Etoposide, Thermo Scientific Chemicals

Topoisomerase inhibitor and inducer of apoptosis

Etoposide is used as a inhibits DNA synthesis and is very active against cells in the late S and G2 phases of the cell cycle. Etoposide was reported to be used to serum starve Saos-2 M5(p53-/-) cells which were transfected by electroporation with indicated expression plasmids for flag-E2F1 and myc-EBNA3C for selection of colony forming units, thus studying the blocking effect of EBV Nuclear Antigen 3C on E2F1 Mediated Apoptosis Induced by the DNA Damage Response.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Etoposide is used as a inhibits DNA synthesis and is very active against cells in the late S and G2 phases of the cell cycle. Etoposide was reported to be used to serum starve Saos-2 M5(p53-/-) cells which were transfected by electroporation with indicated expression plasmids for flag-E2F1 and myc-EBNA3C for selection of colony forming units, thus studying the blocking effect of EBV Nuclear Antigen 3C on E2F1 Mediated Apoptosis Induced by the DNA Damage Response.

Solubility
Insoluble in water.

Notes
Store solutions in DMSO at 4°C. For long term storage prepare aliquots and store at -20°C.

Chemical Identifiers

CAS

33419-42-0

Molecular Formula

C29H32O13

Molecular Weight (g/mol)

588.56

MDL Number

MFCD00869325,MFCD00869325

InChI Key

VJJPUSNTGOMMGY-MRVIYFEKSA-N

Synonym

vjjpusntgommgy-nzlmilqcsa

PubChem CID

50936917

IUPAC Name

(10R,11R,15R,16S)-16-{[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-10-(4-hydroxy-3,5-dimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8-trien-12-one

SMILES

COC1=CC(=CC(OC)=C1O)[C@H]1[C@@H]2[C@H](COC2=O)[C@H](O[C@@H]2O[C@@H]3CO[C@@H](C)O[C@H]3[C@H](O)[C@H]2O)C2=CC3=C(OCO3)C=C12

Melting Point

236°C to 251°C

Color

White

Quantity

25 mg

Merck Index

14,3886

Solubility Information

Insoluble in water.

Optical Rotation

−107° (c=1 in Methanol/Dichloromethane 1:9)

Formula Weight

588.56

Physical Form

Powder

Chemical Name or Material

Etoposide

Hazard Category

H302-H350

Hazard Statement

GHS H Statement
H350-H302
May cause cancer.
Harmful if swallowed.

Precautionary Statement

P201-P202-P264b-P270-P281-P301+P312-P308+P313-P330-P501c

EINECSNumber

251-509-1

RTECSNumber

KC0190000

TSCA

No

Recommended Storage

Ambient temperatures

SDS

Hazard Category

H302-H350

Hazard Statement

GHS H Statement
H350-H302
May cause cancer.
Harmful if swallowed.

Precautionary Statement

P201-P202-P264b-P270-P281-P301+P312-P308+P313-P330-P501c

EINECSNumber

251-509-1

RTECSNumber

KC0190000

TSCA

No

Recommended Storage

Ambient temperatures

SDS

RUO – Research Use Only