2-HEPTYL-4-HYDROXYQUINOLINE N-OXIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H21NO2
Molecular Weight	259.3434
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of 2-HEPTYL-4-HYDROXYQUINOLINE N-OXIDE

Structure Search

SMILES

CCCCCCCC1=[N+]([O-])C2=C(C=CC=C2)C(O)=C1

InChI

InChIKey=NZPACTGCRWDXCJ-UHFFFAOYSA-N

InChI=1S/C16H21NO2/c1-2-3-4-5-6-9-13-12-16(18)14-10-7-8-11-15(14)17(13)19/h7-8,10-12,18H,2-6,9H2,1H3

HIDE SMILES / InChI

Molecular Formula	C16H21NO2
Molecular Weight	259.3434
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28708374

2-Heptyl-4-hydroxyquinoline N-oxide (HQNO), a component of the P. aeruginosa Pseudomonas quinolone signal (PQS) system, acts as a potent inhibitor of respiratory electron transfer and thereby affects host cells as well as microorganisms.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dihydroorotate dehydrogenase B (NAD(+)), catalytic subunit 1 Target ID: Q636E2 Gene ID: NA Gene Symbol: pyrD Target Organism: Bacillus cereus (strain ZK / E33L) Sources: https://www.ncbi.nlm.nih.gov/pubmed/15607037	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Respiratory chain inhibitor 2-heptyl-4-hydroxyquinoline-N-oxide (HQNO) inhibited the activity of the NADH oxidase Bacillus cereus KCTC 3674 by about 90% at a concentration of 40 microM.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:59:43 GMT 2023` Edited by `admin` on `Fri Dec 15 18:59:43 GMT 2023`
Record UNII	1FU5S5CG6A
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2-HEPTYL-4-HYDROXYQUINOLINE N-OXIDE

Systematic Name

English

2-HEPTYL-4-QUINOLINOL 1-OXIDE

Systematic Name

English

4-QUINOLINOL, 2-HEPTYL-, 1-OXIDE

Systematic Name

English

2-(N-HEPTYL)-4-HYDROXYQUINOLINE N-OXIDE

Common Name

English

HQNO [MI]

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID20955644