- Cycloprop-2-ene carboxylic acid
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Cycloprop-2-ene carboxylic acid 
Systematic nameCycloprop-2-ene-1-carboxylic acid[1]Identifiers PubChem 25241629 ChemSpider 21782462 
ChEMBL CHEMBL1213481 Jmol-3D images Image 1
Image 2- OC(=O)C1C=C1
C1=CC1C(=O)O
- InChI=1S/C4H4O2/c5-4(6)3-1-2-3/h1-3H,(H,5,6)
Key: DBWAQSJZNKRLLE-UHFFFAOYSA-N
InChI=1/C4H4O2/c5-4(6)3-1-2-3/h1-3H,(H,5,6)
Key: DBWAQSJZNKRLLE-UHFFFAOYAV
Properties 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]
References
- ^ "NChemBio.179-comp1". The PubChem Project. USA: National Center for Biotechnology Information. http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=25241629.
- ^ 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.
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