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

• ChemBase ID: 149696
• Molecular Formular: C10H11NO3
• Molecular Mass: 193.19924
• Monoisotopic Mass: 193.07389322
• SMILES: Cc1ccccc1C(=O)NCC(=O)O
• 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-methylphenyl)formamido]acetic acid
• IUPAC Traditional name: methyl hippurate
• Synonyms: N-(2-Methylbenzoyl)glycine; o-Toluric acid; 2-Methylhippuric acid; NSC 163983; o-Methylhippuric Acid; 2-Methyl Hippuric Acid; N-邻甲苯酸甘氨酸; 邻甲基苯甲酰氨基乙酸; 2-甲基马尿酸

Database IDs

• CAS Number: 42013-20-7
• EC Number: 255-622-7
• MDL Number: MFCD00050991
• PubChem SID: 24859706; 162243858
• PubChem CID: 91637

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: 19.161432 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 161-164 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Linear Formula: CH3C6H4CONHCH2CO2H

DETAILS

Sigma Aldrich - 328006

Packaging
1, 5 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 328006.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - M311980

The main 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)