sodium 2-sulfanylethane-1-sulfonate

• ChemBase ID: 72794
• Molecular Formular: C2H5NaO3S2
• Molecular Mass: 164.17907
• Monoisotopic Mass: 163.9577803
• SMILES: SCCS(=O)(=O)O[Na]
• Canonical SMILES: SCCS(=O)(=O)O[Na]
• InChI: InChI=1S/C2H6O3S2.Na/c3-7(4,5)2-1-6;/h6H,1-2H2,(H,3,4,5);/q;+1/p-1
• InChIKey: XOGTZOOQQBDUSI-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-sulfanylethane-1-sulfonate
• IUPAC Traditional name: mesna
• Synonyms: Uromitexan; Mesnex; Mesna

Database IDs

• CAS Number: 19767-45-4
• PubChem SID: 162037715
• PubChem CID: 23662354

CALCULATED PROPERTIES

• Acid pKa: 10.021164
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.13918817
• LogD (pH = 7.4): 0.13826104
• Log P: 0.1392
• Molar Refractivity: 27.9158 cm^3
• Polarizability: 14.144377 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S1735

Research Area: Cancer
Biological Activity:
Mesna(Uromitexan, Mesnex), a sulfhydryl compound that is used to reduce the incidence of hemorrhagic cystitis associated with certain chemotherapeutic agents. Mesna is converted to a free thiol compound in the kidney, where it binds to and inactivates acrolein and other urotoxic metabolites of ifosfamide and cyclophosphamide, thereby reducing their toxic effects on the urinary tract during urinary excretion. [1, 2]

REFERENCES

• http://en.wikipedia.org/wiki/Mesna