Structure Database (LMSD)

Common Name
N-tetradecanoyl-homoserine lactone
Systematic Name
N-tetradecanoyl-homoserine lactone
Synonyms
  • C14:0-HSL
  • C14-HSL
LM ID
LMFA08030038
Status
Active
Exact Mass
Calculate m/z
311.246044
Formula


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MDLMOL SDF CSV TSV
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Main

Classification

String Representations

InChiKey (Click to copy)
ZQAYHOXXVBVXPZ-INIZCTEOSA-N
InChi (Click to copy)
InChI=1S/C18H33NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)19-16-14-15-22-18(16)21/h16H,2-15H2,1H3,(H,19,20)/t16-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)CCCCCCCCCCCCC

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

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Vibrio mediterranei (#689)
Gammaproteobacteria (#1236)
Genetic diversity and phenotypic plasticity of AHL-mediated Quorum sensing in environmental strains of Vibrio mediterranei.,
ISME J, 2019
Pubmed ID: 30116040

Other Databases

PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 339.69
Topological Polar Surface Area 57.47
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 4.69
Molar Refractivity 89.59

Admin

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