2-amino-3-(4-aminophenyl)propanoic acid

• ChemBase ID: 59384
• Molecular Formular: C9H12N2O2
• Molecular Mass: 180.20378
• Monoisotopic Mass: 180.08987763
• SMILES: c1c(ccc(c1)CC(C(=O)O)N)N
• Canonical SMILES: NC(C(=O)O)Cc1ccc(cc1)N
• InChI: InChI=1S/C9H12N2O2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,10-11H2,(H,12,13)
• InChIKey: CMUHFUGDYMFHEI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(4-aminophenyl)propanoic acid
• IUPAC Traditional name: P-aminophenylalanine
• Synonyms: 4-Amino-L-phenylalanine; L-3-(p-Aminophenyl)alanine; 4-Aminophenylalanine; Aminophenylalanine; L-(+)-p-Aminophenylalanine; L-4-Aminophenylalanine; p-Amino-L-phenylalanine; 4-Aminophenylalanine

Database IDs

• CAS Number: 943-80-6
• MDL Number: MFCD00069927
• PubChem SID: 162064147
• PubChem CID: 95174

CALCULATED PROPERTIES

• Acid pKa: 1.5364622
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.1933882
• LogD (pH = 7.4): -2.0189147
• Log P: -2.0212572
• Molar Refractivity: 49.8167 cm^3
• Polarizability: 19.034864 Å^3
• Polar Surface Area: 89.34 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Beige Solid
• Melting Point: 231-238°C

Safety Information

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

DETAILS

Toronto Research Chemicals - A622376

p-Amino-L-phenylalanine is an analog of L-Phenylalanine (P319415).

REFERENCES

• Emes, A., et al.: Can. J. Microbiol., 20, 347 (1974)
• Green, J., et al.: J. Biol. Chem., 266, 12971 (1974)
• Chang, Z., et al.: Microbiology, 147, 2113 (1974)