CAS 33419-42-0

Etoposide

Description:

Etoposide is a chemotherapeutic agent primarily used in the treatment of various cancers, including testicular cancer and small cell lung cancer. It is classified as a topoisomerase II inhibitor, which means it interferes with the enzyme responsible for DNA replication and repair, ultimately leading to cancer cell death. Etoposide is typically administered intravenously or orally and is known for its effectiveness in combination with other chemotherapy drugs. The compound has a molecular formula of C21H22O8 and a molecular weight of approximately 366.39 g/mol. Etoposide is characterized by its ability to induce apoptosis in cancer cells, making it a valuable tool in oncology. However, it can also cause side effects, including myelosuppression, gastrointestinal disturbances, and increased risk of secondary malignancies. Due to its mechanism of action, careful monitoring and management of dosage are essential to minimize toxicity while maximizing therapeutic efficacy. Overall, etoposide remains an important agent in the arsenal against certain malignancies.

Formula: C₂₉H₃₂O₁₃

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

InChI key: InChIKey=VJJPUSNTGOMMGY-MRVIYFEKSA-N

SMILES: O=C1[C@@]2([C@@H](C=3C([C@@H](O[C@@H]4O[C@]5([C@]([C@H](O)[C@H]4O)(O[C@H](C)OC5)[H])[H])[C@]2(CO1)[H])=CC6=C(C3)OCO6)C7=CC(OC)=C(O)C(OC)=C7)[H]

Synonyms:

• (5R,5aR,8aR,9S)-9-[[4,6-O-(1R)-Ethylidene-β-<span class="text-smallcaps">D</span>-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
• (5S,5aR,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl 4,6-O-[(1R)-ethylidene]-alpha-L-gulopyranoside
• (5S,5aR,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl 4,6-O-[(1R)-ethylidene]-beta-D-mannopyranoside
• (5S,5aR,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl 4,6-O-[(1S)-ethylidene]-alpha-L-gulopyranoside
• (5S,5aR,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl 4,6-O-[(1S)-ethylidene]-beta-D-mannopyranoside
• (8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl 4,6-O-[(1R)-ethylidene]-beta-D-glucopyranoside
• 4'-Demethyl-1-O-[4,6-O-(ethylidene)-β-D-glucopyranosyl]epipodophyllotoxin
• 4'-Demethylepipodophyllotoxin 9-(4,6-O-ethylidene-β-D-glucopyranoside)
• 4'-Demethylepipodophyllotoxin ethylidene-β-D-glucoside
• 4'-Demethylepipodophyllotoxin-(4,6-O-(R)-Ethylidene-Beta-D-Glucopyranoside)
• 4-Demethylepipodophyllotoxin-Beta-D-Ethylideneglucoside
• 4′-Demethyl-1-O-[4,6-O-(ethylidene)-β-<span class="text-smallcaps">D</span>-glucopyranosyl]epipodophyllotoxin
• 4′-Demethylepipodophyllotoxin 9-(4,6-O-ethylidene-β-<span class="text-smallcaps">D</span>-glucopyranoside)
• 4′-Demethylepipodophyllotoxin ethylidene-β-<span class="text-smallcaps">D</span>-glucoside
• Beposid
• Bioposide
• Celltop
• EPE
• Epipodophyllotoxin VP 16213
• Epipodophyllotoxin, 4'-demethyl-, 4,6-O-ethylidene-β-D-glucopyranoside
• Epipodophyllotoxin, 4′-demethyl-, 4,6-O-ethylidene-β-<span class="text-smallcaps">D</span>-glucopyranoside
• Eposed
• Eposin
• Ethopul
• Eto-Gry
• Etoposid
• Etoposido
• Etosid
• Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 9-[(4,6-O-ethylidene-β-D-glucopyranosyl)oxy]-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-, [5R-[5α,5aβ,8aα,9β(R*)]]-
• Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 9-[[4,6-O-(1R)-ethylidene-β-D-glucopyranosyl]oxy]-5,8,8a,9-tetrahy dro-5-(4-hydroxy-3,5-dimethoxyphenyl)-, (5R,5aR,8aR,9S)-
• Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 9-[[4,6-O-(1R)-ethylidene-β-D-glucopyranosyl]oxy]-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-, (5R,5aR,8aR,9S)-
• Furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 9-[(4,6-O-ethylidene-β-<span class="text-smallcaps">D</span>-glucopyranosyl)oxy]-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-, [5R-[5α,5aβ,8aα,9β(R*)]]-
• Furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 9-[[4,6-O-(1R)-ethylidene-β-<span class="text-smallcaps">D</span>-glucopyranosyl]oxy]-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-, (5R,5aR,8aR,9S)-
• Fytop
• Fytosid
• Lastet
• Nsc 141540
• Nzytop
• Pyrano[3,2-d]-1,3-dioxin, furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one deriv.
• Sintopozid
• Topok
• Toposar
• Toposide
• VP 16 (pharmaceutical)
• VePesid
• Vepesid J
• Vp 16
• Vp 16-123
• Vp 16-213
• Zuyeyidal
• trans-Etoposide
• Furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 9-[(4,6-O-ethylidene-β-D-glucopyranosyl)oxy]-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-, [5R-[5α,5aβ,8aα,9β(R*)]]-
• (5R,5aR,8aR,9S)-9-[[4,6-O-(1R)-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

Etoposide-d3

Controlled Product

CAS: 33419-42-0

Applications A labelled DNA topoisomerase II inhibitor. Semi-synthetic derivative of podophyllotoxin, related structurally to Teniposide. Antineoplastic.
References Burden, D.A., et al.: J. Biol. Chem., 271, 29238 (1996), Joel, S., et al.: Cancer Treat. Rev., 22, 179 (1996),

Formula: C₂₉H₂₉D₃O₁₃

Color and Shape: Neat

Molecular weight: 591.58

Ref: TR-E933752

Etoposide

Controlled Product

CAS: 33419-42-0

Formula: C₂₉H₃₂O₁₃

Color and Shape: Off-White

Molecular weight: 588.56

Ref: TR-E933750

Etoposide - Bio-X ™

CAS: 33419-42-0

Etoposide is a cytotoxic drug used in cancer chemotherapy. It inhibits DNA replication through inhibition of DNA topoisomerase II, thus catalysing cell cycle arrest and apoptosis. 
Etoposide is part of our Bio-X ™ Range. These products are aimed at life science researchers who need high quality ready-to-use products for assay development, screening or other R&D work. With a solubility datasheet and convenient vials, all of our Bio-X ™ products are in stock across our global warehouses for rapid delivery and ease of use.

Formula: C₂₉H₃₂O₁₃

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 588.56 g/mol

Ref: 3D-BE164434

Etoposide

CAS: 33419-42-0

Etoposide is a cytotoxic drug used in cancer chemotherapy. It inhibits DNA replication through inhibition of DNA topoisomerase II, thus catalysing cell cycle arrest and apoptosis.

Formula: C₂₉H₃₂O₁₃

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 588.55 g/mol

Ref: 3D-ME09941

Etoposide-d4

Controlled Product

CAS: 33419-42-0

Etoposide is a cytotoxic drug used in cancer chemotherapy. It inhibits DNA replication through inhibition of DNA topoisomerase II, thus catalysing cell cycle arrest and apoptosis. This compoud, Etoposide-d4, is a deuterated form of the drug.

Formula: C₂₉H₃₂O₁₃

Purity: Min. 95%

Ref: 3D-ME45909

Etoposide

CAS: 33419-42-0

Color and Shape: Neat

Ref: 61-FOR0492.00