disodium 5-isothiocyanato-2-[2-(4-isothiocyanato-2-sulfonatophenyl)ethenyl]benzene-1-sulfonate

• ChemBase ID: 103202
• Molecular Formular: C16H8N2Na2O6S4
• Molecular Mass: 498.48406
• Monoisotopic Mass: 497.90605855
• SMILES: [Na+].[Na+].[O-]S(=O)(=O)c1cc(ccc1/C=C/c1ccc(cc1S(=O)(=O)[O-])N=C=S)N=C=S
• Canonical SMILES: S=C=Nc1ccc(c(c1)S(=O)(=O)[O-])/C=C/c1ccc(cc1S(=O)(=O)[O-])N=C=S.[Na+].[Na+]
• InChI: InChI=1S/C16H10N2O6S4.2Na/c19-27(20,21)15-7-13(17-9-25)5-3-11(15)1-2-12-4-6-14(18-10-26)8-16(12)28(22,23)24;;/h1-8H,(H,19,20,21)(H,22,23,24);;/q;2*+1/p-2
• InChIKey: GEPAYBXVXXBSKP-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 5-isothiocyanato-2-[2-(4-isothiocyanato-2-sulfonatophenyl)ethenyl]benzene-1-sulfonate
• IUPAC Traditional name: dipotassium 5-isothiocyanato-2-[2-(4-isothiocyanato-2-sulfonatophenyl)ethenyl]benzenesulfonate
• Synonyms: DIDS; Disodium 4,4'-diisothiocyanatostilbene-2,2'-disulfonate; 4,4'-DIISOTHIOCYANOSTILBENE-2,2'-DISULFONIC ACID DISODIUM SALT

Database IDs

• CAS Number: 53005-05-3
• PubChem SID: 162091253
• PubChem CID: 5702690

CALCULATED PROPERTIES

• Acid pKa: -3.2065167
• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): -0.033479445
• LogD (pH = 7.4): -0.034237184
• Log P: 4.3289485
• Molar Refractivity: 114.6402 cm^3
• Polarizability: 43.931026 Å^3
• Polar Surface Area: 139.12 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C, Desiccate, Store Under Nitrogen

DETAILS

MP Biomedicals - 02150916

Disodium Salt
Crystalline
Reportedly binds both covalently and irreversibly to outer cell membrane surfaces.

REFERENCES

• Macara, I.G., and Cantley, L.C., Biochemistry , 20 : 5095 (1981).