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4-Pyridoxic acid

CAS No.
82-82-6
Chemical Name:
4-Pyridoxic acid
Synonyms
4-Pyridoxic;Pyridoxic Acid;4-PYRIDOXIC ACID;4-pyridoxinicacid;4-pyridoxinsaeure;4-pyridoxylicacid;4-Pyridoxic acid >=98%;4-Pyridoxicacidcrystalline;4-pyridoxinecarboxylicacid;Chlorantraniliprole Impurity 7(Propyzamide)
CBNumber:
CB6151957
Molecular Formula:
C8H9NO4
Molecular Weight:
183.16
MDL Number:
MFCD00006334
MOL File:
82-82-6.mol
MSDS File:
SDS
Last updated:2023-06-08 09:03:03

4-Pyridoxic acid Properties

Melting point 258-261 °C (dec.) (lit.)
Boiling point 584.5±50.0 °C(Predicted)
Density 1.480±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility Aqueous Base (Slightly), Water (Very Slightly)
form Solid
pka 0.47±0.25(Predicted)
color Pale Beige to Light Brown
Merck 13,8071
Stability Hygroscopic
FDA UNII 5K18793O8D

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  2
RTECS  NS1800000
NFPA 704
0
2 0

4-Pyridoxic acid price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P9630 4-Pyridoxic acid ≥98% 82-82-6 25mg $53.4 2024-03-01 Buy
Sigma-Aldrich P9630 4-Pyridoxic acid ≥98% 82-82-6 100mg $135 2024-03-01 Buy
TRC P991875 4-Pyridoxic acid 82-82-6 1g $605 2021-12-16 Buy
American Custom Chemicals Corporation CHM0026551 4-PYRIDOXIC ACID 95.00% 82-82-6 100MG $649.31 2021-12-16 Buy
American Custom Chemicals Corporation CHM0026551 4-PYRIDOXIC ACID 95.00% 82-82-6 500MG $902.9 2021-12-16 Buy
Product number Packaging Price Buy
P9630 25mg $53.4 Buy
P9630 100mg $135 Buy
P991875 1g $605 Buy
CHM0026551 100MG $649.31 Buy
CHM0026551 500MG $902.9 Buy

4-Pyridoxic acid Chemical Properties,Uses,Production

Description

4-pyridoxic acid is a methylpyridine that is 2-methylpyridine substituted by a hydroxy group at C-3, a carboxy group at C-4, and a hydroxymethyl group at C-5. It is the catabolic product of vitamin B6 and is excreted in the urine. It has a role as a human metabolite and a mouse metabolite. It is a member of methylpyridines, a hydroxymethylpyridine, a monohydroxypyridine and a vitamin B6. It derives from an isonicotinic acid. It is a conjugate acid of a 4-pyridoxate.
https://pubchem.ncbi.nlm.nih.gov/compound/4-Pyridoxic-acid

Biotechnological Production

4-Pyridoxic acid is an inactive metabolite of pyridoxine.It is formed from pyridoxine via pyridoxal 5'-phosphate and pyridoxal intermediates by pyridoxine kinase or pyridoxamine phosphate oxidase, as well as pyridoxine-5'-phosphate oxidase, aldehyde dehydrogenase, or aldehyde oxidase.
4-Pyridoxic acid is the catabolic product of vitamin B6 (also known as pyridoxine, pyridoxal and pyradoxamine) which is excreted in the urine. Urinary levels of 4-pyridoxic acid are lower in females than in males and will be reduced in persons with riboflavin deficiency. 4-Pyridoxic acid is formed by the action of aldehyde oxidase I (an endogenous enzyme) and by microbial enzymes (pyridoxal 4-dehydrogenase), an NAD-dependent aldehyde dehydrogenase. 4-pyridoxic acid can be further broken down by the gut microflora via 4-pyridoxic acid dehydrogenase. This enzyme catalyzes the four electron oxidation of 4-pyridoxic acid to 3-hydroxy-2-methylpyridine-4,5-dicarboxylate, using nicotinamide adenine dinucleotide as a cofactor.

Uses

4-Pyridoxic acid is a catabolite of vitamin B6. It has been used as a standard in the clinical spectrometric analysis of metabolites.

Uses

4-Pyridoxic Acid, a catabolite of vitamin B6 (P991735), is a water-soluble B-group vitamin that can be used as a urinary diagnostic biomarker for determining the nutritional status of these vitamins.

Definition

ChEBI: 4-pyridoxic acid is a methylpyridine that is 2-methylpyridine substituted by a hydroxy group at C-3, a carboxy group at C-4, and a hydroxymethyl group at C-5. It is the catabolic product of vitamin B6 and is excreted in the urine. It has a role as a mouse metabolite and a human urinary metabolite. It is a member of methylpyridines, a hydroxymethylpyridine, a monohydroxypyridine and a vitamin B6. It is functionally related to an isonicotinic acid. It is a conjugate acid of a 4-pyridoxate.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 4, p. 625, 1967 DOI: 10.1002/jhet.5570040427

Enzyme inhibitor

This oxidized derivative (FW = 171.15 g/mol) of pyridoxal is the chief catabolic product of pyridoxine, pyridoxal, and pyridoxamine degradation; it can be isolated from human urine. The carboxyl group has a pKa value of 5.50 while the phenolic OH has a value of 9.75. 4-Pyridoxic acid has a blue fluorescence which is maximal between pH 3 and 4. Heating 4-pyridoxic acid in 0.5 N acid will convert the metabolite to its lactone, which has an even stronger fluorescence. Target(s): dextransucrase; glucose dehydrogenase; pyridoxal dehydrogenase; and pyridoxaminephosphate oxidase.

65-22-5
82-82-6
Synthesis of 4-Pyridoxic acid from Pyridoxal hydrochloride
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  • 4-Pyridoxic acid is the catabolic product of vitamin B6 (also known as pyridoxine, pyridoxal and pyradoxamine) which is excret....
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