Structure Database (LMSD)

Common Name
Cinnamoyl-homoserine lactone
Systematic Name
N-Cinnamoyl-L-homoserine lactone
Synonyms
LM ID
LMFA08030045
Formula
C13H13NO3
Exact Mass
Calculate m/z
231.089544
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
Bradyrhizobium sp. BTAi1 (#288000)
Alphaproteobacteria (#28211)
Aryl-homoserine lactone quorum sensing in stem-nodulating photosynthetic bradyrhizobia,
Proc Natl Acad Sci U S A, 2019
Pubmed ID: 10931307

String Representations

InChiKey (Click to copy)
HUQWBIATWQKFAF-MLRMMBSGSA-N
InChi (Click to copy)
InChI=1S/C13H13NO3/c15-12(14-11-8-9-17-13(11)16)7-6-10-4-2-1-3-5-10/h1-7,11H,8-9H2,(H,14,15)/b7-6+/t11-/m0/s1
SMILES (Click to copy)
C(=C/C1=CC=CC=C1)\C(=O)N[C@@H]1C(=O)OCC1

Other Databases

PubChem CID
11622746

Calculated Physicochemical Properties

Heavy Atoms 17
Rings 2
Aromatic Rings 1
Rotatable Bonds 3
Van der Waals Molecular Volume 219.37
Topological Polar Surface Area 57.47
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 1.70
Molar Refractivity 63.98

Admin

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