QUINIZARIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H8O4
Molecular Weight	240.2109
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=C2C(=O)C3=C(C=CC=C3)C(=O)C2=C(O)C=C1

InChI

InChIKey=GUEIZVNYDFNHJU-UHFFFAOYSA-N

InChI=1S/C14H8O4/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6,15-16H

HIDE SMILES / InChI

Molecular Formula	C14H8O4
Molecular Weight	240.2109
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Evaluation of the antiviral activity of anthraquinones, anthrones and anthraquinone derivatives against human cytomegalovirus.	1992 Jan	1310583
Hydroxyquinones are competitive non-peptide inhibitors of HIV-1 proteinase.	1995 Nov 15	7492599
Differential inhibition of HIV-1 preintegration complexes and purified integrase protein by small molecules.	1996 Sep 3	8790401
Final report on the safety assessment of Acid Violet 43.	2001	11766130
Sensitizer contained in heat-decomposed dye.	2001 Mar 15	11426598
Spectroscopic studies on iron complexes of different anthracyclines in aprotic solvent systems.	2001 Oct 8	11578175
Evaluation of hypersensitivity to anthraquinone-related substances.	2003 Dec 1	14599762
Emodin isolated from Cassia obtusifolia (Leguminosae) seed shows larvicidal activity against three mosquito species.	2003 Dec 17	14664519
[mRNA level and cytochrome P450 1A activity in the liver of C57BL mice induced by various xenobiotics].	2003 Jul-Aug	14562683
Structure of a terbium(III)-quinizarine complex: the first crystallographic model for metalloanthracyclines.	2003 May 19	12739953
Identification of toxic products of anthracene photomodification in simulated sunlight.	2003 Oct	14551983
Electron transfer interaction of dihydroxyquinones with amine quenchers: dependence of the quenching kinetics on the aliphatic and aromatic nature of the amine donors.	2004 Jan	14974709
Differential and special properties of the major human UGT1-encoded gastrointestinal UDP-glucuronosyltransferases enhance potential to control chemical uptake.	2004 Jan 9	14557274
Growth responses of Cassia obtusifolia toward human intestinal bacteria.	2004 Jul	15261390
Identification of natural dyes used in works of art by pyrolysis-gas chromatography/mass spectrometry combined with in situ trimethylsilylation.	2005 May	15782338
Electron injection into the surface states of ZrO2 nanoparticles from photoexcited quinizarin and its derivatives: effect of surface modification.	2005 Nov 3	16853651
Induction of extracellular matrix synthesis in normal human fibroblasts by anthraquinone isolated from Morinda citrifolia (Noni) fruit.	2005 Winter	16379572
Interaction of anthracene and its oxidative derivatives with human serum albumin.	2006	16404478
Ionic liquid-promoted ring-closure reactions between 1,4-dihydroxyanthraquinone and diamines.	2006 Jun 21	17962779
HPLC-MS of anthraquinoids, flavonoids, and their degradation products in analysis of natural dyes in archeological objects.	2007 Aug	17638365
Kinetics of the substitution of dehydroacetic acid in tris (dehydroacetato) Fe(III) complex by 8-hydroxyquinoline, di- and tetra-hydroxyquinone.	2007 Jun	17049303
Micellar electrokinetic chromatography method for the determination of several natural red dyestuff and lake pigments used in art work.	2007 Jun 22	17452040
Determination of lithium in pharmaceutical formulations used in the treatment of bipolar disorder by flow injection analysis with spectrophotometric detection.	2007 Oct 15	19073079
Decomposition of polycyclic aromatic hydrocarbons in atmospheric aqueous droplets through sulfate anion radicals: an experimental and theoretical study.	2008 Apr 1	18221771
Involvement of Tetrahymena pyriformis and selected fungi in the elimination of anthracene, and toxicity assessment of the biotransformation products.	2008 Feb	17257678
Valence-state alternatives in diastereoisomeric complexes [(acac)2Ru(mu-QL)Ru(acac)2]n (QL2- = 1,4-dioxido-9,10-anthraquinone,n = +2, +1, 0, -1, -2).	2008 Jun 16	18491893
Ground and excited electronic states of quininone-containing Re(I)-based rectangles: a comprehensive study of their preparation, electrochemistry, and photophysics.	2009 Apr 20	19309160
Host-guest interaction of 1,4-dihydroxy-9,10-anthraquinone (quinizarin) with cyclodextrins.	2009 Jan	19247534
The comparative toxicity to soil invertebrates of natural chemicals and their synthetic analogues.	2009 Jul	19398118
Infrared-induced coherent vibration of a hydrogen-bonded system: effects of mechanical and electrical anharmonic couplings.	2009 Jul 28	19655899
Structure-activity relationships of anthraquinones on the suppression of DNA-binding activity of the aryl hydrocarbon receptor induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin.	2009 Mar	19269596
Interfacial electron transfer dynamics in quinizarin sensitized ZnS nanoparticles: monitoring charge transfer emission.	2009 Mar 3	19437781
Estimation of the ground and the first excited singlet-state dipole moments of 1,4-disubstituted anthraquinone dyes by the solvatochromic method.	2010 Apr	20138571
Estrogenic activity of anthraquinone derivatives: in vitro and in silico studies.	2010 Aug 16	20707409
Anthraquinones danthron and quinizarin exert antiproliferative and antimetastatic activity on murine B16-F10 melanoma cells.	2010 Feb	20332452
Methods of evaluation of autonomic nervous system function.	2010 Mar 1	22371714
Genetics of dothistromin biosynthesis of Dothistroma septosporum: an update.	2010 Nov	22069571
Quinonoid-bridged chair-shaped dirhenium(I) metallacycles: synthesis, characterization, and spectroelectrochemical studies.	2010 Nov 15	20945847
Synchrotron radiation linear dichroism (SRLD) investigation of the electronic transitions of quinizarin, chrysazin, and anthrarufin.	2010 Sep 15	20541965

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:02:39 GMT 2023` Edited by `admin` on `Fri Dec 15 18:02:39 GMT 2023`
Record UNII	8S496ZV3CS
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

QUINIZARIN

Common Name

English

NSC-646569

Code

English

NSC-15367

Code

English

1,4-DIHYDROXY-9,10-ANTHRACENEDIONE

Systematic Name

English

C.I. 58050

Common Name

English

1,4-DIHYDROXY-9,10-ANTHRACENEDIONE [HSDB]

Common Name

English

1,4-DIHYDROXYANTHRAQUINONE

Systematic Name

English

DIHYDROXYANTHRAQUINONE, 1,4-

Systematic Name

English

QUINIZARIN [MI]

Common Name

English

1,4-DIHYDROXYANTHRACENE-9,10-DIONE

Systematic Name

English

Code System Code Type Description

FDA UNII

8S496ZV3CS