Structure via PubChem · Public domain (PubChem)
quinalizarin
Sign in to saveAlso known as Alizarine Bordeaux B, 1,2,5,8-tetrahydroxyanthra-9,10-quinone, Alizarinbordeaux, 1,4,5,6-tetrahydroxyanthraquinone, 1,2,5,8-tetrahydroxyanthraquinone, 1,2,5,8-tetrahydroxy-9,10-anthracenedione, 1,2,5,8-tetrahydroxy-9,10-anthraquinone
Quinalizarin or 1,2,5,8-tetrahydroxyanthraquinone is an organic compound with formula . 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.
Chemical data
- Formula
- C14H8O6
- Molecular weight
- 272.21 g/mol
- IUPAC name
- 1,2,5,8-tetrahydroxyanthracene-9,10-dione
- SMILES
- C1=CC(=C(C2=C1C(=O)C3=C(C=CC(=C3C2=O)O)O)O)O
- InChIKey
- VBHKTXLEJZIDJF-UHFFFAOYSA-N
- XLogP
- 2.5
- Polar surface area
- 115 Ų
- H-bond donors
- 4
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 272.032
Show 2 more facts
- chemical formula
- C₁₄H₈O₆
- canonical SMILES
- C1=CC(=C(C2=C1C(=O)C3=C(C=CC(=C3C2=O)O)O)O)O
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Quinalizarin or 1,2,5,8-tetrahydroxyanthraquinone is an organic compound with formula . 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 is an inhibitor of the enzyme protein kinase CK2. It is more potent and selective than emodin. It is also a potent catechol O-methyltransferase (COMT) inhibitor.
Excerpted from Wikipedia’s “quinalizarin” article, available under the CC BY-SA 4.0 licence.