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Merck
CN

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

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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

Key Documents

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Product Name

Quinalizarin, ≥95% (HPLC)

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

SMILES string

Oc1ccc2C(=O)c3c(O)ccc(O)c3C(=O)c2c1O

assay

≥95% (HPLC)

form

powder

color

red

mp

≥300 °C

storage temp.

room temp

Quality Level

100

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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.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H302,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000393677
0000393680
0000338991
0000336233
0000336232

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Bo Yang et al.
Molecular and cellular biochemistry, 436(1-2), 87-97 (2017-07-27)
Non-small cell lung carcinoma (NSCLC), a malignancy of lungs, is very aggressive and usually ends up with a dismal prognosis. Cisplatin (CDDP)-based systemic chemotherapy is the main pharmaceutical approach for treating NSCLC, but its effect is discounted by some hitherto
Christopher Brownlee et al.
Cell, 176(4), 805-815 (2019-01-15)
Early embryogenesis is accompanied by reductive cell divisions requiring that subcellular structures adapt to a range of cell sizes. The interphase nucleus and mitotic spindle scale with cell size through both physical and biochemical mechanisms, but control systems that coordinately
Marina Willibald et al.
Oncotarget, 8(42), 72480-72493 (2017-10-27)
Menopausal hormone therapy, using estrogen and synthetic progestins, is associated with an increased risk of developing breast cancer. The effect of progestins on breast cells is complex and not yet fully understood. In previous
Y Zhou et al.
Indian journal of cancer, 52 Suppl 2, e119-e124 (2016-01-06)
Protein kinase CK2 is widely expressed in eukaryotic cells, and plays an important role in cell proliferation, migration, apoptosis, etc. The aim of the current study is to explore how Quinalizarin, a specific CK2 inhibitor, affects the cell proliferation, migration
Yinpeng Jin et al.
EBioMedicine, 34, 231-242 (2018-08-06)
It has previously been reported that human adipose-derived stem cells (hASCs) can promote the regeneration of damaged tissues in rats with liver failure through a 'paracrine effect'. Here we demonstrate a therapeutic effect of hASCs derived Extracellular Vesicles (EVs) on
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