Molecule Details
InChIKeyVJJPUSNTGOMMGY-MRVIYFEKSA-N
Canonical SMILESCOc1cc([C@@H]2c3cc4c(cc3[C@@H](O[C@@H]3O[C@@H]5CO[C@@H](C)O[C@H]5[C@H](O)[C@H]3O)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1O
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)2
Pfam Stratification Cross-Family
Avg pChEMBL6.53
SourceChEMBL;BindingDB
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB00773
Drug NameEtoposide
CAS Number33419-42-0
Groups approved investigational
ATC Codes L01CB01
DescriptionA semisynthetic derivative of podophyllotoxin that exhibits antitumor activity. Etoposide inhibits DNA synthesis by forming a complex with topoisomerase II and DNA. This complex induces breaks in double stranded DNA and prevents repair by topoisomerase II binding. Accumulated breaks in DNA prevent e...

Categories: Antineoplastic Agents Antineoplastic Agents, Phytogenic Antineoplastic and Immunomodulating Agents BCRP/ABCG2 Substrates Carbohydrates Cardiotoxic antineoplastic agents Cytochrome P-450 CYP1A2 Substrates Cytochrome P-450 CYP1A2 Substrates with a Narrow Therapeutic Index Cytochrome P-450 CYP2E1 Substrates Cytochrome P-450 CYP2E1 Substrates with a Narrow Therapeutic Index Cytochrome P-450 CYP3A Inducers Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inducers Cytochrome P-450 CYP3A4 Inducers (strength unknown) Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 CYP3A4 Substrates with a Narrow Therapeutic Index Cytochrome P-450 CYP3A5 Substrates Cytochrome P-450 CYP3A5 Substrates with a Narrow Therapeutic Index Cytochrome P-450 Enzyme Inducers Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Cytotoxins Enzyme Inhibitors Glucosides Glycosides Immunosuppressive Agents Myelosuppressive Agents Naphthalenes Narrow Therapeutic Index Drugs P-glycoprotein inhibitors P-glycoprotein substrates P-glycoprotein substrates with a Narrow Therapeutic Index Podophyllotoxin Podophyllotoxin Derivatives Tetrahydronaphthalenes Topoisomerase II Inhibitors Topoisomerase Inhibitors UGT1A1 Substrates UGT1A1 Substrates with a Narrow Therapeutic Index
Cross-references: BindingDB: 50127140 ChEBI: 4911 CHEMBL44657 ChemSpider: 33510 Drugs Product Database (DPD): 1998 C01576 D00125 PDB: EVP PharmGKB: PA449552 PubChem:36462 PubChem:46505434 RxCUI: 4179 Therapeutic Targets Database: DAP000786 Wikipedia: Etoposide ZINC: ZINC000003938684
Target Activities (2)
Target Gene Organism Category Pfam pChEMBL Type Source
Q02880 TOP2B Homo sapiens Human PF00204 PF00521 PF08070 PF02518 PF01751 PF16898 6.6 IC50 ChEMBL;BindingDB
Q9Y6Q9 NCOA3 Homo sapiens Human PF23172 PF07469 PF16279 PF16665 PF08815 PF00989 PF14598 PF08832 6.4 IC50 ChEMBL
DrugBank Target Actions (26)
Target Gene Target Name Action Type
P08684 CYP3A4 Cytochrome P450 3A4 inducer enzymes
P08684 CYP3A4 Cytochrome P450 3A4 inhibitor enzymes
P05177 CYP1A2 Cytochrome P450 1A2 substrate enzymes
P05181 CYP2E1 Cytochrome P450 2E1 substrate enzymes
P08684 CYP3A4 Cytochrome P450 3A4 substrate enzymes
P09211 GSTP1 Glutathione S-transferase P substrate enzymes
P20815 CYP3A5 Cytochrome P450 3A5 substrate enzymes
P22309 UGT1A1 UDP-glucuronosyltransferase 1A1 substrate enzymes
P23219 PTGS1 Prostaglandin G/H synthase 1 substrate enzymes
P30711 P30711 Glutathione S-transferase theta-1 substrate enzymes
P35354 PTGS2 Prostaglandin G/H synthase 2 substrate enzymes
P11388 TOP2A DNA topoisomerase 2-alpha inhibitor targets
Q02880 TOP2B DNA topoisomerase 2-beta inhibitor targets
O15438 ABCC3 ATP-binding cassette sub-family C member 3 inhibitor transporters
O95255 O95255 ATP-binding cassette sub-family C member 6 inhibitor transporters
P08183 ABCB1 ATP-dependent translocase ABCB1 inhibitor transporters
P33527 ABCC1 Multidrug resistance-associated protein 1 inhibitor transporters
Q5T3U5 Q5T3U5 ATP-binding cassette sub-family C member 10 inhibitor transporters
Q92887 ABCC2 ATP-binding cassette sub-family C member 2 inhibitor transporters
O15438 ABCC3 ATP-binding cassette sub-family C member 3 substrate transporters
O95255 O95255 ATP-binding cassette sub-family C member 6 substrate transporters
P08183 ABCB1 ATP-dependent translocase ABCB1 substrate transporters
P33527 ABCC1 Multidrug resistance-associated protein 1 substrate transporters
Q5T3U5 Q5T3U5 ATP-binding cassette sub-family C member 10 substrate transporters
Q92887 ABCC2 ATP-binding cassette sub-family C member 2 substrate transporters
Q9UNQ0 ABCG2 Broad substrate specificity ATP-binding cassette transporter ABCG2 substrate transporters