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Hoechst 33258 (trihydrochloride)

CAT: 0804-HY-15558A-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-15558A-01Size:25 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Hoechst 33258 trihydrochloride is a marker dye in Hoechst series. Hoechst is A live nuclear marker dye. Hoechst binds to the grooves in the DNA double strand, which tends to be A/ T-rich DNA strand. Although it binds to all nucleic acids, the A/ T-rich double strand DNA significantly enhances fluorescence intensity Therefore, Hoechst dye can be used for living cell labeling. The fluorescence intensity of Hoechst dye increases with the increase of pH of solution[1].
CAS Number
23491-45-4
Product Name Alternative
BisBenzimide H 33258 trihydrochloride; H 33258 trihydrochloride
UNSPSC
12171500
Hazard Statement
H302, H315, H319, H335
Target
Fluorescent Dye
Type
Dye Reagents
Related Pathways
Others
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/Hoechst_33258_trihydrochloride.html
Concentration
10mM
Purity
99.71
Solubility
DMSO : 100 mg/mL (ultrasonic) |H2O : 12.5 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
OC1=CC=C(C2=NC3=CC=C(C4=NC5=CC=C(N6CCN(C)CC6)C=C5N4)C=C3N2)C=C1.[H]Cl.[H]Cl.[H]Cl
Molecular Formula
C25H27Cl3N6O
Molecular Weight
533.88
Precautions
H302, H315, H319, H335
References & Citations
[1]Wang XJ, et al. Newly synthesized bis-benzimidazole derivatives exerting anti-tumor activity through inductionof apoptosis and autophagy. Bioorg Med Chem Lett. 2012 Oct 1;22 (19) :6297-300.|[2]Stolić I, et al. Synthesis, DNA/RNA affinity and antitumour activity of new aromatic diamidines linked by 3,4-ethylenedioxythiophene. Eur J Med Chem. 2011 Feb;46 (2) :743-55.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture and light)
Scientific Category
Dye Reagents
Clinical Information
No Development Reported
Citation 01
Linkoping University. 2025.|Acta Biochim Biophys Sin (Shanghai) . 2019 Aug 5;51 (8) :814-825. |Authorea. 2025 Sep 20.|Biochem Biophys Res Commun. 2020 Jun 30;527 (3) :805-810.|Biochem Biophys Res Commun. 2025 Apr 6:762:151769.|Biochem Cell Biol. 2021 Aug;99 (4) :403-413.|BIOTECHNOLOGY BULLETIN 2018, 34 (12) :172-178|Cancer Manag Res. 2020 Sep 25;12:9097-9111.|Cancer Manag Res. 2020 Sep 28;12:9197-9209.|Chem Eng J. 365 (2019) 270-281.|Discov Oncol. 2025 Feb 18;16 (1) :199.|Food Biosci. 11 December 2021, 101501.|Int Immunopharmacol. 2023 Jun:119:110136.|Int J Biochem Cell Biol. 2017 Mar:84:75-88.|J Cell Biochem. 2019 Jun;120 (6) :9181-9192.|Nat Commun. 2020 Feb 5;11 (1) :719.|Phytomedicine. 2025 Jul:142:156632.|Research Square Preprint. 2020 Jun.|Virulence. 2022 Dec;13 (1) :444-457.

Chemical Information

Bisbenzimidazole Trihydrochloride
CAS Number23491-45-4
PubChem CID31953
IUPAC Name4-[6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazol-2-yl]phenol;trihydrochloride
Molecular FormulaC25H27Cl3N6O
Molecular Weight533.9
Topological Polar Surface Area84.1
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Heavy Atom Count35
Formal Charge0
Complexity634
SMILES
CN1CCN(CC1)C2=CC3=C(C=C2)N=C(N3)C4=CC5=C(C=C4)N=C(N5)C6=CC=C(C=C6)O.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
InChIKey
SMNPLAKEGAEPJD-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Bisbenzimidazole Trihydrochloride
CAS: 23491-45-4
CID: 31953
Formula: C25H27Cl3N6O
MW: 533.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight533.9
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Exact Mass532.131193
Monoisotopic Mass532.131193
Topological Polar Surface Area84.1 Ų
Heavy Atom Count35
Formal Charge0
Complexity634
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count4
Compound Is CanonicalizedYes

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