CHEBI:4911 - etoposide

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ChEBI Name etoposide
ChEBI ID CHEBI:4911
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C29H32O13
Net Charge 0
Average Mass 588.55660
Monoisotopic Mass 588.184
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 [H][C@]12COC(=O)[C@]1([H])[C@H](c1cc(OC)c(O)c(OC)c1)c1cc3OCOc3cc1[C@H]2O[C@@H]1O[C@@H]2CO[C@@H](C)O[C@H]2[C@H](O)[C@H]1O
Roles Classification
Biological Role(s): DNA synthesis inhibitor
Any substance that inhibits the synthesis of DNA.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing etoposide (CHEBI:4911) has functional parent 4'-demethylepipodophyllotoxin (CHEBI:74422)
etoposide (CHEBI:4911) has functional parent podophyllotoxin (CHEBI:50305)
etoposide (CHEBI:4911) has role antineoplastic agent (CHEBI:35610)
etoposide (CHEBI:4911) has role DNA synthesis inhibitor (CHEBI:59517)
etoposide (CHEBI:4911) is a β-D-glucoside (CHEBI:22798)
etoposide (CHEBI:4911) is a furonaphthodioxole (CHEBI:50307)
etoposide (CHEBI:4911) is a organic heterotetracyclic compound (CHEBI:38163)
IUPAC Name
(5S,5aR,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl 4,6-O-[(1R)-ethylidene]-β-D-glucopyranoside
INNs Sources
etoposide ChemIDplus
Etoposido ChemIDplus
etoposidum ChemIDplus
Synonyms Sources
(−)-etoposide DrugBank
4'-Demethylepipodophyllotoxin 9-(4,6-O-(R)-ethylidene-beta-D-glucopyranoside) ChemIDplus
4-demethylepipodophyllotoxin β-D-ethylideneglucoside ChemIDplus
9-((4,6-O-Ethylidine-beta-D-glucopyranosyl)oxy)-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,4-dimethyloxyphenyl)furo(3',4'':6,7)naptho-(2,3-d)-1,3-dioxol-6(5aH)-one ChemIDplus
Etoposide KEGG COMPOUND
trans-Etoposide DrugBank
VP-16 KEGG COMPOUND
Brand Names Sources
Eposin DrugBank
Etopophos DrugBank
Lastet DrugBank
Toposar DrugBank
Vepesid DrugBank
Database Links Databases
1112 DrugCentral
C01576 KEGG COMPOUND
D00125 KEGG DRUG
DB00773 DrugBank
Etoposide Wikipedia
LSM-6348 LINCS
US3524844 Patent
View more database links
Registry Numbers Types Sources
33419-42-0 CAS Registry Number KEGG COMPOUND
33419-42-0 CAS Registry Number ChemIDplus
Last Modified
22 February 2017