{[4-formyl-5-hydroxy-6-(2H3)methylpyridin-3-yl](2H2)methoxy}phosphonic acid

• ChemBase ID: 177164
• Molecular Formular: C8H10NO6P
• Molecular Mass: 247.141861
• Monoisotopic Mass: 247.02457368
• SMILES: c1(c(ncc(c1C=O)COP(=O)(O)O)C)O
• Canonical SMILES: O=Cc1c(COP(=O)(O)O)cnc(c1O)C
• InChI: InChI=1S/C8H10NO6P/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14/h2-3,11H,4H2,1H3,(H2,12,13,14)
• InChIKey: NGVDGCNFYWLIFO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[4-formyl-5-hydroxy-6-(^2H₃)methylpyridin-3-yl](^2H₂)methoxy}phosphonic acid
• IUPAC Traditional name: [4-formyl-5-hydroxy-6-(^2H₃)methylpyridin-3-yl](^2H₂)methoxyphosphonic acid
• Synonyms: 3-Hydroxy-2-methyl-5-[(phosphonooxy)methyl]-4-pyridinecarboxaldehyde-d5; Pyridoxal-d5 Phosphate; Pyridoxal-d5 5-(Dihydrogen Phosphate); 2-Methyl-3-hydroxy-4-formyl-5-pyridyl-methylphosphoric Acid-d5; 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde-d5 5-Phosphate; Apolon B6-d5; Biosechs-d5; Codecarboxylase-d5; Coenzyme B6-d5; Hairoxal-d5; Hexermin P-d5; Hi-Pyridoxin-d5; Hiadelon-d5; NSC 82388-d5; PLP-d5; Phosphopyridoxal-d5; Piodel-d5; Pydoxal-d5; Pyridoxal-d5 Monophosphate; Vitazechs-d5; Pyridoxal-d5 5'-Phosphate

Database IDs

• PubChem SID: 164233074
• PubChem CID: 71751889

CALCULATED PROPERTIES

• Acid pKa: 1.6802986
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -2.3409967
• LogD (pH = 7.4): -3.1810691
• Log P: -2.0856087
• Molar Refractivity: 54.7463 cm^3
• Polarizability: 20.79483 Å^3
• Polar Surface Area: 116.95 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P991717

Labelled Pyridoxal phosphate. Vitamin (enzyme co-factor).

REFERENCES

• Lichstein, et al.: J. Biol. Chem., 161, 311 (1945)
• McPhalen, C., et al.: J. Mol. Biol., 225, 495 (1945)
• Fenn, T., et al.: Biochemistry, 44, 5317 (1945)