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

CHEMBL592675

SILYBIN B
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
COc1cc([C@@H]2Oc3cc([C@H]4Oc5cc(O)cc(O)c5C(=O)[C@@H]4O)ccc3O[C@H]2CO)ccc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL592675
Name SILYBIN B
Phase Preclinical
Structure Type MOL
InChI Key SEBFKMXJBCUCAI-WAABAYLZSA-N
10
Targets
15
Activities
2
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

482.4
MW (Da)
2.36
ALogP
10
HBA
5
HBD
155.1
PSA (Ų)
0.37
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C25H22O10
MW 482.44
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness 1.96

Activity Summary

IC50 14 meas. best 6.1
EC50 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Solute carrier organic anion transporter family member 2B1
CHEMBL1743124
 IC50 6.1 6.1 800.0 1
Solute carrier organic anion transporter family member 1B3
CHEMBL1743121
 IC50 5.3 5.3 5000.0 1
HUVEC
CHEMBL613979
 IC50 5.19 4.705 6490.0 2
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.09 5.09 8200.0 2
Solute carrier organic anion transporter family member 1B1
CHEMBL1697668
 IC50 5.07 5.07 8500.0 1
Hepatitis C virus
CHEMBL379
 IC50 4.4 4.35 40000.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.25 4.205 56200.0 2
PC-3
CHEMBL390
 IC50 4.22 4.22 60500.0 1
DU-145
CHEMBL613508
 IC50 4.21 4.21 61800.0 1
LNCaP
CHEMBL612518
 IC50 4.16 4.16 69600.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 456.02 nM Homo sapiens
Cmax 16.58 nM Homo sapiens
Cmax 16.0 nM Homo sapiens
F 0.5 % Homo sapiens
Fu 0.05 - Homo sapiens
T1/2 2.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Solute carrier organic anion transporter family member 2B1 IC50 = 800.0 nM 6.1 Inhibition of OATP2B1 (unknown origin) expressed in MDCK2 cells assessed as redu... 23401473
Solute carrier organic anion transporter family member 1B3 IC50 = 5000.0 nM 5.3 Inhibition of OATP1B3 (unknown origin) expressed in HEK293 cells assessed as red... 23401473
HUVEC IC50 = 6490.0 nM 5.19 Antiproliferative activity against HUVEC assessed as inhibition of cell growth a... 21928794
Cytochrome P450 2C9 IC50 = 8200.0 nM 5.09 Inhibition of CYP2C9 in pooled human liver microsomes assessed as reduction in e... 23260576
Cytochrome P450 2C9 IC50 = 8200.0 nM 5.09 Inhibition of CYP2C9 in human liver microsomes using (S)-warfarin as substrate a... 27517806
Solute carrier organic anion transporter family member 1B1 IC50 = 8500.0 nM 5.07 Inhibition of OATP1B1 (unknown origin) expressed in HEK293 cells assessed as red... 23401473
Hepatitis C virus IC50 = 40000.0 nM 4.4 Antiviral activity against HCV JFH1 infected in human Huh7.5.1 cells assessed as... 23260576
Hepatitis C virus IC50 = 50000.0 nM 4.3 Antiviral activity against HCV JFH-1 infected in human Huh7.5.1 cells assessed a... 30485098
NON-PROTEIN TARGET IC50 = 56200.0 nM 4.25 Antiproliferative activity against human Huh7.5.1 cells after 72 hrs after ATPli... 23260576
HUVEC IC50 = 60470.0 nM 4.22 Cytotoxicity against HUVEC assessed as cell viability after 16 hrs by MTT assay 21928794
PC-3 IC50 = 60500.0 nM 4.22 Antiproliferative activity against human PC3 cells after 72 hrs after ATPlite ki... 23260576
DU-145 IC50 = 61800.0 nM 4.21 Antiproliferative activity against human DU145 cells after 72 hrs after ATPlite ... 23260576
LNCaP IC50 = 69600.0 nM 4.16 Antiproliferative activity against human LNCAP cells after 72 hrs after ATPlite ... 23260576
NON-PROTEIN TARGET IC50 = 68700.0 nM 4.16 Cytotoxicity against human Huh7.5.1 cells after 72 hrs 23673225

Literature References

PubMed DOI Target Context # Activities
20189399 10.1016/j.bmc.2010.01.046 Unchecked 16
23401473 10.1124/dmd.112.048272 ADMET 6
23401473 10.1124/dmd.112.048272 Unchecked 6
20189399 10.1016/j.bmc.2010.01.046 ADMET 5
20189399 10.1016/j.bmc.2010.01.046 Tyrosinase 5
35576657 10.1016/j.bmc.2022.116813 Unchecked 5
23401473 10.1124/dmd.112.048272 Homo sapiens 3
23401473 10.1124/dmd.112.048272 Solute carrier organic anion transporter family member 2B1 3
23401473 10.1124/dmd.112.048272 Solute carrier organic anion transporter family member 1B1 3
21928794 10.1021/jm201034h HUVEC 3
26125082 10.1021/acs.jmedchem.5b00417 Homo sapiens 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
23401473 10.1124/dmd.112.048272 Rattus norvegicus 2
23260576 10.1016/j.bmc.2012.11.035 Cytochrome P450 2C9 2
23401473 10.1124/dmd.112.048272 Solute carrier organic anion transporter family member 1B3 2
23260576 10.1016/j.bmc.2012.11.035 DU-145 1
23673225 10.1016/j.bmc.2013.04.017 ADMET 1
23673225 10.1016/j.bmc.2013.04.017 Cytochrome P450 3A4/3A5 1
23673225 10.1016/j.bmc.2013.04.017 Cytochrome P450 2C9 1
23260576 10.1016/j.bmc.2012.11.035 NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine