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MedKoo Cat#: 530376 | Name: HOE-33342 HCl
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

HOE 33342, also known as Hoechst 33342, HO342, is a Benzimidazole fluorescent dye and a Cell permeable fluorescent DNA stain; binds minor groove of AT-rich regions. HOE 33342 trihydrochloride is used to quantify DNA in viable cells.

Chemical Structure

HOE-33342 HCl
HOE-33342 HCl
CAS#875756-97-1 (3HCl)

Theoretical Analysis

MedKoo Cat#: 530376

Name: HOE-33342 HCl

CAS#: 875756-97-1 (3HCl)

Chemical Formula: C27H31Cl3N6O

Exact Mass: 0.0000

Molecular Weight: 561.94

Elemental Analysis: C, 57.71; H, 5.56; Cl, 18.93; N, 14.96; O, 2.85

Price and Availability

Size Price Availability Quantity
100mg USD 450.00 2 Weeks
200mg USD 750.00 2 Weeks
500mg USD 1,050.00 2 Weeks
1g USD 1,850.00 2 Weeks
2g USD 2,950.00 2 Weeks
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Related CAS #
23491-52-3 (free base) 875756-97-1 (3HCl)
Synonym
HOE 33342 trihydrochloride; Hoechst-33342; Hoechst33342; Hoechst 33342; HO342; HO 342; HO-342; NSC 334072; NSC334072; NSC-334072
IUPAC/Chemical Name
2'-(4-Ethoxyphenyl)-5-(4-methyl-1-piperazinyl)-2,5'-bi-1H-benzimidazole trihydrochloride
InChi Key
JABNPSKWVNCGMX-UHFFFAOYSA-N
InChi Code
InChI=1S/C27H28N6O.3ClH/c1-3-34-21-8-4-18(5-9-21)26-28-22-10-6-19(16-24(22)30-26)27-29-23-11-7-20(17-25(23)31-27)33-14-12-32(2)13-15-33;;;/h4-11,16-17H,3,12-15H2,1-2H3,(H,28,30)(H,29,31);3*1H
SMILES Code
CN1CCN(C2=CC=C3C(N=C(C4=CC=C5C(N=C(C6=CC=C(OCC)C=C6)N5)=C4)N3)=C2)CC1.[H]Cl.[H]Cl.[H]Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Hoechst 33342 is a DNA minor groove binder used fluorochrome for visualizing cellular DNA.
In vitro activity:
These results clearly demonstrate that the radiosensitizing effects of the ligand, Hoechst 33342, are indeed heterogeneous among different human tumor cell lines. The radiaosensitization is p53 independent and accompanied by enhanced mitotic death (linked to cytogenetic damage) as well as induction of cyclin B1 mediated apoptosis. Reference: J Cancer Res Ther. 2005 Jul-Sep;1(3):151-61. https://pubmed.ncbi.nlm.nih.gov/17998647/
In vivo activity:
Preleptotene spermatocytes, spermatocyte I, spermatocyte II, and round and elongated spermatids were discriminated by Hoechst 33342 staining. Hoechst 33342 staining of viable germinal cells constitutes a valuable tool to study normal and impaired mouse adult spermatogenesis or to isolate viable cells from various differentiation stages for studies of molecular mechanisms regulating spermatogenesis. Reference: Cytometry A. 2005 May;65(1):40-9. https://pubmed.ncbi.nlm.nih.gov/15779065/
Solvent mg/mL mM
Solubility
DMSO 10.0 17.80
Water 45.5 80.97
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 561.94 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Neuberger A, van Veen HW. Hoechst 33342 Is a Hidden "Janus" amongst Substrates for the Multidrug Efflux Pump LmrP. PLoS One. 2015 Nov 5;10(11):e0141991. doi: 10.1371/journal.pone.0141991. PMID: 26540112; PMCID: PMC4634932. 2. Adhikari JS, Khaitan D, Arya MB, Dwarakanath BS. Heterogeneity in the radiosensitizing effects of the DNA ligand hoechst-33342 in human tumor cell lines. J Cancer Res Ther. 2005 Jul-Sep;1(3):151-61. doi: 10.4103/0973-1482.19595. PMID: 17998647. 3. Kim MC, D'Costa S, Suter S, Kim Y. Evaluation of a side population of canine lymphoma cells using Hoechst 33342 dye. J Vet Sci. 2013;14(4):481-6. doi: 10.4142/jvs.2013.14.4.481. Epub 2013 Jun 30. PMID: 23820219; PMCID: PMC3885743. 4. Bastos H, Lassalle B, Chicheportiche A, Riou L, Testart J, Allemand I, Fouchet P. Flow cytometric characterization of viable meiotic and postmeiotic cells by Hoechst 33342 in mouse spermatogenesis. Cytometry A. 2005 May;65(1):40-9. doi: 10.1002/cyto.a.20129. PMID: 15779065.
