Structure Database (LMSD)

O O N H O
Common Name
N-(octadecanoyl)-homoserine lactone
Systematic Name
N-(octadecanoyl)-homoserine lactone
Synonyms
  • C18-HSL
LM ID
LMFA08030010
Formula
C22H41NO3
Exact Mass
Calculate m/z
367.308644
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)
HGMDJDYXARRSKB-FQEVSTJZSA-N
InChi (Click to copy)
InChI=1S/C22H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)23-20-18-19-26-22(20)25/h20H,2-19H2,1H3,(H,23,24)/t20-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)CCCCCCCCCCCCCCCCC

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

Other Databases

CHEBI ID
189297
PubChem CID
69757690
Cayman ID
13209

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 1
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 408.89
Topological Polar Surface Area 57.47
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 6.25
Molar Refractivity 108.05

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Updated at
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