Cycloprop-2-ene carboxylic acid

Cycloprop-2-ene carboxylic acid

Names
Systematic IUPAC name Cycloprop-2-ene-1-carboxylic acid[1]
Identifiers
ChEMBL	ChEMBL1213481 Y
ChemSpider	21782462 Y
InChI InChI=1S/C4H4O2/c5-4(6)3-1-2-3/h1-3H,(H,5,6) Y Key: DBWAQSJZNKRLLE-UHFFFAOYSA-N Y InChI=1/C4H4O2/c5-4(6)3-1-2-3/h1-3H,(H,5,6) Key: DBWAQSJZNKRLLE-UHFFFAOYAV
Jmol-3D images	Image Image
PubChem	25241629
SMILES OC(=O)C1C=C1 C1=CC1C(=O)O
Properties
Molecular formula	C4H4O2
Molar mass	84.07 g·mol−1
log P	-0.816
Acidity (pKa)	4.246
Basicity (pKb)	9.751
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Y verify (what is: Y/N?)
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