GPR40 agonist 6

• CAT Number: I043375
• CAS Number: 1798751-25-3
• Molecular Formula: C20H19NO4
• Molecular Weight: 337.37
• Purity: ≥95%
• Synonyms: 3-[4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]phenyl]propanoic acid
• InChI: InChI=1S/C20H19NO4/c1-14-18(21-20(25-14)16-5-3-2-4-6-16)13-24-17-10-7-15(8-11-17)9-12-19(22)23/h2-8,10-11H,9,12-13H2,1H3,(H,22,23)
• InChIKey: BVILYIQBHXIHEN-UHFFFAOYSA-N
• SMILES: CC1=C(N=C(O1)C2=CC=CC=C2)COC3=CC=C(C=C3)CCC(=O)O

GPR40 agonist 6 (Compound 7a) is a potent and selective free fatty acid receptor 1 (FFAR1 or GPR40) agonist with an EC50 of 0.058 μM[1].
GPR40 agonist 6 (Compound 7a) shows a very favorable ADME profile, and shows no significant inhibition of the principal cytochrome P450 isoforms (1A2, 2C9, 2C19, 2D6 and 3A4) at 5 µM[1].
ADME profile for GPR40 agonist 6 (Compound 7a)[1]

GPR40 agonist 6 (Compound 7a)

Plasma protein binding (human)a
98.6%

Aqueous solubility (PBS, pH 7.4)b
404 µM

Microsomal stability (mouse, t1/2)c
434 min

A-B permeability (Caco-2, cm•s-1)d
15.2 • 10-6

aEach value is an average of n = 4, measured at c = 1 µM.
bEach value is an average of n = 2.
cEach value is an average of n = 5, measured at c = 2 µM.
dEach value is an average of n = 2, measured at c = 10 µM.

Reference

[1]. Zahanich I, et al. Phenoxymethyl 1,3-oxazoles and 1,2,4-oxadiazoles as potent and selective agonists of free fatty acid receptor 1 (GPR40). Bioorg Med Chem Lett. 2015 Aug 15;25(16):3105-11.
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