Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA08030030
Common NameN-pentanoyl-homoserine lactone
Systematic NameN-pentanoyl-homoserine lactone
SynonymsC5:0-HSL; C5-HSL
Exact Mass
185.1052 (neutral)    Calculate m/z:
FormulaC9H15NO3
CategoryFatty Acyls [FA]
Main ClassFatty amides [FA08]
Sub ClassFatty acyl homoserine lactones [FA0803]
PubChem CID-
InChIKeyBFIMURGDHGARTN-ZETCQYMHSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C9H15NO3/c1-2-3-4-8(11)10-7-5-6-13-9(7)12/h7H,2-6H2,1H3,(H,10,11)/t7-/m
0/s1
SMILES[C@@H]1(CCOC1=O)NC(=O)CCCC
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 Atoms13Rings1Aromatic Rings0Rotatable Bonds4
 van der Waals
Molecular Volume
183.99Topological Polar
Surface Area
57.47Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
4
 logP1.18Molar
Refractivity
48.03