2-(2-methylpropanamido)acetic acid

• ChemBase ID: 45784
• Molecular Formular: C6H11NO3
• Molecular Mass: 145.15644
• Monoisotopic Mass: 145.07389322
• SMILES: C(=O)(NCC(=O)O)C(C)C
• Canonical SMILES: CC(C(=O)NCC(=O)O)C
• InChI: InChI=1S/C6H11NO3/c1-4(2)6(10)7-3-5(8)9/h4H,3H2,1-2H3,(H,7,10)(H,8,9)
• InChIKey: DCICDMMXFIELDF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-methylpropanamido)acetic acid
• IUPAC Traditional name: isobutyrylglycine
• Synonyms: (isobutyrylamino)acetic acid; N-(2-methyl-1-oxopropyl)glycine; N-Isobutyrylglycine; N-Isobutyrylglycine; 2-(Isobutyrylamino)acetic acid

Database IDs

• CAS Number: 15926-18-8
• MDL Number: MFCD09043666
• PubChem SID: 162050547
• PubChem CID: 10855600

CALCULATED PROPERTIES

• Acid pKa: 4.0629897
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.5342175
• LogD (pH = 7.4): -3.2069423
• Log P: -0.08510683
• Molar Refractivity: 34.6486 cm^3
• Polarizability: 13.605074 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 108 - 110°C
• Hydrophobicity(logP): -0.069

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - I780750

N-Isobutyrylglycine detection is a useful diagnostic tool in the diagnosis of many organic acidemias and mitochondrial fatty acid β-oxidation defects. N-Isobutyrylglycine detection is also used in the diagnosis of isobutyryl-CoA dehydrogenase deficiency.

REFERENCES

• Costa, C. G. et al.: J. Pharmac. Biomed. Anal., 21, 1215 (2000)
• Bonafe, L. et al.: Mol. Gen. Metab., 69, 311 (2000)
• Sass, J. et al.: J. Inher. Metab. Dis., 27, 741 (2000)