ciglitazone (CHEBI:64227)

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ChEBI Name	ciglitazone

ChEBI ID	CHEBI:64227

Definition	An 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.

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

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Formula

C18H23NO3S

Net Charge

Average Mass

333.44500

Monoisotopic Mass

333.13986

InChI

InChI=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)

InChIKey

YZFWTZACSRHJQD-UHFFFAOYSA-N

SMILES

CC1(CCCCC1)COc1ccc(CC2SC(=O)NC2=O)cc1

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). antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	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

Synonym	Source
(+-)-5-(p-((1-Methylcyclohexyl)methoxy)benzyl)-2,4-thiazolidinedione	ChemIDplus

Last Modified

24 February 2016