5-[hydroxy(2H2)methyl]-4-(hydroxymethyl)-2-(2H3)methylpyridin-3-ol

• ChemBase ID: 177166
• Molecular Formular: C8H11NO3
• Molecular Mass: 169.17784
• Monoisotopic Mass: 169.07389322
• SMILES: c1(c(ncc(c1CO)CO)C)O
• Canonical SMILES: OCc1c(CO)cnc(c1O)C
• InChI: InChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3
• InChIKey: LXNHXLLTXMVWPM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[hydroxy(^2H₂)methyl]-4-(hydroxymethyl)-2-(^2H₃)methylpyridin-3-ol
• IUPAC Traditional name: 5-[hydroxy(^2H₂)methyl]-4-(hydroxymethyl)-2-(^2H₃)methylpyridin-3-ol
• Synonyms: 2-Methyl-4,5-bis(hydroxymethyl)-3-hydroxypyridine-d5; Pyridoxol-d5; Adermin-d5; Bezatin-d5; Pirivitol-d5; Pyridoxin-d5; Pyridoxine-d5; 5-Hydroxy-6-methyl-3,4-pyridinedimethanol-d5

Database IDs

• CAS Number: 688302-31-0
• PubChem SID: 164233076
• PubChem CID: 15556371

CALCULATED PROPERTIES

• Acid pKa: 9.39743
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.2796693
• LogD (pH = 7.4): -0.96294767
• Log P: -0.9513213
• Molar Refractivity: 44.1053 cm^3
• Polarizability: 16.830364 Å^3
• Polar Surface Area: 73.58 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P991737

One of the vitamins of the B6 complex; present in many foodstuffs (yeast, liver and cereals). It has a role in transporting protein Bsu1, contributes to thiamine uptake; characterization of thiamine (vitamin B1) transporter Thi9 from Schizosaccharomyces p

REFERENCES

• Williams, R., et al.: J. Biol. Chem., 87, 581 (1930)
• Rodionov, D., et al.: J. Biol. Chem., 277, 48949 (1930)
• Nosaka, K., et al.: Mol. Microbiol., 58, 467 (1930)