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Etoposide (Synonyms: VP-16; VP-16-213)

Catalog No.GC15617 Copy One-Click Copy Product Info

Etoposide (VP-16) is a nonspecific inhibitor of topoisomerase II with an IC50 value of 59.2μM.

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Etoposide Chemical Structure

Cas No.: 33419-42-0

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10mM (in 1mL DMSO)
$40.00
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100mg
$38.00
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200mg
$62.00
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500mg
$140.00
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Sample solution is provided at 25 µL, 10mM.



Description of Etoposide

Etoposide (VP-16) is a nonspecific inhibitor of topoisomerase II with an IC50 value of 59.2μM[1]. Etoposide inhibits DNA synthesis by inhibiting topoisomerase II activity, and can induce cell cycle arrest, apoptosis, and autophagy[2].

In vitro, treatment of HCT116 FBXW7+/+, FBXW7−/−, and p53−/− cells with Etoposide (0-1μM) for 72h inhibited cell growth in a dose-dependent manner with IC50 values of 0.945μM, 0.375μM, and 1.437μM, respectively[3]. Treatment of adherent C33a cells with Etoposide (5μM) for 48h induced marginal cell apoptosis and cell cycle G2/M arrest[4].

In vivo, Etoposide (80mg/kg) was injected intraperitoneally into adult Smc5 flox/del, Stra8-Cre cKO mice. After 8 days of exposure, spermatocyte defects were observed in the mice, with an increase in the number of enlarged round spermatids with two acrosomes and extra chromosomes [5]. Etoposide (50mg/kg) was injected intraperitoneally into mice inoculated with 3LL lung cancer cells, inducing the host immune system to recognize 3LL cells and increasing the survival rate of the mice to 60% [6].

References:
[1] Sudo K, Konno K, Shigeta S, et al. Inhibitory effects of podophyllotoxin derivatives on herpes simplex virus replication[J]. Antiviral Chemistry and Chemotherapy, 1998, 9(3): 263-267.
[2] Xu D, Cao J, Qian S, et al. 5k, a novel β-O-demethyl-epipodophyllotoxin analogue, inhibits the proliferation of cancer cells in vitro and in vivo via the induction of G2 arrest and apoptosis[J]. Investigational new drugs, 2011, 29: 786-799.
[3] Cui D, Xiong X, Shu J, et al. FBXW7 confers radiation survival by targeting p53 for degradation[J]. Cell reports, 2020, 30(2): 497-509. e4.
[4] Bristol M L, Wang X, Smith N W, et al. DNA damage reduces the quality, but not the quantity of human papillomavirus 16 E1 and E2 DNA replication[J]. Viruses, 2016, 8(6): 175.
[5] Hwang G, Verver D E, Handel M A, et al. Depletion of SMC5/6 sensitizes male germ cells to DNA damage[J]. Molecular biology of the cell, 2018, 29(25): 3003-3016.
[6] Slater L M, Stupecky M, Sweet P, et al. Etoposide induction of tumor immunity in Lewis lung cancer[J]. Cancer chemotherapy and pharmacology, 2001, 48: 327-332.

Protocol of Etoposide

Cell experiment [1]:

Cell lines

HCT116 FBXW7+/+, FBXW7−/−, p53−/− cells

Preparation Method

HCT116 FBXW7+/+, FBXW7−/− and p53−/− cells were seeded in 96-well plates at 2×103 cells per well in triplicate. Cells were treated with etoposide at 0-1μM for 72 h.

Reaction Conditions

0-1μM; 72h

Applications

Etoposide inhibited HCT116 FBXW+/+, FBXW-/-, and p53-/- in a dose-dependent manner with IC50 of 0.945 μM, 0.375 μM, and 1.437 μM, respectively.
Animal experiment [2]:

Animal models

Adult Smc5 flox/del, Stra8-Cre cKO mice

Preparation Method

Adult Smc5 flox/del, Stra8-Cre cKO and control mice were injected intraperitoneally with a single dose of etoposide (80mg/kg body weight). After injection, the mice were monitored daily before being killed at 3, 5, or 8 d after treatment.

Dosage form

80mg/kg; i.p.

Applications

Following 8d of etoposide exposure, an increase in the number of enlarged spermatids, often with two acrosomes, was observed in the Smc5 flox/del, Stra8-Cre cKO.

References:
[1] Cui D, Xiong X, Shu J, et al. FBXW7 confers radiation survival by targeting p53 for degradation[J]. Cell reports, 2020, 30(2): 497-509. e4.
[2] Hwang G, Verver D E, Handel M A, et al. Depletion of SMC5/6 sensitizes male germ cells to DNA damage[J]. Molecular biology of the cell, 2018, 29(25): 3003-3016.

Chemical Properties of Etoposide

Cas No. 33419-42-0 SDF
Synonyms VP-16; VP-16-213
Chemical Name (5S,5aR,8aR,9R)-5-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
Canonical SMILES CC1OCC2C(O1)C(C(C(O2)OC3C4COC(=O)C4C(C5=CC6=C(C=C35)OCO6)C7=CC(=C(C(=C7)OC)O)OC)O)O
Formula C29H32O13 M.Wt 588.56
Solubility ≥ 29.45mg/mL in DMSO Storage -20°C, protect from light
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Etoposide

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 1.6991 mL 8.4953 mL 16.9906 mL
5 mM 339.8 μL 1.6991 mL 3.3981 mL
10 mM 169.9 μL 849.5 μL 1.6991 mL
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In vivo Formulation Calculator (Clear solution) of Etoposide

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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL saline, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
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3. All of the above co-solvents are available for purchase on the GlpBio website.

Product Documents

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Review for Etoposide

Average Rating: 5 ★★★★★ (Based on Reviews and 15 reference(s) in Google Scholar.)

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