Structure database (LMSD)

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LM IDLMFA08030036
Common NameN-(3-hydroxy-octanoyl)-homoserine lactone
Systematic NameN-(3-hydroxy-octanoyl)-homoserine lactone
Synonyms3-hydroxy-C8-HSL; 3OH-C8-HSL
Exact Mass
243.1471 (neutral)    Calculate m/z:
FormulaC12H21NO4
CategoryFatty Acyls [FA]
Main ClassFatty amides [FA08]
Sub ClassFatty acyl homoserine lactones [FA0803]
PubChem CID-
InChIKeyXCZVBYOXRSFQBH-AXDSSHIGSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C12H21NO4/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h9-10,14H,2-8H2
,1H3,(H,13,15)/t9?,10-/m0/s1
SMILES[C@@H]1(CCOC1=O)NC(=O)CC(O)CCCCC
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 Atoms17Rings1Aromatic Rings0Rotatable Bonds7
 van der Waals
Molecular Volume
244.68Topological Polar
Surface Area
77.70Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
5
 logP1.61Molar
Refractivity
63.79