Cycloprop-2-ene carboxylic acid
Encyclopedia
Cycloprop-2-ene carboxylic acid is a toxic molecule found in some mushrooms such as Russula subnigricans
Russula subnigricans
Russula subnigricans is a basidiomycete mushroom of the genus Russula found in China and North America. It has been responsible for mushroom poisoning in Taiwan. The effect was a serious one, rhabdomyolysis. Several active agents have been isolated; one designated russuphelin A by researchers in...

and Tricholoma equestre
Tricholoma equestre
Tricholoma equestre or Tricholoma flavovirens, also known as Man on horseback or Yellow knight is a formerly widely eaten but hazardous fungus of the Tricholoma genus that forms ectomycorrhiza with pine trees....

.

When ingested, the molecule is known to cause rhabdomyolysis
Rhabdomyolysis
Rhabdomyolysis is a condition in which damaged skeletal muscle tissue breaks down rapidly. Breakdown products of damaged muscle cells are released into the bloodstream; some of these, such as the protein myoglobin, are harmful to the kidneys and may lead to kidney failure...

.

In mice, by oral injection, the molecule is lethal at 2.5 mg/kg of body mass and poisoning is indicated by an increase in serum creatine phosphokinase activity. Polymerization
Polymerization
In polymer chemistry, polymerization is a process of reacting monomer molecules together in a chemical reaction to form three-dimensional networks or polymer chains...

 at high concentrations via ene reaction
Ene reaction
The Ene reaction is a chemical reaction between an alkene with an allylic hydrogen and a compound containing a multiple bond , in order to form a new σ-bond with migration of the ene double bond and 1,5 hydrogen shift. The product is a substituted alkene with the double bond shifted to the...

abolishes toxicity.
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