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
Quinonoid-bridged chair-shaped dirhenium(I) metallacycles: synthesis, characterization, and spectroelectrochemical studies.	2010-11-15	20945847
Genetics of dothistromin biosynthesis of Dothistroma septosporum: an update.	2010-11	22069571
Synchrotron radiation linear dichroism (SRLD) investigation of the electronic transitions of quinizarin, chrysazin, and anthrarufin.	2010-09-15	20541965
Estrogenic activity of anthraquinone derivatives: in vitro and in silico studies.	2010-08-16	20707409
Estimation of the ground and the first excited singlet-state dipole moments of 1,4-disubstituted anthraquinone dyes by the solvatochromic method.	2010-04	20138571
Methods of evaluation of autonomic nervous system function.	2010-03-01	22371714
Anthraquinones danthron and quinizarin exert antiproliferative and antimetastatic activity on murine B16-F10 melanoma cells.	2010-02	20332452
Infrared-induced coherent vibration of a hydrogen-bonded system: effects of mechanical and electrical anharmonic couplings.	2009-07-28	19655899
The comparative toxicity to soil invertebrates of natural chemicals and their synthetic analogues.	2009-07	19398118
Ground and excited electronic states of quininone-containing Re(I)-based rectangles: a comprehensive study of their preparation, electrochemistry, and photophysics.	2009-04-20	19309160
Interfacial electron transfer dynamics in quinizarin sensitized ZnS nanoparticles: monitoring charge transfer emission.	2009-03-03	19437781
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.	2009-03	19269596
Host-guest interaction of 1,4-dihydroxy-9,10-anthraquinone (quinizarin) with cyclodextrins.	2009-01	19247534
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).	2008-06-16	18491893
Decomposition of polycyclic aromatic hydrocarbons in atmospheric aqueous droplets through sulfate anion radicals: an experimental and theoretical study.	2008-04-01	18221771
Involvement of Tetrahymena pyriformis and selected fungi in the elimination of anthracene, and toxicity assessment of the biotransformation products.	2008-02	17257678
Determination of lithium in pharmaceutical formulations used in the treatment of bipolar disorder by flow injection analysis with spectrophotometric detection.	2007-10-15	19073079
HPLC-MS of anthraquinoids, flavonoids, and their degradation products in analysis of natural dyes in archeological objects.	2007-08	17638365
Micellar electrokinetic chromatography method for the determination of several natural red dyestuff and lake pigments used in art work.	2007-06-22	17452040
Kinetics of the substitution of dehydroacetic acid in tris (dehydroacetato) Fe(III) complex by 8-hydroxyquinoline, di- and tetra-hydroxyquinone.	2007-06	17049303
Ionic liquid-promoted ring-closure reactions between 1,4-dihydroxyanthraquinone and diamines.	2006-06-21	17962779
Interaction of anthracene and its oxidative derivatives with human serum albumin.	2006	16404478
Electron injection into the surface states of ZrO2 nanoparticles from photoexcited quinizarin and its derivatives: effect of surface modification.	2005-11-03	16853651
Identification of natural dyes used in works of art by pyrolysis-gas chromatography/mass spectrometry combined with in situ trimethylsilylation.	2005-05	15782338
Induction of extracellular matrix synthesis in normal human fibroblasts by anthraquinone isolated from Morinda citrifolia (Noni) fruit.	2005	16379572
Growth responses of Cassia obtusifolia toward human intestinal bacteria.	2004-07	15261390
Differential and special properties of the major human UGT1-encoded gastrointestinal UDP-glucuronosyltransferases enhance potential to control chemical uptake.	2004-01-09	14557274
Electron transfer interaction of dihydroxyquinones with amine quenchers: dependence of the quenching kinetics on the aliphatic and aromatic nature of the amine donors.	2004-01	14974709
Emodin isolated from Cassia obtusifolia (Leguminosae) seed shows larvicidal activity against three mosquito species.	2003-12-17	14664519
Evaluation of hypersensitivity to anthraquinone-related substances.	2003-12-01	14599762
[mRNA level and cytochrome P450 1A activity in the liver of C57BL mice induced by various xenobiotics].	2003-10-18	14562683
Identification of toxic products of anthracene photomodification in simulated sunlight.	2003-10	14551983
Structure of a terbium(III)-quinizarine complex: the first crystallographic model for metalloanthracyclines.	2003-05-19	12739953
Spectroscopic studies on iron complexes of different anthracyclines in aprotic solvent systems.	2001-10-08	11578175
Sensitizer contained in heat-decomposed dye.	2001-03-15	11426598
Final report on the safety assessment of Acid Violet 43.	2001	11766130
Differential inhibition of HIV-1 preintegration complexes and purified integrase protein by small molecules.	1996-09-03	8790401
Hydroxyquinones are competitive non-peptide inhibitors of HIV-1 proteinase.	1995-11-15	7492599
Evaluation of the antiviral activity of anthraquinones, anthrones and anthraquinone derivatives against human cytomegalovirus.	1992-01	1310583

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:01:04 GMT 2025` Edited by `admin` on `Mon Mar 31 19:01:04 GMT 2025`
Record UNII	8S496ZV3CS
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1,4-DIHYDROXY-9,10-ANTHRACENEDIONE

Preferred Name

English

QUINIZARIN

Common Name

English

NSC-646569

Code

English

NSC-15367

Code

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