1,3,8-Trihydroxyanthraquinone

Chemical compound From Wikipedia, the free encyclopedia

1,3,8-Trihydroxyanthraquinone is an organic compound. It is one of many trihydroxyanthraquinone isomers, formally derived from anthraquinone by replacement of three hydrogen atoms by hydroxyl (OH) groups.

Quick facts Names, Identifiers ...
1,3,8-Trihydroxyanthraquinone
Skeletal formula
Skeletal formula
Ball-and-stick model
Ball-and-stick model
Names
Preferred IUPAC name
1,3,8-Trihydroxyanthracene-9,10-dione
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C14H8O5/c15-6-4-8-12(10(17)5-6)14(19)11-7(13(8)18)2-1-3-9(11)16/h1-5,15-17H
    Key: VVEKCQAFOLKNKB-UHFFFAOYSA-N
  • O=C1C2=C(C=C(O)C=C2O)C(C3=CC=CC(O)=C31)=O
Properties
C14H8O5
Molar mass 256.213 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 Â°C [77 Â°F], 100 kPa).
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The compound occurs in some microorganisms[1] and in alcoholic extracts of the wood of the South American plant Senna reticulata (mangerioba grande or maria mole in Portuguese), used in the local folk medicine for liver problems and rheumatism. The extract also contained, among other products chrysophanol (1,8-dihydroxy-3-methylanthraquinone), physcion (1,8-dihydroxy-3-methyl-6-methoxyanthraquinone), aloe-emodin (3-carbinol-1,8-dihydroxyanthraquinone), lunatin (3-methoxy-1,6,8-trihydroxyanthraquinone), emodin (6-methyl-1,3,8-trihydroxyanthraquinone), and chrysophanol-10,10'-bianthrone.[1]

The substance is soluble in ethanol and chloroform but not in n-hexane, and melts at 283 Â°C.[1]

See also

References

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