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Q2763

Quinalizarin

Name: Quinalizarin
Brand: SIGMA

≥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

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₈O₆

CAS Number:

81-61-8

Molecular Weight:

272.21

UNSPSC Code:

12171500

NACRES:

NA.77

PubChem Substance ID:

329823863

EC Number:

201-366-6

MDL number:

MFCD00001205

Colour Index Number:

58500

Beilstein/REAXYS Number:

1889617

Assay:

≥95% (HPLC)

Form:

powder

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Properties

Product Name

Quinalizarin, ≥95% (HPLC)

Quality Segment

100

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.

Quinalizarin is a potent, ATP-competitive, and highly selective 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.