disodium 2-{2-[(carboxylatomethyl)sulfanyl]acetamido}-4-sulfanylbutanoate

• ChemBase ID: 168151
• Molecular Formular: C8H11NNa2O5S2
• Molecular Mass: 311.28618
• Monoisotopic Mass: 310.98740302
• SMILES: C(NC(=O)CSCC(=O)[O-])(CCS)C(=O)[O-].[Na+].[Na+]
• Canonical SMILES: SCCC(C(=O)[O-])NC(=O)CSCC(=O)[O-].[Na+].[Na+]
• InChI: InChI=1S/C8H13NO5S2.2Na/c10-6(3-16-4-7(11)12)9-5(1-2-15)8(13)14;;/h5,15H,1-4H2,(H,9,10)(H,11,12)(H,13,14);;/q;2*+1/p-2
• InChIKey: MYYRYICRQPFZPU-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 2-{2-[(carboxylatomethyl)sulfanyl]acetamido}-4-sulfanylbutanoate
• IUPAC Traditional name: disodium 2-{2-[(carboxylatomethyl)sulfanyl]acetamido}-4-sulfanylbutanoate
• Synonyms: N-[[(Carboxymethyl)thio]acetyl]homocysteine Disodium Salt; Erdosteine M1; Erdosteine Thioacid Disodium Salt

Database IDs

• CAS Number: 254884-18-9
• PubChem SID: 162262283
• PubChem CID: 71316397

CALCULATED PROPERTIES

• Acid pKa: 3.4255948
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -4.135172
• LogD (pH = 7.4): -7.21396
• Log P: -0.7152215
• Molar Refractivity: 82.7654 cm^3
• Polarizability: 23.806309 Å^3
• Polar Surface Area: 109.36 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E596065

The active metabolite of Erdosteine (E596050).

REFERENCES

• Dechant, K., et al.: Drugs, 52, 875 (1996)
• Braga, P., et al.: Arzneim.-Forsch., 49, 344 (1996)
• Braga, P., et al.: Antimicrob. Agents Chemother., 43, 1013 (1996)