ETOPOSIDE

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC L01CB01
UNII 6PLQ3CP4P3

Structure

InChI Key VJJPUSNTGOMMGY-MRVIYFEKSA-N
Smiles COc1cc([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
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C29H32O13
Molecular Weight 588.56
AlogP 1.34
Hydrogen Bond Acceptor 13.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 5.0
Polar Surface Area 160.83
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 42.0

Pharmacology

Mechanism of Action Action Reference
DNA topoisomerase II inhibitor INHIBITOR PubMed DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - -9.19--5.72
Enzyme Isomerase
810-810 69.8-790 - - 0.7-100
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 6.8-92.89
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 7.5
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- - - - 1
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Cricetulus griseus
- 140-350 - - 89.22-92.89
Electrophorus electricus
- - - -
Equus caballus
- - - -
Homo sapiens
- 1-990 - - 0.7-100
Mus musculus
208-433 10-834 - - 39-100

Target Conservation

Protein: DNA topoisomerase II
Description: DNA topoisomerase 2-alpha
Organism : Homo sapiens
P11388 ENSG00000131747
Protein: DNA topoisomerase II
Description: DNA topoisomerase 2-beta
Organism : Homo sapiens
Q02880 ENSG00000077097

Related Entries

Cross References

Resources Reference
ChEBI 4911
ChEMBL CHEMBL44657
DrugBank DB00773
DrugCentral 1112
FDA SRS 6PLQ3CP4P3
Human Metabolome Database HMDB0014911
Guide to Pharmacology 6815
KEGG C01576
PDB EVP
PharmGKB PA449552
PubChem 36462
SureChEMBL SCHEMBL4259
ZINC ZINC000003938684
CONTENTS