12-[1-L (E)-HEXENYLOXY]-9(Z),11(E)-DODECADIENOIC ACID

Etheroleic acid is a divinyl ether oxylipin.^1,2 It is a metabolite of linolenic acid that is formed in plants via 13-lipoxygenase-mediated formation of 13(S)-HpODE or (±)13-HpODE followed by conversion to the divinyl ether by divinyl ether synthase. Etheroleic acid (30 μM) is fungicidal against the powdery mildew B. graminis on the second leaves of barley seedlings.³

1. Grechkin, A.N., Ilyasov, A.V., and Hamberg, M. On the mechanism of biosynthesis of divinyl ether oxylipins by enzyme from garlic bulbs Eur. J. Biochem. 245(1),137-142(1997).
2. Hamberg, M. Biosynthesis of new divinyl ether oxylipins in Ranunculus plants Lipids 37(4),427-433(2002).
3. Cowley, T., and Walters, D. Local and systemic effects of oxylipins on powdery mildew infection in barley Pest Manag. Sci. 61(6),572-576(2005).