1,2,4-TRIHYDROXYBENZENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H6O3
Molecular Weight	126.11
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=CC=C(O)C(O)=C1

InChI

InChIKey=GGNQRNBDZQJCCN-UHFFFAOYSA-N

InChI=1S/C6H6O3/c7-4-1-2-5(8)6(9)3-4/h1-3,7-9H

HIDE SMILES / InChI

Molecular Formula	C6H6O3
Molecular Weight	126.11
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
Phenolic metabolites of benzene inhibited the erythroid differentiation of K562 cells.	2011-06-24	21414390
Oxidative stress-mediated bimodal regulation of polymorphonuclear leukocyte spreading by polyphenolic compounds.	2010-11	20837173
para-Nitrophenol 4-monooxygenase and hydroxyquinol 1,2-dioxygenase catalyze sequential transformation of 4-nitrocatechol in Pseudomonas sp. strain WBC-3.	2010-11	20361240
Global gene expression analysis on the target genes of PQS and HHQ in J774A.1 monocyte/macrophage cells.	2010-10	20595074
Cloning and characterization of a gene cluster involved in the catabolism of p-nitrophenol from Pseudomonas putida DLL-E4.	2010-10	20466541
Fluorescence in situ hybridization in combination with the comet assay and micronucleus test in genetic toxicology.	2010-09-15	20840797
Aqueous 4-nitrophenol decomposition and hydrogen peroxide formation induced by contact glow discharge electrolysis.	2010-09-15	20576351
The alternative complex III of Rhodothermus marinus and its structural and functional association with caa3 oxygen reductase.	2010-08	20206595
The influence of ciprofloxacin on hamster ovarian cancer cell line CHO AA8.	2010-07-20	20635529
Characterization of a para-nitrophenol catabolic cluster in Pseudomonas sp. strain NyZ402 and construction of an engineered strain capable of simultaneously mineralizing both para- and ortho-nitrophenols.	2010-07	20049512
Fungi unearthed: transcripts encoding lignocellulolytic and chitinolytic enzymes in forest soil.	2010-06-04	20532045
p-Nitrophenol degradation via 4-nitrocatechol in Burkholderia sp. SJ98 and cloning of some of the lower pathway genes.	2010-05-01	20359211
Crystal structure and substrate specificity of Drosophila 3,4-dihydroxyphenylalanine decarboxylase.	2010-01-21	20098687
[Application of antibiotics in vulnerable groups].	2010	21438202
Ascorbic acid and tetrahydrobiopterin potentiate the EDHF phenomenon by generating hydrogen peroxide.	2009-11-01	19592567
Effects of hydroxyhydroquinone-reduced coffee on vasoreactivity and blood pressure.	2009-11	19713967
Elimination and metabolism of sesamol, a bioactive compound in sesame oil, in rats.	2009-05	19156718
Solar photocatalytic degradation of resorcinol a model endocrine disrupter in water using zinc oxide.	2009-04-15	18715714
Temperature and solvent effects on radical scavenging ability of phenols.	2009-04-02	19271720
In silico studies with human DNA topoisomerase-II alpha to unravel the mechanism of in vitro genotoxicity of benzene and its metabolites.	2009-02-10	19059273
Unusual catalytic effects of iron salts on phenol degradation by glow discharge plasma in aqueous solution.	2009-01-30	18501506
[Antibiotic prophylaxis for patients with transurethral resection of the prostate (TUR-P)].	2009-01	18696036
Kinetics and mechanisms of p-nitrophenol biodegradation by Pseudomonas aeruginosa HS-D38.	2009	19999965
Sex steroid metabolism polymorphisms and mammographic density in pre- and early perimenopausal women.	2009	19630952
Multipronged evaluation of genotoxicity in Indian petrol-pump workers.	2008-12	18800353
[Characterization of a p-nitrophenol degrading bacterium Pseudomonas sp. PDS-7 and cloning of degradation relevant genes].	2008-11	19149164
Hydroxyhydroquinone-free coffee: a double-blind, randomized controlled dose-response study of blood pressure.	2008-07	17951035
