Hoechst 33258

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Hoechst 33258

Hoechst 33258 | 23491-45-4

Catelog Number A19-0041
Category DNA Stains
Molecular Formula C25H24N6O·3HCl
Molecular Weight 533.9
Catalog Number Size Price Quantity
A19-0041 -- $--

Product Introduction

Hoechst 33258 is a cell-permeable, benzimidazole DNA dye with preference for adenine and thymine-rich sequences. It emits blue fluorescence (excitation 352 nm/emission maximum 461 nm) when bound to DNA in either live or fixed cells.

Chemical Information

Synonyms Pibenzimol Hydrochloride; HOE 33258; 4-[6-(4-methyl-1-piperazinyl)[2,6'-bi-1H-benzimidazol]-2'-yl]-phenol trihydrochloride
Purity ≥95%
IUPAC Name 4-[6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazol-2-yl]phenol;trihydrochloride
Canonical SMILES CN1CCN(CC1)C2=CC3=C(C=C2)N=C(N3)C4=CC5=C(C=C4)NC(=C6C=CC(=O)C=C6)N5.Cl.Cl.Cl
InChI InChI=1S/C25H24N6O.3ClH/c1-30-10-12-31(13-11-30)18-5-9-21-23(15-18)29-25(27-21)17-4-8-20-22(14-17)28-24(26-20)16-2-6-19(32)7-3-16;;;/h2-9,14-15,32H,10-13H2,1H3,(H,26,28)(H,27,29);3*1H
InChI Key SMNPLAKEGAEPJD-UHFFFAOYSA-N
Solubility Soluble to 20 mM in DMSO and to 100 mM in water.
Appearance Yellow Solid

Product Specification

Excitation 352 nm
Emission 461 nm
Storage Store at -20°C
Application A benzimidazole antifilarial agent; it is fluorescent when it binds to certain nucleotides in DNA, thus providing a tool for the study of DNA replication; it also interferes with mitosis.
Signal Warning
GHS Hazard Statements H302 (85.11%): Harmful if swallowed [Warning Acute toxicity, oral] H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Precautionary Statement Codes P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.)

Computed Properties

Hydrogen Bond Donor Count 6
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 3
Exact Mass 532.131193 g/mol
Monoisotopic Mass 532.131193 g/mol
Topological Polar Surface Area 84.1Ų
Heavy Atom Count 35
Formal Charge 0
Complexity 634
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 4
Compound Is Canonicalized Yes

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