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CHEBI:8228 - pioglitazone
| Formula | C19H20N2O3S |
| Net Charge | 0 |
| Average Mass | 356.447 |
| Monoisotopic Mass | 356.11946 |
| SMILES | CCc1ccc(CCOc2ccc(CC3SC(=O)NC3=O)cc2)nc1 |
| InChI | InChI=1S/C19H20N2O3S/c1-2-13-3-6-15(20-12-13)9-10-24-16-7-4-14(5-8-16)11-17-18(22)21-19(23)25-17/h3-8,12,17H,2,9-11H2,1H3,(H,21,22,23) |
| InChIKey | HYAFETHFCAUJAY-UHFFFAOYSA-N |
| Wikipedia |
|---|
| Roles Classification |
|---|
| Biological Roles: | EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor An EC 6.2.1.* (acid-thiol ligase) inhibitor that interferes with the action of a long-chain-fatty-acid—CoA ligase (EC 6.2.1.3). ferroptosis inhibitor Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms. xenobiotic A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means. EC 2.7.1.33 (pantothenate kinase) inhibitor An EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor that interferes with the action of pantothenate kinase (EC 2.7.1.33). PPARgamma agonist A PPAR modulator which activates the peroxisome proliferator-activated receptor-γ. insulin-sensitizing drug An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma). |
| Applications: | hypoglycemic agent A drug which lowers the blood glucose level. cardioprotective agent Any protective agent that is able to prevent damage to the heart. geroprotector Any compound that supports healthy aging, slows the biological aging process, or extends lifespan. insulin-sensitizing drug An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma). antidepressant Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| pioglitazone (CHEBI:8228) has role antidepressant (CHEBI:35469) |
| pioglitazone (CHEBI:8228) has role cardioprotective agent (CHEBI:77307) |
| pioglitazone (CHEBI:8228) has role EC 2.7.1.33 (pantothenate kinase) inhibitor (CHEBI:77194) |
| pioglitazone (CHEBI:8228) has role EC 6.2.1.3 (long-chain-fatty-acid—CoA ligase) inhibitor (CHEBI:83157) |
| pioglitazone (CHEBI:8228) has role ferroptosis inhibitor (CHEBI:173084) |
| pioglitazone (CHEBI:8228) has role geroprotector (CHEBI:176497) |
| pioglitazone (CHEBI:8228) has role hypoglycemic agent (CHEBI:35526) |
| pioglitazone (CHEBI:8228) has role insulin-sensitizing drug (CHEBI:50864) |
| pioglitazone (CHEBI:8228) has role PPARγ agonist (CHEBI:71554) |
| pioglitazone (CHEBI:8228) has role xenobiotic (CHEBI:35703) |
| pioglitazone (CHEBI:8228) is a aromatic ether (CHEBI:35618) |
| pioglitazone (CHEBI:8228) is a pyridines (CHEBI:26421) |
| pioglitazone (CHEBI:8228) is a thiazolidinediones (CHEBI:50990) |
| Incoming Relation(s) |
| hydroxypioglitazone (CHEBI:82937) has functional parent pioglitazone (CHEBI:8228) |
| IUPAC Name |
|---|
| 5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione |
| INNs | Source |
|---|---|
| pioglitazona | ChemIDplus |
| pioglitazone | ChemIDplus |
| pioglitazonum | ChemIDplus |
| Synonyms | Source |
|---|---|
| Pioglitazone | KEGG COMPOUND |
| (±)-5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-2,4-thiazolidinedione | ChemIDplus |
| Manual Xrefs | Databases |
|---|---|
| C07675 | KEGG COMPOUND |
| EP193256 | Patent |
| US4687777 | Patent |
| DB01132 | DrugBank |
| Pioglitazone | Wikipedia |
| D08378 | KEGG DRUG |
| HMDB0015264 | HMDB |
| LSM-1592 | LINCS |
| 2179 | DrugCentral |
| 4663 | ChemSpider |
| Registry Numbers | Sources |
|---|---|
| Reaxys:3595485 | Reaxys |
| CAS:111025-46-8 | KEGG COMPOUND |
| CAS:111025-46-8 | ChemIDplus |
| Citations |
|---|