(2R)-2-amino-3-phenylmethanesulfonylpropanoic acid

• ChemBase ID: 161473
• Molecular Formular: C10H13NO4S
• Molecular Mass: 243.27952
• Monoisotopic Mass: 243.0565289
• SMILES: C(S(=O)(=O)C[C@H](N)C(=O)O)c1ccccc1
• Canonical SMILES: N[C@H](C(=O)O)CS(=O)(=O)Cc1ccccc1
• InChI: InChI=1S/C10H13NO4S/c11-9(10(12)13)7-16(14,15)6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m0/s1
• InChIKey: KDIYEJQJSZCWGR-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-phenylmethanesulfonylpropanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-phenylmethanesulfonylpropanoic acid
• Synonyms: 3-[(Phenylmethyl)sulfonyl]-L-alanine; 3-(Benzylsulfonyl)-L-alanine; S-Benzyl-L-cysteine Sulfone

Database IDs

• CAS Number: 25644-88-6
• PubChem SID: 162255608
• PubChem CID: 22863194

CALCULATED PROPERTIES

• Acid pKa: 1.748803
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.637393
• LogD (pH = 7.4): -2.7872233
• Log P: -2.6359303
• Molar Refractivity: 58.3457 cm^3
• Polarizability: 23.960583 Å^3
• Polar Surface Area: 97.46 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Solid
• Melting Point: 174-176°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B234500

A novel derivative of (R)-cysteine which shows enzymic activity in liver and kidney.

REFERENCES

• Sausen, P.J., et al.: J. Biol. Chem., 265, 6139 (1990)