Structure Database (LMSD)
Common Name
N-(3-hydroxy-pentanoyl)-homoserine lactone
Systematic Name
N-(3-hydroxy-pentanoyl)-homoserine lactone
Synonyms
- 3-hydroxy-C5:0-HSL
- 3OH-C5-HSL
3D model of N-(3-hydroxy-pentanoyl)-homoserine lactone
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
IZXCXPQWOXJOPE-MLWJPKLSSA-N
InChi (Click to copy)
InChI=1S/C9H15NO4/c1-2-6(11)5-8(12)10-7-3-4-14-9(7)13/h6-7,11H,2-5H2,1H3,(H,10,12)/t6?,7-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)CC(O)CC
References
Reference
Synthesis of N-Acyl Homoserine Lactone Analogues Reveals Strong Activators of SdiA, the Salmonella enterica Serovar Typhimurium LuxR Homologue. Joost C. A. Janssens, Kristine Metzger, Ruth Daniels, Dave Ptacek, Tine Verhoeven, Lothar W. Habel, Jos Vanderleyden, Dirk E. De Vos and Sigrid C. J. De Keersmaecker. Applied and Environmental Microbiology. Volume 73. No. 2, 2007, p. 535–544. doi:10.1128/AEM.01451-06
https://aem.asm.org/content/73/2/535.long
https://aem.asm.org/content/73/2/535.long
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
14
Rings
1
Aromatic Rings
0
Rotatable Bonds
4
Van der Waals Molecular Volume
192.78
Topological Polar Surface Area
77.70
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
5
logP
0.44
Molar Refractivity
49.94
Admin
Created at
2nd Jul 2019
Updated at
2nd Jul 2019