Dodeca-2(E),4(E)-dienoic acid isobutylamide(p)

Dienamide A2 (24738-51-0) is an analog of the natural amides occurring in Echinacea which represent a new class of cannabinomimetic compounds. This class of compounds modulates TNFα mRNA expression in human monocytes/macrophages via the CB2 receptor.1Dienamide A2 binds to cannabinoid receptors with greater affinity than endogenous cannabinoids (Ki= ~60 and >1500 nM for CB2 and CB1 respectively)2. It elevates intracellular Ca2+ levels in CB2-positive but not in CB2-negative cells and this effect was blocked by SR144528.2It significantly inhibits LPS-induced TNFα and IL-1β expression in a CB2-independent manner.2

Kalecide is a natural pesticide of Echinacea angustifolia, Echinacea atrorubens and Piper sarmentosum.

ChEBI: (2E,4E)-N-isobutyl-2,4-dodecadienamide is a fatty amide. It has a role as a metabolite.

[1] JUERG GERTSCH. Echinacea alkylamides modulate TNF-α gene expression via cannabinoid receptor CB2 and multiple signal transduction pathways[J]. FEBS Letters, 2004, 577 3: 563-569. DOI:10.1016/j.febslet.2004.10.064
[2] STEFAN RADUNER. Alkylamides from Echinacea are a new class of cannabinomimetics. Cannabinoid type 2 receptor-dependent and -independent immunomodulatory effects.[J]. The Journal of Biological Chemistry, 2006, 281 20: 14192-14206. DOI:10.1074/jbc.m601074200