In vitro protocol:
1. Neuberger A, van Veen HW. Hoechst 33342 Is a Hidden "Janus" amongst Substrates for the Multidrug Efflux Pump LmrP. PLoS One. 2015 Nov 5;10(11):e0141991. doi: 10.1371/journal.pone.0141991. PMID: 26540112; PMCID: PMC4634932. 2. Adhikari JS, Khaitan D, Arya MB, Dwarakanath BS. Heterogeneity in the radiosensitizing effects of the DNA ligand hoechst-33342 in human tumor cell lines. J Cancer Res Ther. 2005 Jul-Sep;1(3):151-61. doi: 10.4103/0973-1482.19595. PMID: 17998647.
In vivo protocol:
1. Kim MC, D'Costa S, Suter S, Kim Y. Evaluation of a side population of canine lymphoma cells using Hoechst 33342 dye. J Vet Sci. 2013;14(4):481-6. doi: 10.4142/jvs.2013.14.4.481. Epub 2013 Jun 30. PMID: 23820219; PMCID: PMC3885743. 2. Bastos H, Lassalle B, Chicheportiche A, Riou L, Testart J, Allemand I, Fouchet P. Flow cytometric characterization of viable meiotic and postmeiotic cells by Hoechst 33342 in mouse spermatogenesis. Cytometry A. 2005 May;65(1):40-9. doi: 10.1002/cyto.a.20129. PMID: 15779065.
1: Zhang HH, Gu GL, Zhang XY, Li FZ, Ding L, Fan Q, Wu R, Shi W, Wang XY, Chen L, Wei XM, Yuan XY. Primary analysis and screening of microRNAs in gastric cancer side population cells. World J Gastroenterol. 2015 Mar 28;21(12):3519-26. doi: 10.3748/wjg.v21.i12.3519. PubMed PMID: 25834316; PubMed Central PMCID: PMC4375573. 2: Gonzalez JM Jr, Ammar MJ, Ko MK, Tan JC. Optimizing two-photon multiple fluorophore imaging of the human trabecular meshwork. Mol Vis. 2016 Mar 2;22:203-12. PubMed PMID: 27122962; PubMed Central PMCID: PMC4835224. 3: Neuberger A, van Veen HW. Hoechst 33342 Is a Hidden "Janus" amongst Substrates for the Multidrug Efflux Pump LmrP. PLoS One. 2015 Nov 5;10(11):e0141991. doi: 10.1371/journal.pone.0141991. PubMed PMID: 26540112; PubMed Central PMCID: PMC4634932. 4: Moussavi-Harami SF, Mladinich KM, Sackmann EK, Shelef MA, Starnes TW, Guckenberger DJ, Huttenlocher A, Beebe DJ. Microfluidic device for simultaneous analysis of neutrophil extracellular traps and production of reactive oxygen species. Integr Biol (Camb). 2016 Feb;8(2):243-52. doi: 10.1039/c5ib00225g. PubMed PMID: 26805445; PubMed Central PMCID: PMC4776335. 5: Yokoyama H, Funaguma N, Kobayashi S. In Vitro Inactivation of Kudoa septempunctata Spores Infecting the Muscle of Olive Flounder Paralichthys olivaceus. Foodborne Pathog Dis. 2016 Jan;13(1):21-7. doi: 10.1089/fpd.2015.2003. PubMed PMID: 26540185. 6: Singh MS, Juvale K, Wiese M, Lamprecht A. Evaluation of dual P-gp-BCRP inhibitors as nanoparticle formulation. Eur J Pharm Sci. 2015 Sep 18;77:1-8. doi: 10.1016/j.ejps.2015.04.027. PubMed PMID: 25976226. 7: Jeong HS, Ryoo IG, Kwak MK. Regulation of the expression of renal drug transporters in KEAP1-knockdown human tubular cells. Toxicol In Vitro. 2015 Aug;29(5):884-92. doi: 10.1016/j.tiv.2015.03.013. PubMed PMID: 25841332. 8: Bodek G, Bukowska J, Wisniewska J, Ziecik AJ. Evidence for the presence of stem/progenitor cells in porcine endometrium. Mol Reprod Dev. 2015 Mar;82(3):182-90. doi: 10.1002/mrd.22459. PubMed PMID: 25652177. 