5-[(2-aminoethyl)disulfanyl]-2-nitrobenzoic acid

• ChemBase ID: 160117
• Molecular Formular: C9H10N2O4S2
• Molecular Mass: 274.3167
• Monoisotopic Mass: 274.00819881
• SMILES: c1(c(ccc(c1)SSCCN)[N+](=O)[O-])C(=O)O
• Canonical SMILES: NCCSSc1ccc(c(c1)C(=O)O)[N+](=O)[O-]
• InChI: InChI=1S/C9H10N2O4S2/c10-3-4-16-17-6-1-2-8(11(14)15)7(5-6)9(12)13/h1-2,5H,3-4,10H2,(H,12,13)
• InChIKey: DSNFVSIOSWJQBV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2-aminoethyl)disulfanyl]-2-nitrobenzoic acid
• IUPAC Traditional name: 5-[(2-aminoethyl)disulfanyl]-2-nitrobenzoic acid
• Synonyms: 5-[(2-Aminoethyl)dithio]-2-nitro-benzoic Acid; 5-(2-Aminoethyl)dithio-2-nitrobenzoic Acid

Database IDs

• CAS Number: 71899-86-0
• PubChem SID: 162254252
• PubChem CID: 18363752

CALCULATED PROPERTIES

• Acid pKa: 2.1494563
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.7547181
• LogD (pH = 7.4): -0.75715935
• Log P: -0.75468004
• Molar Refractivity: 67.417 cm^3
• Polarizability: 25.961737 Å^3
• Polar Surface Area: 109.14 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - A608940

A more base-stable alternative to Ellman’s reagent for the quantification of thiol contents and enzymatic assays under basic pH conditions. . It reacts with free thiols similar to Ellman’s reagent but has dramatically improved stability under alkaline co

REFERENCES

• Zhang, H., et al.: Bioorg. Chem., 26, 356 (1998)
• Chen, Y., et al.: Biochem., 43, 11491 (1998)