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Q2763

Sigma-Aldrich

Quinalizarin

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

Synonyme(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

Formule empirique (notation de Hill):
C14H8O6
Numéro CAS:
81-61-8
Poids moléculaire :
272.21
Numéro C.I. (Colour Index):
58500
Numéro Beilstein :
1889617
Numéro CE :
201-366-6
Numéro MDL:
MFCD00001205
Code UNSPSC :
12171500
ID de substance PubChem :
329823863
Nomenclature NACRES :
NA.77

product name

Quinalizarin, ≥95% (HPLC)

Pureté

≥95% (HPLC)

Forme

powder

Couleur

red

Pf

≥300 °C

Température de stockage

room temp

Chaîne SMILES 

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

Clé InChI

VBHKTXLEJZIDJF-UHFFFAOYSA-N

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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

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation markEnvironment
GHS07,GHS09

Mention d'avertissement

Warning

Mentions de danger

H302,H410

Classification des risques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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
Ling-Qi Meng et al.
Medical science monitor : international medical journal of experimental and clinical research, 24, 3710-3719 (2018-06-04)
BACKGROUND Quinalizarin (1,2,5,8-tetrahydroxyanthraquinone) exhibits potentially useful anticancer effects by inducing apoptosis in several types of cancer, but its underlying mechanism of action remains unknown. The present study examined the effects of quinalizarin on the induction of cell cycle arrest, apoptosis
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
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
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
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