(+)-rosiglitazone (CHEBI:50123)

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ChEBI Name	(+)-rosiglitazone

ChEBI ID	CHEBI:50123

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C18H19N3O3S

Net Charge

Average Mass

357.42700

Monoisotopic Mass

357.11471

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)/t15-/m1/s1

InChIKey

YASAKCUCGLMORW-OAHLLOKOSA-N

SMILES

CN(CCOc1ccc(C[C@H]2SC(=O)NC2=O)cc1)c1ccccn1

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	insulin-sensitizing drug An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma). (via rosiglitazone ) 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. (via rosiglitazone ) 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). (via rosiglitazone )

Application(s):	insulin-sensitizing drug An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma). (via rosiglitazone )

ChEBI Ontology
Outgoing	(+)-rosiglitazone (CHEBI:50123) is a rosiglitazone (CHEBI:50122) (+)-rosiglitazone (CHEBI:50123) is enantiomer of (−)-rosiglitazone (CHEBI:50125)

Incoming	(−)-rosiglitazone (CHEBI:50125) is enantiomer of (+)-rosiglitazone (CHEBI:50123)

IUPAC Name

(5R)-5-(4-{2-[methyl(pyridin-2-yl)amino]ethoxy}benzyl)-1,3-thiazolidine-2,4-dione

Registry Number	Type	Source
7082203	Beilstein Registry Number	Beilstein

Last Modified

17 October 2009