CHEBI:50122 - rosiglitazone

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name rosiglitazone
ChEBI ID CHEBI:50122
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C18H19N3O3S
Net Charge 0
Average Mass 357.42700
Monoisotopic Mass 357.115
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
SMILES CN(CCOc1ccc(CC2SC(=O)NC2=O)cc1)c1ccccn1
Roles Classification
Biological Role(s): insulin-sensitizing drug
An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
Application(s): insulin-sensitizing drug
An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing rosiglitazone (CHEBI:50122) has role insulin-sensitizing drug (CHEBI:50864)
rosiglitazone (CHEBI:50122) is a aminopyridine (CHEBI:38207)
rosiglitazone (CHEBI:50122) is a thiazolidenediones (CHEBI:50990)
Incoming rosiglitazone maleate (CHEBI:8892) has part rosiglitazone (CHEBI:50122)
(−)-rosiglitazone (CHEBI:50125) is a rosiglitazone (CHEBI:50122)
(+)-rosiglitazone (CHEBI:50123) is a rosiglitazone (CHEBI:50122)
IUPAC Name
5-(4-{2-[methyl(pyridin-2-yl)amino]ethoxy}benzyl)-1,3-thiazolidine-2,4-dione
INNs Sources
rosiglitazona ChEBI
rosiglitazone ChemIDplus
rosiglitazonum ChEBI
Synonyms Sources
5-((4-(2-(methyl-2-pyridinylamino)ethoxy)phenyl)methyl)-2,4-thiazolidinedione ChemIDplus
BRL-49653 ChemIDplus
Database Links Databases
2405 DrugCentral
DB00412 DrugBank
EP306228 Patent
LSM-1949 LINCS
Rosiglitazone Wikipedia
US5002953 Patent
View more database links
Registry Numbers Types Sources
122320-73-4 CAS Registry Number ChemIDplus
7082202 Beilstein Registry Number Beilstein
Last Modified
22 February 2017