Home Other Building Blocks 4-Nitrocatechol

4-Nitrocatechol

CAS No.:
3316-09-4
Catalog Number:
AG00344I
Molecular Formula:
C6H5NO4
Molecular Weight:
155.1082
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
98%
In Stock USA
United States
$17
- +
5g
98%
In Stock USA
United States
$44
- +
25g
98%
In Stock USA
United States
$188
- +
100g
98%
In Stock USA
United States
$563
- +
Product Description
Catalog Number:
AG00344I
Chemical Name:
4-Nitrocatechol
CAS Number:
3316-09-4
Molecular Formula:
C6H5NO4
Molecular Weight:
155.1082
MDL Number:
MFCD00007242
IUPAC Name:
4-nitrobenzene-1,2-diol
InChI:
InChI=1S/C6H5NO4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H
InChI Key:
XJNPNXSISMKQEX-UHFFFAOYSA-N
SMILES:
[O-][N+](=O)c1ccc(c(c1)O)O
EC Number:
222-009-0
UNII:
SW60NG75EN
NSC Number:
80651
Properties
Complexity:
155  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
155.022g/mol
Formal Charge:
0
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
155.109g/mol
Monoisotopic Mass:
155.022g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
86.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.7  
Literature
Title Journal
Inhibition of human cytochrome P450 2E1 and 2A6 by aldehydes: structure and activity relationships. Chemico-biological interactions 20140805
A versatile and colorful screening tool for the identification of arabinofuranose-acting enzymes. Chembiochem : a European journal of chemical biology 20120903
Investigations on photoinduced interaction of 9-aminoacridine with certain catechols and rutin. Journal of fluorescence 20120701
Development of a liquid chromatographic method based on ultraviolet-visible and electrospray ionization mass spectrometric detection for the identification of nitrocatechols and related tracers in biomass burning atmospheric organic aerosol. Rapid communications in mass spectrometry : RCM 20120415
A spectrophotometric assay for the detection of fungal peroxygenases. Analytical biochemistry 20120201
Characterization of an O2 adduct of an active cobalt-substituted extradiol-cleaving catechol dioxygenase. Journal of the American Chemical Society 20120118
CYP2E1 Sensitizes the Liver to LPS- and TNF α-Induced Toxicity via Elevated Oxidative and Nitrosative Stress and Activation of ASK-1 and JNK Mitogen-Activated Kinases. International journal of hepatology 20120101
Xanthurenic acid is an endogenous substrate for the silkworm cytosolic sulfotransferase, bmST1. Journal of insect physiology 20120101
Betaine treatment attenuates chronic ethanol-induced hepatic steatosis and alterations to the mitochondrial respiratory chain proteome. International journal of hepatology 20120101
Chemotaxis of Burkholderia sp. strain SJ98 towards chloronitroaromatic compounds that it can metabolise. BMC microbiology 20120101
Identification of the para-nitrophenol catabolic pathway, and characterization of three enzymes involved in the hydroquinone pathway, in Peudomonas sp. 1-7. BMC microbiology 20120101
In silico assessment of potential druggable pockets on the surface of α1-antitrypsin conformers. PloS one 20120101
Para-nitrophenol hydroxylation by fish liver microsomes: kinetics and effect of selective cytochrome P450 inhibitors. Fish physiology and biochemistry 20111201
Conformational basis for substrate recruitment in protein tyrosine phosphatase 10D. Biochemistry 20111122
The MAP kinase MpkA controls cell wall integrity, oxidative stress response, gliotoxin production and iron adaptation in Aspergillus fumigatus. Molecular microbiology 20111001
Identification and characterization of another 4-nitrophenol degradation gene cluster, nps, in Rhodococcus sp. strain PN1. Journal of bioscience and bioengineering 20110601
In vitro inhibition of porcine cytochrome P450 by 17β -estradiol and 17α-estradiol. Interdisciplinary toxicology 20110601
Molecular characterization of novel sulfotransferases from the tick, Ixodes scapularis. BMC biochemistry 20110101
