E1383

Etoposide

Name: Etoposide
Brand: SIGMA

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

동의어(들):

4′-Demethylepipodophyllotoxin 9-(4,6-O-ethylidene-β-D-glucopyranoside), VP-16-213

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크기 선택

제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):

C₂₉H₃₂O₁₃

CAS 번호:

33419-42-0

Molecular Weight:

588.56

NACRES:

NA.77

PubChem Substance ID:

24278178

UNSPSC Code:

12352200

EC Number:

251-509-1

MDL number:

MFCD00869325

주요 문서

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제품 이름

Etoposide, synthetic, 95.0-105.0%, powder

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

VJJPUSNTGOMMGY-MRVIYFEKSA-N

SMILES string

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

biological source

synthetic

assay

95.0-105.0%

form

powder

color

white to off-white

pKa

9.8

mp

236-251 °C (lit.)

antibiotic activity spectrum

neoplastics

mode of action

DNA synthesis | interferes
enzyme | inhibits

originator

Teva

Quality Level

200

Gene Information

human ... ABCB1(5243), CYP3A4(1576), TOP2A(7153), TOP2B(7155)
mouse ... Abcb1a(18671), Abcb1b(18669)
rat ... Top2a(360243)

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Application

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

Biochem/physiol Actions

Antitumor agent that complexes with topoisomerase II and DNA to enhance double-strand and single-strand cleavage of DNA and reversibly inhibit religation.

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.

Features and Benefits

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.

General description

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

GHS08,GHS07

signalword

Danger

hcodes

H302,H350,H361d

pcodes

P201 - P202 - P264 - P270 - P301 + P312 - P308 + P313

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Repr. 2

저장 등급

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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시험 성적서(COA)

Lot/Batch Number

0000481183

0000455695

0000455696

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특정 버전이 필요한 경우 로트 번호나 배치 번호로 특정 인증서를 찾을 수 있습니다.

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Etoposide

Reyhanoglu G and Tadi P

StatPearls [Internet] (2023)

Differential and common DNA repair pathways for topoisomerase I-and II-targeted drugs in a genetic DT40 repair cell screen panel

Maede Y, et al.

Molecular Cancer Therapeutics, 13(1), 214-220 (2014)

The latency-related gene of bovine herpesvirus 1 inhibits programmed cell death

Ciacci-Zanella J, et al.

Journal of Virology, 73(12), 9734-9740 (1999)

Loss of TBL1XR1 disrupts glucocorticoid receptor recruitment to chromatin and results in glucocorticoid resistance in a B-lymphoblastic leukemia model

Jones CL, et al.

Test, jbc-M114 (2014)

Pharmacology and Therapeutics for Dentistry - E-Book, 700-700 (2010)

모든 관련된 서류 보기

문서

세포 주기 연구를 위한 생체 활성 저분자

증식하는 세포에서 세포 주기는 4단계로 구성됩니다. Gap 1(G1)은 유사분열과 세포 성장을 특징으로 하는 DNA 복제 사이의 기간입니다. DNA 복제는 합성(S)기에 일어나며, 세포 분열을 위한 성장 및 준비를 하는 Gap 2(G2)가 뒤따릅니다. 이 세 단계는 함께 세포주기의 간기 단계를 구성합니다. 간기 이후에 분열(M)기가 뒤따릅니다.

Discover Bioactive Small Molecules for Cell Cycle

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Bioactive Molecules for Apoptosis

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

Discover Bioactive Small Molecules for ADME/Tox

Etoposide

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

크기 선택

제품정보 (DICE 배송 시 비용 별도)

주요 문서

속성

제품 이름

InChI

InChI key

SMILES string

biological source

assay

form

color

pKa

mp

antibiotic activity spectrum

mode of action

originator

Quality Level

Gene Information

관련 카테고리

설명

Application

Biochem/physiol Actions

Features and Benefits

General description

Packaging

안전성 정보

pictograms

signalword

hcodes

pcodes

Hazard Classifications

저장 등급

wgk

ppe

문서

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