Structure Database (LMSD)

Common Name
N-(3-hydroxy-butanoyl)-homoserine lactone
Systematic Name
N-(3-hydroxy-butanoyl)-homoserine lactone
Synonyms
  • 3-hydroxy-C4:0-HSL
LM ID
LMFA08030029
Formula
C8H13NO4
Exact Mass
Calculate m/z
187.084459
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)
FIXDIFPJOFIIEC-GDVGLLTNSA-N
InChi (Click to copy)
InChI=1S/C8H13NO4/c1-5(10)4-7(11)9-6-2-3-13-8(6)12/h5-6,10H,2-4H2,1H3,(H,9,11)/t5?,6-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)CC(O)C

Other Databases

PubChem CID
10330086
Cayman ID
27691

Calculated Physicochemical Properties

Heavy Atoms 13
Rings 1
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 175.48
Topological Polar Surface Area 77.70
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 0.05
Molar Refractivity 45.32

Admin

Created at
1st Jul 2019
Updated at
2nd Jul 2019