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In larvae and later developmental stages of Creatonotos transiens, which had been reared on the pyrrolizidine alkaloid 7S-heliotrine, a new major metabolite was detected by capillary GLC. The structure of this metabolite was determined by GLC-MS (EI, CI-MS) and  13 C NMR to be 7Rheliotrine and 7R-heliotrine-N-oxide. 7R-Heliotrine is likely to be the direct precursor for the pheromone R( - )-hydroxydanaidal.

Biosynthesis of Pyrrolidine Alkaloid-Derived Pheromones in the Arctiid Moth, Creatonotos transiens: Stereochemical Conversion of Heliotrine