Structure database (LMSD)

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LM IDLMFA08030015
Common NameN-(3-oxo-tetradecanoyl)-homoserine lactone
Systematic NameN-(3-oxo-tetradecanoyl)-homoserine lactone
Synonyms3O-C14-HSL
Exact Mass
325.2253 (neutral)    Calculate m/z:
FormulaC18H31NO4
CategoryFatty Acyls [FA]
Main ClassFatty amides [FA08]
Sub ClassFatty acyl homoserine lactones [FA0803]
Alternative ClassesOxo fatty acids[FA0106]
PubChem CID-
InChIKeyYQFJJDSGBAAUPW-INIZCTEOSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C18H31NO4/c1-2-3-4-5-6-7-8-9-10-11-15(20)14-17(21)19-16-12-13-23-18(16)
22/h16H,2-14H2,1H3,(H,19,21)/t16-/m0/s1
SMILES[C@@H]1(CCOC1=O)NC(=O)CC(=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 Atoms23Rings1Aromatic Rings0Rotatable Bonds13
 van der Waals
Molecular Volume
345.84Topological Polar
Surface Area
74.54Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
5
 logP3.87Molar
Refractivity
89.98