Methylene cyclopropyl acetic acid

Methylene cyclopropyl acetic acid
Names
IUPAC name
2-(2-methylidenecyclopropyl)acetic acid
Other names
MCPA; Methylenecyclopropaneacetic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.189.911
UNII
  • InChI=1S/C6H8O2/c1-4-2-5(4)3-6(7)8/h5H,1-3H2,(H,7,8) Y
    Key: QJBXAEKEXKLLLZ-UHFFFAOYSA-N Y
  • OC(=O)CC1CC1=C
Properties
C6H8O2
Molar mass 112.128 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Methylene cyclopropyl acetic acid (MCPA) is found in lychee seeds and is also a toxic metabolite in mammalian digestion after eating hypoglycin, present in the unripe ackee fruit, grown in Jamaica and in Africa. By blocking coenzyme A and carnitine, MPCA causes a decrease in β-oxidation of fatty acids, and hence gluconeogenesis.

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