CHEBI:8892 - rosiglitazone maleate

ChEBI IDCHEBI:8892
ChEBI Namerosiglitazone maleate
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Last Modified4 November 2008
DownloadsMolfile
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.
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.
insulin-sensitizing drug  An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
hypoglycemic agent  A drug which lowers the blood glucose level.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
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