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

• ChemBase ID: 174459
• Molecular Formular: C10H13NO3
• Molecular Mass: 195.21512
• Monoisotopic Mass: 195.08954328
• SMILES: c1c(ccc(c1)CC(N)C(=O)O)OC
• Canonical SMILES: COc1ccc(cc1)CC(C(=O)O)N
• InChI: InChI=1S/C10H13NO3/c1-14-8-4-2-7(3-5-8)6-9(11)10(12)13/h2-5,9H,6,11H2,1H3,(H,12,13)
• InChIKey: GEYBMYRBIABFTA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(4-methoxyphenyl)propanoic acid
• IUPAC Traditional name: 2-amino-3-(4-methoxyphenyl)propanoic acid
• Synonyms: p-Methoxyphenylalanine; DL-3-(p-Methoxyphenyl)alanine; DL-o-Methyltyrosine; NSC 101132; O-Methyl-DL-tyrosine; O-Methyl-DL-tyrosine

Database IDs

• CAS Number: 7635-29-2
• PubChem SID: 164230369
• PubChem CID: 97118

CALCULATED PROPERTIES

• Acid pKa: 2.0860968
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.3425161
• LogD (pH = 7.4): -1.3458074
• Log P: -1.342516
• Molar Refractivity: 51.5795 cm^3
• Polarizability: 20.416908 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M332670

Racemic tyrosine derivative.

REFERENCES

• Brunner, H., et al.: Eur. J. Med. Chem., 25, 35 (1990)
• Gerrish, D., et al.: Bioorg. Med. Chem. Lett., 18, 6377 (1990)
• Taki, M., et al.: Biochem., 47, 7726 (1990)