2-{[2-(2H3)methyl(2H4)phenyl]formamido}acetic acid

• ChemBase ID: 173769
• Molecular Formular: C10H11NO3
• Molecular Mass: 193.19924
• Monoisotopic Mass: 193.07389322
• SMILES: c1ccc(c(c1)C(=O)NCC(=O)O)C
• Canonical SMILES: OC(=O)CNC(=O)c1ccccc1C
• InChI: InChI=1S/C10H11NO3/c1-7-4-2-3-5-8(7)10(14)11-6-9(12)13/h2-5H,6H2,1H3,(H,11,14)(H,12,13)
• InChIKey: YOEBAVRJHRCKRE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[2-(^2H₃)methyl(^2H₄)phenyl]formamido}acetic acid
• IUPAC Traditional name: {[2-(^2H₃)methyl(^2H₄)phenyl]formamido}acetic acid
• Synonyms: N-(2-Methylbenzoyl-d7)glycine; NSC 163983-d7; o-Methylhippuric Acid-d7; o-Toluric Acid-d7; 2-Methyl Hippuric Acid-d7

Database IDs

• PubChem SID: 164229679
• PubChem CID: 46782262

CALCULATED PROPERTIES

• Acid pKa: 3.7558115
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.7059248
• LogD (pH = 7.4): -2.2431564
• Log P: 1.0389669
• Molar Refractivity: 51.1589 cm^3
• Polarizability: 19.25345 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M311983

The main labelled metabolite of o-xylene.

REFERENCES

• Gregus, Z., et al.: Drug Metab. Dispos., 26, 1082 (1998)
• Gregus, Z., et al.: Xenobiotica, 29, 547 (1998)
• Gonzalez-Reche, L., et al.: Arch. Toxicol., 77, 80 (1998)