CHEBI:9753 - troglitazone

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ChEBI Name troglitazone
ChEBI ID CHEBI:9753
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C24H27NO5S
Net Charge 0
Average Mass 441.54000
Monoisotopic Mass 441.16099
InChI InChI=1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)
InChIKey GXPHKUHSUJUWKP-UHFFFAOYSA-N
SMILES Cc1c(C)c2OC(C)(CCc2c(C)c1O)COc1ccc(CC2SC(=O)NC2=O)cc1
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): 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-acidCoA 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.
Application(s): platelet aggregation inhibitor
A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
anticoagulant
An agent that prevents blood clotting.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
hypoglycemic agent
A drug which lowers the blood glucose level.
vasodilator agent
A drug used to cause dilation of the blood vessels.
anticonvulsant
A drug used to prevent seizures or reduce their severity.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing troglitazone (CHEBI:9753) has role anticoagulant (CHEBI:50249)
troglitazone (CHEBI:9753) has role anticonvulsant (CHEBI:35623)
troglitazone (CHEBI:9753) has role antineoplastic agent (CHEBI:35610)
troglitazone (CHEBI:9753) has role antioxidant (CHEBI:22586)
troglitazone (CHEBI:9753) has role EC 6.2.1.3 (long-chain-fatty-acid—CoA ligase) inhibitor (CHEBI:83157)
troglitazone (CHEBI:9753) has role ferroptosis inhibitor (CHEBI:173084)
troglitazone (CHEBI:9753) has role hypoglycemic agent (CHEBI:35526)
troglitazone (CHEBI:9753) has role platelet aggregation inhibitor (CHEBI:50427)
troglitazone (CHEBI:9753) has role vasodilator agent (CHEBI:35620)
troglitazone (CHEBI:9753) is a chromanes (CHEBI:23230)
troglitazone (CHEBI:9753) is a thiazolidinone (CHEBI:48891)
IUPAC Name
5-{4-[(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)methoxy]benzyl}-1,3-thiazolidine-2,4-dione
INNs Sources
troglitazona ChEBI
troglitazone ChEBI
troglitazonum ChEBI
Synonyms Sources
(+-)-all-rac-5-(p-((6-Hydroxy-2,5,7,8-tetramethyl-2-chromanyl)methoxy)benzyl)-2,4-thiazolidinedione ChemIDplus
5-(4-(6-Hydroxy-2,5,7,8-tetramethylchroman-2-ylmethoxy)benzyl)thiazolidine-2,4-dione ChemIDplus
Rezulin (TN) KEGG DRUG
Romglizone ChemIDplus
Troglitazone KEGG DRUG
Manual Xrefs Databases
2767 DrugCentral
CPD-11439 MetaCyc
D00395 KEGG DRUG
DB00197 DrugBank
LSM-4890 LINCS
Troglitazone Wikipedia
US4572912 Patent
View more database links
Registry Numbers Types Sources
4338399 Beilstein Registry Number Beilstein
97322-87-7 CAS Registry Number ChemIDplus
97322-87-7 CAS Registry Number KEGG DRUG
Last Modified
27 May 2021