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Aristolochene
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IUPAC name
7α-Eremophila-9,11-diene
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Systematic IUPAC name
(4S,4aR,6S)-4,4a-Dimethyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene | |
Other names
(+)-Aristolochene
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChemSpider |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C15H24 | |
Molar mass | 204.357 g·mol−1 |
Density | 0.894 g/mL |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Aristolochene is a bicyclic sesquiterpene produced by certain fungi including the cheese mold Penicillium roqueforti. It is biosynthesized from farnesyl pyrophosphate by aristolochene synthase and is the parent hydrocarbon of a large variety of fungal toxins.
The substance was first isolated from Penicillium roqueforti, a fungus used to make blue cheeses like Roquefort, Danish Blue, Stilton cheese and gorgonzola.
Aristolochene is a precursor to PR toxin, a toxic chemical made in large amounts by Penicillium roqueforti. PR toxin has been implicated in incidents of mycotoxicoses resulting from eating contaminated grains.