Pulegone is a naturally occurring organic compound obtained from the essential oils of a variety of plants such as Nepeta cataria (catnip), Mentha piperita, and pennyroyal. It is classified as a monoterpenoid, which means that it is an oxidized derivative of a terpene, a large class of naturally occurring C10 hydrocarbons. Pulegone is a colorless oil with a pleasant odor similar to pennyroyal, peppermint, and camphor. It is used in flavoring agents, in perfumery, and in aromatherapy.
Isolation and some uses Pulegone comprises 75% of the oil pressed from pennyroyal, which is cultivated for that purpose. Hydrogenation of pulegone gives menthone. Pulegone is also a precursor to menthofuran, another flavorant.
Biochemistry The enzyme (+)-pulegone reductase from peppermint catalyses a reduction reaction which gives a mixture of (–)-menthone and (+)-isomenthone:
It uses nicotinamide adenine dinucleotide phosphate (NADPH) as its cofactor.
Toxicology It was reported that the chemical is toxic to rats if a large quantity is consumed. Pulegone is also an insecticide − the most powerful of three insecticides naturally occurring in many mint species. As of October 2018, the FDA withdrew authorization for the use of pulegone as a synthetic flavoring substance for use in food, but that naturally occurring pulegone can continue to be used.
Sources Creeping charlie Mentha longifolia Mentha suaveolens Pennyroyal Peppermint Schizonepeta tenuifolia Bursera graveolens
See also Menthofuran Menthol
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