9: Ekstrand M, Gustafsson Trajkovska M, Perman-Sundelin J, Fogelstrand P, Adiels M, Johansson M, Mattsson-Hultén L, Borén J, Levin M. Imaging of Intracellular and Extracellular ROS Levels in Atherosclerotic Mouse Aortas Ex Vivo: Effects of Lipid Lowering by Diet or Atorvastatin. PLoS One. 2015 Jun 22;10(6):e0130898. doi: 10.1371/journal.pone.0130898. PubMed PMID: 26098110; PubMed Central PMCID: PMC4476734. 10: Frändberg S, Boreström C, Li S, Fogelstrand L, Palmqvist L. Exploring the heterogeneity of the hematopoietic stem and progenitor cell pool in cord blood: simultaneous staining for side population, aldehyde dehydrogenase activity, and CD34 expression. Transfusion. 2015 Jun;55(6):1283-9. doi: 10.1111/trf.13013. PubMed PMID: 25647229. 11: Haslam IS, El-Chami C, Faruqi H, Shahmalak A, O'Neill CA, Paus R. Differential expression and functionality of ATP-binding cassette transporters in the human hair follicle. Br J Dermatol. 2015 Jun;172(6):1562-72. doi: 10.1111/bjd.13549. PubMed PMID: 25418064. 12: Kumar V, Prasad B, Patilea G, Gupta A, Salphati L, Evers R, Hop CE, Unadkat JD. Quantitative transporter proteomics by liquid chromatography with tandem mass spectrometry: addressing methodologic issues of plasma membrane isolation and expression-activity relationship. Drug Metab Dispos. 2015 Feb;43(2):284-8. doi: 10.1124/dmd.114.061614. PubMed PMID: 25488931. 13: Wang L, Zhang Y, Asakawa T, Li W, Han S, Li Q, Xiao B, Namba H, Lu C, Dong Q. Neuroprotective effect of neuroserpin in oxygen-glucose deprivation- and reoxygenation-treated rat astrocytes in vitro. PLoS One. 2015 Apr 13;10(4):e0123932. doi: 10.1371/journal.pone.0123932. PubMed PMID: 25874935; PubMed Central PMCID: PMC4395230. 14: Sauvat A, Wang Y, Segura F, Spaggiari S, Müller K, Zhou H, Galluzzi L, Kepp O, Kroemer G. Quantification of cellular viability by automated microscopy and flow cytometry. Oncotarget. 2015 Apr 20;6(11):9467-75. PubMed PMID: 25816366; PubMed Central PMCID: PMC4496231. 15: Andre MC, Witte KE, Hoerrmann RA, Schmitt A, Handgretinger R, Ebinger M. Hoechst 33342 Staining Identifies the Progenitor Side Population in NOD.Cg-PrkdcscidIL2rgtmWjl/Sz Mice Harboring Pediatric Leukemias. In Vivo. 2015 Nov-Dec;29(6):661-9. PubMed PMID: 26546522. 16: Khan IS, Ehtesham M. Isolation and characterization of stem cells from human central nervous system malignancies. Adv Exp Med Biol. 2015;853:33-47. doi: 10.1007/978-3-319-16537-0_3. Review. PubMed PMID: 25895706. 17: Whalen KE, Poulson-Ellestad KL, Deering RW, Rowley DC, Mincer TJ. Enhancement of antibiotic activity against multidrug-resistant bacteria by the efflux pump inhibitor 3,4-dibromopyrrole-2,5-dione isolated from a Pseudoalteromonas sp. J Nat Prod. 2015 Mar 27;78(3):402-12. doi: 10.1021/np500775e. PubMed PMID: 25646964. 18: Cepeda DE, Hains L, Li D, Bull J, Lentz SI, Kennedy RT. Experimental evaluation and computational modeling of tissue damage from low-flow push-pull perfusion sampling in vivo. J Neurosci Methods. 2015 Mar 15;242:97-105. doi: 10.1016/j.jneumeth.2015.01.019. Review. PubMed PMID: 25614385; PubMed Central PMCID: PMC4331210. 19: Lammertink B, Deckers R, Storm G, Moonen C, Bos C. Duration of ultrasound-mediated enhanced plasma membrane permeability. Int J Pharm. 2015 Mar 30;482(1-2):92-8. doi: 10.1016/j.ijpharm.2014.12.013. PubMed PMID: 25497443. 20: Balao da Silva CM, Ortega Ferrusola C, Gallardo Bolaños JM, Plaza Dávila M, Martín-Muñoz P, Morrell JM, Rodriguez Martínez H, Peña FJ. Effect of overnight staining on the quality of flow cytometric sorted stallion sperm: comparison with tradtitional protocols. Reprod Domest Anim. 2014 Dec;49(6):1021-7. doi: 10.1111/rda.12431. PubMed PMID: 25307718.