Gyrinal is an organic chemical compound - an unsaturated ketoaldehyde - with the formula C14H18O3, obtained from the whirligig beetle (the water boatman, Gyrinus natator). It is a powerful antiseptic and fish and mammal toxin, and thus used as a defensive compound. Typically the beetles contain approx. 80 microgram of the compound. The LD50 of the compound is approx. 45 mg/kg in mice.
References
Schildknecht, H. (1976). "Chemical Ecology - A Chapter of Modern Natural Products Chemistry". Angewandte Chemie International Edition in English. 15 (4): 214–222. doi:10.1002/anie.197602141. Miller, J. R., Hendry, L. B., and Mumma, R. O. (1975). "Norsesquiterpenes as defensive toxins of whirligig beetles (Coleoptera: Gyrinidae)". Journal of Chemical Ecology. 1 (1): 59–82. Bibcode:1975JCEco...1...59M. doi:10.1007/BF00987720. S2CID 32820323.{{cite journal}}: CS1 maint: multiple names: authors list (link)

