Troglitazone, PPAR-gamma receptor agonist

Key facts

CAS number

97322-87-7

Purity

>97%

Form

Solid

form

Molecular weight

441.5 Da

Molecular formula

C₂₄H₂₇NO₅S

PubChem

5591

Nature

Synthetic

Solubility

Soluble in ethanol to 10 mM

Soluble in DMSO to 100 mM

Biochemical name

Troglitazone

Biological description

Potent, selective PPAR-γ receptor agonist (EC₅₀ = 780 nM). No activity at PPAR-α or PPAR-δ (up to 10 mM). Orally active. Antidiabetic and anticancer agent. Active in vivo and in vitro.

Canonical smiles

CC1=C(C2=C(CCC(O2)(C)COC3=CC=C(C=C3)CC4C(=O)NC(=O)S4)C(=C1O)C)C

InChi

InChI=1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)

InChiKey

GXPHKUHSUJUWKP-UHFFFAOYSA-N

IUPAC Name

5-[[4-[(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydrochromen-2-yl)methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione