Structure Database (LMSD)

O O N H O
Common Name
N-(2E,7Z-tetradecadienoyl)-homoserine lactone
Systematic Name
N-(2E,7Z-tetradecadienoyl)-homoserine lactone
Synonyms
LM ID
LMFA08030048
Formula
C18H29NO3
Exact Mass
Calculate m/z
307.214744
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)
TYHKFWFVACFWKK-SLMRMYRXSA-N
InChi (Click to copy)
InChI=1S/C18H29NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)19-16-14-15-22-18(16)21/h7-8,12-13,16H,2-6,9-11,14-15H2,1H3,(H,19,20)/b8-7-,13-12+/t16-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)/C=C/CCC/C=C\CCCCCC

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
44613051

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 1
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 334.41
Topological Polar Surface Area 57.47
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 4.24
Molar Refractivity 89.40

Admin

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