troglitazone (BioCAD00000186492)

blood

Metabolite Card

Formula: C24H27NO5S (441.161)
SMILES: CC1=C(C)C2=C(CCC(C)(COC3=CC=C(CC4SC(=O)NC4=O)C=C3)O2)C(C)=C1O

Synonyms [en]

Troglitazone; Prelay; Rezulin; troglitazona; troglitazonum; Romglizone

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

troglitazone. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000186492). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Troglitazone is a member of chromanes and a thiazolidinone. It has a role as a hypoglycemic agent, an antioxidant, a vasodilator agent, an anticonvulsant, an anticoagulant, a platelet aggregation inhibitor, an antineoplastic agent, an EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor and a ferroptosis inhibitor. Troglitazone was withdrawn in 2000 due to risk of hepatotoxicity. It was superseded by [pioglitazone] and [rosiglitazone]. Troglitazone was the first thiazolidinedione approved for use in the United States and was licensed for use in type 2 diabetes in 1997, but withdrawn 3 years later because of the frequency of liver injury including acute liver failure associated with its use. Troglitazone is an orally-active thiazolidinedione with antidiabetic and hepatotoxic properties and potential antineoplastic activity. Troglitazone activates peroxisome proliferator-activated receptor gamma (PPAR-gamma), a ligand-activated transcription factor, thereby inducing cell differentiation and inhibiting cell growth and angiogenesis. This agent also modulates the transcription of insulin-responsive genes, inhibits macrophage and monocyte activation, and stimulates adipocyte differentiation. (NCI04) Troglitazone was withdrawn in 2000 due to risk of hepatotoxicity. It was superseded by pioglitazone and rosiglitazone. A chroman and thiazolidinedione derivative that acts as a PEROXISOME PROLIFERATOR-ACTIVATED RECEPTORS (PPAR) agonist. It was formerly used in the treatment of TYPE 2 DIABETES MELLITUS, but has been withdrawn due to hepatotoxicity.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 97322-87-7
  • PubChem: 5591
  • PubChem: 6518172
  • ChEBI: ChEBI:9753
  • HMDB: HMDB0259292
  • KEGG: C07181
  • KEGG: D00395
  • NCBI MeSH: Troglitazone
  • Wikipedia: Troglitazone
  • DrugBank: DB00197
  • RefMet: RM0187657
  • MoNA: LU070104
  • MoNA: LU070105
  • MoNA: LU070151
  • MoNA: LU070152
  • MoNA: LU070153
  • MoNA: LU070154
  • MoNA: LU070155
  • MoNA: LU070156
  • Metlin: METLIN_2970
  • Coconut NaturalProduct: CNP0599572.0

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
BioCyc:META_PWY-6261 thyroid hormone metabolism II (via conjugation and/or degradation)
WikiPathways:WP2289 Drug induction of bile acid pathway
WikiPathways:WP3253 Drug induction of bile acid pathway
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