• Skip to primary navigation
  • Skip to main content
  • Skip to footer

LKT Labs

Biochemicals for Life Science Research

  • Products
    • New Products
    • Cancer Biology
    • Cardiovascular
    • Endocrine Signaling and Immunology
    • Metabolic and GI Pathology
    • Microbiology
    • Natural Products
    • Neuroscience
    • Peptides
    • Pharmaceutical Impurities and Derivatives
    • Stem Cell Modulators
  • Services
    • Custom Synthesis
    • Natural Product Isolation
    • Analytical Services
  • Int’l Distributors
  • Support
    • About LKT Labs
    • General Inquiry
    • Bulk Quote Request
    • Document Request
    • Technical Support
    • Catalog Request
    • Product Flyers
  • Contact Us
  • Cart
  • Login / Register
Etoposide

Etoposide

Product ID E7657
Cas No. 33419-42-0
Purity ≥98%
Product Unit SizeCostQuantityStock
25 mg $66.40 In stock
100 mg $123.10 In stock
500 mg $322.10 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Etoposide is a derivative of epipodophyllotoxin that acts as an anticancer chemotherapeutic and immunomodulatory compound, inhibiting DNA topoisomerase II and preventing DNA repair. In breast cancer cells, etoposide increases phosphorylation of p38 MAPK and CHK2 and decreases expression of fragile histidin triad (FHIT), causing cell death. In hepatoma cells, etoposide induces mixed modes of programmed cell death, including both autophagy and apoptosis. In leukemia cells, etoposide increases transcription of PKCδ. Etoposide is also used to treat hemophagocytic lymphohistiocytosis (HLH), in which it decreases release of pro-inflammatory cytokines and inhibits activated T cells, increasing survival rates.

Semi-synthetic material. Epipodophyllotoxin from podophyllum versipelle Hance.

Product Info

Cas No.

33419-42-0

Purity

≥98%

Formula

C29H32O13

Formula Wt.

588.56

Chemical Name

9-[(4,6-O-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

IUPAC 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

Synonym

EPEG, Lastet, Vepesid, 4'-Demethylepipodophyllotoxin-4,6-ethylidene-beta-D-glucopyranoside

Melting Point

236-251°C, 265-270°C

Solubility

Slightly soluble in ethanol or chloroform. Practically insoluble in water.

Appearance

White Crystal Powder

Shipping and Storage

Store Temp

Ambient

Ship Temp

Ambient

Downloads

MSDS

E7657 MSDS PDF

Info Sheet

E7657 Info Sheet PDF

References

Johnson TS, Terrell CE, Millen SH, et al. Etoposide selectively ablates activated T cells to control the immunoregulatory disorder hemophagocytic lymphohistiocytosis. J Immunol. 2014 Jan 1;192(1):84-91. PMID: 24259502.

Mir Mohammadrezaei F, Mohseni kouchesfehani H, Montazeri H, et al. Signaling crosstalk of FHIT, CHK2 and p38 in etoposide induced growth inhibition in MCF-7 cells. Cell Signal. 2013 Jan;25(1):126-32. PMID: 23000346.

Yoo SH, Yoon YG, Lee JS, et al. Etoposide induces a mixed type of programmed cell death and overcomes the resistance conferred by Bcl-2 in Hep3B hepatoma cells. Int J Oncol. 2012 Oct;41(4):1443-54. PMID: 22895528.

Shin SY, Kim CG, Ko J, et al. Transcriptional and post-transcriptional regulation of the PKC delta gene by etoposide in L1210 murine leukemia cells: implication of PKC delta autoregulation. J Mol Biol. 2004 Jul 16;340(4):681-93. PMID: 15223313.

Mizumoto K, Rothman RJ, Farber JL. Programmed cell death (apoptosis) of mouse fibroblasts is induced by the topoisomerase II inhibitor etoposide. Mol Pharmacol. 1994 Nov;46(5):890-5. PMID: 7969076.

Nissen NI, Dombernowsky P, Hansen HH, et al. The epipodophyllotoxin derivatives VM-26 and VP-16-213, 1976-1979, a review. Recent Results Cancer Res. 1980;74:98-106. PMID: 7003663.

Marcon L, Zhang X, Hales BF, et al. Effects of chemotherapeutic agents for testicular cancer on rat spermatogonial stem/progenitor cells. J Androl. 2011 Jul-Aug;32(4):432-443. PMID: 21088230.

Li Z, Sun B, Clewell RA, et al. Dose-response modeling of etoposide-induced DNA damage response. Toxicol Sci. 2014 Feb;137(2):371-384. PMID: 24241721.

Zhang F, Koh GY, Hollingsworth J, et al. Reformulation of etoposide with solubility-enhancing rubusoside. Int J Pharm. 2012 Sep 15;434(1-2):453-459. PMID: 22698860.

Custom Order

  • Size of single unit expressed as number (e.g. '500' in the case of 500 mg)
  • Total quantity of unit size desired (e.g. '10' in the case of 10 x 500 mg). If only one unit is desired, you may leave this blank.
  • This field is for validation purposes and should be left unchanged.

Related Products

  • J5237

    JNJ-26854165

    MDM2 inhibitor.

    ≥98%
  • E537335

    Enniatin B1

    Mycotoxin contaminant found in cereal grains.

    ≥98%
  • C0170

    N-(4-Carbethoxyphenyl)retinamide

    Retinoid, differentiation inducer.

    ≥98%
  • A1370

    Adrenomedullin (22-52), human

    Endogenous peptide hormone, involved in cell gr...

    ≥95%
  • T0098

    10-Deacetyltaxol C

    Diterpene found in Taxus; potential microtubule...

    ≥97%
  • M3576

    Mitotane

    Diphenylmethane, inhibits secretion of cortisol...

    ≥98%
  • L0400

    LB-100

    PP2A inhibitor.

    ≥98%
  • C324091

    Ciclesonide

    Corticosteroid

    ≥98%
  • B177550

    Benzbromarone

    Non-competitive inhibitor of xanthine oxidase.<...

    ≥99%
  • A0822

    N-Acetyl-S-(N-methylsulfinylbutylthiocarbamoyl)-L-cysteine

    Sulforaphane-cysteine conjugate.

    ≥98%
  • P2508

    Phenethyl Isothiocyanate

    ITC found in cruciferous vegetables.

    ≥99%
  • D564088

    10-Acetyl Docetaxel

    Docetaxel impurity

    ≥98%
  • V9228

    VX-765

    NLRP3 and caspase-1 inhibitor.

    ≥98%
  • P327211

    Pifithrin-α Hydrobromide

    p53 inhibitor

    ≥98%
  • R1627

    Regorafenib Anhydrous

    Multikinase inhibitor.

    ≥99%
  • P4780

    Plumbagin

    Naphthoquinone found in Plumbago.

    ≥98%
  • A9603

    5-Aza-2′-deoxycytidine

    Nucleoside (deoxycytidine) analog; DNMT inhibit...

    ≥98%
  • N8460

    NVP-BHG712

    EphB4 inhibitor.

    ≥98%
  • P0278

    Patulin

    Mycotoxin produced by Penicillum and Aspergillu...

    ≥98%
  • A5287

    Angiotensinogen (1-14), human

    Peptide fragment, renin substrate, precursor to...

    ≥95%

Footer

  • Contact Us
  • About Us
  • Site Map
  • Terms and Conditions
LKT Laboratories, Inc.
545 Phalen Blvd.
St. Paul MN, 55130

Ph: (888)-558-5227
Fax: (888)-558-7329

©2025 LKT Laboratories, All Rights Reserved - Products for research use only