P. aeruginosa Metabolome Database: 1-Hydroxy-2-nonyl-4(1H)-quinolinone (PAMDB100076)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB100076

Identification

Name:

1-Hydroxy-2-nonyl-4(1H)-quinolinone

Description:

1-Hydroxy-2-nonyl-4(1H)-quinolinone (NQNO) is a C9- congener of HQNO in P. aeruginosa. NQNO is predicted to function similarly to HQNO, an N-oxide ubiquinone analog that inhibits activity of cytochrome b1 complex.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

• 1-Hydroxy-2-nonyl-4(1H)-chinolinon [German] [ACD/IUPAC Name]

• 1-Hydroxy-2-nonyl-4(1H)-quinoléinone [French] [ACD/IUPAC Name]

• 1-Hydroxy-2-nonyl-4(1H)-quinolinone [ACD/IUPAC Name]

• 4(1H)-Quinolinone, 1-hydroxy-2-nonyl- [ACD/Index Name]

• 133080-32-7 [RN] • 1-HYDROXY-2-NONYLQUINOLIN-4(1H)-ONE

• 2503-85-7 [RN] • 2-Nonyl-4-quinolinol 1-oxide [ACD/IUPAC Name]

• 2-Nonylquinolin-4-ol, 1-oxide • 316-66-5 [RN] • 4302-97-0 [RN]

• 4663-86-9 [RN] • 4-Quinolinol, 2-nonyl-, 1-oxide [ACD/Index Name]

• nonyl-4-hydroxyquinoline-N-oxide

• NQNO

• NQ-N-Oxide

• QNO

Chemical Formula:

C₁₈H₂₅NO₂

Average Molecular Weight:

287.397

Monoisotopic Molecular Weight:

287.188538

InChI Key:

JYFNTDPGDPZMCM-UHFFFAOYSA-N

InChI:

InChI=1S/C18H25NO2/c1-2-3-4-5-6-7-8-11-15-14-18(20)16-12-9-10-13-17(16)19(15)21/h9-10,12-14,21H,2-8,11H2,1H3

CAS number:

Not Available

IUPAC Name:

1-hydroxy-2-nonyl-1,4-dihydroquinolin-4-one

Traditional IUPAC Name:

Not Available

SMILES:

CCCCCCCCCc1cc(=O)c2ccccc2n1O

Chemical Taxonomy

Taxonomy Description

This 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 Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinolones and derivatives

Direct Parent

Hydroxyquinolones

Alternative Parents

Substituents

Hydroxyquinolone
Dihydroquinolone
Hydroxyquinoline
Dihydroquinoline
Pyridine
Benzenoid
Vinylogous amide
Heteroaromatic compound
Azacycle
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State:

Solid, off white powder

Charge:

Melting point:

Not Available

Experimental Properties:

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.1868 mg/L	EPIsuite
logP	5.40	ChemAxon
logP
logS		ALOGPS
pKa (Strongest Acidic)		ChemAxon
pKa (Strongest Basic)		ChemAxon
Physiological Charge		ChemAxon
Hydrogen Acceptor Count		ChemAxon
Hydrogen Donor Count		ChemAxon
Polar Surface Area	40.54 Å2	ChemAxon
Solvent Accessible surface area	478.73	ChemAxon
Rotatable Bond Count	8	ChemAxon
Molar Refractivity	85.1 cm3	ACD/Labs
Polarizability	33.7 10-24cm3	ACD/Labs
Density	1.1 g/cm3	ACD/Labs
Boiling point	412.8°C at 760 mmHg
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule		ChemAxon
Lead likeness	Yes	ChemAxon
Muegge Filter	No	ChemAxon

Biological Properties

Cellular Locations:

Not Available

Reactions:

Pathways:

Spectra

Spectra:

Not Available

References

References:

Nguyen, A., Oglesby-Sherrouse, A. (2016). “Interactions between Pseudomonas aeruginosa and Staphylococcus aureus during co-cultivations and polymicrobial infections." Appl Microb and Biotech. Pubmed: 27236810

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
PubChem	1561
Chemspider	10649239

1-Hydroxy-2-nonyl-4(1H)-quinolinone (PAMDB100076)

Structure for 1-Hydroxy-2-nonyl-4(1H)-quinolinone (PAMDB100076)

Structure for
1-Hydroxy-2-nonyl-4(1H)-quinolinone
(PAMDB100076)