2-nitro-5-(octyldisulfanyl)benzoic acid amine

• ChemBase ID: 156086
• Molecular Formular: C15H24N2O4S2
• Molecular Mass: 360.49206
• Monoisotopic Mass: 360.11774926
• SMILES: CCCCCCCCSSc1ccc(c(c1)C(=O)O)[N+](=O)[O-].N
• Canonical SMILES: CCCCCCCCSSc1ccc(c(c1)C(=O)O)[N+](=O)[O-].N
• InChI: InChI=1S/C15H21NO4S2.H3N/c1-2-3-4-5-6-7-10-21-22-12-8-9-14(16(19)20)13(11-12)15(17)18;/h8-9,11H,2-7,10H2,1H3,(H,17,18);1H3
• InChIKey: OLDFEQDBXJLJAG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-nitro-5-(octyldisulfanyl)benzoic acid amine
• IUPAC Traditional name: 2-nitro-5-(octyldisulfanyl)benzoic acid amine
• Synonyms: 3-Carboxy-4-nitrophenyl octyl disulfide ammonium salt; Ammonium 5-(octyldithio)-2-nitrobenzoate; 5-(Octyldithio)-2-nitrobenzoic acid ammonium salt

Database IDs

• MDL Number: MFCD10567210
• PubChem SID: 24886772; 162250224
• PubChem CID: 16218496

CALCULATED PROPERTIES

• Acid pKa: 2.1496522
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.5060153
• LogD (pH = 7.4): 2.1146278
• Log P: 5.6359167
• Molar Refractivity: 91.6344 cm^3
• Polarizability: 35.413784 Å^3
• Polar Surface Area: 83.12 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C15H24N2O4S2

DETAILS

Sigma Aldrich - 75050

Other Notes
Reagent for the modification of proteins by formation of disulfides from thiols; it has advantages over Ellman′s reagent: faster reaction, higher stability and higher lipophilicity1