2-amino-3-(3-hydroxyphenyl)-2-methylpropanoic acid

• ChemBase ID: 102190
• Molecular Formular: C10H13NO3
• Molecular Mass: 195.21512
• Monoisotopic Mass: 195.08954328
• SMILES: CC(N)(Cc1cc(O)ccc1)C(=O)O
• Canonical SMILES: Oc1cccc(c1)CC(C(=O)O)(N)C
• InChI: InChI=1S/C10H13NO3/c1-10(11,9(13)14)6-7-3-2-4-8(12)5-7/h2-5,12H,6,11H2,1H3,(H,13,14)
• InChIKey: CAHPJJJZLQXPKS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(3-hydroxyphenyl)-2-methylpropanoic acid
• IUPAC Traditional name: α-methyl-m-tyrosine
• Synonyms: DL-α-METHYL-m-TYROSINE; 3-Hydroxy-α-methylphenylalanine; α-Methyl-m-tyrosine; 3-Hydroxy-α-methyl-3-phenylalanine; DL-α-Methyl-3-hydroxyphenylalanine; DL-α-Methyl-m-tyrosine; NSC 9252; α-Methyl-D,L-m-tyrosine

Database IDs

• CAS Number: 305-96-4
• PubChem SID: 162089071
• PubChem CID: 2110

CALCULATED PROPERTIES

• Acid pKa: 2.0650141
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.0557979
• LogD (pH = 7.4): -1.061653
• Log P: -1.055873
• Molar Refractivity: 51.8105 cm^3
• Polarizability: 20.346912 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White to Off-White Solid
• Melting Point: 167-169°C

DETAILS

MP Biomedicals - 02100521

Crystalline

Toronto Research Chemicals - M332695

A Phenylalanine (P319415) analog.

REFERENCES

• Pirkle, W., et al.: J. Chromatogr.,192, 143 (1980)
• Gotmar, G., et al.: Chiralty, 12, 558 (1980)