Quinalizarin

Quinalizarin or 1,2,5,8-tetrahydroxyanthraquinone is an organic compound with formula C₁₂H₄(OH)₄(CO)₂. It is one of many tetrahydroxyanthraquinone isomers, formally derived from anthraquinone by replacement of four hydrogen atoms by hydroxyl (OH) groups at the 1, 2, 5, and 8 positions.

Quinalizarin

Skeletal formula of quinalizarin
Ball-and-stick model
Names
Preferred IUPAC name 1,2,5,8-Tetrahydroxyanthracene-9,10-dione
Identifiers
CAS Number	81-61-8 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL29898 N
ChemSpider	4829 N
ECHA InfoCard	100.001.243
PubChem CID	5004
UNII	6D43C3LYSG Y
CompTox Dashboard (EPA)	DTXSID4052558
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 N Key: VBHKTXLEJZIDJF-UHFFFAOYSA-N 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	272.212 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Not to be confused with quinizarin, a dihydroxyanthraquinone.

Quinalizarin is an inhibitor of the enzyme protein kinase CK2. It is more potent and selective than emodin.^[1] It is also a potent catechol O-methyltransferase (COMT) inhibitor.^[2][3]

See also

• 1,4-Dihydroxyanthraquinone (quinizarin)
• Alizarin, a related simpler dye