Structure Database (LMSD)

Common Name
N-(3-oxo-9Z-hexadecenoyl)-homoserine lactone
Systematic Name
N-(3-oxo-9Z-hexadecenoyl)-homoserine lactone
Synonyms
  • 9-cis-3-oxo-C16-HSL
LM ID
LMFA08030051
Formula
Exact Mass
Calculate m/z
351.240959
Status
Active

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Paraburkholderia tropica (#92647)
Betaproteobacteria (#28216)
Structural characterization of N-acyl-homoserine lactones from bacterial quorum sensing using LC-MS/MS analyses after Paternò-Büchi derivatization in solution.,
Anal Bioanal Chem, 2024
Pubmed ID: 38842688

String Representations

InChiKey (Click to copy)
YUJABRVGRPOAIZ-QULHZPMSSA-N
InChi (Click to copy)
InChI=1S/C20H33NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(22)16-18(23)21-19-14-15-20(24)25-19/h7-8,19H,2-6,9-16H2,1H3,(H,21,23)/b8-7-/t19-/m1/s1
SMILES (Click to copy)
C(CC(=O)CCCCC/C=C\CCCCCC)(=O)N[C@@H]1OC(=O)CC1

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 1
Aromatic Rings
Rotatable Bonds 14
Van der Waals Molecular Volume 377.80
Topological Polar Surface Area 74.54
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 4.49
Molar Refractivity 98.38

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Created at
24th Jun 2024
Updated at
24th Jun 2024