(2R)-2-acetamido-3-phenylpropanoic acid

• ChemBase ID: 102096
• Molecular Formular: C11H13NO3
• Molecular Mass: 207.22582
• Monoisotopic Mass: 207.08954328
• SMILES: CC(=O)N[C@H](Cc1ccccc1)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](Cc1ccccc1)NC(=O)C
• InChI: InChI=1S/C11H13NO3/c1-8(13)12-10(11(14)15)7-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)/t10-/m1/s1
• InChIKey: CBQJSKKFNMDLON-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-acetamido-3-phenylpropanoic acid
• IUPAC Traditional name: N-acetyl-D-phenylalanine
• Synonyms: N-Acetyl-D-phenylalanine; N-ACETYL-D-PHENYLALANINE; (-)-2-Acetylamino-3-phenylpropanoic Acid; (-)-N-Acetyl-D-phenylalanine; (-)-N-Acetylphenylalanine; D-(-)-N-Acetylphenylalanine; D-N-Acetylphenylalanine; N-Acetyl-(R)-phenylalanine; N-Acetyl-3-phenyl-D-alanine; N-Acetyl-D-phenylalanine; NSC 523830; R-2-(Acetylamino)-3-phenylpropanoic Acid

Database IDs

• CAS Number: 10172-89-1
• EC Number: 233-447-7
• MDL Number: MFCD00002664
• PubChem SID: 24890820; 162088589
• PubChem CID: 101184

CALCULATED PROPERTIES

• Acid pKa: 4.024368
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.58964
• LogD (pH = 7.4): -2.2484653
• Log P: 0.89646167
• Molar Refractivity: 54.5601 cm^3
• Polarizability: 21.27546 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO; Methanol
• Apperance: White Solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 95+%

DETAILS

MP Biomedicals - 02100128

Crystalline

Toronto Research Chemicals - A187380

Protected amino acid.

REFERENCES

• Zhang, T., et al.: J. Pharm. Biomed. Anal., 46, 882 (2008)
• Cummings, J., et al.: Biochem., 48, 6469 (2008)