Structure Database (LMSD)

Common Name
N-(3-oxo-butanoyl)-homoserine lactone
Systematic Name
N-(3-oxo-butanoyl)-homoserine lactone
Synonyms
  • 3-oxo-C4:0-HSL
LM ID
LMFA08030028
Formula
C8H11NO4
Exact Mass
Calculate m/z
185.068809
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Reference
Detection of acyl-homoserine lactones by Escherichia and Salmonella. Jitesh A. Soares and Brian M. M. Ahmer. Current Opinion in Microbiology. Volume 14, Issue 2, April 2011, Pages 188-193. https://doi.org/10.1016/j.mib.2011.01.006

https://www.sciencedirect.com/science/article/pii/S136952741100018X#bib0080

String Representations

InChiKey (Click to copy)
FIHPLICEAUNEFV-LURJTMIESA-N
InChi (Click to copy)
InChI=1S/C8H11NO4/c1-5(10)4-7(11)9-6-2-3-13-8(6)12/h6H,2-4H2,1H3,(H,9,11)/t6-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)CC(=O)C

Other Databases

CHEBI ID
193548
PubChem CID
10419888
Cayman ID
13024

Calculated Physicochemical Properties

Heavy Atoms 13
Rings 1
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 172.84
Topological Polar Surface Area 74.54
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP -0.03
Molar Refractivity 43.81

Admin

Created at
1st Jul 2019
Updated at
1st Jul 2019