Structure Database (LMSD)

O O O N H O
Common Name
N-(3-oxo-9Z-hexadecenoyl)-homoserine lactone
Systematic Name
N-(3-oxo-9Z-hexadecenoyl)-homoserine lactone
Synonyms
  • 3O-C16:1-HSL
LM ID
LMFA08030019
Formula
C20H33NO4
Exact Mass
Calculate m/z
351.240959
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]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Oxo fatty acids [FA0106]

String Representations

InChiKey (Click to copy)
NNIVINPZTHXZNK-ZEVQVBBLSA-N
InChi (Click to copy)
InChI=1S/C20H33NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(22)16-19(23)21-18-14-15-25-20(18)24/h7-8,18H,2-6,9-16H2,1H3,(H,21,23)/b8-7-/t18-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)CC(=O)CCCCC/C=C\CCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sinorhizobium meliloti (#382)
Alphaproteobacteria (#28211)
Characterization of the Sinorhizobium meliloti sinR/sinI locus and the production of novel N-acyl homoserine lactones.,
J Bacteriol, 2002
Pubmed ID: 12270827

Other Databases

CHEBI ID
185542
PubChem CID
71684661

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 1
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 377.80
Topological Polar Surface Area 74.54
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 4.43
Molar Refractivity 99.12

Admin

Created at
-
Updated at
-