Q2763

Quinalizarin

≥95% (HPLC), powder, plasmodium falciparum casein kinase 2α (PfCK2α) inhibitor

• Synonym(s): 1,2,5,8-Tetrahydroxy-9,10-anthraquinone, 1,2,5,8-Tetrahydroxyanthraquinone, Alizarin Bordeaux BD, Alizarinbordeaux, Alizarine Bordeaux, Alizarine Bordeaux B, C.I. 58500, C.I. Mordant Violet 26, Khinalizarin, NSC 144046, NSC 4896, PHF 016
• Empirical Formula (Hill Notation): C₁₄H₈O₆
• CAS Number: 81-61-8
• Molecular Weight: 272.21
• Colour Index Number: 58500
• Beilstein: 1889617
• EC Number: 201-366-6
• MDL number: MFCD00001205
• UNSPSC Code: 12171500
• PubChem Substance ID: 329823863
• NACRES: NA.77

Properties

• product name: Quinalizarin, ≥95% (HPLC)
• Assay: ≥95% (HPLC)
• form: powder
• color: red
• mp: ≥300 °C
• storage temp.: room temp
• SMILES string: Oc1ccc2C(=O)c3c(O)ccc(O)c3C(=O)c2c1O
• 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
• InChI key: VBHKTXLEJZIDJF-UHFFFAOYSA-N

Description

Application

Quinalizarin has been used:

• as a casein kinase II (CKII) inhibitor to study its effect on CKII-mediated phosphorylation of importin α on subcellular scaling in sperm chromosomes and egg extract
• as a CKII inhibitor to study its ability to block parasite multiplication in a [3H]-hypoxanthine incorporation assay
• to study its effect on colorectal cancer (CRC) cell cycle arrest, cell apoptosis, and reactive oxygen species (ROS) generation in SW480 and HCT-116 cell lines

Biochem/physiol Actions

Quinalizarin is a potent (IC50 = 110 nM), ATP-competitive, and highly selective (IC50 >1μM against CK1 and 72 other kinases) casein Kinase II (CK2) inhibitor.

Studies show that quinalizarin can prevent the in vitro activity of recombinant Plasmodium falciparum casein kinase 2α (PfCK2α) catalytic subunit with an IC50 of 2μM.

Safety Information

• Pictograms: GHS07,GHS09
• Signal Word: Warning
• Hazard Statements: H302,H410
• Precautionary Statements: P264 - P270 - P273 - P301 + P312 - P391 - P501
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable