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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 of 4-NITROCATECHOL

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

Approval Year

PubMed

PubMed

TitleDatePubMed
para-Nitrophenol 4-monooxygenase and hydroxyquinol 1,2-dioxygenase catalyze sequential transformation of 4-nitrocatechol in Pseudomonas sp. strain WBC-3.
2010-11
Effect of cytochrome P450 and aldo-keto reductase inhibitors on progesterone inactivation in primary bovine hepatic cell cultures.
2010-10
Cloning and characterization of a gene cluster involved in the catabolism of p-nitrophenol from Pseudomonas putida DLL-E4.
2010-10
Heterogeneous reactions of surface-adsorbed catechol with nitrogen dioxide: substrate effects for tropospheric aerosol surrogates.
2010-09-28
Aqueous 4-nitrophenol decomposition and hydrogen peroxide formation induced by contact glow discharge electrolysis.
2010-09-15
Control of human cytochrome P450 2E1 electrocatalytic response as a result of unique orientation on gold electrodes.
2010-06-15
Explaining the atypical reaction profiles of heme enzymes with a novel mechanistic hypothesis and kinetic treatment.
2010-05-17
p-Nitrophenol degradation via 4-nitrocatechol in Burkholderia sp. SJ98 and cloning of some of the lower pathway genes.
2010-05-01
Inhibition of a protein tyrosine phosphatase using mesoporous oxides.
2010-03-11
Charge-transfer complexes of 4-nitrocatechol with some amino alcohols.
2010-03
Enhanced mechanism of catalytic ozonation by ultrasound with orthogonal dual frequencies for the degradation of nitrobenzene in aqueous solution.
2010-01
Expression and functional analysis of a predicted AtsG arylsulphatase identified from Mycobacterium tuberculosis genomic data.
2009-12
Activity of immobilised rat hepatic microsomal CYP2E1 using alumina membrane as a support.
2009-11-30
Interaction of arylsulfatase-A (ASA) with its natural sulfoglycolipid substrates: a computational and site-directed mutagenesis study.
2009-11
Synergetic effect of ultrasound with dual fields for the degradation of nitrobenzene in aqueous solution.
2009-07-01
Studies of a ring-cleaving dioxygenase illuminate the role of cholesterol metabolism in the pathogenesis of Mycobacterium tuberculosis.
2009-03
Effect of substituents on complex stability aimed at designing new iron(III) and aluminum(III) chelators.
2009-02
Presence of arylsulfatase A and sulfogalactosylglycerolipid in mouse ovaries: localization to the corpus luteum.
2008-08
Arylsulfatase G, a novel lysosomal sulfatase.
2008-04-25
Kinetics and mechanism of degradation of p-chloronitrobenzene in water by ozonation.
2008-04-15
Degradation of 4-fluorophenol by Arthrobacter sp. strain IF1.
2008-03
Rifampicin exacerbates isoniazid-induced toxicity in human but not in rat hepatocytes in tissue-like cultures.
2008-02
A mining minima approach to exploring the docking pathways of p-nitrocatechol sulfate to YopH.
2007-12-15
Degradation of aromatic compounds and degradative pathway of 4-nitrocatechol by Ochrobactrum sp. B2.
2007-12
New functional model complexes of intradiol-cleaving catechol dioxygenases: properties and reactivity of CuII(L)(O2Ncat).
2007-05-28
Increased arylsulfatase B activity in cystic fibrosis cells following correction of CFTR.
2007-05-01
Structural and chemical profiling of the human cytosolic sulfotransferases.
2007-05
Crystal structures of Fe2+ dioxygenase superoxo, alkylperoxo, and bound product intermediates.
