2-[(2-hydroxyphenyl)formamido]acetic acid

• ChemBase ID: 88855
• Molecular Formular: C9H9NO4
• Molecular Mass: 195.17206
• Monoisotopic Mass: 195.05315777
• SMILES: O=C(c1c(cccc1)O)NCC(=O)O
• Canonical SMILES: OC(=O)CNC(=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)
• InChIKey: ONJSZLXSECQROL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-hydroxyphenyl)formamido]acetic acid
• IUPAC Traditional name: salicyluric acid
• Synonyms: Salicylglycine; o-Hydroxyhippuric acid; 2-Hydroxyhippuric acid; N-(2-Hydroxybenzoyl)glycine, {[(2-Hydroxyphenyl)carbonyl]amino}acetic acid; 2-[(Carboxymethyl)carbamoyl]phenol; [(2-Hydroxybenzoyl)amino]acetic acid; N-(2-Hydroxybenzoyl)glycine; o-Hydroxy-hippuric Acid; Salicyluric Acid; (2-Hydroxybenzoyl)glycine; NSC 524135; Salicyloylglycine; o-Hydroxyhippuric Acid; 2-Hydroxy Hippuric Acid; 2-Hydroxybenzoylaminoacetic acid; o-HYDROXYHIPPURIC ACID

Database IDs

• CAS Number: 487-54-7
• EC Number: 207-661-6
• MDL Number: MFCD00002695
• PubChem SID: 162075753
• PubChem CID: 10253

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: White to Off-White Solid
• Melting Point: 159-161°C; 159-161°C; 167-169 °C(lit.)

Safety Information

• Storage Condition: 0°C; Hygroscopic, Refrigerator, Under Inert Atmosphere
• Storage Warning: Irritant/Hygroscopic/Keep Cold/Store under Argon
• RTECS: MR8160000
• German water hazard class: 3

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C9H9NO4

DETAILS

MP Biomedicals - 02157450

Crystalline

Toronto Research Chemicals - H942885

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)