Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA08030012
Common NameN-(hexadecanoyl)-homoserine lactone
Systematic NameN-(hexadecanoyl)-homoserine lactone
SynonymsC16-HSL
Exact Mass
339.2773 (neutral)    Calculate m/z:
FormulaC20H37NO3
CategoryFatty Acyls [FA]
Main ClassFatty amides [FA08]
Sub ClassFatty acyl homoserine lactones [FA0803]
PubChem CID-
InChIKeyQJIXVOQAEZMUIH-SFHVURJKSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C20H37NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)21-18-16-17-24-20(
18)23/h18H,2-17H2,1H3,(H,21,22)/t18-/m0/s1
SMILES[C@@H]1(CCOC1=O)NC(=O)CCCCCCCCCCCCCCC
StatusActive
ReferencesIdentification of novel long chain N-acylhomoserine lactones of chain length C20 from the marine phototrophic bacterium Rhodovulum sulfidophilum. Naoko Arashida, Kazutaka Shimbo, Takeshi Terada, Takuya Okimi, Yo Kikuchi, Shuhei Hashiro, So Umekage and Hisashi Yasueda. Journal
Bioscience, Biotechnology, and Biochemistry. Analytical Chemistry. Volume 82, Issue 10, 2018, pp. 1683-1693. DOI: https://doi.org/10.1080/09168451.2018.1490168


https://www.tandfonline.com/doi/full/10.1080/09168451.2018.1490168
Calculated physicochemical properties (?):
 Heavy Atoms24Rings1Aromatic Rings0Rotatable Bonds15
 van der Waals
Molecular Volume
374.29Topological Polar
Surface Area
57.47Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
4
 logP5.47Molar
Refractivity
98.82