Structure Database (LMSD)

N H O O O O
Common Name
N-(4-phenyl-3-oxo-tetranoyl)-homoserine lactone
Systematic Name
N-(4-phenyl-3-oxo-tetranoyl)-homoserine lactone
Synonyms
  • 4-Phenyl-3-oxo-C4-HSL
  • 4-Ph-3O-C4-HSL
LM ID
LMFA08030039
Formula
C14H15NO4
Exact Mass
Calculate m/z
261.100109
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)
SZKJWOMSLREKNK-LBPRGKRZSA-N
InChi (Click to copy)
InChI=1S/C14H15NO4/c16-11(8-10-4-2-1-3-5-10)9-13(17)15-12-6-7-19-14(12)18/h1-5,12H,6-9H2,(H,15,17)/t12-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)CC(=O)CC1C=CC=CC=1

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
11536248

Calculated Physicochemical Properties

Heavy Atoms 19
Rings 2
Aromatic Rings 1
Rotatable Bonds 5
Van der Waals Molecular Volume 245.46
Topological Polar Surface Area 74.54
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 1.19
Molar Refractivity 68.28

Admin

Created at
5th Jul 2019
Updated at
8th Jul 2019