Structure Database (LMSD)

Common Name
N-(3-hydroxy-eicosanoyl)-homoserine lactone
Systematic Name
N-(3-hydroxy-eicosanoyl)-homoserine lactone
Synonyms
  • 3OH-C20-HSL
LM ID
LMFA08030008
Formula
C24H45NO4
Exact Mass
Calculate m/z
411.334859
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]
Fatty Acids and Conjugates [FA01]
Hydroxy fatty acids [FA0105]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rhodovulum sulfidophilum (#35806)
Alphaproteobacteria (#28211)
Identification of novel long chain N-acylhomoserine lactones of chain length C20 from the marine phototrophic bacterium Rhodovulum sulfidophilum.,
Biosci Biotechnol Biochem, 2018
Pubmed ID: 30001674

String Representations

InChiKey (Click to copy)
KERIGWGQSDLUFJ-KEKNWZKVSA-N
InChi (Click to copy)
InChI=1S/C24H45NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(26)20-23(27)25-22-18-19-29-24(22)28/h21-22,26H,2-20H2,1H3,(H,25,27)/t21?,22-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)CC(O)CCCCCCCCCCCCCCCCC

Other Databases

CHEBI ID
187280
PubChem CID
138454226

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 1
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 452.28
Topological Polar Surface Area 77.70
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 6.29
Molar Refractivity 119.19

Admin

Created at
-
Updated at
-