Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C12H9Cl |
| Molecular Weight | 188.653 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
ClC1=CC=C(C=C1)C2=CC=CC=C2
InChI
InChIKey=FPWNLURCHDRMHC-UHFFFAOYSA-N
InChI=1S/C12H9Cl/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H
| Molecular Formula | C12H9Cl |
| Molecular Weight | 188.653 |
| 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 |
|---|---|---|
| Succinate dehydrogenase activity regulates PCB3-quinone-induced metabolic oxidative stress and toxicity in HaCaT human keratinocytes. | 2016-02 |
|
| Binding interactions of hydroxylated polychlorinated biphenyls (OHPCBs) with human hydroxysteroid sulfotransferase hSULT2A1. | 2014-04-05 |
|
| Sulfated metabolites of polychlorinated biphenyls are high-affinity ligands for the thyroid hormone transport protein transthyretin. | 2013-06 |
|
| 3-Methylcholanthrene (3-MC) and 4-chlorobiphenyl (PCB3) genotoxicity is gender-related in Fischer 344 transgenic rats. | 2010-11 |
|
| Polyploidy-induction by dihydroxylated monochlorobiphenyls: structure-activity-relationships. | 2010-11 |
|
| 2-(4-Chlorophenyl)benzo-1,4-quinone induced ROS-signaling inhibits proliferation in human non-malignant prostate epithelial cells. | 2010-11 |
|
| Investigation of mechanism(s) of DNA damage induced by 4-monochlorobiphenyl (PCB3) metabolites. | 2010-11 |
|
| Induction of cytochrome P450 1A1 in MCF-7 human breast cancer cells by 4-chlorobiphenyl (PCB3) and the effects of its hydroxylated metabolites on cellular apoptosis. | 2010-11 |
|
| 4'-Chloro-biphenyl-3-yl 2,2,2-trichloro-ethyl sulfate. | 2010-08-18 |
|
| Hydroxylated metabolites of 4-monochlorobiphenyl and its metabolic pathway in whole poplar plants. | 2010-05-15 |
|
| The complete genome sequence of Cupriavidus metallidurans strain CH34, a master survivalist in harsh and anthropogenic environments. | 2010-05-05 |
|
| Computational framework for predictive biodegradation. | 2009-12-15 |
|
| Novel Tn4371-ICE like element in Ralstonia pickettii and genome mining for comparative elements. | 2009-11-26 |
|
| Direct inhibition of ERK1/2 phosphorylation as a possible mechanism for the antiproliferative action of 3,4-diOH-PCB3 in the MCF-7 cell line. | 2009-10-28 |
|
| Hydroxylated polychlorinated biphenyls increase reactive oxygen species formation and induce cell death in cultured cerebellar granule cells. | 2009-10-15 |
|
| Kinetic study of hydrodechlorination of chlorobiphenyl with polymer-stabilized palladium nanoparticles in supercritical carbon dioxide. | 2009-09-10 |
|
| Oxidation of 4-chlorobiphenyl metabolites to electrophilic species by prostaglandin H synthase. | 2009-01 |
|
| Reductive Dechlorination of Polychlorinated Biphenyls and Dibenzo-p-Dioxins in an Enrichment Culture Containing Dehalobacter Species. | 2009 |
|
| 4'-Chloro-biphenyl-4-yl 2,2,2-trichloro-ethyl sulfate. | 2008-11-29 |
|
| Catalase ameliorates polychlorinated biphenyl-induced cytotoxicity in nonmalignant human breast epithelial cells. | 2008-10-15 |
|
| The missing link: Bordetella petrii is endowed with both the metabolic versatility of environmental bacteria and virulence traits of pathogenic Bordetellae. | 2008-09-30 |
|
| A low halogenated biphenyl (PCB3) increases CYP1A1 expression and activity via the estrogen receptor beta in the porcine ovary. | 2008-09 |
|
| Microbial transformation and degradation of polychlorinated biphenyls. | 2008-09 |
|
| Semiquinone radicals from oxygenated polychlorinated biphenyls: electron paramagnetic resonance studies. | 2008-07 |
|
| Xenobiotic geometry and media pH determine cytotoxicity through solubility. | 2008-05 |
|
| Effects of estradiol, PCB3, and their hydroxylated metabolites on proliferation, cell cycle, and apoptosis of human breast cancer cells. | 2008-03 |
|
