disodium 2-(3-sulfonato-1H-indol-2-yl)-1H-indole-3-sulfonate

• ChemBase ID: 171589
• Molecular Formular: C16H10N2Na2O6S2
• Molecular Mass: 436.36994
• Monoisotopic Mass: 435.97756661
• SMILES: c1ccc2c(c1)[nH]c(c2S(=O)(=O)[O-])c1c(c2c([nH]1)cccc2)S(=O)(=O)[O-].[Na+].[Na+]
• Canonical SMILES: [O-]S(=O)(=O)c1c2ccccc2[nH]c1c1[nH]c2c(c1S(=O)(=O)[O-])cccc2.[Na+].[Na+]
• InChI: InChI=1S/C16H12N2O6S2.2Na/c19-25(20,21)15-9-5-1-3-7-11(9)17-13(15)14-16(26(22,23)24)10-6-2-4-8-12(10)18-14;;/h1-8,17-18H,(H,19,20,21)(H,22,23,24);;/q;2*+1/p-2
• InChIKey: VZCUBSQOSBFUOH-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 2-(3-sulfonato-1H-indol-2-yl)-1H-indole-3-sulfonate
• IUPAC Traditional name: disodium 2-(3-sulfonato-1H-indol-2-yl)-1H-indole-3-sulfonate
• Synonyms: 2,2’-Biindole-3,3’-diol, Bis(hydrogen Sulfate Ester), Disodium Salt; Tinosol Blue O; Soledon Indigo LL; Soledon Indigo LLS; Solvat Blue O; Mikethrene Soluble Blue O; Cibantine Indigo; Fenanthra Blue O; Indigosol O Extra; Indigosol O Disodium Salt

Database IDs

• CAS Number: 3875-70-5
• PubChem SID: 164227499
• PubChem CID: 71749476

CALCULATED PROPERTIES

• Acid pKa: -2.0882726
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -2.732974
• LogD (pH = 7.4): -2.7329912
• Log P: 2.019811
• Molar Refractivity: 92.1238 cm^3
• Polarizability: 40.647022 Å^3
• Polar Surface Area: 145.98 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water

DETAILS

Toronto Research Chemicals - I521250

Indigosol O is an indigo dye used for cotton.

REFERENCES

• Ruggli, P., et al.: Helv. Chim. Acta, 23, 689 (1940)