The role of nitric oxide on DNA damage induced by benzene metabolites.	2008-05	18425395
Scanning electrochemical microscopy study of laccase within a sol-gel processed silicate film.	2008-04	18372223
Degradation of 4-fluorophenol by Arthrobacter sp. strain IF1.	2008-03	18228015
Acanthosulfate, a sulfated hydroxyhydroquinone sesterterpenoid from the sponge Acanthodendrilla sp.	2008-02	18257533
Hydroxyhydroquinone interferes with the chlorogenic acid-induced restoration of endothelial function in spontaneously hypertensive rats.	2008-01	18091740
Degradation of aromatic compounds and degradative pathway of 4-nitrocatechol by Ochrobactrum sp. B2.	2007-12	18074282
Peroxidase catalytic cycle of MCM-41-entrapped microperoxidase-11 as a mechanism for phenol oxidation.	2007-10	18330186
Identification of human cell responses to benzene and benzene metabolites.	2007-09	17572062
Quantitative studies on the formation of phenol/2-furfurylthiol conjugates in coffee beverages toward the understanding of the molecular mechanisms of coffee aroma staling.	2007-05-16	17439234
Ferulic acid restores endothelium-dependent vasodilation in aortas of spontaneously hypertensive rats.	2007-05	17485012
[Hirudo medicinalis-leech applications in plastic and reconstructive microsurgery--a literature review].	2007-04	17497605
[Achilles tendon rupture--early functional and surgical options with special emphasis on rehabilitation issues].	2007-03	17385103
Mutagenic, antimutagenic and antioxidant activities of a new class of beta-glucoside hydroxyhydroquinone from Anagallis monelli growing in Tunisia.	2007-03	17329877
Simultaneous biodegradation of nitrogen-containing aromatic compounds in a sequencing batch bioreactor.	2007	17915680
Quantitative precursor studies on di- and trihydroxybenzene formation during coffee roasting using "in bean" model experiments and stable isotope dilution analysis.	2006-12-27	17177545
Synthesis and structure determination of covalent conjugates formed from the sulfury-roasty-smelling 2-furfurylthiol and di- or trihydroxybenzenes and their identification in coffee brew.	2006-12-27	17177544
Transcriptional regulation of catabolic pathways for aromatic compounds in Corynebacterium glutamicum.	2006-12-07	17183485
Hydroquinone-bridged dinuclear Cu(II) complexes and single-crystalline Cu(II) coordination polymers.	2006-11-07	17047740
Nosocomial pneumonia: third-group chinolone versus clindamycin/ceftriaxone in modulation of the acute phase reaction and outcome and cost efficacy.	2006-10-26	17061673
Post-column detection of benzenediols and 1,2,4-benzenetriol based on acidic potassium permanganate chemiluminescence.	2006-01-15	18970370
Hydroxyquinol pathway for microbial degradation of halogenated aromatic compounds.	2006	17090498
Application of clindamycin in therapy of orthopaedic infections with special regard to applicability in outpatients practice.	2004-04-30	18033993
Effects of benzene on DNA strand breaks in vivo versus benzene metabolite-induced DNA strand breaks in vitro in mouse bone marrow cells.	1991-05	2020971

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:52:25 GMT 2025` Edited by `admin` on `Mon Mar 31 18:52:25 GMT 2025`
Record UNII	173O8B04RD
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1,2,4-TRIHYDROXYBENZENE

Official Name

English

1,2,4-BENZENETRIOL

Preferred Name

English

4-HYDROXYCATECHOL

Systematic Name

English

NSC-2818

Code

English

1,2,4-BENZENETRIOL [MI]

Common Name

English

IMEXINE OAM

Brand Name

English

HYDROXYHYDROQUINONE

Systematic Name

English

Code System Code Type Description

WIKIPEDIA

1,2,4-Benzenetriol