Sterpuric acid

Sterpuric acid
Names
Preferred IUPAC name
(2aS,3aR,5S,7aR)-7a-Hydroxy-2a,5,7-trimethyl-2,2a,3,3a,4,5,6,7a-octahydro-1H-cyclobuta[f]indene-5-carboxylic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C15H22O3/c1-9-11-8-13(2,12(16)17)6-10(11)7-14(3)4-5-15(9,14)18/h10,18H,4-8H2,1-3H3,(H,16,17)/t10-,13-,14-,15-/m0/s1
    Key: PQUVTIVCCBHWFH-HJPIBITLSA-N
  • OC12C(=C3CC(CC3CC1(CC2)C)(C(=O)O)C)C
Properties
C15H22O3
Molar mass 250.338 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

Sterpuric acid is a phytotoxic metabolite derived from the fungus Stereum purpureum, from which it derives its name. This fungus causes silver-leaf disease of fruit trees.

Sterpuric acid disrupts plant cell membranes, leading to necrosis and the characteristic silvering of leaves. The fungus also produces other phytotoxic compounds, such as sterpurene, which contribute to its pathogenicity.