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Description: Topoisomerase II inhibitor
Chemical Name: [5R-[5α,5aβ,8aα,9β(R*)]]-9-[(4,6-Ο-Ethylidene-β-D-glucopyranosyl)oxy]-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6-(5aH)-one
Purity: ≥99% (HPLC)
Biological Activity for Etoposide
Etoposide is a DNA topoisomerase II inhibitor (IC50 = 59.2 μM). Anticancer. Also enhances adeno-associated virus (AAV) transduction of HeLa cells.
Compound Libraries for Etoposide
Etoposide is also offered as part of the Tocriscreen 2.0 Max, Tocriscreen Antiviral Library, Tocriscreen Epigenetics Library and Tocriscreen FDA-Approved Drugs. Find out more about compound libraries available from Tocris.
Technical Data for Etoposide
| M. Wt | 588.56 |
| Formula | C29H32O13 |
| Storage | Store at RT |
| Purity | ≥99% (HPLC) |
| CAS Number | 33419-42-0 |
| PubChem ID | 36462 |
| InChI Key | VJJPUSNTGOMMGY-MRVIYFEKSA-N |
| Smiles | OC(C(OC)=C3)=C(OC)C=[C@@]3[C@@H]2C1=CC6=C(OCO6)C=C1[C@@H](O[C@]4([H])O[C@@](CO[C@@H](C)O7)([H])[C@]7([H])[C@H](O)[C@H]4O)[C@@H]5[C@@H]2[C@](OC5)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Etoposide
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 58.86 | 100 |
Preparing Stock Solutions for Etoposide
The following data is based on the product molecular weight 588.56. 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.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.7 mL | 8.5 mL | 16.99 mL |
| 5 mM | 0.34 mL | 1.7 mL | 3.4 mL |
| 10 mM | 0.17 mL | 0.85 mL | 1.7 mL |
| 50 mM | 0.03 mL | 0.17 mL | 0.34 mL |
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Product Datasheets for Etoposide
References for Etoposide
References are publications that support the biological activity of the product.
Burden et al (1996) Toposiomerase II.etoposide interactions direct the formation of drug-induced enzyme-DNA cleavage complexes. J.Biol.Chem. 271 29238 PMID: 8910583
Hande et al (1998) Etoposide: four decades of development of a topoisomerase II inhibitor. Eur.J.Cancer 34 1514 PMID: 9893622
Terada et al (1993) Antitumor agents.3.Synthesis and biological activity of 4β-alkyl derivatives containing hydroxy, amino, and amido groups of 4'-O-demethyl-4-desoxypodophyllotoxin as antitumor agents. J.Med.Chem. 36 1689 PMID: 8389875
Nicolson et al (2016) Identification and validation of small molecules that enhance recombinant adeno-associated virus transduction following high-throughput screens. J.Virol. 90 7019 PMID: 27147738
If you know of a relevant reference for Etoposide, please let us know.
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Keywords: Etoposide, Etoposide supplier, Topoisomerase, II, inhibitors, inhibits, DNA, Isomerases, VP16, chemotherapeutics, viral, transduction, inhibitor, Viral, Transduction, Enhancers, 1226, Tocris Bioscience
⚠ WARNING: This product can expose you to chemicals including Etoposide, which is known to the State of California to cause cancer. For more information, go to www.P65Warnings.ca.gov
4 Citations for Etoposide
Citations are publications that use Tocris products. Selected citations for Etoposide include:
Nicolson (2014) Recombinant adeno-associated virus utilizes host cell nuclear import machinery to enter the nucleus. J Virol 88 4132 PMID: 24478436
Maswadeh et al (2015) Etoposide incorporated into camel milk phospholipids liposomes shows increased activity against fibrosarcoma in a mouse model. Eur J Cancer 2015 743051 PMID: 25821817
Long et al (2019) Novel peptide dermaseptin-PS1 exhibits anticancer activity via induction of intrinsic apoptosis signalling. J Cell Mol Med 23 1300 PMID: 30461197
Li et al (2013) Transmembrane Protein 214 (TMEM214) mediates endoplasmic reticulum stress-induced caspase 4 enzyme activation and apoptosis. J Biol Chem 288 17908 PMID: 23661706
Do you know of a great paper that uses Etoposide from Tocris? Please let us know.
Reviews for Etoposide
Average Rating: 5 (Based on 2 Reviews.)
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Etoposide for inducing DSBs.
By
Xiaoyu Zhang on 06/23/2023
Assay Type: In Vitro
Species: Mouse
Cell Line/Tissue: neuronal cells
Neurons were treated with 1 uM Etoposide to induce DNA double-strand breaks (DSBs), followed by gH2ax staining to detect DSBs.
Etoposide inhibits growth of melanoma cell line at micromolar concentrations.
By
Anonymous on 02/07/2019
Assay Type: In Vitro
Species: Human
Cell Line/Tissue: SK-MEL-28
Used for killing assay for in vitro cell culture. Cells were cultured for 24 hours before the addition of the compound into the media at low micromolar concentrations (indicated by the arrow).
Literature in this Area
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Huntington's Disease Research Product Guide
This product guide provides a background to Huntington's disease research and lists around 100 products for the study of:
- Somatic Instability
- Proteolysis and Inclusion Bodies
- Transcriptional Dysregulation
- Mitochondrial Dysfunction
- Nuclear-Cytoplasmic Transport Interference
- Excitotoxicity
- Stem Cells
Cell Cycle & DNA Damage Repair Poster
In normal cells, each stage of the cell cycle is tightly regulated, however in cancer cells many genes and proteins that are involved in the regulation of the cell cycle are mutated or over expressed. This poster summarizes the stages of the cell cycle and DNA repair. It also highlights strategies for enhancing replicative stress in cancer cells to force mitotic catastrophe and cell death.