Structure Database (LMSD)

Common Name
N-(3-hydroxy-octanoyl)-homoserine lactone
Systematic Name
N-(3-hydroxy-octanoyl)-homoserine lactone
Synonyms
  • 3-hydroxy-C8-HSL
  • 3OH-C8-HSL
LM ID
LMFA08030036
Status
Active
Exact Mass
Calculate m/z
243.147059
Formula


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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)
XCZVBYOXRSFQBH-AXDSSHIGSA-N
InChi (Click to copy)
InChI=1S/C12H21NO4/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h9-10,14H,2-8H2,1H3,(H,13,15)/t9?,10-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)CC(O)CCCCC

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

Other Databases

PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 17
Rings 1
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 244.68
Topological Polar Surface Area 77.70
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 1.61
Molar Refractivity 63.79

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Created at
2nd Jul 2019
Updated at
2nd Jul 2019