Quinalizarin

Quinalizarin

Names
IUPAC name 1,2,5,8-Tetrahydroxyanthracene-9,10-dione
Identifiers
CAS Number	81-61-8
3D model (Jmol)	Interactive image
ChEMBL	ChEMBL29898
ChemSpider	4829
ECHA InfoCard	100.001.243
PubChem	5004
InChI InChI=1S/C14H8O6/c15-6-3-4-7(16)11-10(6)12(18)5-1-2-8(17)13(19)9(5)14(11)20/h1-4,15-17,19H Key: VBHKTXLEJZIDJF-UHFFFAOYSA-N InChI=1/C14H8O6/c15-6-3-4-7(16)11-10(6)12(18)5-1-2-8(17)13(19)9(5)14(11)20/h1-4,15-17,19H Key: VBHKTXLEJZIDJF-UHFFFAOYAM
SMILES C1=CC(=C(C2=C1C(=O)C3=C(C=CC(=C3C2=O)O)O)O)O
Properties
Chemical formula	C14H8O6
Molar mass	272.21 g·mol^−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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Infobox references

Quinalizarin or 1,2,5,8-tetrahydroxyanthraquinone is an organic compound with formula C
14H
8O
6. It is one of many tetrahydroxyanthraquinone isomers, formally derived from anthraquinone by replacement of four hydrogen atoms by hydroxyl (OH) groups.

Quinalizarin is an inhibitor of the enzyme protein kinase CK2. It is more potent and selective than emodin.^[1]

See also

• 1,4-Dihydroxyanthraquinone (quinizarin)

References

1. Cozza, G.; Mazzorana, M.; Papinutto, E.; Bain, J.; Elliott, M.; di Maira, G.; Gianoncelli, A.; Pagano, M. A.; Sarno, S.; Ruzzene, M.; Battistutta, R.; Meggio, F.; Moro, S.; Zagotto, G.; Pinna, L. A. (2009). "Quinalizarin as a Potent, Selective and Cell-Permeable Inhibitor of Protein Kinase CK2" (pdf). The Biochemical Journal. 421 (3): 387–395. doi:10.1042/BJ20090069. PMID 19432557.