Etoposide

SIGMA/E1383 - synthetic, 95.0-105.0%, powder

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

CAS Number: 33419-42-0
Empirical Formula (Hill Notation): C₂₉H₃₂O₁₃
Molecular Weight: 588.56
EC Number: 251-509-1
MDL Number: MFCD00869325
Linear Formula: C₂₉H₃₂O₁₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-E1383-25MG	25 mg	$84.70 1/EA	Add To Favorites
45-E1383-100MG	100 mg	$216.00 1/EA	Add To Favorites
45-E1383-250MG	250 mg	$578.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: E1383-250MG

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	neoplastics
assay	95.0-105.0%
biological source	synthetic
color	white to off-white
form	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
mode of action	DNA synthesis \| interferes
	enzyme \| inhibits
mp	236-251 °C (lit.)
originator	Teva
pKa	9.8
Quality Level	200
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

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.
Biochem/physiol Actions:	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.
Biochem/physiol Actions:	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 .
Features and Benefits:	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.
General description:	Etoposide is synthesised from podophyllotoxins of plants.
Packaging:	Bottomless glass bottle. Contents are inside inserted fused cone.

Symbol	GHS07,GHS08
Signal word	Danger
Hazard statements	H302 - H350 - H361d
Precautionary statements	P201 - P202 - P264 - P270 - P301 + P312 - P308 + P313
Hazard Codes	T
Risk Statements	45-22
Safety Statements	53-45
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3

Purity	95.0-105.0%
mp	236-251 °C (lit.)
UNSPSC	12352200

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