Compound: quinalizarin
SMILES: O=C1c2c(C(=O)c3c1c(O)c(O)cc3)c(O)ccc2O
InChIKey: VBHKTXLEJZIDJF-UHFFFAOYSA-N
Synonyms: quinalizarin, 81-61-8, 1,2,5,8-Tetrahydroxyanthraquinone, 1,2,5,8-tetrahydroxyanthracene-9,10-dione, Alizarinbordeaux, Khinalizarin, Alizarine Bordeaux B, Quinalizarine, Alizarine Bordeaux, 1,4,5,6-Tetrahydroxyanthraquinone, 1,2,5,8-Tetrahydroxy-9,10-anthraquinone, C.I. Mordant Violet 26, 9,10-Anthracenedione, 1,2,5,8-tetrahydroxy-, C.I. 58500, Anthraquinone, 1,2,5,8-tetrahydroxy-, 1,2,5,8-Tetrahydroxy anthraquinone, 6D43C3LYSG, NSC-4896, NSC-144046, DTXSID4052558, CHEBI:37495, PHF 016, RefChem:178164, DTXCID5031131, 201-366-6, Alizarin Bordeaux BD, 1,2,5,8-Tetrahydroxy-9,10-anthracenedione, 1,2,5,8-Tetrahydroxyanthracinon, NSC 144046, NSC4896, CHEMBL29898, 1,2,5,8-tetrahydroxy-9,10-dihydroanthracene-9,10-dione, 1,2,5,8-Tetrahydroxyanthra-9,10-quinone, 1,5,8-Tetrahydroxyanthracinon, 9, 1,2,5,8-tetrahydroxy-, 1,5,8-Tetrahydroxyanthraquinone, Anthraquinone,2,5,8-tetrahydroxy-, 1,5,8-Tetrahydroxy-9,10-anthraquinone, CCRIS 5598, NSC 4896, EINECS 201-366-6, UNII-6D43C3LYSG, BRN 1889617, Alizarinbordeux, Chinalizarin, Quinalizarin, E, TXQ, Mordant Violet 26, MFCD00001205, QUINAZARIN, Spectrum_000952, 3fl5, Spectrum2_001362, Spectrum3_000778, Spectrum4_000998, Spectrum5_000846, QUINALIZARIN [MI], BSPBio_002456, KBioGR_001435, KBioSS_001432, 4-08-00-03683 (Beilstein Handbook Reference), DivK1c_000144, SCHEMBL138122, SPECTRUM1500759, SPBio_001284, orb1705415, SCHEMBL29437816, SCHEMBL29516323, HMS500H06, KBio1_000144, KBio2_001432, KBio2_004000, KBio2_006568, KBio3_001676, Quinalizarin, >=95% (HPLC), NINDS_000144, GLXC-07160, HMS1923K15, 1,2,5,8-Tetrahydroxy-Anthraquinone, BBL012309, BDBM50041419, CCG-38979, NSC144046, SBB056977, STK803167, AKOS004901435, DB08660, 1, 2, 5, 8-Tetrahydroxyanthraquinone, IDI1_000144, NCGC00095268-01, NCGC00095268-02, NCGC00095268-03, NCI60_004175, VS-03274, 1,5,8,10-tetrahydroxy-2,9-anthraquinone, 2,5,8,9-tetrahydroxy-1,10-anthraquinone, 2,8,9,10-tetrahydroxy-1,5-anthraquinone, 4,5,6,9-tetrahydroxy-1,10-anthraquinone, 4,7,8,9-tetrahydroxy-1,10-anthraquinone, 4,8,9,10-tetrahydroxy-1,7-anthraquinone, 5,6,9,10-tetrahydroxy-1,4-anthraquinone, 5,8,9,10-tetrahydroxy-1,2-anthraquinone, HY-124833, NS00021368, ST50993100, 1,2,5,8-Tetrahydroxyanthra-9,10-quinone #, SR-01000196297, Q1073575, SR-01000196297-1
Theoretical properties:
molecular_formula: C14H8O6
molecular_weight: 272.21 g/mol
exact_mass: 272.03208797 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 0
heavy_atom_count: 20
topological_polar_surface_area: 115 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Quinalizarin is a tetrahydroxyanthraquinone having the four hydroxy groups at the 1-, 2-, 5- and 8-positions. It has a role as an EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor.
chebi: A tetrahydroxyanthraquinone having the four hydroxy groups at the 1-, 2-, 5- and 8-positions.
chembl: QUINALIZARIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 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 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.