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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Journal of Chemical Ecology called Bioactivity, synthesis, and chirality of the sex pheromone of currant stem girdler, Janus integer, Author is James, David G.; Petroski, Richard J.; Cosse, Allard A.; Zilkowski, Bruce W.; Bartelt, Robert J., which mentions a compound: 32780-06-6, SMILESS is O=C1O[C@H](CO)CC1, Molecular C5H8O3, Recommanded Product: 32780-06-6.

It was previously reported that females of the currant stem girdler, Janus integer Norton (Hymenoptera: Cephidae), produce a compound, (Z)-9-octadecen-4-olide (I), that is sensitively detected by the antennae of males only. These characteristics suggested a pheromonal function, and this has now been confirmed with behavioral tests. Field tests conducted during two seasons in a com. red currant field showed that synthetic racemic I is attractive to male J. integer under natural conditions. A clear dose-response was evident, with greatest numbers of girdlers caught in sticky traps baited with 10 mg of the pheromone (in rubber septa) and least in traps baited with 1 mg or less. During May 2002, 10, 5, 3, and 1 mg baited traps caught means of 41.4, 26.6, 6.7, and 2.7 males/trap/visit (3-5 day intervals), resp., with a maximum of 229 males caught in a single trap baited with 5 mg. A new synthetic method for racemic I is presented. The absolute configuration of natural I from the male sawflies was determined to be (R). The potential for using the sex pheromone of J. integer to improve management of this currant and gooseberry pest is discussed.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI