Euxanthone

Euxanthone is a naturally occurring xanthonoid, an organic compound with the molecular formula C13H8O4. It can be synthesized from gentisic acid, β-resorcylic acid, and acetic anhydride.[1] It occurs naturally in many plant species. Commercial production is from purified root extract of Polygala tenuifolia.[2] It has been investigated for bioactive properties.[3][4]

Euxanthone
Names
Preferred IUPAC name
1,7-Dihydroxy-9H-xanthen-9-one
Other names
  • 1,7-Dihydroxyxanthone
  • Eyxanthone
  • Purrenone
Identifiers
3D model (JSmol)
3DMet
207044
ChEBI
ChEMBL
ChemSpider
KEGG
  • InChI=1S/C13H8O4/c14-7-4-5-10-8(6-7)13(16)12-9(15)2-1-3-11(12)17-10/h1-6,14-15H checkY
    Key: KDXFPEKLLFWHMN-UHFFFAOYSA-N checkY
  • InChI=1S/C13H8O4/c14-7-4-5-10-8(6-7)13(16)12-9(15)2-1-3-11(12)17-10/h1-6,14-15H
    Key: KDXFPEKLLFWHMN-UHFFFAOYSA-N
  • c1cc(c2c(c1)oc3ccc(cc3c2=O)O)O
Properties
C13H8O4
Molar mass 228.203 g·mol−1
Melting point 240 °C (464 °F; 513 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Baer, N.S.; et al. "Indian Yellow". Artists' pigments : a handbook of their history and characteristics. Washington: National Gallery of Art. pp. 25 Fig. 4D Synthesis of euxanthone.
  2. "Polygala tenuifolia Willd. -- ChemFaces". www.chemfaces.com. Retrieved 2018-07-11.
  3. Naidu, M.; Kuan, C.-Y.K.; Lo, W.-L.; Raza, M.; Tolkovsky, A.; Mak, N.-K.; Wong, R.N.-S.; Keynes, R. (2007). "Analysis of the action of euxanthone, a plant-derived compound that stimulates neurite outgrowth". Neuroscience. 148 (4): 915–924. doi:10.1016/j.neuroscience.2007.07.037. ISSN 0306-4522. PMID 17825492. S2CID 6447850.
  4. Câmara, D.V.; Lemos, V.S.; Santos, M.H.; Nagem, T.J.; Cortes, S.F. (2010). "Mechanism of the vasodilator effect of Euxanthone in rat small mesenteric arteries". Phytomedicine. 17 (8–9): 690–692. doi:10.1016/j.phymed.2009.12.003. ISSN 0944-7113. PMID 20097048.
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