Cycloprop-2-ene carboxylic acid is a mycotoxin found in some mushrooms such as Russula subnigricans.
When ingested, the molecule is known to cause dose-dependent rhabdomyolysis.
In mice, the oral of this molecule is 2.5 mg/kg and poisoning is indicated by an increase in blood creatine phosphokinase levels.
Polymerization via the ene reaction abolishes toxicity.
3-(Cycloprop-2-en-1-oyl)oxazolidinones are a class of ‘unusually stable’ derivatives of the mycotoxin that have been synthesized by Fox et al. As mentioned by Fox et al, this class of ‘unusually stable’ derivatives are dienophiles when involved in a Diels-Alder reaction.
The pure substance is a hydroscopic white solid that is able to decarboxylate exothermically.
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