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Wrightiadione

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Wrightiadione
Names
Preferred IUPAC name Indenobenzopyran-6,11-dione
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C16H8O3/c17-14-11-7-3-4-8-12(11)19-16-13(14)9-5-1-2-6-10(9)15(16)18/h1-8HKey: CXXCRLLJRGEAJV-UHFFFAOYSA-N
  • InChI=1/C16H8O3/c17-14-11-7-3-4-8-12(11)19-16-13(14)9-5-1-2-6-10(9)15(16)18/h1-8HKey: CXXCRLLJRGEAJV-UHFFFAOYAQ
SMILES
  • O=C/1c4c(O\C2=C\1c3c(C2=O)cccc3)cccc4
Properties
Chemical formula C16H8O3
Molar mass 248.237 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Wrightiadione is an isoflavone that occurs in the plant Wrightia tomentosa and can also be synthesized. It is a novel template for the TrkA kinase inhibitors.

References

  1. Lin, Topcu, Lotter, Ruangrunsi, Wagner, Pezzuto and Cordell (1992). "Wrightiadione from Wrightia Tomentosa". Phytochemistry. 31 (12): 4333–4335. Bibcode:1992PChem..31.4333L. doi:10.1016/0031-9422(92)80469-U.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. Ruschirawat and Thasana (2001). "The First Synthesis of Wrightiadione". Synthetic Communications. 31 (11): 1765–1769. doi:10.1081/SCC-100104406. S2CID 96989995.
  3. *Jeong Y, Moon Y, Hong S (2015). "Tandem Dehydrogenation/Oxidation/Oxidative Cyclization Approach to Wrightiadione and Its Derivatives". Org Lett. 17 (13): 3252–5. doi:10.1021/acs.orglett.5b01618. PMID 26090926.
  4. Jeong Y, Lim SM, Hong S (2015). "Discovery of wrightiadione as a novel template for the TrkA kinase inhibitors". Bioorg Med Chem Lett. 25 (22): 5186–9. doi:10.1016/j.bmcl.2015.09.070. PMID 26442778.
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