Quinalizarin

Names

[ CAS No. ]:
81-61-8

[ Name ]:
Quinalizarin

[Synonym ]:
1,2,5,8-tetrahydroxy-9,10-anthracenedione
Alizarinbordeaux
9,10-Anthracenedione, 1,2,5,8-tetrahydroxy-
MFCD00001205
9,10-Anthracenedione,1,2,5,8-tetrahydroxy
Alizarine Bordeaux B
1,2,5,8-Tetrahydroxy-9,10-anthraquinone
Mordant Violet 26
Khinalizarin
Alizarine Bordeaux
C.I. Mordant Violet 26
Alizarin bordeaux B
1,2,5,8-tetrahydroxyanthracene-9,10-dione
Quinalizarin
1,2,5,8-tetrahydroxyanthraquinone
EINECS 201-366-6

Biological Activity

[Description]:

Quinalizarin is a potent, selective and cell-permeable protein kinase CK2 inhibitor with an Ki of ~50 nM and an IC50 of 110 nM. Quinalizarin can induce apoptosis of certain cancer cells[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Cell Cycle/DNA Damage >> Casein Kinase

Signaling Pathways >> Stem Cell/Wnt >> Casein Kinase

[Target]

CK2:~50 nM (Ki)

CK2:110 nM (IC50)

[References]

[1]. Cozza G, et al. Quinalizarin as a potent, selective and cell-permeable inhibitor of protein kinase CK2. Biochem J. 2009;421(3):387-395. Published 2009 Jul 15.

Chemical & Physical Properties

[ Density]:
1.8±0.1 g/cm3

[ Boiling Point ]:
517.1±45.0 °C at 760 mmHg

[ Melting Point ]:
99 °C

[ Molecular Formula ]:
C₁₄H₈O₆

[ Molecular Weight ]:
272.210

[ Flash Point ]:
280.6±25.2 °C

[ Exact Mass ]:
272.032074

[ PSA ]:
115.06000

[ LogP ]:
5.18

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.815

[ Storage condition ]:
room temp

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CB8069900

CHEMICAL NAME :: Anthraquinone, 1,2,5,8-tetrahydroxy-

CAS REGISTRY NUMBER :: 81-61-8

BEILSTEIN REFERENCE NO. :: 1889617

LAST UPDATED :: 199701

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C14-H8-O6

MOLECULAR WEIGHT :: 272.22

WISWESSER LINE NOTATION :: L C666 BV IVJ DQ EQ KQ NQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 50 ug/plate

REFERENCE :: BCSTB5 Biochemical Society Transactions. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1973- Volume(issue)/page/year: 5,1489,1977

Safety Information

[ Symbol ]:

GHS07, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H400

[ Precautionary Statements ]:
P273

[ Hazard Codes ]:
Xn,N

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
UN 3077 9 / PGIII

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Protein kinase CK2 potentiates translation efficiency by phosphorylating eIF3j at Ser127.

Biochim. Biophys. Acta 1853 , 1693-701, (2015)

In eukaryotic protein synthesis the translation initiation factor 3 (eIF3) is a key player in the recruitment and assembly of the translation initiation machinery. Mammalian eIF3 consists of 13 subuni...

A complex signaling network involving protein kinase CK2 is required for hepatitis C virus core protein-mediated modulation of the iron-regulatory hepcidin gene expression.

Cell. Mol. Life Sci. 71(21) , 4243-58, (2014)

Hepatitis C virus (HCV) infection is associated with hepatic iron overload and elevated serum iron that correlate to poor antiviral responses. Hepcidin (HAMP), a 25-aa cysteine-rich liver-specific pep...

Quinalizarin enhances radiosensitivity of nasopharyngeal carcinoma cells partially by suppressing SHP-1 expression.

Int. J. Oncol. 48 , 1073-84, (2016)

The purpose of this study was to investigate the influence of quinalizarin on the radiosensitivity of nasopharyngeal carcinoma (NPC) cells and the relevant underlying mechanisms. Human NPC cell lines ...