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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: | 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). 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). |
| 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 |
|---|---|
| rosiglitazona | ChEBI |
| rosiglitazone | ChemIDplus |
| 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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