TENIPOSIDE

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Trade Names
Synonyms
Status
Molecule Category UNKNOWN
ATC L01CB02
UNII 957E6438QA

Structure

InChI Key NRUKOCRGYNPUPR-QBPJDGROSA-N
Smiles COc1cc([C@@H]2c3cc4c(cc3[C@@H](O[C@@H]3O[C@@H]5CO[C@@H](c6cccs6)O[C@H]5[C@H](O)[C@H]3O)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1O
InChI
InChI=1S/C32H32O13S/c1-37-19-6-13(7-20(38-2)25(19)33)23-14-8-17-18(42-12-41-17)9-15(14)28(16-10-39-30(36)24(16)23)44-32-27(35)26(34)29-21(43-32)11-40-31(45-29)22-4-3-5-46-22/h3-9,16,21,23-24,26-29,31-35H,10-12H2,1-2H3/t16-,21+,23+,24-,26+,27+,28+,29+,31+,32-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C32H32O13S
Molecular Weight 656.66
AlogP 2.75
Hydrogen Bond Acceptor 14.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 6.0
Polar Surface Area 160.83
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 46.0

Bioactivity

Mechanism of Action Action Reference
DNA topoisomerase II inhibitor INHIBITOR PubMed FDA
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
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Isomerase
- 62700 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 25
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 20600 - - -
Assay Description Organism Bioactivity Reference
Cytotoxic activity against human lymphoblast tumor cell line CPT-K5 after 4 days of treatment Homo sapiens 280.0 nM
Cytotoxicity using camptothecin-resistant variant of RPM18402 (CPT-K5) possessing functional, but mutant TOP-1 Homo sapiens 280.0 nM
Cytotoxic effect against GLC4 (human small cell lung carcinoma cell line) using the microculture tetrazolium (MTT) assay based on continuous incubation Homo sapiens 480.0 nM
Cytotoxicity against human lymphoblast tumor cell line RPM18402 Homo sapiens 220.0 nM
Cytotoxic activity against human lymphoblast tumor cell line RPMI8402 after 4 days of treatment Homo sapiens 220.0 nM
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 25.44 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 32.58 %
Antiproliferative activity against human MCF7 cells after 96 hrs by propidium iodide-based monolayer assay Homo sapiens 125.0 nM
Antiproliferative activity against human 22Rv1 cells after 96 hrs by propidium iodide-based monolayer assay Homo sapiens 82.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 15.66 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.46 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.46 %
Antiproliferative activity against human PC3 cells incubated for 72 hrs by MTT assay Homo sapiens 15.8 nM
Antiproliferative activity against human MCF7 cells incubated for 72 hrs by MTT assay Homo sapiens 15.8 nM
Antiproliferative activity against human A549 cells incubated for 72 hrs by MTT assay Homo sapiens 15.8 nM

Related Entries

Cross References

Resources Reference
ChEBI 75988
ChEMBL CHEMBL452231
DrugBank DB00444
DrugCentral 2590
FDA SRS 957E6438QA
Guide to Pharmacology 6843
PDB 9TP
PubChem 452548
SureChEMBL SCHEMBL3908
ZINC ZINC000004099009
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