Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C10H6O2 |
| Molecular Weight | 158.1534 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O=C1C=CC2=CC=CC=C2C1=O
InChI
InChIKey=KETQAJRQOHHATG-UHFFFAOYSA-N
InChI=1S/C10H6O2/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6H
| Molecular Formula | C10H6O2 |
| Molecular Weight | 158.1534 |
| 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 |
|
| S-nitrosoglutathione covalently modifies cysteine residues of human carbonyl reductase 1 and affects its activity. | 2013-02-25 |
|
| Analysis of naphthalene adduct binding sites in model proteins by tandem mass spectrometry. | 2012-08-30 |
|
| Mechanism of inhibition of the ATPase domain of human topoisomerase IIα by 1,4-benzoquinone, 1,2-naphthoquinone, 1,4-naphthoquinone, and 9,10-phenanthroquinone. | 2012-04 |
|
| Linking oxidative events to inflammatory and adaptive gene expression induced by exposure to an organic particulate matter component. | 2012-02 |
|
| GSH-mediated S-transarylation of a quinone glyceraldehyde-3-phosphate dehydrogenase conjugate. | 2011-11-21 |
|
| Participation of covalent modification of Keap1 in the activation of Nrf2 by tert-butylbenzoquinone, an electrophilic metabolite of butylated hydroxyanisole. | 2011-08-15 |
|
| Inhibition of DNA binding activity of cAMP response element-binding protein by 1,2-naphthoquinone through chemical modification of Cys-286. | 2011-07-15 |
|
| The cap'n'collar transcription factor Nrf2 mediates both intrinsic resistance to environmental stressors and an adaptive response elicited by chemopreventive agents that determines susceptibility to electrophilic xenobiotics. | 2011-06-30 |
|
| Electrophilic components of diesel exhaust particles (DEP) activate transient receptor potential ankyrin-1 (TRPA1): a probable mechanism of acute pulmonary toxicity for DEP. | 2011-06-20 |
|
| Initial response and cellular protection through the Keap1/Nrf2 system during the exposure of primary mouse hepatocytes to 1,2-naphthoquinone. | 2011-04-18 |
|
| Peroxiredoxin 6 is a molecular target for 1,2-naphthoquinone, an atmospheric electrophile, in human pulmonary epithelial A549 cells. | 2011 |
|
| Direct electrochemical analyses of human cytochromes b5 with a mutated heme pocket showed a good correlation between their midpoint and half wave potentials. | 2010-12-04 |
|
| 1,2-Naphthoquinone suppresses lipopolysaccharide-dependent activation of IKKβ/NF-κB/NO signaling: an alternative mechanism for the disturbance of inducible NO synthase-catalyzed NO formation. | 2010-12 |
|
| Immunochemical method to detect proteins that undergo selective modification by 1,2-naphthoquinone derived from naphthalene through metabolic activation. | 2010-12 |
|
| Synthesis of 2a,8b-Dihydrocyclobuta[a]naphthalene-3,4-diones. | 2010-07-13 |
|
| An integrated imaging approach to the study of oxidative stress generation by mitochondrial dysfunction in living cells. | 2010-07 |
|
| Complete phenotypic recovery of an Alzheimer's disease model by a quinone-tryptophan hybrid aggregation inhibitor. | 2010-06-14 |
|
| Formation of covalently bound protein adducts from the cytotoxicant naphthalene in nasal epithelium: species comparisons. | 2010-05 |
|
| Rhodium(III) and iridium(III) complexes with 1,2-naphthoquinone-1-oximate as a bidentate ligand: synthesis, structure, and biological activity. | 2010-03 |
|
| Oxidative decolorization of acid azo dyes by a Mn oxide containing waste. | 2010-02-01 |
|
| Visualizing changes in electron distribution in coupled chains of cytochrome bc(1) by modifying barrier for electron transfer between the FeS cluster and heme c(1). | 2010-02 |
|
| Involvement of sensory nerves and TRPV1 receptors in the rat airway inflammatory response to two environment pollutants: diesel exhaust particles (DEP) and 1,2-naphthoquinone (1,2-NQ). | 2010-02 |
|
| Biodegradation of 2-naphthol and its metabolites by coupling Aspergillus niger with Bacillus subtilis. | 2010 |
|
| Structural basis for substrate specificity in human monomeric carbonyl reductases. | 2009-10-20 |
|
| Depurinating naphthalene-DNA adducts in mouse skin related to cancer initiation. | 2009-10-01 |
|
| Investigation of the cumulative tissue doses of naphthoquinones in human serum using protein adducts as biomarker of exposure. | 2009-09-14 |
|
