(2S)-2-amino-3-hydroxy-2-methylpropanoic acid

• ChemBase ID: 174217
• Molecular Formular: C4H9NO3
• Molecular Mass: 119.11916
• Monoisotopic Mass: 119.05824315
• SMILES: OC[C@@](C(=O)O)(N)C
• Canonical SMILES: OC[C@@](C(=O)O)(N)C
• InChI: InChI=1S/C4H9NO3/c1-4(5,2-6)3(7)8/h6H,2,5H2,1H3,(H,7,8)/t4-/m0/s1
• InChIKey: CDUUKBXTEOFITR-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-hydroxy-2-methylpropanoic acid
• IUPAC Traditional name: 2-methylserine
• Synonyms: (S)-(+)-2-Amino-3-hydroxy-2-methylpropionic Acid; 2-Methyl-L-serine; (S)-2-Methylserine; L-2-Methylserine; L-α-Methylserine; α-Methyl-L-serine

Database IDs

• CAS Number: 16820-18-1
• PubChem SID: 164230127
• PubChem CID: 7000050

CALCULATED PROPERTIES

• Acid pKa: 2.168965
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.455004
• LogD (pH = 7.4): -3.4615746
• Log P: -3.4550762
• Molar Refractivity: 26.7543 cm^3
• Polarizability: 10.868561 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M325976

A potential chiral building blocks for the synthesis of different α -methyl α -amino acids.

REFERENCES

• Rew, Y., et al.: J. Med. Chem., 45, 3746 (2002)