5-[(3-carboxy-4-nitrophenyl)disulfanyl]-2-nitrobenzoic acid

• ChemBase ID: 102974
• Molecular Formular: C14H8N2O8S2
• Molecular Mass: 396.35192
• Monoisotopic Mass: 395.97220723
• SMILES: OC(=O)c1c(ccc(SSc2cc(C(=O)O)c(cc2)[N+](=O)[O-])c1)[N+](=O)[O-]
• Canonical SMILES: OC(=O)c1cc(SSc2ccc(c(c2)C(=O)O)[N+](=O)[O-])ccc1[N+](=O)[O-]
• InChI: InChI=1S/C14H8N2O8S2/c17-13(18)9-5-7(1-3-11(9)15(21)22)25-26-8-2-4-12(16(23)24)10(6-8)14(19)20/h1-6H,(H,17,18)(H,19,20)
• InChIKey: KIUMMUBSPKGMOY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3-carboxy-4-nitrophenyl)disulfanyl]-2-nitrobenzoic acid
• IUPAC Traditional name: ellman's reagent
• Synonyms: Dithionitrobenzoic acid; 5,5'-Dithiobis(2-nitrobenzoic acid); Ellman's reagent; 5,5′-Dithiobis(2-nitrobenzoic acid); 3-Carboxy-4-nitrophenyl disulfide; Ellman's Reagent; DTNB; 6,6'-Dinitro-3,3'-dithiodibenzoic acid; Bis(3-carboxy-4-nitrophenyl) disulfide; 5,5'-DITHIOBIS-(2-NITROBENZOIC ACID); 6,6′-Dinitro-3,3′-dithiodibenzoic acid; Ellman’s Reagent; 5,5'-Dithiobis(2-nitrobenzoic acid); 6,6′-二硝基-3,3′-二硫代苯甲酸; Ellman 试剂; 二硫代硝基苯甲酸; 双(3-羧基-4-硝基苯基)二硫; 5,5'-二硫双(2-硝基苯甲酸)

Database IDs

• CAS Number: 69-78-3
• EC Number: 200-714-4
• MDL Number: MFCD00007140
• Beilstein Number: 1896821
• PubChem SID: 24894189; 24893651; 162089607
• PubChem CID: 6254
• CHEMBL: 395814
• Chemspider ID: 6018
• Wikipedia Title: Ellman's_reagent

CALCULATED PROPERTIES

• Acid pKa: 1.1885674
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -3.0421636
• LogD (pH = 7.4): -3.2864516
• Log P: 3.7688792
• Molar Refractivity: 89.6136 cm^3
• Polarizability: 34.71909 Å^3
• Polar Surface Area: 160.88 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Do you have solubility information on this product that you would like to share?
• Melting Point: ~240 °C (dec.); 240-245 °C (dec.); 240-245 °C (dec.)(lit.); 240-245°C; ca 240°C dec.

Safety Information

• Storage Condition: Room Temperature (15-30°C), Store Under Nitrogen
• RTECS: DG9650000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R36/37/38
• Safety Statements: 26-36; 26-37; S26 S36
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.5% (HPLC); ≥98% (TLC); 99%
• Grade: ReagentPlus®
• Suitability: suitable for determination of sulfhydryl groups
• Linear Formula: [-SC6H3(NO2)CO2H]2

DETAILS

MP Biomedicals - 02150126

Crystalline
Reagent for determination of sulfhydryl groups, and cholinesterase assay.

Sigma Aldrich - D8130

Application
A sensitive reagent for measuring the free sulfhydryl content in proteins, peptides, and tissues.
包装
1, 5, 10, 25, 100 g in poly bottle
4, 50, 150, 500 mg in glass bottle

Sigma Aldrich - D218200

Packaging
1, 5 g in glass bottle
10 g in poly bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 43760

Other Notes
For the modification and quantitative detection of sulfhydryl groups;1 Re-examination of molar absorption coefficient;2,3 Derivatization of thiols for HPLC.4

REFERENCES

• Deakin, H., et al., Biochem. J. , 89 : 296 (1963).
• Reacts with free thiol groups to form a highly colored (yellow) thiolate anion: Arch. Biochem. Biophys., 82, 70 (1959); used for quantitative determination of thiols. Also used in chromogenic assay of acetylcholinesterase: Enzyme Assays, R. Eisenthal and M. J. Danson, Eds., OUP, Oxford (1992), p81.