3,8-diamino-5-(2H5)ethyl-6-phenylphenanthridin-5-ium bromide

• ChemBase ID: 168245
• Molecular Formular: C21H20BrN3
• Molecular Mass: 394.3076
• Monoisotopic Mass: 393.08405966
• SMILES: c1c(cc2c(c1)c1c([n+](c2c2ccccc2)CC)cc(cc1)N)N.[Br-]
• Canonical SMILES: CC[n+]1c(c2ccccc2)c2cc(N)ccc2c2c1cc(N)cc2.[Br-]
• InChI: InChI=1S/C21H19N3.BrH/c1-2-24-20-13-16(23)9-11-18(20)17-10-8-15(22)12-19(17)21(24)14-6-4-3-5-7-14;/h3-13,23H,2,22H2,1H3;1H
• InChIKey: ZMMJGEGLRURXTF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,8-diamino-5-(^2H₅)ethyl-6-phenylphenanthridin-5-ium bromide
• IUPAC Traditional name: 3,8-diamino-5-(^2H₅)ethyl-6-phenylphenanthridin-5-ium bromide
• Synonyms: 3,8-Diamino-5-(ethyl-d5)-6-phenylphenanthridinium Bromide; 2,7-Diamino-10-(ethyl-d5)-9-phenylphenanthridinium Bromide; 2,7-Diamino-9-phenyl-10-(ethyl-d5)phenanthridinium Bromide; 2,7-Diamino-9-phenylphenanthridine-d5 Ethobromide; Dromilac-d5; Homidium-d5 Bromide; Ethidium-d5 Bromide

Database IDs

• PubChem SID: 162262377
• PubChem CID: 71316472

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.91901684
• LogD (pH = 7.4): -0.9133308
• Log P: -0.9132578
• Molar Refractivity: 101.9975 cm^3
• Polarizability: 41.95429 Å^3
• Polar Surface Area: 55.92 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E890702

Labelled Ethidium bromide (EtBr) (E890700). It is the most commonly used nucleic acid stain for PAGE or agarose gel electrophoresis. The fluorescence of EtBr increases 21-fold upon binding to double-stranded RNA and 25-fold on binding double-stranded DNA

REFERENCES

• Waring, M.J., et al.: J. Mol. Biol., 13, 269 (1965)
• Probst, G.S., et al.: Environ. Mutagen., 3, 11 (1965)