Structure Database (LMSD)

Common Name
N-(3-oxo-dodecanoyl)-homoserine thiolactone
Systematic Name
N-(3-oxo-dodecanoyl)-homoserine thiolactone
Synonyms
  • 3O-C12-HTL
LM ID
LMFA08020241
Formula
C16H27NO3S
Exact Mass
Calculate m/z
313.171165
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Synthesis of N-acyl homoserine lactone analogues reveals strong activators of SdiA, the Salmonella enterica serovar Typhimurium LuxR homologue,
Appl Environ Microbiol, 2007
Pubmed ID: 17085703

String Representations

InChiKey (Click to copy)
DTKPMZLHSRTKNJ-AWEZNQCLSA-N
InChi (Click to copy)
InChI=1S/C16H27NO3S/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20/h14H,2-12H2,1H3,(H,17,19)/t14-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCSC1=O)NC(=O)CC(=O)CCCCCCCCC

Other Databases

PubChem CID
10935915

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 1
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 320.96
Topological Polar Surface Area 63.24
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 3.81
Molar Refractivity 87.25

Admin

Created at
8th Jul 2019
Updated at
8th Jul 2019