Structure Database (LMSD)

OH O O O N H
Common Name
N-(3-hydroxy-7-methyloctanoyl)homoserine lactone
Systematic Name
N-(3-hydroxy-7-methyloctanoyl)homoserine lactone
Synonyms
LM ID
LMFA08030042
Formula
C13H23NO4
Exact Mass
Calculate m/z
257.162709
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)
VLVJDEHIZAYVSX-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C13H23NO4/c1-9(2)4-3-5-10(15)8-12(16)14-11-6-7-18-13(11)17/h9-11,15H,3-8H2,1-2H3,(H,14,16)
SMILES (Click to copy)
C(CC(O)CCCC(C)C)(=O)NC1C(=O)OCC1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Aeromonas veronii (#654)
Gammaproteobacteria (#1236)
New structural variants of homoserine lactones in bacteria.,
Chembiochem, 2009
Pubmed ID: 19533714

Other Databases

PubChem CID
171120634

Calculated Physicochemical Properties

Heavy Atoms 18
Rings 1
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 261.98
Topological Polar Surface Area 77.70
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 1.85
Molar Refractivity 68.33

Admin

Created at
6th Nov 2020
Updated at
6th Nov 2020