2-[(3-methylphenyl)formamido]acetic acid

• ChemBase ID: 149925
• Molecular Formular: C10H11NO3
• Molecular Mass: 193.19924
• Monoisotopic Mass: 193.07389322
• SMILES: Cc1cccc(c1)C(=O)NCC(=O)O
• Canonical SMILES: OC(=O)CNC(=O)c1cccc(c1)C
• InChI: InChI=1S/C10H11NO3/c1-7-3-2-4-8(5-7)10(14)11-6-9(12)13/h2-5H,6H2,1H3,(H,11,14)(H,12,13)
• InChIKey: YKAKNMHEIJUKEX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(3-methylphenyl)formamido]acetic acid
• IUPAC Traditional name: [(3-methylphenyl)formamido]acetic acid
• Synonyms: N-(3-Methylbenzoyl)glycine; m-Toluric acid; 3-Methylhippuric acid; N-(m-Toluoyl)glycine; m-Methylhippuric Acid; NSC 201735; 3-Methyl Hippuric Acid; N-(间甲苯甲酰)基甘氨酸; N-间甲苯酸甘氨酸; 3-甲基马尿酸

Database IDs

• CAS Number: 27115-49-7
• MDL Number: MFCD00044399
• PubChem SID: 24859707; 162244087
• PubChem CID: 99223

CALCULATED PROPERTIES

• Acid pKa: 3.7436254
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.7176986
• LogD (pH = 7.4): -2.2484045
• Log P: 1.0389669
• Molar Refractivity: 51.1589 cm^3
• Polarizability: 19.16058 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 138-140 °C(lit.); 138-140°C

Safety Information

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

Product Information

• Purity: 97%; 98%
• Linear Formula: CH3C6H4CONHCH2CO2H

DETAILS

Sigma Aldrich - 328014

Packaging
1 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. 328014.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - M311985

Α substituted hippurate analog as substrates and inhibitor of peptidylglycine α-hydroxylating monooxygenase (PHM).

REFERENCES

• Kruse, L., et al.: J. Med. Chem., 33, 781 (1990)
• Jeng, A., et al.: J. Biol. Chem., 272, 14666 (1990)
• Schally, A., et al.: Horm. Metab. Res., 40, 315 (1990)