2007-04-20
Loop dynamics and ligand binding kinetics in the reaction catalyzed by the Yersinia protein tyrosine phosphatase.
2007-04-10
Cloning and expression of a novel sulfotransferase with unique substrate specificity from Bombyx mori.
2007-04
Effect of testicular steroids on catalytic activities of cytochrome P450 enzymes in porcine liver microsomes.
2007-04
[Degradation of p-nitrophenol by a mangrove bacterial Rhodococcus sp. Ns].
2007-02
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
Ultrastructural localization of Trypanosoma cruzi lysosomes by aryl sulphatase cytochemistry.
2007
Isoniazid-induced hepatotoxicity in rat hepatocytes of gel entrapment culture.
2006-11-01
Isolation and characterization of a bacterial strain of the genus Ochrobactrum with methyl parathion mineralizing activity.
2006-11
Identification of sulfation sites of metabolites and prediction of the compounds' biological effects.
2006-10
Acetaminophen-induced hepatotoxicity of gel entrapped rat hepatocytes in hollow fibers.
2006-07-25
In vivo effects of antiviral acyclic nucleoside phosphonate 9-[2-(phosphonomethoxy)ethyl]adenine (adefovir) on cytochrome P450 system of rat liver microsomes.
2006-05
Validation of a HPLC method for the determination of p-nitrophenol hydroxylase activity in rat hepatic microsomes.
2006-04-13
Biodegradation of p-nitrophenol by aerobic granules in a sequencing batch reactor.
2006-04-01
Kinetics and activity of arylsulfatase A in leukocytes derived from patients with cerebral palsy.
2006-03
Spectrophotometric analysis of human CYP2E1-catalyzed p-nitrophenol hydroxylation.
2006
Functional characterisation of an engineered multidomain human P450 2E1 by molecular Lego.
2005-12
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
Aromatic ring cleavage by homoprotocatechuate 2,3-dioxygenase: role of His200 in the kinetics of interconversion of reaction cycle intermediates.
2005-05-17
Enhanced levels of Hsulf-1 interfere with heparin-binding growth factor signaling in pancreatic cancer.
2005-04-07
Cloning and characterization of a 4-nitrophenol hydroxylase gene cluster from Rhodococcus sp. PN1.
2003
Metal-organic complexation in the marine environment.
2001-09-28
Biodegradation of p-nitrophenol via 1,2,4-benzenetriol by an Arthrobacter sp.
1994-08
Patents
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
Created by admin on Mon Mar 31 19:49:43 GMT 2025 , Edited by admin on Mon Mar 31 19:49:43 GMT 2025
PRIMARY
DRUG BANK
DB03407
Created by admin on Mon Mar 31 19:49:43 GMT 2025 , Edited by admin on Mon Mar 31 19:49:43 GMT 2025
PRIMARY
NSC
80651
Created by admin on Mon Mar 31 19:49:43 GMT 2025 , Edited by admin on Mon Mar 31 19:49:43 GMT 2025
PRIMARY
EPA CompTox
DTXSID10186804
Created by admin on Mon Mar 31 19:49:43 GMT 2025 , Edited by admin on Mon Mar 31 19:49:43 GMT 2025
PRIMARY
CHEBI
57730
Created by admin on Mon Mar 31 19:49:43 GMT 2025 , Edited by admin on Mon Mar 31 19:49:43 GMT 2025
PRIMARY
PUBCHEM
3505109
Created by admin on Mon Mar 31 19:49:43 GMT 2025 , Edited by admin on Mon Mar 31 19:49:43 GMT 2025
PRIMARY
CHEBI
16318
Created by admin on Mon Mar 31 19:49:43 GMT 2025 , Edited by admin on Mon Mar 31 19:49:43 GMT 2025
PRIMARY
ECHA (EC/EINECS)
222-009-0
Created by admin on Mon Mar 31 19:49:43 GMT 2025 , Edited by admin on Mon Mar 31 19:49:43 GMT 2025
PRIMARY
CAS
3316-09-4
Created by admin on Mon Mar 31 19:49:43 GMT 2025 , Edited by admin on Mon Mar 31 19:49:43 GMT 2025
PRIMARY