Structure Database (LMSD)

Common Name
p-coumaroyl-homoserine lactone
Systematic Name
N-(4-coumaroyl)-L-homoserine lactone
Synonyms
LM ID
LMFA08030044
Formula
C13H13NO4
Exact Mass
Calculate m/z
247.084459
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
Rhodopseudomonas palustris (#1076)
Alphaproteobacteria (#28211)
A new class of homoserine lactone quorum-sensing signals.,
Nature, 2008
Pubmed ID: 18563084

String Representations

InChiKey (Click to copy)
CCIXZFJYFQJTGK-GQOHGMTASA-N
InChi (Click to copy)
InChI=1S/C13H13NO4/c15-10-4-1-9(2-5-10)3-6-12(16)14-11-7-8-18-13(11)17/h1-6,11,15H,7-8H2,(H,14,16)/b6-3+/t11-/m0/s1
SMILES (Click to copy)
C(=C/C1=CC=C(O)C=C1)\C(=O)N[C@@H]1C(=O)OCC1

Other Databases

PubChem CID
71311837

Calculated Physicochemical Properties

Heavy Atoms 18
Rings 2
Aromatic Rings 1
Rotatable Bonds 3
Van der Waals Molecular Volume 228.16
Topological Polar Surface Area 77.70
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 1.41
Molar Refractivity 65.65

Admin

Created at
20th Nov 2020
Updated at
20th Nov 2020