Phytomedicinal Role of Pithecellobium dulce against CCl(4)-mediated Hepatic Oxidative Impairments and Necrotic Cell Death. Evidence-based complementary and alternative medicine : eCAM 20110101
Open Babel: An open chemical toolbox. Journal of cheminformatics 20110101
Novel patient cell-based HTS assay for identification of small molecules for a lysosomal storage disease. PloS one 20110101
para-Nitrophenol 4-monooxygenase and hydroxyquinol 1,2-dioxygenase catalyze sequential transformation of 4-nitrocatechol in Pseudomonas sp. strain WBC-3. Biodegradation 20101101
Cloning and characterization of a gene cluster involved in the catabolism of p-nitrophenol from Pseudomonas putida DLL-E4. Bioresource technology 20101001
Effect of cytochrome P450 and aldo-keto reductase inhibitors on progesterone inactivation in primary bovine hepatic cell cultures. Journal of dairy science 20101001
Heterogeneous reactions of surface-adsorbed catechol with nitrogen dioxide: substrate effects for tropospheric aerosol surrogates. Physical chemistry chemical physics : PCCP 20100928
Aqueous 4-nitrophenol decomposition and hydrogen peroxide formation induced by contact glow discharge electrolysis. Journal of hazardous materials 20100915
Control of human cytochrome P450 2E1 electrocatalytic response as a result of unique orientation on gold electrodes. Analytical chemistry 20100615
p-Nitrophenol degradation via 4-nitrocatechol in Burkholderia sp. SJ98 and cloning of some of the lower pathway genes. Environmental science & technology 20100501
Inhibition of a protein tyrosine phosphatase using mesoporous oxides. The journal of physical chemistry. B 20100311
Charge-transfer complexes of 4-nitrocatechol with some amino alcohols. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20100301
Enhanced mechanism of catalytic ozonation by ultrasound with orthogonal dual frequencies for the degradation of nitrobenzene in aqueous solution. Ultrasonics sonochemistry 20100101
Explaining the atypical reaction profiles of heme enzymes with a novel mechanistic hypothesis and kinetic treatment. PloS one 20100101
Expression and functional analysis of a predicted AtsG arylsulphatase identified from Mycobacterium tuberculosis genomic data. Journal of biochemistry 20091201
Activity of immobilised rat hepatic microsomal CYP2E1 using alumina membrane as a support. New biotechnology 20091130
Interaction of arylsulfatase-A (ASA) with its natural sulfoglycolipid substrates: a computational and site-directed mutagenesis study. Glycoconjugate journal 20091101
Synergetic effect of ultrasound with dual fields for the degradation of nitrobenzene in aqueous solution. Environmental science & technology 20090701
Studies of a ring-cleaving dioxygenase illuminate the role of cholesterol metabolism in the pathogenesis of Mycobacterium tuberculosis. PLoS pathogens 20090301
Effect of substituents on complex stability aimed at designing new iron(III) and aluminum(III) chelators. Journal of inorganic biochemistry 20090201
Presence of arylsulfatase A and sulfogalactosylglycerolipid in mouse ovaries: localization to the corpus luteum. Endocrinology 20080801
Arylsulfatase G, a novel lysosomal sulfatase. The Journal of biological chemistry 20080425
Kinetics and mechanism of degradation of p-chloronitrobenzene in water by ozonation. Journal of hazardous materials 20080415
Degradation of 4-fluorophenol by Arthrobacter sp. strain IF1. Applied microbiology and biotechnology 20080301
Rifampicin exacerbates isoniazid-induced toxicity in human but not in rat hepatocytes in tissue-like cultures. British journal of pharmacology 20080201
A mining minima approach to exploring the docking pathways of p-nitrocatechol sulfate to YopH. Biophysical journal 20071215
Degradation of aromatic compounds and degradative pathway of 4-nitrocatechol by Ochrobactrum sp. B2. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering 20071201
New functional model complexes of intradiol-cleaving catechol dioxygenases: properties and reactivity of CuII(L)(O2Ncat). Inorganic chemistry 20070528
