Structure Database (LMSD)

Common Name
N-(2E,9Z-hexadecadienoyl)-homoserine lactone
Systematic Name
N-(2E,9Z-hexadecadienoyl)-homoserine lactone
Synonyms
LM ID
LMFA08030040
Formula
C20H33NO3
Exact Mass
Calculate m/z
335.246044
Status
Curated
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
Jannaschia helgolandensis (#188906)
Alphaproteobacteria (#28211)
New structural variants of homoserine lactones in bacteria.,
Chembiochem, 2009
Pubmed ID: 19533714

String Representations

InChiKey (Click to copy)
MZUTXNYGWVEQSH-QSAGCDLMSA-N
InChi (Click to copy)
InChI=1S/C20H33NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)21-18-16-17-24-20(18)23/h7-8,14-15,18H,2-6,9-13,16-17H2,1H3,(H,21,22)/b8-7-,15-14+
SMILES (Click to copy)
C(/C=C/CCCCC/C=C\CCCCCC)(=O)NC1C(=O)OCC1

Other Databases

PubChem CID
171120630

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 369.01
Topological Polar Surface Area 57.47
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 5.02
Molar Refractivity 98.63

Admin

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