Euxanthone

Euxanthone
Names
	Preferred IUPAC name 1,7-Dihydroxy-9H-xanthen-9-one
	Other names 1,7-Dihydroxyxanthone; Eyxanthone; Purrenone;
Identifiers
CAS Number	529-61-3;
3D model (JSmol)	Interactive image;
3DMet	B03583;
Beilstein Reference	207044
ChEBI	CHEBI:4946;
ChEMBL	ChEMBL389166;
ChemSpider	4444950 ;
KEGG	C10061;
PubChem CID	5281631;
CompTox Dashboard (EPA)	DTXSID00200947 ;
	InChI 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 ; 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;
	SMILES c1cc(c2c(c1)oc3ccc(cc3c2=O)O)O;
Properties
Chemical formula	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

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]

References

^ 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.
^ "Polygala tenuifolia Willd. -- ChemFaces". www.chemfaces.com. Retrieved 2018-07-11.
^ 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.
^ 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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Names

Preferred IUPAC name 1,7-Dihydroxy-9H-xanthen-9-one
Other names 1,7-Dihydroxyxanthone Eyxanthone Purrenone
Identifiers
CAS Number	529-61-3
3D model (JSmol)	Interactive image
3DMet	B03583
Beilstein Reference	207044
ChEBI	CHEBI:4946
ChEMBL	ChEMBL389166
ChemSpider	4444950^Y
KEGG	C10061
PubChem CID	5281631
CompTox Dashboard (EPA)	DTXSID00200947
InChI 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^Y Key: KDXFPEKLLFWHMN-UHFFFAOYSA-N^Y 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
SMILES c1cc(c2c(c1)oc3ccc(cc3c2=O)O)O
Properties
Chemical formula	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