1-HYDROXYANTHRAQUINONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H8O3
Molecular Weight	224.2115
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=CC=C1

InChI

InChIKey=BTLXPCBPYBNQNR-UHFFFAOYSA-N

InChI=1S/C14H8O3/c15-11-7-3-6-10-12(11)14(17)9-5-2-1-4-8(9)13(10)16/h1-7,15H

HIDE SMILES / InChI

Molecular Formula	C14H8O3
Molecular Weight	224.2115
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
Comparative developmental toxicity of environmentally relevant oxygenated PAHs.	2013-09-01	23684558
Antitumor properties of aloe-emodin and induction of transglutaminase 2 activity in B16-F10 melanoma cells.	2010-08-28	20624404
Antineoplastic activities of MT81 and its structural analogue in Ehrlich ascites carcinoma-bearing Swiss Albino mice.	2010-08-19	20716929
Microcalorimetric assay on the antimicrobial property of five hydroxyanthraquinone derivatives in rhubarb (Rheum palmatum L.) to Bifidobacterium adolescentis.	2010-07	19962872
Synthesis of glycoside derivatives of hydroxyanthraquinone with ability to dissolve and inhibit formation of crystals of calcium oxalate. Potential compounds in kidney stone therapy.	2010-03	20005021
Is senna laxative use associated to cathartic colon, genotoxicity, or carcinogenicity?	2009	20107583
A new anthraquinone from Morinda citrifolia roots.	2009	19735047
Colorectal carcinogenesis: Review of human and experimental animal studies.	2009	19332896
Comparison of the cytotoxic activities of naturally occurring hydroxyanthraquinones and hydroxynaphthoquinones.	2008-06	17949858
Suppression of C-myc expression associates with anti-proliferation of aloe-emodin on gastric cancer cells.	2008-05	18443957
Decomposition of polycyclic aromatic hydrocarbons in atmospheric aqueous droplets through sulfate anion radicals: an experimental and theoretical study.	2008-04-01	18221771
Synthesis of water-soluble 9,10-anthraquinone analogues with potent cyanobactericidal activity toward the musty-odor cyanobacterium Oscillatoria perornata.	2008-02-13	18205309
Global gene expression analysis of the mouse colonic mucosa treated with azoxymethane and dextran sodium sulfate.	2007-05-17	17506908
Evaluation of the anti-angiogenic effect of aloe-emodin.	2006-12	17131052
A new medium-term rat colon bioassay applying neoplastic lesions as endpoints for detection of carcinogenesis modifiers-validation with known modifiers.	2006-02-08	15876482
Isolation and inhibitory activity against ERK phosphorylation of hydroxyanthraquinones from rhubarb.	2006-02	16275083
Copper(II)-selective fluorimetric bulk optode membrane based on a 1-hydroxy-9,10-anthraquinone derivative having two propenyl arms as a neutral fluorogenic ionophore.	2006-01	16344241
Copper(II)-selective fluorimetric bulk optode membrane based on a 1-hydroxy-9,10-anthraquinone derivative having two propenyl arms as a neutral fluorogenic ionophore.	2006-01	16307904
Design and synthesis of redox-switched lariat ethers and their application for transport of alkali and alkaline-Earth metal cations across supported liquid membrane.	2006	17497021
Determination and locational variations in the quantity of hydroxyanthraquinones and their glycosides in rhizomes of Rheum emodi using high-performance liquid chromatography.	2005-12-02	16236295
Aloe emodin-induced apoptosis in t-HSC/Cl-6 cells involves a mitochondria-mediated pathway.	2005-06	15910415
Suppression of colitis-related mouse colon carcinogenesis by a COX-2 inhibitor and PPAR ligands.	2005-05-16	15892897
Direct observation of organic contaminant uptake, storage, and metabolism within plant roots.	2005-05-15	15952374
Infrared-visible and visible-visible double resonance spectroscopy of 1-hydroxy-9,10-anthraquinone-(H2O)n (n=1,2) complexes.	2005-01-15	15740199
Laser induced fluorescence and resonant two-photon ionization spectroscopy of jet-cooled 1-hydroxy-9,10-anthraquinone.	2005-01-15	15740198
Antioxidant phenolic constituents in roots of Rheum officinale and Rubia cordifolia: structure-radical scavenging activity relationships.	2004-12-29	15612771
Electronic structure and spectra of linkage isomers of bis(bipyridine)(1,2-dihydroxy-9,10-anthraquinonato)ruthenium(ii) and their redox series.	2004-04-19	15074984
Contamination is a frequent confounding factor in toxicology studies with anthraquinone and related compounds.	2004	15513832
Identification of toxic products of anthracene photomodification in simulated sunlight.	2003-10	14551983
Inhibition of protein kinase CK2 by anthraquinone-related compounds. A structural insight.	2003-01-17	12419810
Analysis of anthraquinones in Rubia tinctorum L. by liquid chromatography coupled with diode-array UV and mass spectrometric detection.	2002-11-29	12458949
Different mutation status of the beta-catenin gene in carcinogen-induced colon, brain, and oral tumors in rats.	2001-12	11746832
Induction of cytochromes P450 1A1 and 1B1 by emodin in human lung adenocarcinoma cell line CL5.	2001-09	11502733
Final report on the safety assessment of Acid Violet 43.	2001	11766130

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:49:32 GMT 2025` Edited by `admin` on `Mon Mar 31 18:49:32 GMT 2025`
Record UNII	LFU129OE9H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-8640

Preferred Name

English

1-HYDROXYANTHRAQUINONE

Systematic Name

English

1-HYDROXY-9,10-ANTHRAQUINONE

Systematic Name

English

ERYTHROXYANTHRAQUINONE

Common Name

English

1-HYDROXYANTHRAQUINONE [HSDB]

Common Name

English

1-HYDROXYANTHRAQUINONE [IARC]

Common Name

English

ANTHRAQUINONE, 1-HYDROXY-

Systematic Name

English

9,10-ANTHRACENEDIONE, 1-HYDROXY-

Systematic Name

English

.ALPHA.-HYDROXYANTHRAQUINONE

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID1020722