Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA08030009
Common NameN-(eicosanoyl)-homoserine lactone
Systematic NameN-(eicosanoyl)-homoserine lactone
SynonymsC20-HSL
Exact Mass
395.3399 (neutral)    Calculate m/z:
FormulaC24H45NO3
CategoryFatty Acyls [FA]
Main ClassFatty amides [FA08]
Sub ClassFatty acyl homoserine lactones [FA0803]
PubChem CID-
InChIKeyHCSKHYGRQHJOLY-QFIPXVFZSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C24H45NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)25-22-
20-21-28-24(22)27/h22H,2-21H2,1H3,(H,25,26)/t22-/m0/s1
SMILES[C@@H]1(CCOC1=O)NC(=O)CCCCCCCCCCCCCCCCCCC
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 Atoms28Rings1Aromatic Rings0Rotatable Bonds19
 van der Waals
Molecular Volume
443.49Topological Polar
Surface Area
57.47Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
4
 logP7.03Molar
Refractivity
117.29