Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA08030008
Common NameN-(3-hydroxy-eicosanoyl)-homoserine lactone
Systematic NameN-(3-hydroxy-eicosanoyl)-homoserine lactone
Synonyms3OH-C20-HSL
Exact Mass
411.3349 (neutral)    Calculate m/z:
FormulaC24H45NO4
CategoryFatty Acyls [FA]
Main ClassFatty amides [FA08]
Sub ClassFatty acyl homoserine lactones [FA0803]
Alternative ClassesHydroxy fatty acids[FA0105]
PubChem CID-
InChIKeyKERIGWGQSDLUFJ-KEKNWZKVSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C24H45NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(26)20-23(27)25-
22-18-19-29-24(22)28/h21-22,26H,2-20H2,1H3,(H,25,27)/t21?,22-/m0/s1
SMILES[C@@H]1(CCOC1=O)NC(=O)CC(O)CCCCCCCCCCCCCCCCC
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 Atoms29Rings1Aromatic Rings0Rotatable Bonds19
 van der Waals
Molecular Volume
452.28Topological Polar
Surface Area
77.70Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
5
 logP6.29Molar
Refractivity
119.19