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CHEBI:50122 - rosiglitazone
| Formula | C18H19N3O3S |
| Net Charge | 0 |
| Average Mass | 357.435 |
| Monoisotopic Mass | 357.11471 |
| SMILES | CN(CCOc1ccc(CC2SC(=O)NC2=O)cc1)c1ccccn1 |
| InChI | InChI=1S/C18H19N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,15H,10-12H2,1H3,(H,20,22,23) |
| InChIKey | YASAKCUCGLMORW-UHFFFAOYSA-N |
| Wikipedia |
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| Roles Classification |
|---|
| Chemical Role: | Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid). |
| 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. insulin-sensitizing drug An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma). |
| Application: | insulin-sensitizing drug An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma). |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| rosiglitazone (CHEBI:50122) has role EC 6.2.1.3 (long-chain-fatty-acid—CoA ligase) inhibitor (CHEBI:83157) |
| rosiglitazone (CHEBI:50122) has role ferroptosis inhibitor (CHEBI:173084) |
| rosiglitazone (CHEBI:50122) has role insulin-sensitizing drug (CHEBI:50864) |
| rosiglitazone (CHEBI:50122) is a aminopyridine (CHEBI:38207) |
| rosiglitazone (CHEBI:50122) is a thiazolidinediones (CHEBI:50990) |
| rosiglitazone (CHEBI:50122) is conjugate acid of rosiglitazone(1−) (CHEBI:188074) |
| Incoming Relation(s) |
| rosiglitazone maleate (CHEBI:8892) has part rosiglitazone (CHEBI:50122) |
| (+)-rosiglitazone (CHEBI:50123) is a rosiglitazone (CHEBI:50122) |
| (−)-rosiglitazone (CHEBI:50125) is a rosiglitazone (CHEBI:50122) |
| rosiglitazone(1−) (CHEBI:188074) is conjugate base of rosiglitazone (CHEBI:50122) |
| IUPAC Name |
|---|
| 5-(4-{2-[methyl(pyridin-2-yl)amino]ethoxy}benzyl)-1,3-thiazolidine-2,4-dione |
| INNs | Source |
|---|---|
| rosiglitazone | ChemIDplus |
| rosiglitazona | ChEBI |
| rosiglitazonum | ChEBI |
| Synonyms | Source |
|---|---|
| 5-((4-(2-(methyl-2-pyridinylamino)ethoxy)phenyl)methyl)-2,4-thiazolidinedione | ChemIDplus |
| BRL-49653 | ChemIDplus |
| Registry Numbers | Sources |
|---|---|
| Beilstein:7082202 | Beilstein |
| CAS:122320-73-4 | ChemIDplus |
| Citations |
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