Structure Database (LMSD)

O O N H O
Common Name
N-(2E-dodecenoyl)-homoserine lactone
Systematic Name
N-(2E-dodecenoyl)-homoserine lactone
Synonyms
  • C12:1-HSL
LM ID
LMFA08030046
Formula
C16H27NO3
Exact Mass
Calculate m/z
281.199094
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)
JSKFFGMODSNXFS-VNDWYCCKSA-N
InChi (Click to copy)
InChI=1S/C16H27NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h10-11,14H,2-9,12-13H2,1H3,(H,17,18)/b11-10+/t14-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)/C=C/CCCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Methylobacterium mesophilicum (#39956)
Alphaproteobacteria (#28211)
Long-chain acyl-homoserine lactones from Methylobacterium mesophilicum: synthesis and absolute configuration.,
J Nat Prod, 2009
Pubmed ID: 19919062

Other Databases

PubChem CID
44614388

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 1
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 302.45
Topological Polar Surface Area 57.47
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 3.69
Molar Refractivity 80.26

Admin

Created at
21st Nov 2020
Updated at
21st Nov 2020