From Wikipedia, the free encyclopedia
Euxanthone
Names
Preferred IUPAC name
1,7-Dihydroxy-9H -xanthen-9-one
Other names
1,7-Dihydroxyxanthone Eyxanthone Purrenone
Identifiers
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
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.