2,2',5,5'-TETRACHLOROBIPHENYL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H6Cl4
Molecular Weight	291.988
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of 2,2',5,5'-TETRACHLOROBIPHENYL

Structure Search

SMILES

ClC1=CC(=C(Cl)C=C1)C2=C(Cl)C=CC(Cl)=C2

InChI

InChIKey=HCWZEPKLWVAEOV-UHFFFAOYSA-N

InChI=1S/C12H6Cl4/c13-7-1-3-11(15)9(5-7)10-6-8(14)2-4-12(10)16/h1-6H

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
The influence of salting out on the sorption of neutral organic compounds in estuaries.	2001 Dec	11763040
A systematic gene expression screen of Caenorhabditis elegans cytochrome P450 genes reveals CYP35 as strongly xenobiotic inducible.	2001 Nov 15	11697852
The effect of 2,5,2',5'-tetrachlorobiphenyl on growth and death of the cyanobacterium Anabaena flos-aquae.	2001 Oct	11596749
Analysis of effects of 2,2',5,5'-tetrachlorobiphenyl on the flux control in oxidative phosphorylation system in rat liver mitochondria.	2002	12241071
The targets of 2,2',5,5'-tetrachlorobiphenyl in the respiratory chain of rat liver mitochondria revealed by modular kinetic analysis.	2002	12241070
PCBs, mercury, and organochlorine concentrations in lake trout, walleye, and whitefish from selected tribal fisheries in the Upper Great Lakes region.	2002 Dec	12448018
Multiple effects of 2,2',5,5'-tetrachlorobiphenyl on oxidative phosphorylation in rat liver mitochondria.	2002 Feb	11812926
Aryl hydrocarbon receptor-dependent inhibition of AP-1 activity by 2,3,7,8-tetrachlorodibenzo-p-dioxin in activated B cells.	2002 Jun 1	12051995
Spectral interactions of tetrachlorobiphenyls with hepatic microsomal cytochrome p450 enzymes.	2003 Dec 15	14642740
Antagonism of aryl hydrocarbon receptor-dependent induction of CYP1A1 and inhibition of IgM expression by di-ortho-substituted polychlorinated biphenyls.	2003 Feb 15	12628580
Protective effect of ginseng extract against apoptotic cell death induced by 2,2',5,5'-tetrachlorobiphenyl in neuronal SK-N-MC cells.	2004 Aug 13	15261766
An unrecognized source of PCB contamination in schools and other buildings.	2004 Jul	15238275
Influence of a combination of two tetrachlorobiphenyl congeners (PCB 47; PCB 77) on thyroid status, choline acetyltransferase (ChAT) activity, and short- and long-term memory in 30-day-old Sprague-Dawley rats.	2004 Oct 15	15363586
Synthesis of chlorinated and non-chlorinated biphenyl-2,3- and 3,4-catechols and their [2H3]-isotopomers.	2004 Sep 21	15351827
Effects of PCBs 52 and 77 on Th1/Th2 balance in mouse thymocyte cell cultures.	2005	16435579
Apoptosis in bovine cumulus-oocyte complexes after exposure to polychlorinated biphenyl mixtures during in vitro maturation.	2005 Dec	16322545
Polychlorinated biphenyls induce arachidonic acid release in human platelets in a tamoxifen sensitive manner via activation of group IVA cytosolic phospholipase A2-alpha.	2005 Dec 19	16290172
New passive samplers for chlorinated semivolatile organic pollutants in ambient air.	2005 Feb	15639256
Occurrence of pesticides, polychlorinated biphenyls (PCBs), and heavy metals in sediments from the Dniester River, Moldova.	2005 Nov	16132411
Effects of PCB 52 and PCB 77 on cell viability, [Ca(2+)](i) levels and membrane fluidity in mouse thymocytes.	2006 Jan 16	16233944
Differential inhibition of hepatic microsomal alkoxyresorufin O-dealkylation activities by tetrachlorobiphenyls.	2007 Aug 15	17586480
Serum concentrations of indicator PCB congeners in the Czech adult population.	2008 Jul	18547604
Genotoxic effects of PCB 52 and PCB 77 on cultured human peripheral lymphocytes.	2008 Jun 30	18573685
Non-dioxin-like-PCBs phosphorylate Mdm2 at Ser166 and attenuate the p53 response in HepG2 cells.	2009 Dec 10	19751709
Isolation and characterisation of polychlorinated biphenyl (PCB) degrading fungi from a historically contaminated soil.	2009 Jan 12	19138404
Polychlorinated biphenyls PCB 52, PCB 180, and PCB 138 impair the glutamate-nitric oxide-cGMP pathway in cerebellar neurons in culture by different mechanisms.	2010 Apr 19	20297801
Investigation on the inclusions of PCB52 with cyclodextrins by performing DFT calculations and molecular dynamics simulations.	2010 Dec 23	21087060
Developmental exposure to polychlorinated biphenyls 52, 138 or 180 affects differentially learning or motor coordination in adult rats. Mechanisms involved.	2010 Jun 2	20223283
The effect of olestra on the absorption, excretion and storage of 2,2',5,5' tetrachlorobiphenyl; 3,3',4,4' tetrachlorobiphenyl; and perfluorooctanoic acid.	2010 Nov	19616301
Role of the nuclear xenobiotic receptors CAR and PXR in induction of cytochromes P450 by non-dioxinlike polychlorinated biphenyls in cultured rat hepatocytes.	2013 Oct 1	23770461
Inhibitory effects on osteoblast differentiation in vitro by the polychlorinated biphenyl mixture Aroclor 1254 are mainly associated with the dioxin-like constituents.	2015 Aug	25795401
Lactational exposure to low levels of the six indicator non-dioxin-like polychlorinated biphenyls induces DNA damage and repression of neuronal activity, in juvenile male mice.	2015 Feb 3	25510870
Detection and measurement of the agonistic activities of PCBs and mono-hydroxylated PCBs to the constitutive androstane receptor using a recombinant yeast assay.	2015 Oct	26231822

Name

Type

Language

2,2',5,5'-TETRACHLOROBIPHENYL

Systematic Name

English

2,2',5,5'-TCB

Common Name

English

TETRACHLOROBIPHENYL, 2,2',5,5'-

Systematic Name

English

2,5,2',5'-TETRACHLOROBIPHENYL

Systematic Name

English

1,1'-BIPHENYL, 2,2',5,5'-TETRACHLORO-

Systematic Name

English

PCB 52

Common Name

English

Code System Code Type Description

FDA UNII

1EH557950R