2-PYRIDONE-5-CARBOXYLIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H5NO3
Molecular Weight	139.1088
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of 2-PYRIDONE-5-CARBOXYLIC ACID

Structure Search

SMILES

OC(=O)C1=CNC(=O)C=C1

InChI

InChIKey=BLHCMGRVFXRYRN-UHFFFAOYSA-N

InChI=1S/C6H5NO3/c8-5-2-1-4(3-7-5)6(9)10/h1-3H,(H,7,8)(H,9,10)

HIDE SMILES / InChI

Molecular Formula	C6H5NO3
Molecular Weight	139.1088
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/15759292 | https://www.ncbi.nlm.nih.gov/pubmed/3926801

2-pyridone-5-carboxylic acid (also known as 6-hydroxynicotinic acid) is formed from the nicotinic acid under the action of Pseudomonas aeruginosa and Serratia marcescens. The quantity of 6-hydroxynicotinic acid produced correlates well with the viable bacterial count. All others bacteria causing urinary infection, such as Escherichia coli, Klebsiella pneumonia, Enterobacter aerogenes, Enterococcus faecalis, Streptococcus gp B and Staphylococcus aureus do not metabolize nicotinic acid under similar conditions.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Urinary tract infections 205 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15759292	Diagnostic		Natural Metabolite	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
[Induction of nicotinic acid hydroxylase activity of Pseudomonas putida NA-1 and optimization of transformation conditions].	2005 Aug	16245869
(1)H NMR spectroscopy in the diagnosis of Pseudomonas aeruginosa-induced urinary tract infection.	2005 Aug	15759292
[Screening and identification of a strain for hydroxylation of nicotinic acid].	2005 Feb	15847152
[Combination of growing culture transformation and resting cells transformation of Pseudomonas putida NA-1 for production of 6-hydroxynicotinic acid].	2006 Feb	16579467
Structures with tunable strong ferromagnetic coupling: from unordered (1D) to ordered (Discrete).	2007	17853517
[Microplate for high throughput screening of 6-hydroxynicotinic acid transforming strains].	2008 Jan	18338586
Two- and three-dimensional lanthanide-organic frameworks constructed using 1-hydro-6-oxopyridine-3-carboxylate and oxalate ligands.	2009 Aug 7	20449079
Cloning, heterologous expression, and functional characterization of the nicotinate dehydrogenase gene from Pseudomonas putida KT2440.	2009 Jul	19118407
The Mo-Se active site of nicotinate dehydrogenase.	2009 Jul 7	19549881
Determination and confirmation of nicotinic acid and its analogues and derivates in pear and apple blossoms using high-performance liquid chromatography-diode array-electrospray ionization mass spectrometry.	2009 Nov 11	19835358
Energetics and structure of hydroxynicotinic acids. Crystal structures of 2-, 4-, 6-hydroxynicotinic and 5-chloro-6-hydroxynicotinic acids.	2009 Oct 29	19785458

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:09:07 GMT 2023` Edited by `admin` on `Fri Dec 15 19:09:07 GMT 2023`
Record UNII	8PLJ71N310
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2-PYRIDONE-5-CARBOXYLIC ACID

Systematic Name

English

6-OXO-1H-PYRIDINE-3-CARBOXYLIC ACID

Systematic Name

English

NSC-53377

Code

English

NSC-35054

Code

English

3-PYRIDINECARBOXYLIC ACID, 1,6-DIHYDRO-6-OXO-

Common Name

English

2-HYDROXYPYRIDINE-5-CARBOXYLIC ACID

Systematic Name

English

6-HYDROXYNIACIN

Common Name

English

6-HYDROXYNICOTINIC ACID

Systematic Name

English

6-HYDROXYNICOTINIC ACID [USP-RS]

Common Name

English

NSC-8620

Code

English

Code System Code Type Description

NSC

8620