4-(methylamino)butanoic acid

• ChemBase ID: 173255
• Molecular Formular: C5H11NO2
• Molecular Mass: 117.14634
• Monoisotopic Mass: 117.0789786
• SMILES: CNCCCC(=O)O
• Canonical SMILES: CNCCCC(=O)O
• InChI: InChI=1S/C5H11NO2/c1-6-4-2-3-5(7)8/h6H,2-4H2,1H3,(H,7,8)
• InChIKey: AOKCDAVWJLOAHG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(methylamino)butanoic acid
• IUPAC Traditional name: 4-(methylamino)butyric acid
• Synonyms: 4-(Methylamino)butanoic Acid; N-Methyl-GABA; N-Methyl-γ-aminobutyric Acid; 4-(Methylamino)butyric Acid; N-Methyl-4-aminobutyric Acid

Database IDs

• CAS Number: 1119-48-8
• PubChem SID: 164229165
• PubChem CID: 70703

CALCULATED PROPERTIES

• Acid pKa: 4.616822
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.7044506
• LogD (pH = 7.4): -2.6614072
• Log P: -2.6616933
• Molar Refractivity: 30.2324 cm^3
• Polarizability: 12.004493 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO (hot); Water
• Apperance: Off-White Solid
• Melting Point: 150-152°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M285745

A GABA derivative and hydrolysis product of the industrial solvent, N-methyl-2-pyrrolidinone. Biologically it is a product of nicotine catabolism in bacteria and inhibits L-Carnitine from undergoing β-oxidation in mammals. It is commonly found in skin pr

REFERENCES

• Wells, D., et al.: J. App. Toxicol., 8, 135 (1988)
• Virmani, M., et al.: Pharmacol. Res., 33, 19 (1988)
• Chiribau, C., et al.: J. Bacteriol., 187, 3062 (1988)