CHEBI:8892 - rosiglitazone maleate

ChEBI IDCHEBI:8892
ChEBI Namerosiglitazone maleate
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Last Modified4 November 2008
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Formula2H.C18H19N3O3S.C4H2O4
Net Charge0
Average Mass473.507
Monoisotopic Mass473.12567
SMILESCN(CCOc1ccc(CC2SC(=O)NC2=O)cc1)c1ccccn1.O=C([O-])/C=C\C(=O)[O-].[H+].[H+]
InChIInChI=1S/C18H19N3O3S.C4H4O4/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;5-3(6)1-2-4(7)8/h2-9,15H,10-12H2,1H3,(H,20,22,23);1-2H,(H,5,6)(H,7,8)/b;2-1-
InChIKeySUFUKZSWUHZXAV-BTJKTKAUSA-N
Roles Classification
Biological Roles:
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
insulin-sensitizing drug  An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
hypoglycemic agent  A drug which lowers the blood glucose level.
insulin-sensitizing drug  An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
antiatherosclerotic agent  A cardiovascular drug that prevents atherosclerosis (a disease in which the inside of an artery narrows due to the build up of plaque). Compare with antiatherogenic agent.
ChEBI Ontology
Outgoing Relation(s)
rosiglitazone maleate (CHEBI:8892) has part rosiglitazone (CHEBI:50122)
rosiglitazone maleate (CHEBI:8892) has role anti-HIV agent (CHEBI:64946)
rosiglitazone maleate (CHEBI:8892) has role antiatherosclerotic agent (CHEBI:145947)
rosiglitazone maleate (CHEBI:8892) has role antineoplastic agent (CHEBI:35610)
rosiglitazone maleate (CHEBI:8892) has role cardiovascular drug (CHEBI:35554)
rosiglitazone maleate (CHEBI:8892) has role hypoglycemic agent (CHEBI:35526)
rosiglitazone maleate (CHEBI:8892) has role insulin-sensitizing drug (CHEBI:50864)
rosiglitazone maleate (CHEBI:8892) is a maleate salt (CHEBI:50221)
IUPAC Name 
5-(4-{2-[methyl(pyridin-2-yl)amino]ethoxy}benzyl)-1,3-thiazolidine-2,4-dione (2Z)-but-2-enedioic acid
Synonyms  Source
BRL 49653CChemIDplus
BRL-49653-CChEMBL
BRL-49653CChEMBL
NSC-717764ChEMBL
rosiglitazone maleateKEGG DRUG
Rosiglitzazone maleateChEMBL
Brand Names  Source
AvandiaDrugBank
Rosiglitazone maleate component of avandametChEMBL
Rosiglitazone maleate component of avandarylChEMBL
Manual XrefsDatabases
D00596KEGG DRUG
DB00412DrugBank
Registry NumbersSources
Beilstein:7966066Beilstein
CAS:155141-29-0ChemIDplus
Citations