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CHEBI:64227 - ciglitazone

ChEBI IDCHEBI:64227
ChEBI Nameciglitazone
Stars
DefinitionAn aromatic ether that consists of 1,3-thiazolidine-2,4-dione with position 5 substituted by a 4-[(1-methylcyclohexyl)methoxy]benzyl group. A selective PPARγ agonist.
Last Modified24 February 2016
SubmitterSteve
DownloadsMolfile
FormulaC18H23NO3S
Net Charge0
Average Mass333.453
Monoisotopic Mass333.13986
SMILESCC1(COc2ccc(CC3SC(=O)NC3=O)cc2)CCCCC1
InChIInChI=1S/C18H23NO3S/c1-18(9-3-2-4-10-18)12-22-14-7-5-13(6-8-14)11-15-16(20)19-17(21)23-15/h5-8,15H,2-4,9-12H2,1H3,(H,19,20,21)
InChIKeyYZFWTZACSRHJQD-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
insulin-sensitizing drug  An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
Applications:
insulin-sensitizing drug  An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
ciglitazone (CHEBI:64227) has role antineoplastic agent (CHEBI:35610)
ciglitazone (CHEBI:64227) has role insulin-sensitizing drug (CHEBI:50864)
ciglitazone (CHEBI:64227) is a aromatic ether (CHEBI:35618)
ciglitazone (CHEBI:64227) is a thiazolidinone (CHEBI:48891)
IUPAC Name 
5-{4-[(1-methylcyclohexyl)methoxy]benzyl}-1,3-thiazolidine-2,4-dione
INNs  Source
ciglitazonumChemIDplus
ciglitazonaChemIDplus
ciglitazoneChemIDplus
Synonym  Source
(+-)-5-(p-((1-Methylcyclohexyl)methoxy)benzyl)-2,4-thiazolidinedioneChemIDplus
Manual XrefsDatabases
D03493KEGG DRUG
CiglitazoneWikipedia
LSM-1911LINCS
Registry NumbersSources
Reaxys:3623680Reaxys
CAS:74772-77-3ChemIDplus
Citations