disodium 4-{2-[(1E,5E)-7-[(2E)-1,1-dimethyl-3-(4-sulfonatobutyl)-1H,2H,3H-benzo[e]indol-2-ylidene]hepta-1,5-dien-1-yl]-1,1-dimethyl-1H,2H,3H-benzo[e]indol-3-yl}butane-1-sulfonate

• ChemBase ID: 167583
• Molecular Formular: C43H50N2Na2O6S2
• Molecular Mass: 800.97644
• Monoisotopic Mass: 800.29056789
• SMILES: c1cc2c(cc1)c1c(cc2)N(C(C1(C)C)/C=C/CC/C=C/C=C/1\C(c2c(N1CCCCS(=O)(=O)[O-])ccc1c2cccc1)(C)C)CCCCS(=O)(=O)[O-].[Na+].[Na+]
• Canonical SMILES: CC1(C)/C(=C\C=C\CC/C=C/C2N(CCCCS(=O)(=O)[O-])c3c(C2(C)C)c2ccccc2cc3)/N(c2c1c1ccccc1cc2)CCCCS(=O)(=O)[O-].[Na+].[Na+]
• InChI: InChI=1S/C43H52N2O6S2.2Na/c1-42(2)38(44(28-14-16-30-52(46,47)48)36-26-24-32-18-10-12-20-34(32)40(36)42)22-8-6-5-7-9-23-39-43(3,4)41-35-21-13-11-19-33(35)25-27-37(41)45(39)29-15-17-31-53(49,50)51;;/h6,8-13,18-27,39H,5,7,14-17,28-31H2,1-4H3,(H,46,47,48)(H,49,50,51);;/q;2*+1/p-2/b8-6+,23-9+,38-22+
• InChIKey: CBMKDVKRPRLGDW-GFKHGPOOSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 4-{2-[(1E,5E)-7-[(2E)-1,1-dimethyl-3-(4-sulfonatobutyl)-1H,2H,3H-benzo[e]indol-2-ylidene]hepta-1,5-dien-1-yl]-1,1-dimethyl-1H,2H,3H-benzo[e]indol-3-yl}butane-1-sulfonate
• IUPAC Traditional name: disodium 4-{2-[(1E,5E)-7-[(2E)-1,1-dimethyl-3-(4-sulfonatobutyl)benzo[e]indol-2-ylidene]hepta-1,5-dien-1-yl]-1,1-dimethyl-2H-benzo[e]indol-3-yl}butane-1-sulfonate
• Synonyms: 2-[7-[2,3-Dihydro-1,1-dimethyl-3-(4-sulfobutyl)-1H-benz[e]indol-2-yl]-2,4,6-heptatrien-1-ylidene]-1,2-dihydro-1,1-dimethyl-3H-benz[e]indole-3-butanesulfonic Acid Sodium Salt; Dihydro Indocyanine Green Sodium Salt

Database IDs

• CAS Number: 1132970-51-4
• PubChem SID: 162261716
• PubChem CID: 71316161

CALCULATED PROPERTIES

• Acid pKa: -0.8033485
• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): 4.117631
• LogD (pH = 7.4): 3.999379
• Log P: 6.6326475
• Molar Refractivity: 217.8404 cm^3
• Polarizability: 86.314735 Å^3
• Polar Surface Area: 120.88 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D448980

Hydrocyanines: a class of fluorescent sensors that can image reactive oxygen species in cell culture, tissue, and in vivo.

REFERENCES

• Mattson, M., et al.: Nature, 430, 631 (2004)
• Shepherd, J., et al.: Chem. Biol., 14, 1221 (2004)
• Winterbourn, C., et al.: Nat. Chem. Biol., 4, 278 (2004)