1,2,4-Trihydroxyanthraquinone

1,2,4-Trihydroxyanthraquinone
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
1,2,4-Trihydroxyanthracene-9,10-dione
Other names
Purpurin, Purpurine, Hydroxylizaric acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.237 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C14H8O5/c15-8-5-9(16)14(19)11-10(8)12(17)6-3-1-2-4-7(6)13(11)18/h1-5,15-16,19H checkY
    Key: BBNQQADTFFCFGB-UHFFFAOYSA-N checkY
  • InChI=1/C14H8O5/c15-8-5-9(16)14(19)11-10(8)12(17)6-3-1-2-4-7(6)13(11)18/h1-5,15-16,19H
    Key: BBNQQADTFFCFGB-UHFFFAOYAW
  • C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C=C3O)O)O
  • O=C2c1ccccc1C(=O)c3c2c(O)cc(O)c3O
Properties
C14H8O5
Molar mass 256.21 g/mol
Melting point 259 °C (498 °F; 532 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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1,2,4-Trihydroxyanthraquinone, commonly called purpurin, is an anthraquinone. It is a naturally occurring red/yellow dye. It is formally derived from 9,10-anthraquinone by replacement of three hydrogen atoms by hydroxyl (OH) groups.

Purpurin is also called verantin, smoke Brown G, hydroxylizaric acid, and C.I. 58205. It is a minor component of the classical lake pigment "madder lake" or Rose Madder.

  1. ^ Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. p. 3.530. ISBN 9781498754293.