3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde

• ChemBase ID: 33
• Molecular Formular: C8H9NO3
• Molecular Mass: 167.16196
• Monoisotopic Mass: 167.05824315
• SMILES: Oc1c(c(CO)cnc1C)C=O
• Canonical SMILES: O=Cc1c(CO)cnc(c1O)C
• InChI: InChI=1S/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3
• InChIKey: RADKZDMFGJYCBB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde
• IUPAC Traditional name: pyridoxal
• Synonyms: PL; Pyridoxaldehyde; Vitamin B6 hydrochloride; Pyridoxal

Database IDs

• CAS Number: 66-72-8; 65-22-5
• PubChem SID: 160963496; 46506282
• PubChem CID: 1050
• CHEBI ID: 17310
• CHEMBL: 102970
• Chemspider ID: 1021
• DrugBank ID: DB00147
• KEGG ID: C00250
• Unique Ingredient Identifier: 3THM379K8A
• Wikipedia Title: Pyridoxal

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.971194
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.16016957
• LogD (pH = 7.4): 0.07734484
• Log P: 0.17853081
• Molar Refractivity: 43.8734 cm^3
• Polarizability: 16.20816 Å^3
• Polar Surface Area: 70.42 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.02
• LOG S: -1.16
• Solubility (Water): 1.17e+01 g/l

PROPERTIES

Physical Property

• Solubility: Soluble
• Melting Point: 165 °C (decomp.)
• Hydrophobicity(logP): 0

DETAILS

DrugBank - DB00147

• Drug Groups: approved; nutraceutical
• Description: The 4-carboxyaldehyde form of vitamin B 6 which is converted to pyridoxal phosphate which is a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, aminolevulinic acid. [PubChem]
• Indication: Pyridoxal is one of the natural forms available of vitamin B6, therefore, it is used for nutritional supplementation and for treating dietary shortage or imbalances.
• Pharmacology: Pyridoxal principally in the form of the coenzyme pyridoxal 5'-phosphate, is involved in a wide range of biochemical reactions, including the metabolism of amino acids and glycogen, the synthesis of nucleic acids, hemogloblin, sphingomyelin and other sphingolipids, and the synthesis of the neurotransmitters serotonin, dopamine, norepinephrine and gamma-aminobutyric acid (GABA).
• Toxicity: Oral LD₅₀ Rat: 2150 mg/kg, Oral LD₅₀ Mouse: 1800 mg/kg
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia