4-NITROCATECHOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H5NO4
Molecular Weight	155.1082
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=CC=C(C=C1O)[N+]([O-])=O

InChI

InChIKey=XJNPNXSISMKQEX-UHFFFAOYSA-N

InChI=1S/C6H5NO4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H

HIDE SMILES / InChI

Molecular Formula	C6H5NO4
Molecular Weight	155.1082
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
para-Nitrophenol 4-monooxygenase and hydroxyquinol 1,2-dioxygenase catalyze sequential transformation of 4-nitrocatechol in Pseudomonas sp. strain WBC-3.	2010-11	20361240
Effect of cytochrome P450 and aldo-keto reductase inhibitors on progesterone inactivation in primary bovine hepatic cell cultures.	2010-10	20854995
Cloning and characterization of a gene cluster involved in the catabolism of p-nitrophenol from Pseudomonas putida DLL-E4.	2010-10	20466541
Heterogeneous reactions of surface-adsorbed catechol with nitrogen dioxide: substrate effects for tropospheric aerosol surrogates.	2010-09-28	20623042
Aqueous 4-nitrophenol decomposition and hydrogen peroxide formation induced by contact glow discharge electrolysis.	2010-09-15	20576351
Control of human cytochrome P450 2E1 electrocatalytic response as a result of unique orientation on gold electrodes.	2010-06-15	20507171
Explaining the atypical reaction profiles of heme enzymes with a novel mechanistic hypothesis and kinetic treatment.	2010-05-17	20498847
p-Nitrophenol degradation via 4-nitrocatechol in Burkholderia sp. SJ98 and cloning of some of the lower pathway genes.	2010-05-01	20359211
Inhibition of a protein tyrosine phosphatase using mesoporous oxides.	2010-03-11	20163174
Charge-transfer complexes of 4-nitrocatechol with some amino alcohols.	2010-03	20061181
Enhanced mechanism of catalytic ozonation by ultrasound with orthogonal dual frequencies for the degradation of nitrobenzene in aqueous solution.	2010-01	19666236
Expression and functional analysis of a predicted AtsG arylsulphatase identified from Mycobacterium tuberculosis genomic data.	2009-12	19734177
Activity of immobilised rat hepatic microsomal CYP2E1 using alumina membrane as a support.	2009-11-30	19703600
Interaction of arylsulfatase-A (ASA) with its natural sulfoglycolipid substrates: a computational and site-directed mutagenesis study.	2009-11	19381802
Synergetic effect of ultrasound with dual fields for the degradation of nitrobenzene in aqueous solution.	2009-07-01	19673312
Studies of a ring-cleaving dioxygenase illuminate the role of cholesterol metabolism in the pathogenesis of Mycobacterium tuberculosis.	2009-03	19300498
Effect of substituents on complex stability aimed at designing new iron(III) and aluminum(III) chelators.	2009-02	19036454
Presence of arylsulfatase A and sulfogalactosylglycerolipid in mouse ovaries: localization to the corpus luteum.	2008-08	18420734
Arylsulfatase G, a novel lysosomal sulfatase.	2008-04-25	18283100
Kinetics and mechanism of degradation of p-chloronitrobenzene in water by ozonation.	2008-04-15	17889996
Degradation of 4-fluorophenol by Arthrobacter sp. strain IF1.	2008-03	18228015
Rifampicin exacerbates isoniazid-induced toxicity in human but not in rat hepatocytes in tissue-like cultures.	2008-02	18071298
A mining minima approach to exploring the docking pathways of p-nitrocatechol sulfate to YopH.	2007-12-15	17766352
Degradation of aromatic compounds and degradative pathway of 4-nitrocatechol by Ochrobactrum sp. B2.	2007-12	18074282
New functional model complexes of intradiol-cleaving catechol dioxygenases: properties and reactivity of CuII(L)(O2Ncat).	2007-05-28	17458955
Increased arylsulfatase B activity in cystic fibrosis cells following correction of CFTR.	2007-05-01	17324393
Structural and chemical profiling of the human cytosolic sulfotransferases.	2007-05	17425406
Crystal structures of Fe2+ dioxygenase superoxo, alkylperoxo, and bound product intermediates.	2007-04-20	17446402
Loop dynamics and ligand binding kinetics in the reaction catalyzed by the Yersinia protein tyrosine phosphatase.	2007-04-10	17352459
Cloning and expression of a novel sulfotransferase with unique substrate specificity from Bombyx mori.	2007-04	17420592
Effect of testicular steroids on catalytic activities of cytochrome P450 enzymes in porcine liver microsomes.	2007-04	17156906
[Degradation of p-nitrophenol by a mangrove bacterial Rhodococcus sp. Ns].	2007-02	17489212
Biodegradation of methyl parathion and p-nitrophenol: evidence for the presence of a p-nitrophenol 2-hydroxylase in a Gram-negative Serratia sp. strain DS001.	2007-01	17043828
Ultrastructural localization of Trypanosoma cruzi lysosomes by aryl sulphatase cytochemistry.	2007	16860560
Isoniazid-induced hepatotoxicity in rat hepatocytes of gel entrapment culture.	2006-11-01	17030102
Isolation and characterization of a bacterial strain of the genus Ochrobactrum with methyl parathion mineralizing activity.	2006-11	17040221
Identification of sulfation sites of metabolites and prediction of the compounds' biological effects.	2006-10	16724218
Acetaminophen-induced hepatotoxicity of gel entrapped rat hepatocytes in hollow fibers.	2006-07-25	16797510
In vivo effects of antiviral acyclic nucleoside phosphonate 9-[2-(phosphonomethoxy)ethyl]adenine (adefovir) on cytochrome P450 system of rat liver microsomes.	2006-05	16416053
Validation of a HPLC method for the determination of p-nitrophenol hydroxylase activity in rat hepatic microsomes.	2006-04-13	16497568
Biodegradation of p-nitrophenol by aerobic granules in a sequencing batch reactor.	2006-04-01	16646480
Kinetics and activity of arylsulfatase A in leukocytes derived from patients with cerebral palsy.	2006-03	16613739
Spectrophotometric analysis of human CYP2E1-catalyzed p-nitrophenol hydroxylation.	2006	16719383
Functional characterisation of an engineered multidomain human P450 2E1 by molecular Lego.	2005-12	16283395
The role of histidine 200 in MndD, the Mn(II)-dependent 3,4-dihydroxyphenylacetate 2,3-dioxygenase from Arthrobacter globiformis CM-2, a site-directed mutagenesis study.	2005-11	16217642
Aromatic ring cleavage by homoprotocatechuate 2,3-dioxygenase: role of His200 in the kinetics of interconversion of reaction cycle intermediates.	2005-05-17	15882056
Enhanced levels of Hsulf-1 interfere with heparin-binding growth factor signaling in pancreatic cancer.	2005-04-07	15817123
Cloning and characterization of a 4-nitrophenol hydroxylase gene cluster from Rhodococcus sp. PN1.	2003	16233382
Metal-organic complexation in the marine environment.	2001-09-28	16759421
Biodegradation of p-nitrophenol via 1,2,4-benzenetriol by an Arthrobacter sp.	1994-08	8085840

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:49:43 GMT 2025` Edited by `admin` on `Mon Mar 31 19:49:43 GMT 2025`
Record UNII	SW60NG75EN
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-80651

Preferred Name

English

4-NITROCATECHOL

Systematic Name

English

4-NITRO-1,2-BENZENEDIOL

Systematic Name

English

Code System Code Type Description

FDA UNII

SW60NG75EN