Etoposide is a semisynthetic derivative of podophyllotoxin and a substance extracted from the mandrake root Podophyllum peltatum. Possessing potent antineoplastic properties, etoposide binds to and inhibits topoisomerase II and its function in ligating cleaved DNA molecules, resulting in the accumulation of single- or double-strand DNA breaks, the inhibition of DNA replication and transcription, and apoptotic cell death. Etoposide acts primarily in the G2 and S phases of the cell cycle. Check for active clinical trials or closed clinical trials using this agent. (NCI Thesaurus).
Catalog Number | A001070 |
CAS Number | 33419-42-0 |
Synonyms | VePesid; Toposar; Trans-Etoposide; Lastet; (-)-Etoposide |
Molecular Formula | C₂₂H₂₉FO₅ |
Purity | 95% |
Target | Topoisomerase |
Solubility | >29.4mg/mL in DMSO |
Storage | -20°C |
InChI | 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 |
InChIKey | VJJPUSNTGOMMGY-MRVIYFEKSA-N |
SMILES | CC1OCC2C(O1)C(C(C(O2)OC3C4COC(=O)C4C(C5=CC6=C(C=C35)OCO6)C7=CC(=C(C(=C7)OC)O)OC)O)O |
Reference | 1: Purnak S, Azar J, Mark LA. Etoposide as a single agent in the treatment of 2: Fei HR, Li ZJ, Ying-Zhang, Yue-Liu, Wang FZ. HBXIP regulates etoposide-induced 3: Pantín C, Letellez J, Calzas J, Mohedano E. [Indirect identification of 4: Dittus C, Grover N, Ellsworth S, Tan X, Park SI. Bortezomib in combination 5: Kim YA, Byun JM, Park K, Bae GH, Lee D, Kim DS, Yoon SS, Koh Y. Redefining the 6: Grafe C, Semrau S, Hein A, Beckmann MW, Mackensen A, Dörje F, Fromm MF. Dose 7: Mayer SA, Solimando DA, Waddell JA. Cancer Chemotherapy Update: Bevacizumab, <br> 9: Ehl S. Etoposide for HLH: the limits of efficacy. Blood. 2017 Dec 10: Yoon S, Lee DH, Kim SW. Comments on the trial of cisplatin and etoposide plus |