Compound Detail
CHEMBL295124
BERBERINE 💊 Approved Drug
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
💊 Approved Drug
Basic Information
| ChEMBL ID | CHEMBL295124 |
| Name | BERBERINE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | YBHILYKTIRIUTE-UHFFFAOYSA-N |
36
Targets
78
Activities
4
Assay Types
8
PK Parameters
20
Publications
8
Known Names
6
Indications
Molecular Properties
336.4
MW (Da)
3.10
ALogP
4
HBA
0
HBD
40.8
PSA (Ų)
0.67
QED
0
Ro5 Violations
2
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| Availability | Withdrawn |
| Chirality | Achiral |
Indications
Diabetes Mellitus, Type 2 Hyperlipidemia, Familial Combined Adenocarcinoma of Lung Adenoma Non-alcoholic Fatty Liver Disease Prediabetic State
Drug Warnings
Withdrawn
hepatotoxicity
Jaundice, haemolytic anemia and kernicterus with brain damage in infants with glucose 6-phosphate dehydrogenase deficiency who were exposed either in utero or post-natally
Withdrawn
neurotoxicity
Jaundice, haemolytic anemia and kernicterus with brain damage in infants with glucose 6-phosphate dehydrogenase deficiency who were exposed either in utero or post-natally
Withdrawn
hematological toxicity
Jaundice, haemolytic anemia and kernicterus with brain damage in infants with glucose 6-phosphate dehydrogenase deficiency who were exposed either in utero or post-natally
Activity Summary
IC50 45 meas. best 7.52
EC50 15 meas. best 7.0
Kd 11 meas. best 5.78
Ki 7 meas. best 7.36
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Tryptophan 2,3-dioxygenase CHEMBL2140 | IC50 | 7.52 | 7.52 | 30.0 | 1 |
| Cytochrome P450 1B1 CHEMBL4878 | Ki | 7.36 | 7.36 | 44.0 | 1 |
| Cytochrome P450 1B1 CHEMBL4878 | IC50 | 7.03 | 6.37 | 94.0 | 3 |
| Acetylcholinesterase CHEMBL220 | IC50 | 7.0 | 6.3467 | 100.0 | 3 |
| dsDNA CHEMBL3832741 | EC50 | 7.0 | 6.54 | 100.0 | 9 |
| Indoleamine 2,3-dioxygenase 1 CHEMBL4685 | IC50 | 6.58 | 6.58 | 260.0 | 1 |
| Acetylcholinesterase CHEMBL4078 | IC50 | 6.43 | 6.22 | 374.0 | 3 |
| Unchecked CHEMBL612545 | Ki | 6.4 | 5.6775 | 400.0 | 4 |
| Peroxisome proliferator-activated receptor alpha CHEMBL239 | EC50 | 6.24 | 6.24 | 580.0 | 1 |
| Peroxisome proliferator-activated receptor alpha CHEMBL239 | Ki | 6.14 | 6.14 | 730.0 | 1 |
| Cholinesterase CHEMBL1914 | IC50 | 5.96 | 5.235 | 1090.0 | 2 |
| quadruplex DNA CHEMBL3832742 | Kd | 5.78 | 5.4011 | 1670.0 | 9 |
| Chikungunya virus CHEMBL4296563 | EC50 | 5.75 | 5.735 | 1800.0 | 2 |
| Unchecked CHEMBL612545 | Kd | 5.75 | 5.75 | 1770.0 | 1 |
| LNCaP CHEMBL612518 | IC50 | 5.47 | 5.47 | 3400.0 | 1 |
| Aldo-keto reductase family 1 member C3 CHEMBL4681 | IC50 | 5.39 | 5.31 | 4080.0 | 2 |
| Aldo-keto reductase family 1 member C2 CHEMBL5847 | IC50 | 5.17 | 5.17 | 6710.0 | 1 |
| RAW264.7 CHEMBL612557 | IC50 | 5.16 | 5.16 | 6900.0 | 1 |
| Lysine-specific histone demethylase 1A CHEMBL6136 | IC50 | 5.16 | 5.16 | 6970.0 | 1 |
| Hepatitis C virus CHEMBL379 | EC50 | 5.1 | 5.1 | 7870.0 | 2 |
| Cholinesterase CHEMBL5763 | IC50 | 5.03 | 4.8367 | 9400.0 | 3 |
| Cell division protein FtsZ CHEMBL5096 | IC50 | 5.0 | 5.0 | 10000.0 | 1 |
| Unchecked CHEMBL612545 | IC50 | 5.0 | 4.89 | 10000.0 | 3 |
| LNCaP C4-2B CHEMBL4296461 | IC50 | 4.95 | 4.95 | 11200.0 | 1 |
| 5'-AMP-activated protein kinase catalytic subunit alpha-2 CHEMBL2116 | IC50 | 4.92 | 4.92 | 12000.0 | 1 |
| CWR22R CHEMBL612657 | IC50 | 4.9 | 4.9 | 12700.0 | 1 |
| Peroxisome proliferator-activated receptor delta CHEMBL3979 | EC50 | 4.85 | 4.85 | 14000.0 | 1 |
| Neuraminidase CHEMBL2051 | Ki | 4.84 | 4.84 | 14300.0 | 1 |
| SW1990 CHEMBL1075592 | IC50 | 4.74 | 4.74 | 18340.0 | 1 |
| SMMC-7721 CHEMBL613831 | IC50 | 4.74 | 4.74 | 18340.0 | 1 |
| HUVEC CHEMBL613979 | IC50 | 4.74 | 4.74 | 18340.0 | 1 |
| PC-3 CHEMBL390 | IC50 | 4.67 | 4.67 | 21500.0 | 1 |
| 3T3-L1 CHEMBL614510 | IC50 | 4.66 | 4.66 | 21840.0 | 1 |
| Neuraminidase CHEMBL3559643 | IC50 | 4.49 | 4.455 | 32200.0 | 2 |
| Telomerase reverse transcriptase CHEMBL2916 | IC50 | 4.43 | 4.43 | 37000.0 | 1 |
| Zika virus CHEMBL4296612 | IC50 | 4.41 | 4.41 | 39100.0 | 1 |
| HeLa 229 CHEMBL4483246 | IC50 | 4.37 | 4.37 | 42930.0 | 1 |
| Interleukin-8 CHEMBL2157 | IC50 | 4.3 | 4.3 | 50000.0 | 1 |
| Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240 | IC50 | 4.18 | 4.18 | 66069.3 | 1 |
| Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335 | IC50 | 4.17 | 4.17 | 67000.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| AUC | 24.18 | ng.hr.mL-1 | Rattus norvegicus |
| Cmax | 20186.1 | nM | Rattus norvegicus |
| F | 1.0 | % | Mus musculus |
| F | 0.36 | % | Rattus norvegicus |
| Ka | 0.65 | 10'-6/M | Not specified |
| Ka | 1.1 | 10'-5/M | Homo sapiens |
| T1/2 | 7.88 | hr | Rattus norvegicus |
| Tmax | 2.0 | hr | Rattus norvegicus |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine