Structure Database (LMSD)

Common Name
N-(3-hydroxy-decanoyl)-homoserine lactone
Systematic Name
N-(3-hydroxy-decanoyl)-homoserine lactone
Synonyms
  • 3-hydroxy-C10-HSL
  • 3OH-C10-HSL
LM ID
LMFA08030037
Formula
C14H25NO4
Exact Mass
Calculate m/z
271.178359
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

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)
DOICJCCMIBBSOO-KIYNQFGBSA-N
InChi (Click to copy)
InChI=1S/C14H25NO4/c1-2-3-4-5-6-7-11(16)10-13(17)15-12-8-9-19-14(12)18/h11-12,16H,2-10H2,1H3,(H,15,17)/t11?,12-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)CC(O)CCCCCCC

Other Databases

PubChem CID
71353010
Cayman ID
9001147

Calculated Physicochemical Properties

Heavy Atoms 19
Rings 1
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 279.28
Topological Polar Surface Area 77.70
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 2.39
Molar Refractivity 73.02

Admin

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