GW 6471, PPAR alpha antagonist

Key facts

CAS number

880635-03-0

Purity

>98%

Form

Solid

form

Molecular weight

619.7 Da

Molecular formula

C₃₅H₃₆F₃N₃O₄

PubChem

446738

Nature

Synthetic

Solubility

Soluble in DMSO to 50 mM

Soluble in ethanol to 10 mM

Biochemical name

GW 6471

Biological description

Potent PPAR alpha antagonist (IC₅₀ = 240 nM). Drives displacement of co-activators from PPAR alpha. Promotes recruitment of co-repressor proteins SMRT and NCoR to ligand binding domain. Inhibits cardiomyocyte differentiation in mouse embryonic stem cells. Causes reduced expression of cardiac sarcomeric proteins and specific genes in a time-dependent manner.

Canonical smiles

CCC(=O)NCC(CC1=CC=C(C=C1)OCCC2=C(OC(=N2)C3=CC=CC=C3)C)NC(=CC(=O)C4=CC=C(C=C4)C(F)(F)F)C

Isomeric smiles

CCC(=O)NC[C@H](CC1=CC=C(C=C1)OCCC2=C(OC(=N2)C3=CC=CC=C3)C)N/C(=C\C(=O)C4=CC=C(C=C4)C(F)(F)F)/C

InChi

InChI=1S/C35H36F3N3O4/c1-4-33(43)39-22-29(40-23(2)20-32(42)26-12-14-28(15-13-26)35(36,37)38)21-25-10-16-30(17-11-25)44-19-18-31-24(3)45-34(41-31)27-8-6-5-7-9-27/h5-17,20,29,40H,4,18-19,21-22H2,1-3H3,(H,39,43)/b23-20-/t29-/m0/s1

InChiKey

TYEFSRMOUXWTDN-DYQICHDWSA-N

IUPAC Name

N-[(2S)-3-[4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl]-2-[[(Z)-4-oxo-4-[4-(trifluoromethyl)phenyl]but-2-en-2-yl]amino]propyl]propanamide