Structure Database (LMSD)

Common Name
N-(3-oxo-octanoyl)-homoserine thiolactone
Systematic Name
N-(3-oxo-octanoyl)-homoserine thiolactone
Synonyms
  • 3O-C8-HTL
LM ID
LMFA08020239
Formula
C12H19NO3S
Exact Mass
Calculate m/z
257.108566
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]

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

String Representations

InChiKey (Click to copy)
JNXSGGJSWVMKAD-JTQLQIEISA-N
InChi (Click to copy)
InChI=1S/C12H19NO3S/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h10H,2-8H2,1H3,(H,13,15)/t10-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCSC1=O)NC(=O)CC(=O)CCCCC

Other Databases

PubChem CID
53484106

Calculated Physicochemical Properties

Heavy Atoms 17
Rings 1
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 251.76
Topological Polar Surface Area 63.24
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 2.25
Molar Refractivity 68.78

Admin

Created at
8th Jul 2019
Updated at
8th Jul 2019