Structure Database (LMSD)

Common Name
N-(hexadecanoyl)-homoserine lactone
Systematic Name
N-(hexadecanoyl)-homoserine lactone
Synonyms
  • C16-HSL
LM ID
LMFA08030012
Formula
C20H37NO3
Exact Mass
Calculate m/z
339.277344
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
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)
QJIXVOQAEZMUIH-SFHVURJKSA-N
InChi (Click to copy)
InChI=1S/C20H37NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)21-18-16-17-24-20(18)23/h18H,2-17H2,1H3,(H,21,22)/t18-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)CCCCCCCCCCCCCCC

Other Databases

CHEBI ID
190026
PubChem CID
11609787
Cayman ID
13064

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 1
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 374.29
Topological Polar Surface Area 57.47
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 5.47
Molar Refractivity 98.82

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Updated at
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