2-(2-phenylacetamido)acetic acid

• ChemBase ID: 45706
• Molecular Formular: C10H11NO3
• Molecular Mass: 193.19924
• Monoisotopic Mass: 193.07389322
• SMILES: C(=O)(NCC(=O)O)Cc1ccccc1
• Canonical SMILES: O=C(Cc1ccccc1)NCC(=O)O
• InChI: InChI=1S/C10H11NO3/c12-9(11-7-10(13)14)6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,11,12)(H,13,14)
• InChIKey: UTYVDVLMYQPLQB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-phenylacetamido)acetic acid
• IUPAC Traditional name: phenylacetylglycine
• Synonyms: N-(Phenylacetyl)glycine; Phenaceturic Acid; N-Phenacetylglycine; NSC 408424; NSC 92778; Phenacetylglycine; N-Phenylacetylglycine; 2-[(2-Phenylacetyl)amino]acetic acid

Database IDs

• CAS Number: 500-98-1
• MDL Number: MFCD00021744
• PubChem SID: 162050469
• PubChem CID: 68144

CALCULATED PROPERTIES

• Acid pKa: 3.985264
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.0179237
• LogD (pH = 7.4): -2.66175
• Log P: 0.50571084
• Molar Refractivity: 50.1691 cm^3
• Polarizability: 19.441776 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 142-145°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

DETAILS

Toronto Research Chemicals - P306550

A metabolite of carboxylic acid.

REFERENCES

• Bardsley, W., et al.: Biochem. J., 122, 557 (1971)
• Kim, J., et al.: Biosci. Biotechnol. Biochem., 69, 1331 (1971)
• Kopka, J., et al.: J. Biotechnol., 124, 312 (1971)