Increased arylsulfatase B activity in cystic fibrosis cells following correction of CFTR. Clinica chimica acta; international journal of clinical chemistry 20070501
Structural and chemical profiling of the human cytosolic sulfotransferases. PLoS biology 20070501
Crystal structures of Fe2+ dioxygenase superoxo, alkylperoxo, and bound product intermediates. Science (New York, N.Y.) 20070420
Loop dynamics and ligand binding kinetics in the reaction catalyzed by the Yersinia protein tyrosine phosphatase. Biochemistry 20070410
Effect of testicular steroids on catalytic activities of cytochrome P450 enzymes in porcine liver microsomes. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20070401
Cloning and expression of a novel sulfotransferase with unique substrate specificity from Bombyx mori. Bioscience, biotechnology, and biochemistry 20070401
[Degradation of p-nitrophenol by a mangrove bacterial Rhodococcus sp. Ns]. Huan jing ke xue= Huanjing kexue 20070201
Ultrastructural localization of Trypanosoma cruzi lysosomes by aryl sulphatase cytochemistry. Micron (Oxford, England : 1993) 20070101
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. Applied microbiology and biotechnology 20070101
Isoniazid-induced hepatotoxicity in rat hepatocytes of gel entrapment culture. Toxicology letters 20061101
Isolation and characterization of a bacterial strain of the genus Ochrobactrum with methyl parathion mineralizing activity. Journal of applied microbiology 20061101
Identification of sulfation sites of metabolites and prediction of the compounds' biological effects. Analytical and bioanalytical chemistry 20061001
Acetaminophen-induced hepatotoxicity of gel entrapped rat hepatocytes in hollow fibers. Chemico-biological interactions 20060725
In vivo effects of antiviral acyclic nucleoside phosphonate 9-[2-(phosphonomethoxy)ethyl]adenine (adefovir) on cytochrome P450 system of rat liver microsomes. Journal of biomedical science 20060501
Validation of a HPLC method for the determination of p-nitrophenol hydroxylase activity in rat hepatic microsomes. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060413
Biodegradation of p-nitrophenol by aerobic granules in a sequencing batch reactor. Environmental science & technology 20060401
Kinetics and activity of arylsulfatase A in leukocytes derived from patients with cerebral palsy. Acta pharmaceutica (Zagreb, Croatia) 20060301
Spectrophotometric analysis of human CYP2E1-catalyzed p-nitrophenol hydroxylation. Methods in molecular biology (Clifton, N.J.) 20060101
Functional characterisation of an engineered multidomain human P450 2E1 by molecular Lego. Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20051201
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. Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20051101
Aromatic ring cleavage by homoprotocatechuate 2,3-dioxygenase: role of His200 in the kinetics of interconversion of reaction cycle intermediates. Biochemistry 20050517
Interaction of catechol and gallic acid with titanium dioxide in aqueous suspensions. 1. Equilibrium studies. Langmuir : the ACS journal of surfaces and colloids 20050412
Characterization of Rhodococcus wratislaviensis strain J3 that degrades 4-nitrocatechol and other nitroaromatic compounds. Antonie van Leeuwenhoek 20050201
Protein engineering of toluene-o-xylene monooxygenase from Pseudomonas stutzeri OX1 for oxidizing nitrobenzene to 3-nitrocatechol, 4-nitrocatechol, and nitrohydroquinone. Journal of biotechnology 20050126
Enhanced levels of Hsulf-1 interfere with heparin-binding growth factor signaling in pancreatic cancer. Molecular cancer 20050101
Single-turnover kinetics of homoprotocatechuate 2,3-dioxygenase. Biochemistry 20041207
Assessment of catechol induction and glucuronidation in rat liver microsomes. Drug metabolism and disposition: the biological fate of chemicals 20041201
Protein engineering of toluene 4-monooxygenase of Pseudomonas mendocina KR1 for synthesizing 4-nitrocatechol from nitrobenzene. Biotechnology and bioengineering 20040920
