5,6-dichloro-2-{3-[(2E)-5,6-dichloro-1,3-diethyl-2,3-dihydro-1H-1,3-benzodiazol-2-ylidene]prop-1-en-1-yl}-1,3-diethyl-1H-1,3-benzodiazol-3-ium iodide

• ChemBase ID: 155689
• Molecular Formular: C25H27Cl4IN4
• Molecular Mass: 652.22515
• Monoisotopic Mass: 650.0034556
• SMILES: CCn1c2cc(c(cc2[n+](c1/C=C/C=c\1/n(c2cc(c(cc2n1CC)Cl)Cl)CC)CC)Cl)Cl.[I-]
• Canonical SMILES: CCn1/c(=C/C=C/c2n(CC)c3c([n+]2CC)cc(c(c3)Cl)Cl)/n(c2c1cc(Cl)c(c2)Cl)CC.[I-]
• InChI: InChI=1S/C25H27Cl4N4.HI/c1-5-30-20-12-16(26)17(27)13-21(20)31(6-2)24(30)10-9-11-25-32(7-3)22-14-18(28)19(29)15-23(22)33(25)8-4;/h9-15H,5-8H2,1-4H3;1H/q+1;/p-1
• InChIKey: FYNNIUVBDKICAX-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,6-dichloro-2-{3-[(2E)-5,6-dichloro-1,3-diethyl-2,3-dihydro-1H-1,3-benzodiazol-2-ylidene]prop-1-en-1-yl}-1,3-diethyl-1H-1,3-benzodiazol-3-ium iodide
• IUPAC Traditional name: 5,6-dichloro-2-{3-[(2E)-5,6-dichloro-1,3-diethyl-1,3-benzodiazol-2-ylidene]prop-1-en-1-yl}-1,3-diethyl-1,3-benzodiazol-1-ium iodide
• Synonyms: 5,5′,6,6′-Tetrachloro-1,1′,3,3′-tetraethyl-imidacarbocyanine iodide; 5,5′,6,6′-Tetrachloro-1,1′,3,3′-tetraethylbenzimidazolocarbocyanine iodide; CBIC2(3); JC-1

Database IDs

• CAS Number: 3520-43-2
• MDL Number: MFCD00188475
• PubChem SID: 24865598; 24900193; 162249827
• PubChem CID: 5492929

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.280738
• LogD (pH = 7.4): 4.280741
• Log P: 4.2807417
• Molar Refractivity: 165.093 cm^3
• Polarizability: 55.096893 Å^3
• Polar Surface Area: 15.29 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid
• Fluorescence: λex 520 nm; λem 596 nm in 0.1 M Tris pH 8.0

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥90% (HPCE)
• Empirical Formula (Hill Notation): C25H27Cl4IN4

DETAILS

Sigma Aldrich - T4069

Application
A dual-emission potential-sensitive probe that can be used to measure mitochondrial membrane potential. JC-1 is a green-fluorescent (λex 520 nm) monomer at low membrane potential. At higher potentials, JC-1 forms red-fluorescent (λem 596 nm ) "J-aggregates," which exhibit broad excitation and very narrow emission spectra. The ratio of red to green fluorescence of JC-1 is dependent only on membrane potential, and not influenced by mitochondrial size, shape, or density.

Sigma Aldrich - 40882

Application
A dual-emission potential-sensitive probe that can be used to measure mitochondrial membrane potential. JC-1 is a green-fluorescent (λex 520 nm) monomer at low membrane potential. At higher potentials, JC-1 forms red-fluorescent (λem 596 nm ) "J-aggregates," which exhibit broad excitation and very narrow emission spectra. The ratio of red to green fluorescence of JC-1 is dependent only on membrane potential, and not influenced by mitochondrial size, shape, or density.