341205

Etoposide

≥95% (HPLC), solid, topoisomerase II inhibitor, Calbiochem

• Synonym(s): Etoposide, VP-16
• Empirical Formula (Hill Notation): C₂₉H₃₂O₁₃
• CAS Number: 33419-42-0
• Molecular Weight: 588.56
• MDL number: MFCD00869325
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Product Name: Etoposide, A cell-permeable derivative of podophyllotoxin that acts as a topoisomerase II inhibitor (IC₅₀ = 59.2 µM) has major activity against a number of tumors, including germ cell neoplasms, small cell lung cancer, and malignant lymphoma.
• Quality Level: 100
• description: Merck USA index - 14, 3886
• Assay: ≥95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white
• solubility: DMSO: 25 mg/mL
• shipped in: ambient
• storage temp.: 10-30°C
• SMILES string: O1[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)O[C@H]3[C@@H]4[C@@H]([C@@H](c6c3cc7c(c6)OCO7)c5cc(c(c(c5)OC)O)OC)C(=O)OC4)CO[C@H]1C
• 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

Description

General description

A cell-permeable derivative of podophyllotoxin that acts as a topoisomerase II inhibitor (IC₅₀ = 59.2 µM) has major activity against a number of tumors, including germ cell neoplasms, small cell lung cancer, and malignant lymphoma. Induces apoptosis in mouse thymocytes and in HL-60 human leukemia cells.

A cell-permeable, topoisomerase II inhibitor (IC₅₀ = 59.2 µM). A derivative of podophyllotoxin (Cat. No. 540040) that has major activity against a number of tumors, including germ cell neoplasms, small cell lung cancer, and malignant lymphoma. Induces apoptosis in mouse thymocytes and in HL-60 human leukemia cells.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
topoisomerase 2

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 59.2 µM inhibiting topoisomerase II

Warning

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

De Lange, A.M., et al. 1995. J. Virol. 69, 2082.
Kaufman, S.H., et al. 1993. Cancer Res.53, 3976.
Onishi, Y., et al. 1993. Biochim. Biophys. Acta1175, 147.
Terada, T., et al. 1993. J. Med. Chem. 36, 1689.
Wazniak, A.J., et al. 1991. J. Clin. Oncol.9, 70.
Einhorn, L.H., et al. 1988. J. Clin. Oncol.6, 451.
Issel, B.F. 1982. Cancer Chemother. Pharmacol.7, 73.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H350,H361d
• Precautionary Statements: P202 - P264 - P270 - P280 - P301 + P312 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 1B - Repr. 2
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3