3-Oxo-octanoic acid (2-oxo-tetrahydro-furan-3-YL)-amide

Base Information

• Chemical Name: 3-Oxo-octanoic acid (2-oxo-tetrahydro-furan-3-YL)-amide
• CAS No.: 147795-39-9
• Molecular Formula: C12H19 N O4
• Molecular Weight: 241.28
• DSSTox Substance ID: DTXSID60163802
• Nikkaji Number: J533.603A
• Wikidata: Q27097310
• Metabolomics Workbench ID: 4644
• ChEMBL ID: CHEMBL463321
• Mol file: 147795-39-9.mol

Synonyms:AAI-OOHL;CF1, A. tumefaciens;conjugation factor 1, Agrobacterium;N-(3-oxo-octanoyl)-L-homoserine lactone;N-(beta-ketooctanoyl)-L-HSL;N-(beta-oxooctan-1-oyl)-L-homoserine lactone;N-(beta-oxooctan-1-oyl)homoserine lactone

Chemical Property of 3-Oxo-octanoic acid (2-oxo-tetrahydro-furan-3-YL)-amide

Chemical Property:

• Vapor Pressure: 9.41E-10mmHg at 25°C
• Melting Point: 54-60 °C
• Boiling Point: 490.1°Cat760mmHg
• PKA: 11.09±0.46(Predicted)
• Flash Point: 250.2°C
• PSA: 72.47000
• Density: 1.12g/cm³
• LogP: 1.73860
• Storage Temp.: −20°C
• Solubility.: chloroform: 50 mg/mL, clear, colorless
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 241.13140809
• Heavy Atom Count: 17
• Complexity: 301

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(3-Oxooctanoyl)-L-homoserine lactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCC(=O)CC(=O)NC1CCOC1=O
• Isomeric SMILES: CCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
• Description: Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production. Coordinated gene expression is achieved by the production, release, and detection of small diffusible signal molecules called autoinducers. The N-acylated homoserine lactones (AHLs) comprise one such class of autoinducers, each of which generally consists of a fatty acid coupled with homoserine lactone (HSL). Regulation of bacterial quorum sensing signaling systems to inhibit pathogenesis represents a new approach to antimicrobial therapy in the treatment of infectious diseases. AHLs vary in acyl group length (C4-C18), in the substitution of C3 (hydrogen, hydroxyl, or oxo group), and in the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signal specificity through the affinity of transcriptional regulators of the LuxR family. In the gram-negative bacterium A. tumefaciens, N-3-oxo-octanoyl-L-homoserine lactone promotes the expression of the transcriptional activator (and LuxR homolog) TraR.
• Uses: N-(3-Oxooctanoyl)-L-homoserine lactone has been used to study the effects of pH, temperature and salinity on extracellular polymeric substances (EPS) of Pseudomonas aeruginosa biofilm. N-3-oxo-octanoyl-L-Homoserine lactone is a reagent that promotes the expression of the transcriptional activator.