QUINALIZARIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H8O6
Molecular Weight	272.2097
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=CC=C(O)C2=C1C(=O)C3=C(C2=O)C(O)=C(O)C=C3

InChI

InChIKey=VBHKTXLEJZIDJF-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19432557 | https://www.ncbi.nlm.nih.gov/pubmed/29207064 | https://www.ncbi.nlm.nih.gov/pubmed/28801290

Quinalizarin, a specific enzyme protein kinase CK2 inhibitor, affects the cell proliferation, migration, and apoptosis of different pathological and genetic types of human lung cancer cell lines. This can be reached via ROS mediated MAPK and STAT3 signaling pathways. Also was revealed, that quinalizarin could induce apoptosis in gastric cancer cells via MAPK and Akt signaling pathway.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Casein kinase II 3 Target ID: CHEMBL2095191 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19432557	Inhibitor 8297		50.0 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Lung cancer 69 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29207064	Primary		Basic research	Unknown Approved Use Unknown
Gastric cancer 53 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28801290	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Antiretroviral activities of anthraquinones and their inhibitory effects on reverse transcriptase.	1991 Mar-Apr	1716088
Stable expression of a human liver UDP-glucuronosyltransferase (UGT2B15) with activity toward steroid and xenobiotic substrates.	1994 Sep-Oct	7835232
Human immunodeficiency virus type 1 cDNA integration: new aromatic hydroxylated inhibitors and studies of the inhibition mechanism.	1998 Sep	9736543
Differential and special properties of the major human UGT1-encoded gastrointestinal UDP-glucuronosyltransferases enhance potential to control chemical uptake.	2004 Jan 9	14557274
Spectrophotometric microdetermination of nefopam, mebevrine and phenylpropanolamine hydrochloride in pharmaceutical formulations using alizarins.	2004 Jul	15248949
The role of protein kinase CK2 in the regulation of the insulin production of pancreatic islets.	2010 Oct 15	20849816

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Name

Type

Language

QUINALIZARIN

Common Name

English

1,2,5,8-TETRAHYDROXYANTHRAQUINONE

Systematic Name

English

PHF 016

Code

English

QUINALIZARINE

Common Name

English

1,4,5,6-TETRAHYDROXYANTHRAQUINONE

Systematic Name

English

C.I. 58500

Code

English

KHINALIZARIN

Common Name

English

QUINALIZARIN [MI]

Common Name

English

ANTHRAQUINONE, 1,2,5,8-TETRAHYDROXY-

Systematic Name

English

C.I. MORDANT VIOLET 26

Code

English

1,2,5,8-TETRAHYDROXY-9,10-ANTHRAQUINONE

Systematic Name

English

QUINAZARIN

Common Name

English

ALIZARINE BORDEAUX

Common Name

English

ALIZARINBORDEAUX

Common Name

English

NSC-4896

Code

English

NSC-144046

Code

English

1,2,5,8-TETRAHYDROXY ANTHRAQUINONE

Systematic Name

English

ALIZARIN BORDEAUX BD

Common Name

English

Code System Code Type Description

MERCK INDEX

m9436