Euxanthone
Euxanthone
Names
Preferred IUPAC name
1,7-Dihydroxy-9H -xanthen-9-one
Other names
1,7-Dihydroxyxanthone Eyxanthone Purrenone
Identifiers
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
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
c1cc(c2c(c1)oc3ccc(cc3c2=O)O)O
Properties
C 13 H 8 O 4
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).
Chemical compound
Euxanthone is a naturally occurring xanthonoid , an organic compound with the molecular formula C13 H8 O4 . 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 .
Aglycones
Apetalinone A , B , C and D
Bellidifolin
Calozeyloxanthone
Desoxygambogenin
Desoxymorellin
Euxanthone
Forbesione
Gambogellic acid
Gambogenic acid
Gambogenin
Gambogenin dimethyl acetal
Gambogic acid
Gambogin
Gaudichaudiic acid A , B , C , D and E
Gaudichaudione A , B , C , D , E , F , G and H
Hanburin
Isogambogenin
Isojacareubin
Isomorellin
Isomoreollin B
Methylswertianin
Morellic acid
Morellin dimethyl acetal
Moreollic acid
Norathyriol
Psorospermin
2,3′,4,6-tetrahydroxybenzophenone
Tomentonone
Zeyloxanthonone
Glycosides Acetylated Misc.