Structure database (LMSD)

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LM IDLMFA08030019
Common NameN-(3-oxo-9Z-hexadecenoyl)-homoserine lactone
Systematic NameN-(3-oxo-9Z-hexadecenoyl)-homoserine lactone
Synonyms3O-C16:1-HSL
Exact Mass
351.2410 (neutral)    Calculate m/z:
FormulaC20H33NO4
CategoryFatty Acyls [FA]
Main ClassFatty amides [FA08]
Sub ClassFatty acyl homoserine lactones [FA0803]
Alternative ClassesUnsaturated fatty acids[FA0103], Oxo fatty acids[FA0106]
PubChem CID-
InChIKeyNNIVINPZTHXZNK-ZEVQVBBLSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C20H33NO4/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/h7-8,18H,2-6,9-16H2,1H3,(H,21,23)/b8-7-/t18-/m0/s1
SMILES[C@@H]1(CCOC1=O)NC(=O)CC(=O)CCCCC/C=C\CCCCCC
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 Bonds14
 van der Waals
Molecular Volume
377.80Topological Polar
Surface Area
74.54Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
5
 logP4.43Molar
Refractivity
99.12