Pulvinic acid

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Pulvinic acid
Names
IUPAC name
(2E)-(5-Hydroxy-3-oxo-4-phenyl-2(3H)-furanylidene)(phenyl)acetic acid
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C18H12O5/c19-15-13(11-7-3-1-4-8-11)18(22)23-16(15)14(17(20)21)12-9-5-2-6-10-12/h1-10,22H,(H,20,21)/b16-14+
    Key: WFZQEWXZFDGFEP-JQIJEIRASA-N
  • InChI=1/C18H12O5/c19-15-13(11-7-3-1-4-8-11)18(22)23-16(15)14(17(20)21)12-9-5-2-6-10-12/h1-10,22H,(H,20,21)/b16-14+
    Key: WFZQEWXZFDGFEP-JQIJEIRABX
  • O=C(O)C(=C2/OC(/O)=C(/c1ccccc1)C2=O)/c3ccccc3
Properties
C18H12O5
Molar mass 308.289 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Pulvinic acid is a natural chemical pigment found in some lichens.[1] Dimers of pulvinic acid have been found in the fungi Scleroderma citrinum and Chalciporus piperatus.[2]

See also

References

  1. ^ Bourdreux, Yann; Bodio, Ewen; Willis, Catherine; Billaud, Célia; Le Gall, Thierry; Mioskowski, Charles (2008). "Synthesis of vulpinic and pulvinic acids from tetronic acid". Tetrahedron. 64 (37): 8930–8937. doi:10.1016/j.tet.2008.06.058.
  2. ^ Winner M, Giménez A, Schmidt H, Sontag B, Steffan B, Steglich W (2004). "Unusual pulvinic acid dimers from the common fungi Scleroderma citrinum (common earthball) and Chalciporus piperatus (peppery bolete)". Angewandte Chemie. 43 (14): 1883–6. doi:10.1002/anie.200352529. PMID 15054803.