Cycloprop-2-ene carboxylic acid
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| Names | |
|---|---|
| Systematic IUPAC name
Cycloprop-2-ene-1-carboxylic acid[1] | |
| Identifiers | |
| 3D model (Jmol) | Interactive image |
| ChEMBL | ChEMBL1213481  |
| ChemSpider | 21782462 |
| PubChem | 25241629 |
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| Properties | |
| C4H4O2 | |
| Molar mass | 84.07 g·mol−1 |
| log P | -0.816 |
| Acidity (pKa) | 4.246 |
| Basicity (pKb) | 9.751 |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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| Infobox references | |
Cycloprop-2-ene carboxylic acid is a mycotoxin found in some mushrooms such as Russula subnigricans and Tricholoma equestre.[2]
When ingested, the molecule is known to cause rhabdomyolysis.[2]
In mice, the molecule is lethal at 2.5 mg/kg of body mass (oral route) and poisoning is indicated by an increase in serum creatine phosphokinase activity. Polymerization via the ene reaction abolishes toxicity.[2]
References
- ↑ "NChemBio.179-comp1". The PubChem Project. USA: National Center for Biotechnology Information.
- 1 2 3 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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