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Etoposide

SKU
E-2004
  • CAS:33419-42-0
  • Formula:C29H32O13
  • MW:588.6 Da
  • Appearance:White solid
  • Purity:≥98%
Product Name Qty
Etoposide
100 mg
$67.81
Etoposide
500 mg
$260.85
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Description

Etoposide is a Topoisomerase II inhibitor derived from podophyllotoxin. It induces apoptosis, autophagy in various cell lines and has a antitumor property so can be used for treatment of cancer. This reagent suppresses DNA synthesis and blocks specific cell cycles because it helps to break double-strand DNA by generating transient double-stranded breaks in the double helix.

Its antitumor property is explained by activation of tumor suppressor p53 and inhibition of synthesis of oncoprotein Mdm2 and overexpress Mdm2 to promote apoptosis.

 

Application

• Anti-tumor reagent

• Preparation of drug stock solution in dimethyl sulfoxide (DMSO)

• DNA damage inducer

 

References

• “Etoposide, Topoisomerase II and Cancer”

• “Cellular response to etoposide treatment”

• “β-Actin facilitates etoposide-induced p53 nuclear import”

 

Not for human therapeutic use or for medicinal purposes. For research applications only.

More Information
Alternate Name/Synonyms
VePesid; Toposar; Lastet; Zuyeyidal; Etoposidum; Etoposido; Eposin
SKU
E-2004
CAS #
33419-42-0
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
Chemical Formula
C29H32O13
Molecular Weight
588.6 Da
Appearance
White solid
Purity
≥98%
Solubility
Soluble in DMSO (25 mg/mL)
Melting Point
236-251 °C
Storage Temp
Desiccated at -20°C
THERAPEUTIC AREA
Oncological Disorders
USE
Etoposide (VP-16) is a Topo II (topoisomerase II) inhibitor that is widely used as an apoptosis inducer. Etoposide exhibits antineoplastic and anti-mitotic properties, as well as, inhibits DNA synthesis and induces double-strand and single-strand DNA breaks. Etoposide is cell-cycle dependent and cell-cycle specific to late S and G2 phases, activates p53, resulting in upregulated expression of TRAIL-R2 (DR5) and Bak to overcome TRAIL resistance in Bax-deficient human colon carcinoma cancer cells. Etoposide (VP-16) is an inhibitor of NCoA-3.
MDL NUMBER
MFCD00869325
CHEMACX
X1004425-4
INCHI
InChI=1S/C29H32O13/c1-11-36-9-20-27(40-11)24(31)25(32)29(41-20)42-26-14-7-17-16(38-10-39-17)6-13(14)21(22-15(26)8-37-28(22)33)12-4-18(34-2)23(30)19(5-12)35-3/h4-7,11,15,20-22,24-27,29-32H,8-10H2,1-3H3/t11-,15+,20-,21-,22+,24-,25-,26-,27-,29+/m1/s1
SMILES
C[C@@H]1OC[C@@H]2[C@@H](O1)[C@@H]([C@H]([C@@H](O2)O[C@@H]3c4cc5c(cc4[C@H]([C@@H]6[C@@H]3COC6=O)c7cc(c(c(c7)OC)O)OC)OCO5)O)O
Peptide sequence
Not Applicable
RTECS
KC0190000
UN #'S
Not Applicable
PACKING GROUP
Not Applicable
HAZARD CLASS
Not Applicable
Handling
Avoid contact with skin, eyes or clothing. Use personal protective equipment as required. Wash contaminated clothing before reuse. Do not breathe dust/fume/gas/mist/vapors/spray. Do not eat, drink or smoke when using this product. Use with local exhaust ventilation.
Certificate of Analysis 1
E-2004, L1303.pdf
Certificate of Analysis 2
E-2004, J1005C.pdf
Certificate of Analysis 3
E-2004, J1005B.pdf
GHS PICTOGRAMS
HandlingAvoid contact with skin, eyes or clothing. Use personal protective equipment as required. Wash contaminated clothing before reuse. Do not breathe dust/fume/gas/mist/vapors/spray. Do not eat, drink or smoke when using this product. Use with local exhaust ventilation.
UN #'SNot Applicable
Packing GroupNot Applicable
CitationsCharacterization of a R115777-resistant human multiple myeloma cell line with cross-resistance to PS-341
USP29 controls the stability of checkpoint adaptor Claspin by deubiquitination
Intron splicing-mediated expression of AAV Rep and Cap genes and production of AAV vectors in insect cells
The abundance of Rad51 protein in mouse embryonic stem cells is regulated at multiple levels
Molecular targeting of MLL-rearranged leukemia cell lines with the synthetic peptide PFWT synergistically enhances the cytotoxic effect of established chemotherapeutic agents
The AF4-mimetic peptide, PFWT, induces necrotic cell death in MV4-11 leukemia cells
Synergy and resistance mechanisms in R115777 and PS-341 models of myeloma and leukemia
Double-Strand DNA Break Repair By Homologous Recombination Contributes To The Preservation of Genomic Stability In Mouse Embryonic Stem Cells
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