Structure Database (LMSD)

O O N H O
Common Name
N-(2E,4E-dodecadienoyl)-homoserine lactone
Systematic Name
N-((2E,4E)-2,4-dodecadienoyl)homoserine lactone
Synonyms
  • C12:2-HSL
  • 2E,4E-C12:2-HSL
LM ID
LMFA08030023
Formula
C16H25NO3
Exact Mass
Calculate m/z
279.183444
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
Fatty acyl homoserine lactones [FA0803]

String Representations

InChiKey (Click to copy)
JQNNMOKCXWQCMU-UMBWLEPDSA-N
InChi (Click to copy)
InChI=1S/C16H25NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h8-11,14H,2-7,12-13H2,1H3,(H,17,18)/b9-8+,11-10+/t14-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)/C=C/C=C/CCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rhodobacteraceae (#31989)
Alphaproteobacteria (#28211)
An Unprecedented Medium-Chain Diunsaturated N-acylhomoserine Lactone from Marine Roseobacter Group Bacteria.,
Mar Drugs, 2018
Pubmed ID: 30602652

Other Databases

PubChem CID
171120629

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 1
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 299.81
Topological Polar Surface Area 57.47
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 3.46
Molar Refractivity 80.16

Admin

Created at
1st Jul 2019
Updated at
2nd Jul 2019