methyl (2R)-3-[3,4-bis(acetyloxy)phenyl]-2-acetamidopropanoate

• ChemBase ID: 178854
• Molecular Formular: C16H19NO7
• Molecular Mass: 337.32456
• Monoisotopic Mass: 337.11615195
• SMILES: c1c(c(ccc1C[C@H](C(=O)OC)NC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)[C@@H](Cc1ccc(c(c1)OC(=O)C)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C16H19NO7/c1-9(18)17-13(16(21)22-4)7-12-5-6-14(23-10(2)19)15(8-12)24-11(3)20/h5-6,8,13H,7H2,1-4H3,(H,17,18)/t13-/m1/s1
• InChIKey: NRPLIUVQOYFSSB-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R)-3-[3,4-bis(acetyloxy)phenyl]-2-acetamidopropanoate
• IUPAC Traditional name: methyl (2R)-3-[3,4-bis(acetyloxy)phenyl]-2-acetamidopropanoate
• Synonyms: Triacetyl D-DOPA, Methyl Ester

Database IDs

• PubChem SID: 164234764
• PubChem CID: 29983247

CALCULATED PROPERTIES

• Acid pKa: 11.814225
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.25687742
• LogD (pH = 7.4): 0.25686285
• Log P: 0.25687766
• Molar Refractivity: 81.594 cm^3
• Polarizability: 32.34393 Å^3
• Polar Surface Area: 108.0 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMSO; Methanol
• Apperance: Off-White to Light Brown Solid
• Melting Point: 116-118°C

Safety Information

• Storage Condition: Refrigerator