(2R)-2-amino-3-(methanesulfonylsulfanyl)propanoic acid

• ChemBase ID: 159911
• Molecular Formular: C4H9NO4S2
• Molecular Mass: 199.24856
• Monoisotopic Mass: 198.99729977
• SMILES: CS(=O)(=O)SC[C@H](N)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CSS(=O)(=O)C)N
• InChI: InChI=1S/C4H9NO4S2/c1-11(8,9)10-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1
• InChIKey: WQGAHEAQVIFZHB-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-(methanesulfonylsulfanyl)propanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-(methanesulfonylsulfanyl)propanoic acid
• Synonyms: Cys-MTS, Cysteinemethanethiosulfonate; S-(Methylsulfonyl)-L-cysteine; (R)-2-Amino-2-carboxyethylmethanethiosulfonate

Database IDs

• CAS Number: 351422-29-2
• PubChem SID: 162254046
• PubChem CID: 40418801

CALCULATED PROPERTIES

• Acid pKa: 1.2180424
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.6858418
• LogD (pH = 7.4): -3.699553
• Log P: -3.6857607
• Molar Refractivity: 41.4028 cm^3
• Polarizability: 17.63022 Å^3
• Polar Surface Area: 97.46 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Sparingly in DMSO; Water
• Apperance: Off-White Solid
• Melting Point: 158°C dec.

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A603100

An interesting MTS compound that contains both amine and carboxylic acid groups as part of it’s structure.

REFERENCES

• Ge, P., and Selvin, P.R.: Bioconjugate Chem., 14, 5, 870 (2003)