etoposide

Ligand id: 6815

Name: etoposide

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 160.83
Molecular weight 588.18
XLogP 0.78
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1983))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
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
International Nonproprietary Names
INN number INN
3835 etoposide
Synonyms
(-)-etoposide | Etopophos® | Toposar® | trans-etoposide | VePesid® | VP 16-213 | VP-16
Comments
A DNA topoisomerase II inhibitor which is a synthetic derivative of podophyllotoxin, found in the American Mayapple (Podophyllum peltatum).
Database Links
CAS Registry No. 33419-42-0
ChEBI CHEBI:4911
ChEMBL Ligand CHEMBL44657
DrugBank Ligand DB00773
GtoPdb PubChem SID 178103421
PubChem CID 36462
RCSB PDB Ligand EVP
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Wikipedia Etoposide

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Etoposide
Cat. No. 1226