Cycloprop-2-ene carboxylic acid: Difference between revisions
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Script assisted update of chemical identifiers from ChemSpider for the Chem/Drugbox validation project. |
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| PubChem = 25241629 |
| PubChem = 25241629 |
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| SMILES = C1=CC1C(=O)O |
| SMILES = C1=CC1C(=O)O |
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| InChI = |
| InChI = 1/C4H4O2/c5-4(6)3-1-2-3/h1-3H,(H,5,6) |
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| InChIKey = DBWAQSJZNKRLLE- |
| InChIKey = DBWAQSJZNKRLLE-UHFFFAOYAV |
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| PubChem = 25241629 |
| PubChem = 25241629 |
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| ChemSpiderID = 21782462}} |
| ChemSpiderID = 21782462}} |
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Revision as of 15:33, 27 January 2010
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| Names | |
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| IUPAC name
cycloprop-2-ene-1-carboxylic acid
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C4H4O2 | |
| Molar mass | 84.07 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Cycloprop-2-ene carboxylic acid is a toxic molecule found in some mushrooms such as Russula subnigricans and Tricholoma equestre.[1]
When ingested, the molecule is known to cause rhabdomyolysis.[1]
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.[1]
References
- ^ 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: 465. doi:10.1038/nchembio.179.
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