Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA08030016
Common NameN-(3-oxo-octadecanoyl)-homoserine lactone
Systematic NameN-(3-oxo-octadecanoyl)-homoserine lactone
Synonyms3O-C18-HSL
Exact Mass
353.2566 (neutral)    Calculate m/z:
FormulaC20H35NO4
CategoryFatty Acyls [FA]
Main ClassFatty amides [FA08]
Sub ClassFatty acyl homoserine lactones [FA0803]
Alternative ClassesOxo fatty acids[FA0106]
PubChem CID-
InChIKeyYZBAMTUXUHIYCQ-SFHVURJKSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C20H35NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(22)16-19(23)21-18-14-15-25-
20(18)24/h18H,2-16H2,1H3,(H,21,23)/t18-/m0/s1
SMILES[C@@H]1(CCOC1=O)NC(=O)CC(=O)CCCCCCCCCCCCC
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 Atoms25Rings1Aromatic Rings0Rotatable Bonds15
 van der Waals
Molecular Volume
380.44Topological Polar
Surface Area
74.54Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
5
 logP4.65Molar
Refractivity
99.21