Direct electrochemistry of immobilized human cytochrome P450 2E1. Journal of the American Chemical Society 20040428
Whole cell-enzyme hybrid amperometric biosensor for direct determination of organophosphorous nerve agents with p-nitrophenyl substituent. Biotechnology and bioengineering 20040330
Soybean lipoxygenase-3 in complex with 4-nitrocatechol. Acta crystallographica. Section D, Biological crystallography 20040301
Degradation of 5-nitroguaiacol by soil bacteria of the genus Rhodococcus. Folia microbiologica 20040101
Crystal structure of the Yersinia protein-tyrosine phosphatase YopH complexed with a specific small molecule inhibitor. The Journal of biological chemistry 20030829
Supramolecular interactions of humic acids with organic and inorganic xenobiotics studied by capillary electrophoresis. Chemosphere 20030401
4-nitrocatechol as a probe of a Mn(II)-dependent extradiol-cleaving catechol dioxygenase (MndD): comparison with relevant Fe(II) and Mn(II) model complexes. Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20030201
Cloning and characterization of a 4-nitrophenol hydroxylase gene cluster from Rhodococcus sp. PN1. Journal of bioscience and bioengineering 20030101
Chemotaxis of a Ralstonia sp. SJ98 toward co-metabolizable nitroaromatic compounds. Biochemical and biophysical research communications 20021206
Molecular and biochemical characterisation of a novel sulphatase gene: Arylsulfatase G (ARSG). European journal of human genetics : EJHG 20021201
Hexamethylenetetramine-4-nitrocatechol-water (1/2/1). Acta crystallographica. Section C, Crystal structure communications 20021101
Effect of p-nitrophenol metabolites on microbial cell electro-optical characteristics. FEMS microbiology letters 20020827
Regioselective peroxo-dependent heme alkylation in P450(BM3)-F87G by aromatic aldehydes: effects of alkylation on cataysis. Biochemistry 20020730
Sequence analysis and molecular characterization of a nitrocatechol dioxygenase gene from Pseudomonas putida. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20020701
The sodium salt of 2-hydroxy-5-nitrobenzylsulfonic acid. Acta crystallographica. Section C, Crystal structure communications 20020301
Characterization of catechol glucuronidation in rat liver. Drug metabolism and disposition: the biological fate of chemicals 20020201
Nitrocatechols versus nitrocatecholamines as novel competitive inhibitors of neuronal nitric oxide synthase: lack of the aminoethyl side chain determines loss of tetrahydrobiopterin-antagonizing properties. Bioorganic & medicinal chemistry letters 20020107
Croatian population data for arylsulfatase a pseudodeficiency-associated mutations in healthy subjects, and in patients with Alzheimer-type dementia and Down syndrome. Archives of medical research 20020101
Oxidative conversion of 6-nitrocatecholamines to nitrosating products: a possible contributory factor in nitric oxide and catecholamine neurotoxicity associated with oxidative stress and acidosis. Chemical research in toxicology 20010901
Molecular mechanisms controlling the rate and specificity of catechol O-methylation by human soluble catechol O-methyltransferase. Molecular pharmacology 20010201
Crystal structure of an enzyme-substrate complex provides insight into the interaction between human arylsulfatase A and its substrates during catalysis. Journal of molecular biology 20010112
Low arylsulphatase A activity in the development of psychiatric disorders. Neuropsychobiology 20010101
Metal-organic complexation in the marine environment. Geochemical transactions 20010101
Plasmid-encoded degradation of p-nitrophenol and 4-nitrocatechol by Arthrobacter protophormiae. Biochemical and biophysical research communications 20000421
Biodegradation of p-nitrophenol via 1,2,4-benzenetriol by an Arthrobacter sp. Applied and environmental microbiology 19940801
Tyrphostins I: synthesis and biological activity of protein tyrosine kinase inhibitors. Journal of medicinal chemistry 19891001
Properties