| Mutagenicity of 3-methylcholanthrene, pcb3, and 4-oh-pcb3 in the lung of transgenic bigblue rats. | 2008-03 |
|
| Degradation and mineralization of 2-chloro-, 3-chloro- and 4-chlorobiphenyl by a newly characterized natural bacterial strain isolated from an electrical transformer fluid-contaminated soil. | 2008 |
|
| Rational redesign of the 4-chlorobenzoate binding site of 4-chlorobenzoate: coenzyme a ligase for expanded substrate range. | 2007-12-18 |
|
| Quinoid metabolites of 4-monochlorobiphenyl induce gene mutations in cultured Chinese hamster v79 cells. | 2007-11 |
|
| Expression of bacterial biphenyl-chlorobiphenyl dioxygenase genes in tobacco plants. | 2007-06-15 |
|
| Pathways and products of the degradation of PCBs by the sodium dispersion method. | 2007-06 |
|
| Molecular cytotoxic mechanisms of catecholic polychlorinated biphenyl metabolites in isolated rat hepatocytes. | 2007-05-01 |
|
| Characterization of two biphenyl dioxygenases for biphenyl/PCB degradation in A PCB degrader, Rhodococcus sp. strain RHA1. | 2007-04 |
|
| Influence of fluoro-substitution on the planarity of 4-chlorobiphenyl (PCB 3). | 2007-04 |
|
| Electrocatalytic hydrodechlorination of 4-chlorobiphenyl in aqueous solution using palladized nickel foam cathode. | 2007-04 |
|
| Response to (chloro)biphenyls of the polychlorobiphenyl-degrader Burkholderia xenovorans LB400 involves stress proteins also induced by heat shock and oxidative stress. | 2007-02 |
|
| 4-monochlorobiphenyl (PCB3) induces mutations in the livers of transgenic Fisher 344 rats. | 2007-02 |
|
| [Estimation of bioconcentration factor of benzene derivatives]. | 2006-12 |
|
| Induction of cytochromes P450, caspase-3 and DNA damage by PCB3 and its hydroxylated metabolites in porcine ovary. | 2006-10-25 |
|
| In vitro exposure of porcine prepubertal follicles to 4-chlorobiphenyl (PCB3) and its hydroxylated metabolites: effects on sex hormone levels and aromatase activity. | 2006-07-01 |
|
| Oxidative ring cleavage of low chlorinated biphenyl derivatives by fungi leads to the formation of chlorinated lactone derivatives. | 2006-07 |
|
| Characterization of the PCB substrate range of microbial dechlorination process LP. | 2005-09-01 |
|
| Predictive three-dimensional quantitative structure-activity relationship of cytochrome P450 1A2 inhibitors. | 2005-06-02 |
|
| Elucidation of degradation mechanism of dioxins during mechanochemical treatment. | 2005-05-15 |
|
| Effect of sorbate planarity on environmental black carbon sorption. | 2004-07-01 |
|
| Comparison of the actions of 4-chlorobiphenyl and its hydroxylated metabolites on estradiol secretion by ovarian follicles in primary cells in culture. | 2004-06-08 |
|
| Initiating activity of 4-chlorobiphenyl metabolites in the resistant hepatocyte model. | 2004-05 |
|
| Construction of transformant reporters carrying fused genes using pcbC promoter of Pseudomonas sp DJ-12 for detection of aromatic pollutants. | 2004-03 |
|
| Enhanced biodegradation of polychlorinated biphenyls after site-directed mutagenesis of a biphenyl dioxygenase gene. | 1993-11 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:46:54 GMT 2025
by
admin
on
Mon Mar 31 18:46:54 GMT 2025
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| Record UNII |
QA22Z3NGLU
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| Record Status |
Validated (UNII)
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| Record Version |
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218-127-7
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37066
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16323
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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METABOLITE -> PARENT |
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