3,8-diamino-5-{3-[(2-{[3-(3,8-diamino-6-phenylphenanthridin-5-ium-5-yl)propyl]amino}ethyl)amino]propyl}-6-phenylphenanthridin-5-ium dichloride dihydrochloride

• ChemBase ID: 156075
• Molecular Formular: C46H50Cl4N8
• Molecular Mass: 856.7548
• Monoisotopic Mass: 854.29125436
• SMILES: c1ccc(cc1)c1c2cc(ccc2c2ccc(cc2[n+]1CCCNCCNCCC[n+]1c2cc(ccc2c2ccc(cc2c1c1ccccc1)N)N)N)N.Cl.Cl.[Cl-].[Cl-]
• Canonical SMILES: Nc1ccc2c(c1)[n+](CCCNCCNCCC[n+]1c(c3ccccc3)c3cc(N)ccc3c3c1cc(N)cc3)c(c1c2ccc(c1)N)c1ccccc1.Cl.Cl.[Cl-].[Cl-]
• InChI: InChI=1S/C46H46N8.4ClH/c47-33-13-17-37-39-19-15-35(49)29-43(39)53(45(41(37)27-33)31-9-3-1-4-10-31)25-7-21-51-23-24-52-22-8-26-54-44-30-36(50)16-20-40(44)38-18-14-34(48)28-42(38)46(54)32-11-5-2-6-12-32;;;;/h1-6,9-20,27-30,49-52H,7-8,21-26,47-48H2;4*1H
• InChIKey: ZKAJUKABUUJRLB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,8-diamino-5-{3-[(2-{[3-(3,8-diamino-6-phenylphenanthridin-5-ium-5-yl)propyl]amino}ethyl)amino]propyl}-6-phenylphenanthridin-5-ium dichloride dihydrochloride
• IUPAC Traditional name: 3,8-diamino-5-{3-[(2-{[3-(3,8-diamino-6-phenylphenanthridin-5-ium-5-yl)propyl]amino}ethyl)amino]propyl}-6-phenylphenanthridin-5-ium dichloride dihydrochloride
• Synonyms: EtDi; EthD-1; Ethidium homodimer; Phenanthridinium, 5,5′-[1,2-ethanediylbis(imino-3,1-propanediyl)]bis(3, 8-diamino-6-phenyl)-,dichloride,dihydrochloride; Ethidium homodimer I solution

Database IDs

• CAS Number: 61926-22-5
• EC Number: 263-325-9; 200-664-3
• MDL Number: MFCD00210948
• PubChem SID: 24869695; 162250213; 24894444
• PubChem CID: 12328897

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 6
• LogD (pH = 5.5): -7.580555
• LogD (pH = 7.4): -5.394448
• Log P: -3.3205438
• Molar Refractivity: 227.7084 cm^3
• Polarizability: 93.361855 Å^3
• Polar Surface Area: 135.9 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: red
• Melting Point: ≥250 °C(lit.)
• Flash Point: 185 °F; 85 °C
• Fluorescence: λex 528 nm; λem 617 nm in TE buffer; DNA

Safety Information

• European Hazard Symbols: Corrosive (C)
• German water hazard class: 1; 3
• Risk Statements: 14-34-40
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H261-H314-H351
• GHS Precautionary statements: P231 + P232-P280-P305 + P351 + P338-P310-P422
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Storage Temperature: -20°C

Product Information

• Purity: ~90% (HPCE); ≥95%
• Concentration: 2 mM in DMSO
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C46H50Cl4N8

DETAILS

Sigma Aldrich - 46043

Application
Staining dye for ssDNA, dsDNA, RNA, oligonucleotides, and triplex DNA. It will not cross intact cell membranes and can be used to test cell viability.
Other Notes
Reagent for the fluorimetric detection of nucleic acids1

Sigma Aldrich - E1903

Application
Stains ssDNA, dsDNA, RNA, oligonucleotides, and triplex DNA structures.
Used to detect DNA in solution.
Biochem/physiol Actions
One molecule of EthD-1 will non-selectively bind four base pairs in dsDNA.