2-[2-sulfanyl(3,3,3-2H3)propanamido]acetic acid

• ChemBase ID: 178662
• Molecular Formular: C5H9NO3S
• Molecular Mass: 163.19486
• Monoisotopic Mass: 163.03031415
• SMILES: C(C(=O)NCC(=O)O)(S)C
• Canonical SMILES: CC(C(=O)NCC(=O)O)S
• InChI: InChI=1S/C5H9NO3S/c1-3(10)5(9)6-2-4(7)8/h3,10H,2H2,1H3,(H,6,9)(H,7,8)
• InChIKey: YTGJWQPHMWSCST-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-sulfanyl(3,3,3-^2H₃)propanamido]acetic acid
• IUPAC Traditional name: [2-sulfanyl(3,3,3-^2H₃)propanamido]acetic acid
• Synonyms: N-(2-Mercapto-1-oxopropyl)glycine-d3; N-(2-Mercaptopropionyl)glycine-d3; Acadione-d3; Capen-d3; Captimer-d3; Epatiol-d3; Hepadigest-d3; Meprin-d3; Mucolysin-d3; Sutilan-d3; Thiolpropionamidoacetic Acid-d3; Thiopronin-d3; Thiopronine-d3; Tiopronin-d3

Database IDs

• PubChem SID: 164234572
• PubChem CID: 45040534

CALCULATED PROPERTIES

• Acid pKa: 3.8646846
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -2.1731064
• LogD (pH = 7.4): -3.7692945
• Log P: -0.53329927
• Molar Refractivity: 37.7703 cm^3
• Polarizability: 14.847878 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol,
• Apperance: White Solid
• Melting Point: 93-95°C

DETAILS

Toronto Research Chemicals - T444782

Labelled Tiopronin. It is used as antidote against heavy metal poisoning; hepatoprotectant; mucolytic.

REFERENCES

• Capasso, F., et al.: Agents Actions, 11, 741 (1981)
• Amor, B., et al.: Arthritis Rheum., 25, 698 (1981)
• Ichida, F., et al.: J. Int. Med. Res., 10, 325 (1981)