5-isothiocyanato-2-[2-(4-isothiocyanato-2-sulfophenyl)ethenyl]benzene-1-sulfonic acid

• ChemBase ID: 126999
• Molecular Formular: C16H10N2O6S4
• Molecular Mass: 454.5204
• Monoisotopic Mass: 453.94217005
• SMILES: OS(=O)(=O)c1c(/C=C/c2c(cc(cc2)N=C=S)S(=O)(=O)O)ccc(c1)N=C=S
• Canonical SMILES: S=C=Nc1ccc(c(c1)S(=O)(=O)O)/C=C/c1ccc(cc1S(=O)(=O)O)N=C=S
• InChI: InChI=1S/C16H10N2O6S4/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)
• InChIKey: YSCNMFDFYJUPEF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-isothiocyanato-2-[2-(4-isothiocyanato-2-sulfophenyl)ethenyl]benzene-1-sulfonic acid
• IUPAC Traditional name: DIDS
• Synonyms: 5-Isothiocyanato-2-[2-(4-isothiocyanato-2-sulfophenyl)ethenyl]benzenesulfonic acid; DIDS

Database IDs

• CAS Number: 53005-05-3
• Beilstein Number: 6543839
• PubChem SID: 162221322
• PubChem CID: 5281951; 40600
• CHEBI ID: 36511
• Chemspider ID: 37094
• KEGG ID: C11591
• MeSH Name: 4,4'-Diisothiocyanostilbene-2,2'-disulfonic+acid
• Wikipedia Title: DIDS

CALCULATED PROPERTIES

• Polar Surface Area: 133.46 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true
• Acid pKa: -3.2065167
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -0.033479445
• LogD (pH = 7.4): -0.034237184
• Log P: 4.3289485
• Molar Refractivity: 116.8836 cm^3
• Polarizability: 44.115173 Å^3

PROPERTIES

Physical Property

• Melting Point: 400 - °C
• Partition Coefficient: 4.72
• pKa: -3.21, -1.428, -0.37, 0.23
• pKb: 13.77, 14.37, 15.425, 17.21