| Toxicological assessment of beta-lapachone on organs from pregnant and non-pregnant rats. | 2009-09 |
|
| Transcription factor Nrf2 mediates an adaptive response to sulforaphane that protects fibroblasts in vitro against the cytotoxic effects of electrophiles, peroxides and redox-cycling agents. | 2009-06-15 |
|
| Distinctive roles of different beta-amyloid 42 aggregates in modulation of synaptic functions. | 2009-06 |
|
| Reductive reaction mechanisms of the azo dye Orange II in aqueous solution and in cellulose: from radical intermediates to products. | 2009-05-28 |
|
| Direct impairment of vascular function by diesel exhaust particulate through reduced bioavailability of endothelium-derived nitric oxide induced by superoxide free radicals. | 2009-04 |
|
| Bacterial degradation of aromatic compounds. | 2009-01 |
|
| Selective Spectrophotometric and Spectrofluorometric Methods for the Determination of Amantadine Hydrochloride in Capsules and Plasma via Derivatization with 1,2-Naphthoquinone-4-sulphonate. | 2009 |
|
| Effects of different quinoid redox mediators on the simultaneous removal of p-cresol and sulphide in a denitrifying process. | 2009 |
|
| Photoionization studies on various quinones by an infrared laser desorption/tunable VUV photoionization TOF mass spectrometry. | 2008-12 |
|
| Involvement of endoplasmic reticulum stress and activation of MAP kinases in beta-lapachone-induced human prostate cancer cell apoptosis. | 2008-11 |
|
| Determination of the degradation products of selected sulfonated phenylazonaphthol dyes treated by white rot fungus Pleurotus ostreatus by capillary electrophoresis coupled with electrospray ionization ion trap mass spectrometry. | 2008-10-24 |
|
| Photosensitizing properties of triplet beta-lapachones in acetonitrile solution. | 2008-08-05 |
|
| Hemoglobin and albumin adducts of naphthalene-1,2-oxide, 1,2-naphthoquinone and 1,4-naphthoquinone in Swiss Webster mice. | 2008-03-27 |
|
| [Chemical biology of 1,2-naphthoquinone, a novel air pollutant that affects signal transduction pathways]. | 2007-12 |
|
| Chemical knockdown of protein-tyrosine phosphatase 1B by 1,2-naphthoquinone through covalent modification causes persistent transactivation of epidermal growth factor receptor. | 2007-11-16 |
|
| Naphthalene metabolism and growth inhibition by naphthalene in Polaromonas naphthalenivorans strain CJ2. | 2007-11 |
|
| 1,2-Naphthoquinone disrupts the function of cAMP response element-binding protein through covalent modification. | 2007-09-14 |
|
| Antimicrobial compounds from the Australian desert plant Eremophila neglecta. | 2007-09 |
|
| Inhibitory effects of diesel exhaust components and flavonoids on 20alpha-hydroxysteroid dehydrogenase activity in mouse tissues. | 2007-08 |
|
| Antitumor activity of biflorin, an o-naphthoquinone isolated from Capraria biflora. | 2007-08 |
|
| Quinone emissions from gasoline and diesel motor vehicles. | 2007-07-01 |
|
| PBTK modeling demonstrates contribution of dermal and inhalation exposure components to end-exhaled breath concentrations of naphthalene. | 2007-06 |
|
| Variations in product in reactions of naphthoquinone with primary amines. | 2007-03-01 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:53:23 GMT 2025
by
admin
on
Mon Mar 31 18:53:23 GMT 2025
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| Record UNII |
804K62F61Q
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| Record Status |
Validated (UNII)
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| Record Version |
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DTXSID2060171
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1,2-NAPHTHOQUINONE
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m7749
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208-360-2
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34055
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10667
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1661328
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804K62F61Q
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9831
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804K62F61Q
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524-42-5
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C040756
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