2-[2-sulfanyl(3,3,3-2H3)propanamido](2-13C)acetic acid

• ChemBase ID: 178663
• Molecular Formular: C5H9NO3S
• Molecular Mass: 164.18751484
• Monoisotopic Mass: 164.03366899
• SMILES: C(C(=O)N[13CH2]C(=O)O)(S)C
• Canonical SMILES: CC(C(=O)N[13CH2]C(=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)/i2+1
• InChIKey: YTGJWQPHMWSCST-VQEHIDDOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-sulfanyl(3,3,3-^2H₃)propanamido](2-^1^3C)acetic acid
• IUPAC Traditional name: [2-sulfanyl(3,3,3-^2H₃)propanamido](^1^3C)acetic acid
• Synonyms: N-(2-Mercapto-1-oxopropyl)glycine-13C,d3; N-(2-Mercaptopropionyl)glycine-13C,d3; Acadione-13C,d3; Capen-13C,d3; Captimer-13C,d3; Epatiol-13C,d3; Hepadigest-13C,d3; Meprin-13C,d3; Mucolysin-13C,d3; Sutilan-13C,d3; Thiolpropionamidoacetic Acid-13C,d3; Thiopronin-13C,d3; Thiopronine-13C,d3; Tiopronin-13C,d3

Database IDs

• PubChem SID: 164234573
• PubChem CID: 45040535

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: 95-97°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T444783

Labelled Tiopronin. It is used as antidote (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)