Structure Database (LMSD)

Common Name
N-(5Z-dodecenoyl)-homoserine lactone
Systematic Name
N-(5Z-dodecenoyl)-homoserine lactone
Synonyms
  • 5-cis-C12-HSL
LM ID
LMFA08030050
Formula
C16H27NO3
Exact Mass
Calculate m/z
281.199094
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
Mesorhizobium sp. R8-Ret-T53-13d (#367930)
Alphaproteobacteria (#28211)
A marine Mesorhizobium sp. produces structurally novel long-chain N-acyl-L-homoserine lactones.,
Appl Environ Microbiol, 2007
Pubmed ID: 17400774

String Representations

InChiKey (Click to copy)
XFLVKPDDQHQQTB-ZPIQOJFGSA-N
InChi (Click to copy)
InChI=1S/C16H27NO3/c1-2-3-4-5-6-7-8-9-10-11-14(18)17-15-12-13-16(19)20-15/h7-8,15H,2-6,9-13H2,1H3,(H,17,18)/b8-7-/t15-/m1/s1
SMILES (Click to copy)
C(CCC/C=C\CCCCCC)(=O)N[C@@H]1OC(=O)CC1

Other Databases

PubChem CID
171120638

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 3.75
Molar Refractivity 79.52

Admin

Created at
27th Nov 2020
Updated at
27th Nov 2020