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| Product Name: | 4-Pyridoxic acid | | Synonyms: | 3-hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarboxylicaci;4-PYRIDOXIC ACID;4-Pyridoxicacidcrystalline;3-hydroxy-5-(hydroxymethyl)-2-methyl-pyridine-4-carboxylic acid;Pyridoxic Acid;4-Pyridoxic;2-Methyl-3-hydroxy-4-carboxy-5-hydroxymethylpyridine, 3-Hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarboxylic acid;2-Methyl-3-hydroxy-5-(hydroxymethyl)pyridine-4-carboxylic acid | | CAS: | 82-82-6 | | MF: | C8H9NO4 | | MW: | 183.16 | | EINECS: | 201-440-8 | | Product Categories: | Heterocyclic Compounds | | Mol File: | 82-82-6.mol |  |
| | 4-Pyridoxic acid Chemical 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 |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 2 | | RTECS | NS1800000 |
| | 4-Pyridoxic acid Usage And Synthesis |
| 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. |
| | 4-Pyridoxic acid Preparation Products And Raw materials |
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