1,3-Dihydroxyanthraquinone

changed 477205270 Xanthopurpurin.svg 200px Skeletal formula Xanthopurpurin-3D-balls.png 220px Ball-and-stick model 1,3-Dihydroxyanthracene-9,10-dione Purpuroxanthin; Xanthopurpurin correct chemspider correct EBI 37502 170598 1/C14H8O4/c15-7-5-10-12(11(16)6-7)14(18)9-4-2-1-3-8(9)13(10)17/h1-6,15-16H WPWWKBNOXTZDQJ-UHFFFAOYAR correct EBI 372711 correct chemspider 1S/C14H8O4/c15-7-5-10-12(11(16)6-7)14(18)9-4-2-1-3-8(9)13(10)17/h1-6,15-16H correct chemspider WPWWKBNOXTZDQJ-UHFFFAOYSA-N correct CAS 518-83-2 correct FDA 9RBB2G1GQB 196978 O=C2c1ccccc1C(=O)c3c2cc(O)cc3O C14H8O4 240.21 g/mol 1,3-Dihydroxyanthraquinone, also called purpuroxanthin or xanthopurpurin, is an organic compound with formula C 14 H 8 O 4 that occurs in the plant Rubia cordifolia (Indian madder). Padma S. Vankar, Rakhi Shanker, Debajit Mahanta and S.C. Tiwari (2008), Ecofriendly sonicator dyeing of cotton with Rubia cordifolia Linn. using biomordant. Dyes and Pigments, Volume 76, Issue 1, Pages 207-212. 10.1016/j.dyepig.2006.08.023 It is one of ten dihydroxyanthraquinone isomers. Its molecular structure can be viewed as being derived from anthraquinone by replacement of two hydrogen atoms (H) by hydroxyl groups (-OH). Xanthopurpurin occurs in small amounts (as a glycoside) in the root of the common madder plant, Rubia tinctorum, together with alizarin, purpurin and other anthraquinone derivatives. Goverdina C. H. Derksen, Harm A. G. Niederländer and Teris A. van Beek (2002), Analysis of anthraquinones in Rubia tinctorum L. by liquid chromatography coupled with diode-array UV and mass spectrometric detection. Journal of Chromatography A, Volume 978, Issues 1-2, Pages 119-127, 10.1016/S0021-9673(02)01412-7 Properties Xanthopurpurin is insoluble in hexane but soluble in chloroform. It can be obtained from solutions in the latter as reddish crystals that melt at 270–273 °C. Like many dihydroxy- and trihydroxyanthraquinones, it has a purgative action, although only 1/6 as effective as 1,2,7-trihidroxyanthraquinone (anthrapurpurin). Hugh Alister McGuigan (1921), An introduction to chemical pharmacology; pharmacodynamics in relation to chemistry. P. Blakiston's son, Philadelphia. Online version at archive.org, accessed on 2010-01-30. See also alizarin (1,2-dihydroxyanthraquinone) References Category:Anthraquinone dyes Category:Dihydroxyanthraquinones Category:Resorcinols Category:3-Hydroxypropenals within hydroxyquinones