API reference
Etoposide
- CAS number
- 33419-42-0
- Molecular formula
- C29H32O13
- Molecular weight
- 588.6 g/mol
About this molecule
Etoposide is a semisynthetic derivative of podophyllotoxin, 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. (NCI04)
Source: NCI Thesaurus (NCIt), via PubChem.
Identifiers
- IUPAC name
- (5S,5aR,8aR,9R)-5-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
- InChIKey
- VJJPUSNTGOMMGY-MRVIYFEKSA-N
- SMILES
- C[C@@H]1OC[C@@H]2[C@@H](O1)[C@@H]([C@H]([C@@H](O2)O[C@H]3[C@H]4COC(=O)[C@@H]4[C@@H](C5=CC6=C(C=C35)OCO6)C7=CC(=C(C(=C7)OC)O)OC)O)O
- Other CAS numbers recorded
- 121471-01-0
- PubChem CID
- 36462
Also known as
etoposide · VePesid · Toposar · trans-Etoposide · Lastet · (-)-Etoposide · Etoposido · Etoposidum
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