Structure Database (LMSD)

O N H O O
Common Name
N-octanoyl-homoserine lactone
Systematic Name
N-octanoyl-homoserine lactone
Synonyms
  • C8-HSL
LM ID
LMFA08030035
Formula
C12H21NO3
Exact Mass
Calculate m/z
227.152144
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
Fatty acyl homoserine lactones [FA0803]

String Representations

InChiKey (Click to copy)
JKEJEOJPJVRHMQ-JTQLQIEISA-N
InChi (Click to copy)
InChI=1S/C12H21NO3/c1-2-3-4-5-6-7-11(14)13-10-8-9-16-12(10)15/h10H,2-9H2,1H3,(H,13,14)/t10-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)CCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Synthesis of N-acyl homoserine lactone analogues reveals strong activators of SdiA, the Salmonella enterica serovar Typhimurium LuxR homologue,
Appl Environ Microbiol, 2007
Pubmed ID: 17085703

Other Databases

PubChem CID
6914579
Cayman ID
10011199
PDB ID
HTF
GuidePharm ID
12447

Calculated Physicochemical Properties

Heavy Atoms 16
Rings 1
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 235.89
Topological Polar Surface Area 57.47
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 2.35
Molar Refractivity 61.88

Admin

Created at
2nd Jul 2019
Updated at
2nd Jul 2019