Cycloprop-2-ene carboxylic acid is a

mycotoxin A mycotoxin (from the Greek μύκης , "fungus" and τοξικός , "poisonous") is a toxic secondary metabolite produced by fungi and is capable of causing disease and death in both humans and other animals. The term 'mycotoxin' is usually rese ...

found in some mushrooms such as ''

Russula subnigricans ''Russula subnigricans'', known as the rank russula, or Nise-Kurohatsu (Japanese language, Japanese), meaning "false Russula nigricans, blackening russula" is a basidiomycete mushroom of the genus ''Russula'' found in East Asia. It is Mushroom po ...

''. When ingested, the molecule is known to cause

rhabdomyolysis Rhabdomyolysis (shortened as rhabdo) is a condition in which damaged skeletal muscle breaks down rapidly. Symptoms may include muscle pains, weakness, vomiting, and confusion. There may be tea-colored urine or an irregular heartbeat. Some o ...

. In mice, the oral of this molecule is 2.5 mg/kg and poisoning is indicated by an increase in serum

creatine phosphokinase Creatine kinase (CK), also known as creatine phosphokinase (CPK) or phosphocreatine kinase, is an enzyme () expressed by various tissues and cell types. CK catalyses the conversion of creatine and uses adenosine triphosphate (ATP) to create phos ...

activity.

Polymerization In polymer chemistry, polymerization (American English), or polymerisation (British English), is a process of reacting monomer molecules together in a chemical reaction to form polymer chains or three-dimensional networks. There are many fo ...

via the

ene reaction In organic chemistry, the ene reaction (also known as the Alder-ene reaction by its discoverer Kurt Alder in 1943) is a chemical reaction between an alkene with an allylic hydrogen (the ene) and a compound containing a multiple bond (the enophile) ...

abolishes toxicity. 3-(Cycloprop-2-en-1-oyl)oxazolidinones are a class of ‘unusually stable’ derivatives of cycloprop-2-ene carboxylic acid 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.

References

{{Reflist Carboxylic acids Cyclopropenes Mycotoxins