Vulpinic acid

Vulpinic acid
Chemical structure of vulpinic acid
Chemical structure of vulpinic acid
Names
Preferred IUPAC name
Methyl (E)-(5-hydroxy-3-oxo-4-phenylfuran-2(3H)-ylidene)phenylacetate
Identifiers
3D model (JSmol)
ChEMBL
ECHA InfoCard 100.007.560 Edit this at Wikidata
UNII
  • COC(=O)/C(=C/1\C(=O)C(=C(O1)O)C2=CC=CC=C2)/C3=CC=CC=C3
Properties
C19H14O5
Molar mass 322.316 g·mol−1
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
toxic
GHS labelling:
GHS06: Toxic
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Vulpinic acid is a natural product first found in and important in the symbiosis underlying the biology of lichens.[1] It is a simple methyl ester derivative of its parent compound, pulvinic acid, and a close relative of pulvinone, both of which derive from aromatic amino acids such as phenylalanine via secondary metabolism. The roles of vulpinic acid are not fully established, but may include properties that make it an antifeedant for herbivores. The compound is relatively toxic to mammals.

  1. ^ Cite error: The named reference Spribille et al. 2016 was invoked but never defined (see the help page).