Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL555196

SILVESTROL
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COC(=O)[C@H]1[C@@H](O)[C@@]2(O)c3c(OC)cc(O[C@@H]4O[C@@H]([C@H](O)CO)CO[C@H]4OC)cc3O[C@@]2(c2ccc(OC)cc2)[C@@H]1c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL555196
Name SILVESTROL
Phase Preclinical
Structure Type MOL
InChI Key GVKXFVCXBFGBCD-QKDMMWSPSA-N
17
Targets
21
Activities
2
Assay Types
10
PK Parameters
20
Publications
0
Known Names

Molecular Properties

654.7
MW (Da)
1.57
ALogP
13
HBA
4
HBD
171.8
PSA (Ų)
0.23
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C34H38O13
MW 654.67
Aromatic Rings 3
Heavy Atoms 47
NP-Likeness 1.95

Activity Summary

IC50 11 meas. best 8.4
EC50 10 meas. best 9.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Eukaryotic initiation factor 4A-I
CHEMBL2052028
 EC50 9.1 8.625 0.8 2
Middle East respiratory syndrome-related coronavirus
CHEMBL4296578
 EC50 8.89 8.89 1.3 2
Hepatitis E virus
CHEMBL5465478
 EC50 8.66 8.52 2.2 2
Human coronavirus 229E
CHEMBL613837
 EC50 8.52 8.52 3.0 2
MDA-MB-231
CHEMBL400
 EC50 8.52 8.52 3.0 1
OCI-AML2
CHEMBL2366220
 IC50 8.4 8.4 4.0 1
NB-4
CHEMBL614188
 IC50 8.4 8.4 4.0 1
U-937
CHEMBL612794
 IC50 8.4 8.4 4.0 1
OCI-AML-3
CHEMBL4296479
 IC50 8.4 8.4 4.0 1
HT-29
CHEMBL384
 IC50 8.4 8.4 4.0 1
HL-60
CHEMBL383
 IC50 8.4 8.4 4.0 1
MDA-MB-435
CHEMBL614697
 IC50 8.22 8.22 6.0 1
MV4-11
CHEMBL613835
 IC50 7.96 7.96 11.0 1
HeLa
CHEMBL399
 IC50 7.7 7.7 20.0 1
Poliovirus 1
CHEMBL613556
 EC50 7.7 7.7 20.0 1
Kasumi 1
CHEMBL613988
 IC50 7.62 7.62 24.0 1
Unchecked
CHEMBL612545
 IC50 6.52 6.52 300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 87.0 ng.hr.mL-1 Mus musculus
F 100.0 % Mus musculus
F 1.7 % Mus musculus
F 1.0 % Mus musculus
F 100.0 % Mus musculus
T1/2 4.0 hr Homo sapiens
T1/2 2.667 hr Mus musculus
T1/2 1.617 hr Homo sapiens
T1/2 1.333 hr Mus musculus
T1/2 0.7 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Eukaryotic initiation factor 4A-I EC50 = 0.8 nM 9.1 Inhibition of eIF4FA in human MDA-MB-231 cells transfected with c-myc- 5'-UTR-lu... 23025805
Middle East respiratory syndrome-related coronavirus EC50 = 1.3 nM 8.89 Antiviral activity against MERS-COV infected in human MRC5 cells incubated for 1... 32693294
Middle East respiratory syndrome-related coronavirus EC50 = 1.3 nM 8.89 Antiviral activity against MERS-CoV infected in human MRC5 cells assessed as red... 38160620
Hepatitis E virus EC50 = 2.2 nM 8.66 Antiviral activity against HEV Kernow-C1 infected in gaussia luciferase transfec... 38127656
MDA-MB-231 EC50 = 3.0 nM 8.52 Growth inhibition of human MDA-MB-231 cells incubated for 72 hrs by MTS assay 23025805
Human coronavirus 229E EC50 = 3.0 nM 8.52 Antiviral activity against hCoV-229E infected in human MRC5 cells incubated for ... 32693294
Human coronavirus 229E EC50 = 3.0 nM 8.52 Antiviral activity against HCoV-229E infected in human MRC5 cells incubated for ... 38160620
HT-29 IC50 = 4.0 nM 8.4 Cytotoxicity against human HT-29 cells after 72 hrs by MTS assay 21513293
OCI-AML-3 IC50 = 4.0 nM 8.4 Antiproliferative activity against human OCI-AML-3 cells assessed as cell growth... 33592144
OCI-AML2 IC50 = 4.0 nM 8.4 Antiproliferative activity against human OCI-AML2 cells assessed as cell growth ... 33592144
NB-4 IC50 = 4.0 nM 8.4 Antiproliferative activity against human NB-4 cells assessed as cell growth inhi... 33592144
HL-60 IC50 = 4.0 nM 8.4 Antiproliferative activity against human HL-60 cells assessed as cell growth inh... 33592144
U-937 IC50 = 4.0 nM 8.4 Antiproliferative activity against human U-937 cells assessed as cell growth inh... 33592144
Hepatitis E virus EC50 = 4.2 nM 8.38 Antiviral activity against HEV Kernow-C1 infected in gaussia luciferase transfec... 38127656
MDA-MB-435 IC50 = 6.0 nM 8.22 Cytotoxicity against human MDA-MB-435 cells after 72 hrs by MTS assay 21513293
Eukaryotic initiation factor 4A-I EC50 = 7.0 nM 8.15 Inhibition of eIF4FA in human MDA-MB-231 cells transfected with tubulin 5'-UTR-l... 23025805
MV4-11 IC50 = 11.0 nM 7.96 Cytotoxicity against human MV4-11 cells incubated for 48 hrs by MTS assay 27983842
Poliovirus 1 EC50 = 20.0 nM 7.7 Antiviral activity against human poliovirus 1 infected in human MRC5 cells incub... 32693294
HeLa IC50 = 20.0 nM 7.7 Antiproliferative activity against human HeLa cells assessed as cell growth inhi... 33592144
Kasumi 1 IC50 = 24.0 nM 7.62 Cytotoxicity against human Kasumi-1 cells incubated for 48 hrs by MTS assay 27983842

Literature References

PubMed DOI Target Context # Activities
23025805 10.1021/jm3011542 Mus musculus 9
23025805 10.1021/jm3011542 NON-PROTEIN TARGET 7
22128783 10.1021/jm201263k Eukaryotic initiation factor 4A-I 5
38127656 10.1021/acs.jmedchem.3c01357 Hepatitis E virus 4
23025805 10.1021/jm3011542 ADMET 4
19161316 10.1021/np800767a LNCaP 3
23025805 10.1021/jm3011542 Eukaryotic initiation factor 4A-I 3
19161316 10.1021/np800767a MCF7 3
19161316 10.1021/np800767a Lu1 3
21650152 10.1021/np200391c P388 2
23025805 10.1021/jm3011542 Plasma 2
22817615 10.1021/np300376f NON-PROTEIN TARGET 2
32693294 10.1016/j.ejmech.2020.112653 Middle East respiratory syndrome-related coronavirus 2
23025805 10.1021/jm3011542 Caco-2 2
21650152 10.1021/np200391c Mus musculus 2
37669595 10.1016/j.ejmech.2023.115781 ADMET 2
23025805 10.1021/jm3011542 MDA-MB-231 2
32693294 10.1016/j.ejmech.2020.112653 Human coronavirus 229E 2
34676755 10.1021/acs.jmedchem.1c01014 Unchecked 2
23025805 10.1021/jm3011542 Molecular identity unknown 2

Data from ChEMBL 36 via Core Engine