3-octyl-2,3-hydroxy-4-quinolones (PAMDB120670)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB120670
Identification
Name: 3-octyl-2,3-hydroxy-4-quinolones
Description:Pseudomonas aeruginosa alkyl-quinolones (AQs) are small molecule metabolites produced by Pseudomonas aeruginosa . Pseudomonas aeruginosa produces over 55 AQ species, many of which have unknown biological functions. AQ production in Pseudomonas aeruginosa is dependent on the activity of the gene pqsA, which converts anthranilate to anthraniloyl-CoA. Production of the resulting AQs is mediated by the activity of enzymes encoded by the pqs operon.
Structure
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🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:3-hydroxy-3-octylquinoline-2,4(1H,3H)-dione
Chemical Formula: C17H23NO3
Average Molecular Weight: 289.3694
Monoisotopic Molecular Weight: 289.1678
InChI Key: NRBMJXVDNAKWTI-UHFFFAOYSA-N
InChI:InChI=1S/C17H23NO3/c1-2-3-4-5-6-9-12-17(21)15(19)13-10-7-8-11-14(13)18-16(17)20/h7-8,10-11,21H,2-6,9,12H2,1H3,(H,18,20)
CAS number: Not Available
IUPAC Name:Not Available
Traditional IUPAC Name: Not Available
SMILES:O=C(C1=C(N2)C=CC=C1)C(O)(CCCCCCCC)C2=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as hydroxyquinolones. These are compounds containing a quinoline moiety bearing a hydroxyl group and a ketone. Quinoline or benzo[b]pyridine is a bicyclic compound that consists of benzene fused to a pyridine.
Kingdom Organic compounds
Super ClassOrganoheterocyclic compounds
Class Quinolines and derivatives
Sub ClassQuinolones and derivatives
Direct Parent Hydroxyquinolones
Alternative Parents
Substituents
  • Hydroxyquinolone
  • Dihydroquinolone
  • Hydroxyquinoline
  • Dihydroquinoline
  • Hydroxypyridine
  • Benzenoid
  • Pyridine
  • Heteroaromatic compound
  • Vinylogous amide
  • Azacycle
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular Framework Aromatic heteropolycyclic compounds
External Descriptors
  • quinolone (CHEBI:29472)
  • a tautomer (CPD-12838)
Physical Properties
State: Not Available
Charge:Not Available
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Boiling Point 886.97 [K]ChemDraw
Melting Point 596.78 [K}ChemDraw
Critical Temp 923.93 [K]ChemDraw
Critical Pres 21.02 [Bar]ChemDraw
Critical Vol 909.5 [cm3/mol]ChemDraw
Gibbs Energy -36.54 [kJ/mol]ChemDraw
Log P 3.01ChemDraw
MR 81.86 [cm3/mol]ChemDraw
Heat of Form -423.99 [kJ/mol]ChemDraw
tPSA 66.4ChemDraw
CLogP 3.8676ChemDraw
CMR 8.2062ChemDraw
Biological Properties
Cellular Locations: Not Available
Reactions:Not Available
Pathways: Not Available
Spectra
Spectra: Not Available
References
References:
  • Lepine F, Milot S, Deziel E, He J, Rahme LG. Electrospray/Mass Spectrometric Identification and Analysis of 4-Hydroxy-2-Alkylquinolines (HAQs) Produced by Pseudomonas aeruginosa . Appl Microbiol Biotechnol. 2010; 86(5):1323-36. Pubmed: 15144975
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links: Not Available