polar
Surface Area
57.47Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
4
 logP3.91Molar
Refractivity
80.35