E1383

Etoposide

95.0-105.0% (anhydrous basis), powder, topoisomerase II inhibitor

• Sinônimo(s): 4′-Demethylepipodophyllotoxin 9-(4,6-O-ethylidene-β-D-glucopyranoside), VP-16-213
• Fórmula empírica (Notação de Hill): C₂₉H₃₂O₁₃
• Número CAS: 33419-42-0
• Peso molecular: 588.56
• Número CE: 251-509-1
• Número MDL: MFCD00869325
• Código UNSPSC: 12352200
• ID de substância PubChem: 24278178
• NACRES: NA.77

Propriedades

• product name: Etoposide, synthetic, 95.0-105.0%, powder
• fonte biológica: synthetic
• Nível de qualidade: 200
• Ensaio: 95.0-105.0%
• forma: powder
• cor: white to off-white
• pKa: 9.8
• pf: 236-251 °C (lit.)
• espectro de atividade do antibiótico: neoplastics
• Modo de ação: DNA synthesis | interferes; enzyme | inhibits
• originador: Teva
• cadeia de caracteres SMILES: COc1cc(cc(OC)c1O)[C@H]2[C@@H]3[C@H](COC3=O)[C@H](O[C@@H]4O[C@@H]5CO[C@@H](C)O[C@H]5[C@H](O)[C@H]4O)c6cc7OCOc7cc26
• 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
• chave InChI: VJJPUSNTGOMMGY-MRVIYFEKSA-N
• Informações sobre genes: human ... ABCB1(5243) , CYP3A4(1576) , TOP2A(7153) , TOP2B(7155) ; mouse ... Abcb1a(18671) , Abcb1b(18669) ; rat ... Top2a(360243)

Descrição

Descrição geral

Etoposide belongs to the class of medications known as topoisomerase II inhibitors. This semi-synthetic compound is derived from Podophyllum peltatum, and Podophyllum emodi. The complex formed between etoposide and topoisomerase II initiates a mutagenic and cell death pathway, demonstrating optimal efficacy in tumor cells with elevated levels of topoisomerase II enzymes. Etoposide is administered as an oral or intravenous chemotherapy agent.

Etoposide is synthesised from podophyllotoxins of plants.

Aplicação

Etoposide has been used:

• to prepare drug stock solution in dimethyl sulfoxide (DMSO) and also to profile and compare the sensitivity of DT40 mutant cells
• to incubate cells for cell viability assay
• to treat neuro-2A cells to induce programmed cell death

Ações bioquímicas/fisiológicas

Etoposide is an antitumor agent that complexes with topoisomerase II and DNA to enhance double-strand and single-strand cleavage of DNA and reversibly inhibit religation. Blocks the cell cycle in in S-phase and G2-phase of the cell cycle; induces apoptosis in normal and tumor cell lines; inhibits synthesis of the oncoprotein Mdm2 and induces apoptosis in tumor lines that overexpress Mdm2.

Etoposide is used in treating advanced testicular cancer, Kaposi′s sarcoma, non-small cell lung cancer (NSCLC), SCLC (small cell lung cancer) and lymphoma.

Características e benefícios

This compound is a featured product for ADME Tox and Apoptosis research. Discover more featured ADME Tox and Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound was developed by Teva. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Embalagem

Bottomless glass bottle. Contents are inside inserted fused cone.

Informações de segurança

• Pictogramas: GHS08,GHS07
• Palavra indicadora: Danger
• Frases de perigo: H302,H350,H361d
• Declarações de precaução: P201 - P202 - P264 - P270 - P301 + P312 - P308 + P313
• Classificações de perigo: Acute Tox. 4 Oral - Carc. 1B - Repr. 2
• Código de classe de armazenamento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de risco de água (WGK): WGK 3
• Equipamento de proteção individual: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges