MOLECULE

Moupinamide

Moupinamide, also known as Alfrutamide or N-feruloyltyramine or N-trans-feruloyltyramine (NTF), belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. It is also classified as a phenylpropanoid amide. Phenylpropanoids consist of a six-carbon, aromatic phenyl group and a three-carbon propene tail of coumaric acid, which is the central intermediate in phenylpropanoid biosynthesis. A phenylpropanoid amide has an amide group incorporated into its propanoid chain. There are two known isomers of N-Feruloyltyramine, N-trans-Feruloyltyramine and N-cis-Feruloyltyramine. Moupinamide is a largely neutral molecule, that is somewhat insoluble in water. It exists as a pale yellow oil. Moupinamide or N-trans-Feruloyltyramine is found in black and white peppers. N-cis-Feruloyltyramine has been identified in yellow bell peppers, red bell peppers and in a lower concentration in orange bell peppers, green bell peppers, celery leaves, hyssops, quinoa, agars, and oxheart cabbages. N-trans-feruloyltyramine (Moupinamide) is one of the major phenylpropanoid amides that have been identified in the cannabis plant (PMID:6991645). Moupinamide is an inhibitor of COX 1 and COX 2 and has potential antioxidant properties (PMID: 19807156)