Structure database (LMSD)

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LM IDLMFA08030038
Common NameN-tetradecanoyl-homoserine lactone
Systematic NameN-tetradecanoyl-homoserine lactone
SynonymsC14:0-HSL; C14-HSL
Exact Mass
311.2460 (neutral)    Calculate m/z:
FormulaC18H33NO3
CategoryFatty Acyls [FA]
Main ClassFatty amides [FA08]
Sub ClassFatty acyl homoserine lactones [FA0803]
PubChem CID-
InChIKeyZQAYHOXXVBVXPZ-INIZCTEOSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C18H33NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)19-16-14-15-22-18(16)21/
h16H,2-15H2,1H3,(H,19,20)/t16-/m0/s1
SMILES[C@@H]1(CCOC1=O)NC(=O)CCCCCCCCCCCCC
StatusActive
ReferencesSynthesis of N-Acyl Homoserine Lactone Analogues Reveals Strong Activators of SdiA, the Salmonella enterica Serovar Typhimurium LuxR Homologue. Joost C. A. Janssens, Kristine Metzger, Ruth Daniels, Dave Ptacek, Tine Verhoeven, Lothar W. Habel, Jos Vanderleyden, Dirk E. De Vos and Sigrid C. J. De Keersmaecker. Applied and Environmental Microbiology. Volume 73. No. 2, 2007, p. 535–544. doi:10.1128/AEM.01451-06
https://aem.asm.org/content/73/2/535.long
Calculated physicochemical properties (?):
 Heavy Atoms22Rings1Aromatic Rings0Rotatable Bonds13
 van der Waals
Molecular Volume
339.69Topological Polar
Surface Area
57.47Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
4
 logP4.69Molar
Refractivity
89.59