Basic information
- CAS
82-82-6- Standard SMILES
Cc1ncc(CO)c(C(=O)O)c1O- InChIKey
HXACOUQIXZGNBF-UHFFFAOYSA-N- Molecular formula
- C8H9NO4
- Average molar mass
- 183.16 g/mol
- Monoisotopic mass
- 183.05315777
Overview
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 vitamin B6, a monohydroxypyridine and a hydroxymethylpyridine. It is functionally related to an isonicotinic acid. It is a conjugate acid of a 4-pyridoxate.
Names & identifiers
- Preferred name
- 4-Pyridoxic Acid
- IUPAC
- 3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carboxylic acid
- English name
- 4-Pyridoxic acid
- Molecular formula
- C8H9NO4
- Molecular weight
- 183.16
Names & synonyms
4-Pyridoxic acid82-82-6Pyridoxic acid4-Pyridoxinic acid4-Pyridoxylic acid4-Pyridoxinecarboxylic acid4-Pyridoxinsaeure2-Methyl-3-hydroxy-4-carboxy-5-hydroxymethylpyridine3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carboxylic acid3-Hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarboxylic acid4-Pyridinecarboxylic acid, 3-hydroxy-5-(hydroxymethyl)-2-methyl-CHEBI:17405
Show more names
4-Pyridoxic4-pyridoxinicacid4-pyridoxylicacid4-Pyridoxic acid >=98%Vitamin B6 Impurity 494-Pyridoxic Acid in DMSONoradrenaline Impurity 17
DTXSID20861650NSC-418145K18793O8D4 Pyridoxic Acid4 Pyridoxinic Acid4 Pyridoxylic AcidPyridoxinecarboxylic AcidRefChem:389249
Database identifiers
- CAS
82-82-6
Properties
Computed structural properties
- XLogP
- 0.1
- Topological polar surface area
- 90.7 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 197
Experimental & physicochemical properties
Melting Point247 - 248 °C
Physical DescriptionSolid
Collision Cross Section
137.27 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]
135.3 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
130 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine]
147.4 Ų [M+K]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
130.9 Ų [M-H]-
Physicochemical properties
- Melting point
- 258 · 258-261 °C (dec.) (lit.)
- Boiling point
- 584.5 · 584.5±50.0 °C(Predicted)
- Density
- 1.48 · 1.480±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- Aqueous Base (Slightly), Water (Very Slightly)
- pka
- 0.47 · 0.47±0.25(Predicted)
- form
- Solid
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (97.4%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (97.4%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 2
- rtecs
- NS1800000
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Pharmacology
Tissue LocationsBladder
Cellular LocationsCytoplasm
Metabolite PathwaysHypophosphatasia
Applications
Description4-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
Uses4-Pyridoxic acid is a catabolite of vitamin B6. It has been used as a standard in the clinical spectrometric analysis of metabolites.
Uses4-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.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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