potassium 1-ethyl-2-[(1E)-3-[(2E)-1-ethyl-3,3-dimethyl-5-sulfonato-2,3-dihydro-1H-indol-2-ylidene]prop-1-en-1-yl]-3,3-dimethyl-3H-indol-1-ium-5-sulfonate

• ChemBase ID: 165073
• Molecular Formular: C27H31KN2O6S2
• Molecular Mass: 582.77314
• Monoisotopic Mass: 582.1260604
• SMILES: c1c(cc2c(c1)[N+](=C(C2(C)C)/C=C/C=C/1\C(c2c(N1CC)ccc(c2)S(=O)(=O)[O-])(C)C)CC)S(=O)(=O)[O-].[K+]
• Canonical SMILES: CCN1c2ccc(cc2C(/C/1=C\C=C\C1=[N+](CC)c2c(C1(C)C)cc(cc2)S(=O)(=O)[O-])(C)C)S(=O)(=O)[O-].[K+]
• InChI: InChI=1S/C27H32N2O6S2.K/c1-7-28-22-14-12-18(36(30,31)32)16-20(22)26(3,4)24(28)10-9-11-25-27(5,6)21-17-19(37(33,34)35)13-15-23(21)29(25)8-2;/h9-17H,7-8H2,1-6H3,(H-,30,31,32,33,34,35);/q;+1/p-1
• InChIKey: NCSHBPPBHPXBJE-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium 1-ethyl-2-[(1E)-3-[(2E)-1-ethyl-3,3-dimethyl-5-sulfonato-2,3-dihydro-1H-indol-2-ylidene]prop-1-en-1-yl]-3,3-dimethyl-3H-indol-1-ium-5-sulfonate
• IUPAC Traditional name: potassium 1-ethyl-2-[(1E)-3-[(2E)-1-ethyl-3,3-dimethyl-5-sulfonatoindol-2-ylidene]prop-1-en-1-yl]-3,3-dimethylindol-1-ium-5-sulfonate
• Synonyms: 1-Ethyl-2-[3-(1-ethyl-1,3-dihydro-3,3-dimethyl-5-sulfo-2H-indol-2-ylidene)-1-propen-1-yl]-3,3-dimethyl-5-sulfo-3H-indolium Inner Salt Potassium Salt; Cyanine 3 Bisethyl Dye Potassium Salt

Database IDs

• CAS Number: 474972-41-3
• PubChem SID: 162259206
• PubChem CID: 71315026

CALCULATED PROPERTIES

• Acid pKa: -3.3447716
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 1.7528913
• LogD (pH = 7.4): 1.7525809
• Log P: 3.058108
• Molar Refractivity: 157.6951 cm^3
• Polarizability: 56.69529 Å^3
• Polar Surface Area: 120.65 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C958800

An intermediate for fluorescent trimethine sulfoindocyanine dye preparation.

REFERENCES

• Mujumdar, R., et al.: Bioconjugate Chem., 4, 105 (1993)
• Yu, H., et al.: Nucleic Acids Res., 22, 3226 (1993)