N-(1-(3,4-Dihydroxyphenyl)propan-2-yl)oleamide Chemical Properties

Boiling point:

624.5±55.0 °C(Predicted)

Density 

0.997±0.06 g/cm3(Predicted)

storage temp. 

Store at -20°C

solubility 

DMF: 30 mg/ml; DMSO: 25 mg/ml; Ethanol: 30 mg/ml; Ethanol:PBS (pH 7.2) (1:3): 0.25 mg/ml

pka

9.79±0.10(Predicted)

N-(1-(3,4-Dihydroxyphenyl)propan-2-yl)oleamide Usage And Synthesis

Description

N-(1-(3,4-Dihydroxyphenyl)propan-2-yl)oleamide binds to the cannabinoid 1 (CB₁) receptor with a K_i value of 365 nM in a radioligand binding assay using rat brain homogenate.¹ It has an EC₅₀ value of 698 nM for the peroxisome proliferator-activated receptor α (PPARα) in a luciferase reporter assay and, in rats, it decreases food intake. It does not inhibit fatty acid amide hydrolase (FAAH).

Uses

OLHHA is a dual CB1 receptor antagonist and PPARα agonist. OLHHA also is a alcohol intake inhibitor with an EC50 value of 0.2 mg/kg. OLHHA reduces both hepatic lipid accumulation and circulating triglyceride levels. OLHHA shows anti-steatotic activity and has the potential for the research of non-alcoholic fatty liver disease (NAFLD)[1][2].

in vivo

References

1. Almeida, B., Joglar, J., Rojas, M.J.L., et al. Synthesis of fatty acid amides of catechol metabolites that exhibit antiobesity properties. ChemMedChem 4;5(10),1781-1787(2010).