methyl (2S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoate hydrochloride

• ChemBase ID: 159516
• Molecular Formular: C12H16ClNO4
• Molecular Mass: 273.71274
• Monoisotopic Mass: 273.07678568
• SMILES: c1(c(ccc(c1)C[C@H](N)C(=O)OC)O)C(=O)C.Cl
• Canonical SMILES: COC(=O)[C@H](Cc1ccc(c(c1)C(=O)C)O)N.Cl
• InChI: InChI=1S/C12H15NO4.ClH/c1-7(14)9-5-8(3-4-11(9)15)6-10(13)12(16)17-2;/h3-5,10,15H,6,13H2,1-2H3;1H/t10-;/m0./s1
• InChIKey: BLKCKGACPYCTPJ-PPHPATTJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoate hydrochloride
• IUPAC Traditional name: methyl (2S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoate hydrochloride
• Synonyms: 3-Acetyl-L-tyrosine Methyl Ester Hydrochloride

Database IDs

• CAS Number: 57085-32-2
• PubChem SID: 162253651
• PubChem CID: 13919751

CALCULATED PROPERTIES

• Acid pKa: 10.115929
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.15449207
• LogD (pH = 7.4): 1.0360647
• Log P: 1.1275913
• Molar Refractivity: 62.2691 cm^3
• Polarizability: 24.350214 Å^3
• Polar Surface Area: 89.62 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - A189755

An acetylated L-Tyrosine derivative. Used in the preparation of 3-O-Methyl-L-DOPA Monohydrate (M303815), a major metabolite of L-DOPA.