DHQ (PAMDB100093)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB100093
Identification
Name: DHQ
Description:

Extracellular metabolite produced by the pqs operon in Pseudomonas aeruginosa. DHQ is the most abundant alkylquinolone species produced by the P. aeruginosa PQS biosynthetic pathway and may play a distinct role in maintaining P.aeruginosa pathogenicity.

Structure
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🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
Chemical Formula:

C9H7NO2

Average Molecular Weight: Not Available
Monoisotopic Molecular Weight: Not Available
InChI Key: HDHQZCHIXUUSMK-UHFFFAOYSA-N
InChI:InChI=1S/C9H7NO2/c11-8-5-9(12)10-7-4-2-1-3-6(7)8/h1-5H,(H2,10,11,12)
CAS number: 86-95-3
IUPAC Name:4-hydroxy-1H-quinolin-2-one
Traditional IUPAC Name: Not Available
SMILES:C1=CC=C2C(=C1)C(=CC(=O)N2)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
  • Pyridinone
  • Pyridine
  • Benzenoid
  • Vinylogous acid
  • Heteroaromatic compound
  • Lactam
  • Azacycle
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular Framework Aromatic heteropolycyclic compounds
External Descriptors
  • heteroaryl hydroxy compound, quinolone (CHEBI:75926)
  • a tautomer (CPD-12842)
Physical Properties
State: Not Available
Charge:Not Available
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties PubChemPubChemPubChemPubChemPubChemPubChemPubChemPubChemPubChemPubChemPubChemPubChemPubChemPubChemPubChemPubChemPubChem
PropertyValueSource
Molecular Weight 161.16 g/mol
XLogP3 0.7
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 0
Exact Mass 161.048 g/mol
Monoisotopic Mass 161.048 g/mol
Topological Polar Surface Area 49.3 A^2
Heavy Atom Count 12
Formal Charge 0
Complexity 235
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways:
  • 4-hydroxy-2(1H)-quinolone biosynthesisPWY-6661
    Spectra
    Spectra: Not Available
    References
    References:
    • Gruber, J.D., Chen, W., Parnham, S., Beauchesne, K., Moeller, P., Zhang, Y.M. (2016). “The role of 2,4-dihydroxyquinoline (DHQ) in Pseudomonas aeruginosa pathogenicity." PeerJ. Pubmed: 26788419
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    Resource Link
    PubChem 54680871