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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

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

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

Unknown
149124
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Natural Metabolite
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
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.
2009-11-11
Energetics and structure of hydroxynicotinic acids. Crystal structures of 2-, 4-, 6-hydroxynicotinic and 5-chloro-6-hydroxynicotinic acids.
2009-10-29
Two- and three-dimensional lanthanide-organic frameworks constructed using 1-hydro-6-oxopyridine-3-carboxylate and oxalate ligands.
2009-08-07
The Mo-Se active site of nicotinate dehydrogenase.
2009-07-07
Cloning, heterologous expression, and functional characterization of the nicotinate dehydrogenase gene from Pseudomonas putida KT2440.
2009-07
[Microplate for high throughput screening of 6-hydroxynicotinic acid transforming strains].
2008-01
Structures with tunable strong ferromagnetic coupling: from unordered (1D) to ordered (Discrete).
2007
[Combination of growing culture transformation and resting cells transformation of Pseudomonas putida NA-1 for production of 6-hydroxynicotinic acid].
2006-02
[Induction of nicotinic acid hydroxylase activity of Pseudomonas putida NA-1 and optimization of transformation conditions].
2005-08
(1)H NMR spectroscopy in the diagnosis of Pseudomonas aeruginosa-induced urinary tract infection.
2005-08
[Screening and identification of a strain for hydroxylation of nicotinic acid].
2005-02
Patents

Patents

04112102
2
06051574
1
06379911
1
06586475
2
07179819
4
07223788
2
07279470
11
07442709
1
07994163
3
08268820
1
08394792
2
JPH04304893A
1

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:33:45 GMT 2025
Edited
by admin
on Mon Mar 31 19:33:45 GMT 2025
Record UNII
8PLJ71N310
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2-PYRIDONE-5-CARBOXYLIC ACID
Systematic Name English
6-HYDROXYNICOTINIC ACID
USP-RS  
Preferred 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 [USP-RS]
Common Name English
NSC-8620
Code English
Code System Code Type Description
NSC
8620
Created by admin on Mon Mar 31 19:33:45 GMT 2025 , Edited by admin on Mon Mar 31 19:33:45 GMT 2025
PRIMARY
EPA CompTox
DTXSID0057754
Created by admin on Mon Mar 31 19:33:45 GMT 2025 , Edited by admin on Mon Mar 31 19:33:45 GMT 2025
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NSC
35054
Created by admin on Mon Mar 31 19:33:45 GMT 2025 , Edited by admin on Mon Mar 31 19:33:45 GMT 2025
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CHEBI
16168
Created by admin on Mon Mar 31 19:33:45 GMT 2025 , Edited by admin on Mon Mar 31 19:33:45 GMT 2025
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ECHA (EC/EINECS)
225-682-9
Created by admin on Mon Mar 31 19:33:45 GMT 2025 , Edited by admin on Mon Mar 31 19:33:45 GMT 2025
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PUBCHEM
72924
Created by admin on Mon Mar 31 19:33:45 GMT 2025 , Edited by admin on Mon Mar 31 19:33:45 GMT 2025
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NSC
53377
Created by admin on Mon Mar 31 19:33:45 GMT 2025 , Edited by admin on Mon Mar 31 19:33:45 GMT 2025
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CAS
5006-66-6
Created by admin on Mon Mar 31 19:33:45 GMT 2025 , Edited by admin on Mon Mar 31 19:33:45 GMT 2025
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FDA UNII
8PLJ71N310
Created by admin on Mon Mar 31 19:33:45 GMT 2025 , Edited by admin on Mon Mar 31 19:33:45 GMT 2025
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RS_ITEM_NUM
1327408
Created by admin on Mon Mar 31 19:33:45 GMT 2025 , Edited by admin on Mon Mar 31 19:33:45 GMT 2025
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MESH
C046300
Created by admin on Mon Mar 31 19:33:45 GMT 2025 , Edited by admin on Mon Mar 31 19:33:45 GMT 2025
PRIMARY
NIH
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