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(+/-)-menthofuran
Sign in to saveAlso known as 4,5,6,7-tetrahydro-3,6-dimethylcoumarone, 4,5,6,7-tetrahydro-3,6-dimethylbenzofuran, 3,9-epoxy-p-mentha-3,8-diene, (R)-4,5,6,7-tetrahydro-3,6-dimethylbenzofuran, (R)-(+)-Menthofuran, (6R)-3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran, 3,9-Epoxy-(+)-p-Mentha-3,8-diene, (+)-menthofuran
Menthofuran is an organic compound found in a variety of essential oils including that of pennyroyal (Mentha pulegium). It is highly toxic and believed to be the primary toxin in pennyroyal responsible for its potentially fatal effects. After ingestion of menthofuran, it is metabolically activated to chemically reactive intermediates that are hepatotoxic.
Wikidata facts
- Mass
- 150.104
Show 4 more facts
- chemical formula
- C₁₀H₁₄O
- Commons category
- Menthofuran
- canonical SMILES
- CC1CCC2=C(C1)OC=C2C
- found in taxon
- Mentha pulegium
Sources (2)
via Wikidata · CC0
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Encyclopedic overview
5 sectionsContents
- Biosynthesis
- Chemistry
- Synthesis
- Pharmacology
- References
Menthofuran is an organic compound found in a variety of essential oils including that of pennyroyal (Mentha pulegium). It is highly toxic and believed to be the primary toxin in pennyroyal responsible for its potentially fatal effects. After ingestion of menthofuran, it is metabolically activated to chemically reactive intermediates that are hepatotoxic.
== Biosynthesis == Menthofuran is produced biosynthetically from pulegone by the enzyme menthofuran synthase. thumb|left|Menthofuran synthase converts pulegone to menthofuran
Excerpted from Wikipedia’s “(+/-)-menthofuran” article, available under the CC BY-SA 4.0 licence.