Cycloprop-2-ene carboxylic acid

Cycloprop-2-ene carboxylic acid
Cycloprop-2-ene carboxylic acid
PubChem 25241629
ChemSpider 21782462 YesY
Jmol-3D images Image 1
Image 2
Molecular formula C4H4O2
Molar mass 84.07 g mol−1
Exact mass 84.021129372 g mol-1
log P -0.816
Acidity (pKa) 4.246
Basicity (pKb) 9.751
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Cycloprop-2-ene carboxylic acid is a toxic molecule found in some mushrooms such as Russula subnigricans and Tricholoma equestre.[2]

When ingested, the molecule is known to cause rhabdomyolysis.[2]

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 at high concentrations via ene reaction abolishes toxicity.[2]


  1. ^ "NChemBio.179-comp1". The PubChem Project. USA: National Center for Biotechnology Information. 
  2. ^ a b c Matsuura, Masanori; Saikawa, Yoko; Inui, Kosei; Nakae, Koichi; Igarashi, Masayuki; Hashimoto, Kimiko; Nakata, Masaya (2009). "Identification of the toxic trigger in mushroom poisoning". Nature Chemical Biology 5 (7): 465–7. doi:10.1038/nchembio.179. PMID 19465932.