(2S)-2-amino-3-(4-hydroxy-3-methylphenyl)propanoic acid

• ChemBase ID: 174461
• Molecular Formular: C10H13NO3
• Molecular Mass: 195.21512
• Monoisotopic Mass: 195.08954328
• SMILES: c1c(c(ccc1C[C@H](N)C(=O)O)O)C
• Canonical SMILES: OC(=O)[C@H](Cc1ccc(c(c1)C)O)N
• InChI: InChI=1S/C10H13NO3/c1-6-4-7(2-3-9(6)12)5-8(11)10(13)14/h2-4,8,12H,5,11H2,1H3,(H,13,14)/t8-/m0/s1
• InChIKey: MQHLULPKDLJASZ-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(4-hydroxy-3-methylphenyl)propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-(4-hydroxy-3-methylphenyl)propanoic acid
• Synonyms: (S)-2-Amino-3-(4-hydroxy-3-methylphenyl)propanoic Acid; 3-Methyl-L-tyrosine

Database IDs

• CAS Number: 17028-03-4
• PubChem SID: 164230371
• PubChem CID: 159657

CALCULATED PROPERTIES

• Acid pKa: 2.1481059
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.97498584
• LogD (pH = 7.4): -0.979681
• Log P: -0.97501045
• Molar Refractivity: 52.1384 cm^3
• Polarizability: 20.27269 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M332710

Tyrosine analogue as alternative substrate for protein tyrosine kinase Csk provide Insights into substrate selectivity and catalytic mechanism.

REFERENCES

• Nagasawa, T., et al.: Eur. J. Biochem., 117, 33 (1981)
• Lee, T., et al.: Biochemistry, 33, 4245 (1981)
• Lawrence, D., et al.: Pharmacol. Ther., 77, 81 (1981)