(2R)-2-acetamidopropanoic acid

• ChemBase ID: 2250
• Molecular Formular: C5H9NO3
• Molecular Mass: 131.12986
• Monoisotopic Mass: 131.05824315
• SMILES: C[C@@H](NC(=O)C)C(=O)O
• Canonical SMILES: CC(=O)N[C@@H](C(=O)O)C
• InChI: InChI=1S/C5H9NO3/c1-3(5(8)9)6-4(2)7/h3H,1-2H3,(H,6,7)(H,8,9)/t3-/m1/s1
• InChIKey: KTHDTJVBEPMMGL-GSVOUGTGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-acetamidopropanoic acid
• IUPAC Traditional name: N-acetylalanine; @N-acetylalanine
• Synonyms: (R)-2-AcetaMidopropanoic acid; N-Acetyl-D-alanine; N-ACETYL-D-ALANINE; N-Acetylalanine

Database IDs

• CAS Number: 19436-52-3; 97-69-8
• EC Number: 243-066-8
• MDL Number: MFCD00063133
• PubChem SID: 46504953; 160965703; 24890850
• PubChem CID: 132213

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8892276
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.3759453
• LogD (pH = 7.4): -3.9789882
• Log P: -0.7598647
• Molar Refractivity: 29.9411 cm^3
• Polarizability: 11.793255 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.53
• LOG S: -0.48
• Solubility (Water): 4.36e+01 g/l

PROPERTIES

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C5H9NO3

DETAILS

DrugBank - DB02518

Drug information: experimental

Sigma Aldrich - A4375

Biochem/physiol Actions
N-Acetyl-D-alanine may be used with other D-aminoacylated amino acids as a substrate for the identification, differentiation and characterization of D-aminoacylase(s)/amidohydrolase(s). N-acetyl-D-alanine may be used to study aglycon pocket specific binding on vancomycin.