1,3,8-Trihydroxyanthraquinone
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1,3,8-Trihydroxyanthraquinone is an organic compound. It is one of many
trihydroxyanthraquinone A trihydroxyanthraquinone or trihydroxyanthracenedione is any of several isomeric organic compounds with formula , formally derived from anthraquinone by replacing three hydrogen atoms by hydroxyl groups. They include several historically importan ...
isomers, formally derived from
anthraquinone Anthraquinone, also called anthracenedione or dioxoanthracene, is an aromatic hydrocarbon, aromatic organic compound with formula . Several isomers exist but these terms usually refer to 9,10-anthraquinone (IUPAC: 9,10-dioxoanthracene) wherein th ...
by replacement of three
hydrogen Hydrogen is a chemical element; it has chemical symbol, symbol H and atomic number 1. It is the lightest and abundance of the chemical elements, most abundant chemical element in the universe, constituting about 75% of all baryon, normal matter ...
atoms by
hydroxyl In chemistry, a hydroxy or hydroxyl group is a functional group with the chemical formula and composed of one oxygen atom covalently bonded to one hydrogen atom. In organic chemistry, alcohols and carboxylic acids contain one or more hydroxy ...
(OH) groups. The compound occurs in some microorganisms and in
alcoholic Alcoholism is the continued drinking of alcohol despite it causing problems. Some definitions require evidence of dependence and withdrawal. Problematic use of alcohol has been mentioned in the earliest historical records. The World Hea ...
extracts of the wood of the
South America South America is a continent entirely in the Western Hemisphere and mostly in the Southern Hemisphere, with a considerably smaller portion in the Northern Hemisphere. It can also be described as the southern Subregion#Americas, subregion o ...
n plant '' Senna reticulata'' (''mangerioba grande'' or ''maria mole'' in Portuguese), used in the local
folk medicine Traditional medicine (also known as indigenous medicine or folk medicine) refers to the knowledge, skills, and practices rooted in the cultural beliefs of various societies, especially Indigenous groups, used for maintaining health and treatin ...
for
liver The liver is a major metabolic organ (anatomy), organ exclusively found in vertebrates, which performs many essential biological Function (biology), functions such as detoxification of the organism, and the Protein biosynthesis, synthesis of var ...
problems and
rheumatism Rheumatism or rheumatic disorders are conditions causing chronic, often intermittent pain affecting the joints or connective tissue. Rheumatism does not designate any specific disorder, but covers at least 200 different conditions, including a ...
. The extract also contained, among other products
chrysophanol Chrysophanol, also known as chrysophanic acid, is a fungal isolate and a natural anthraquinone. It is a C-3 methyl substituted chrysazin of the trihydroxyanthraquinone family. Chrysophanol (other names; 1,8-dihydroxy-3-methyl-anthraquinone and c ...
(1,8-dihydroxy-3-methylanthraquinone),
physcion Parietin is the predominant Cortex (botany), cortical pigment of lichens in the genus ''Caloplaca'', a secondary metabolism, secondary product of the lichen ''Xanthoria parietina'', and a biological pigment, pigment found in the roots of curled do ...
(1,8-dihydroxy-3-methyl-6-methoxyanthraquinone),
aloe-emodin Aloe emodin (1,8-dihydroxy-3-(hydroxymethyl)anthraquinone) is an anthraquinone and an isomer of emodin present in aloe latex, an exudate from the aloe plant. It has a strong stimulant-laxative action. Aloe emodin is not carcinogenic when applied ...
(3-carbinol-1,8-dihydroxyanthraquinone), lunatin (3-methoxy-1,6,8-trihydroxyanthraquinone),
emodin Emodin (6-methyl-1,3,8-trihydroxyanthraquinone) is an organic compound. Classified as an anthraquinone, it can be isolated from rhubarb, buckthorn, and Japanese knotweed ('' Reynoutria japonica'' syn. ''Polygonum cuspidatum''). Emodin is part ...
(6-methyl-1,3,8-trihydroxyanthraquinone), and chrysophanol-10,10'-bianthrone. SANTOS, Rogério Nunes dos; SILVA, Maria Goretti de Vasconcelos, and BRAZ FILHO, Raimundo (2008). ''Constituintes químicos do caule de Senna reticulata Willd. (Leguminoseae)'' ("Chemical constituents isolated from the wood of Senna reticulata Willd") Química Nova nline volume 31 issue 8, pages 1979--1981 (in Portuguese). "It is the first report of 1,3,8-trihydroxyanthraquinone and 3-methoxy-1,6,8-trihydroxyanthraquinone in higher plants." The substance is soluble in
ethanol Ethanol (also called ethyl alcohol, grain alcohol, drinking alcohol, or simply alcohol) is an organic compound with the chemical formula . It is an Alcohol (chemistry), alcohol, with its formula also written as , or EtOH, where Et is the ps ...
and
chloroform Chloroform, or trichloromethane (often abbreviated as TCM), is an organochloride with the formula and a common solvent. It is a volatile, colorless, sweet-smelling, dense liquid produced on a large scale as a precursor to refrigerants and po ...
but not in ''n''-hexane, and melts at 283 °C.


See also

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Trihydroxyanthraquinone A trihydroxyanthraquinone or trihydroxyanthracenedione is any of several isomeric organic compounds with formula , formally derived from anthraquinone by replacing three hydrogen atoms by hydroxyl groups. They include several historically importan ...
*
Hydroxyanthraquinone In organic chemistry Organic chemistry is a subdiscipline within chemistry involving the science, scientific study of the structure, properties, and reactions of organic compounds and organic matter, organic materials, i.e., matter in its var ...


References

{{DEFAULTSORT:Trihydroxyanthraquinone, 1, 3, 8- Trihydroxyanthraquinones Resorcinols