2-[(2-hydroxyphenyl)formamido](1,2-13C2)acetic acid

• ChemBase ID: 170646
• Molecular Formular: C9H9NO4
• Molecular Mass: 198.15077857
• Monoisotopic Mass: 198.05690234
• SMILES: c1(ccccc1C(=O)[15NH][13CH2][13C](=O)O)O
• Canonical SMILES: O[13C](=O)[13CH2][15NH]C(=O)c1ccccc1O
• InChI: InChI=1S/C9H9NO4/c11-7-4-2-1-3-6(7)9(14)10-5-8(12)13/h1-4,11H,5H2,(H,10,14)(H,12,13)/i5+1,8+1,10+1
• InChIKey: ONJSZLXSECQROL-STSDVMRASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-hydroxyphenyl)formamido](1,2-^1^3C₂)acetic acid
• IUPAC Traditional name: [(2-hydroxyphenyl)formamido](^1^3C₂)acetic acid
• Synonyms: N-(2-Hydroxybenzoyl)glycine-13C2,15N; o-Hydroxy-hippuric Acid; Salicyluric Acid-13C2,15N; (2-Hydroxybenzoyl)glycine-13C2,15N; 2-Hydroxyhippuric Acid-13C2,15N; NSC 524135-13C2,15N; Salicyloylglycine-13C2,15N; o-Hydroxyhippuric Acid-13C2,15N; 2-Hydroxy Hippuric Acid-13C2,15N

Database IDs

• PubChem SID: 164226556
• PubChem CID: 71749068

CALCULATED PROPERTIES

• Acid pKa: 3.2728784
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.3374493
• LogD (pH = 7.4): -2.6237988
• Log P: 0.8719802
• Molar Refractivity: 48.0986 cm^3
• Polarizability: 18.07213 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale beige solid
• Melting Point: 168-171°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H942887

Metabolite of Salicylic Acid (S088125).

REFERENCES

• Jurkowski, W., et al.: Current Drug Metab., 10, 448 (2009)
• Appeldoorn, M., et al.: J. Agric. Food Chem., 57, 7693 (2009)
• van Oijen, M., et al.: Pharmacol., 83, 237 (2009)