Molecule Details
| InChIKey | GXPHKUHSUJUWKP-UHFFFAOYSA-N |
|---|---|
| Compound Name | Troglitazone |
| Canonical SMILES | Cc1c(C)c2c(c(C)c1O)CCC(C)(COc1ccc(CC3SC(=O)NC3=O)cc1)O2 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 4 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 6.46 |
| Source | ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB00197 |
|---|---|
| Drug Name | Troglitazone |
| CAS Number | 97322-87-7 |
| Groups | approved withdrawn |
| ATC Codes | A10BG01 |
| Description | Troglitazone was withdrawn in 2000 due to risk of hepatotoxicity. It was superseded by [pioglitazone] and [rosiglitazone]. |
Categories: Alimentary Tract and Metabolism BSEP/ABCB11 Inhibitors Benzopyrans Blood Glucose Lowering Agents Chromans Cytochrome P-450 CYP2B6 Inducers Cytochrome P-450 CYP2B6 Inducers (strength unknown) Cytochrome P-450 CYP2C19 Inhibitors Cytochrome P-450 CYP2C19 inhibitors (strength unknown) Cytochrome P-450 CYP2C8 Inhibitors Cytochrome P-450 CYP2C8 Inhibitors (moderate) Cytochrome P-450 CYP2C8 Substrates Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (moderate) Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP3A Inducers Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A4 Inducers Cytochrome P-450 CYP3A4 Inducers (strength unknown) Cytochrome P-450 CYP3A5 Inhibitors Cytochrome P-450 CYP3A5 Inhibitors (strength unknown) Cytochrome P-450 CYP3A7 Inhibitors Cytochrome P-450 CYP3A7 Inhibitors (strength unknown) Cytochrome P-450 Enzyme Inducers Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Drugs Used in Diabetes Heterocyclic Compounds, Fused-Ring OATP1B1/SLCO1B1 Inhibitors Oral Hypoglycemics Pyrans Sulfur Compounds Thiazoles Thiazolidinediones UGT1A1 Substrates UGT1A3 substrates UGT1A4 substrates UGT1A6 Inhibitors UGT1A6 substrate UGT1A9 Substrates UGT2B7 substrates
Cross-references: BindingDB: 50088494 ChEBI: 9753 CHEMBL408 ChemSpider: 5389 Guide to Pharmacology: 2693 IUPHAR: 2693 D00395 PharmGKB: PA451799 PubChem:5591 PubChem:46504655 RxCUI: 72610 Therapeutic Targets Database: DAP001337 Wikipedia: Troglitazone
Target Activities (4)
DrugBank Target Actions (34)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P04798 | CYP1A1 | Cytochrome P450 1A1 | inducer | enzymes |
| P08684 | CYP3A4 | Cytochrome P450 3A4 | inducer | enzymes |
| P20813 | CYP2B6 | Cytochrome P450 2B6 | inducer | enzymes |
| P10632 | CYP2C8 | Cytochrome P450 2C8 | inhibitor | enzymes |
| P11511 | CYP19A1 | Aromatase | inhibitor | enzymes |
| P11712 | CYP2C9 | Cytochrome P450 2C9 | inhibitor | enzymes |
| P19224 | UGT1A6 | UDP-glucuronosyltransferase 1A6 | inhibitor | enzymes |
| P20815 | CYP3A5 | Cytochrome P450 3A5 | inhibitor | enzymes |
| P24462 | CYP3A7 | Cytochrome P450 3A7 | inhibitor | enzymes |
| P33261 | CYP2C19 | Cytochrome P450 2C19 | inhibitor | enzymes |
| O60656 | O60656 | UDP-glucuronosyltransferase 1A9 | substrate | enzymes |
| P10632 | CYP2C8 | Cytochrome P450 2C8 | substrate | enzymes |
| P11712 | CYP2C9 | Cytochrome P450 2C9 | substrate | enzymes |
| P16662 | UGT2B7 | UDP-glucuronosyltransferase 2B7 | substrate | enzymes |
| P19224 | UGT1A6 | UDP-glucuronosyltransferase 1A6 | substrate | enzymes |
| P22309 | UGT1A1 | UDP-glucuronosyltransferase 1A1 | substrate | enzymes |
| P22310 | P22310 | UDP-glucuronosyltransferase 1A4 | substrate | enzymes |
| P35503 | P35503 | UDP-glucuronosyltransferase 1A3 | substrate | enzymes |
| P54855 | P54855 | UDP-glucuronosyltransferase 2B15 | substrate | enzymes |
| Q9HAW7 | Q9HAW7 | UDP-glucuronosyltransferase 1A7 | substrate | enzymes |
| Q9HAW8 | Q9HAW8 | UDP-glucuronosyltransferase 1A10 | substrate | enzymes |
| Q9HAW9 | Q9HAW9 | UDP-glucuronosyltransferase 1A8 | substrate | enzymes |
| P37231 | PPARG | Peroxisome proliferator-activated receptor gamma | agonist | targets |
| P05121 | P05121 | Plasminogen activator inhibitor 1 | antagonist | targets |
| P09211 | GSTP1 | Glutathione S-transferase P | binder | targets |
| Q03181 | PPARD | Peroxisome proliferator-activated receptor delta | binder | targets |
| Q07869 | PPARA | Peroxisome proliferator-activated receptor alpha | binder | targets |
| O60488 | O60488 | Long-chain-fatty-acid--CoA ligase 4 | inhibitor | targets |
| Q99808 | SLC29A1 | Equilibrative nucleoside transporter 1 | inhibitor | targets |
| P11474 | ESRRA | Steroid hormone receptor ERR1 | inverse agonist | targets |
| P62508 | ESRRG | Estrogen-related receptor gamma | inverse agonist | targets |
| P37231 | PPARG | Peroxisome proliferator-activated receptor gamma | regulator | targets |
| O95342 | ABCB11 | Bile salt export pump | inhibitor | transporters |
| Q9Y6L6 | SLCO1B1 | Solute carrier organic anion transporter family member 1B1 | inhibitor | transporters |