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Details

Stereochemistry ACHIRAL
Molecular Formula C12H4Cl6
Molecular Weight 360.878
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3,3',4,4',5,5'-HEXACHLOROBIPHENYL

SMILES

ClC1=CC(=CC(Cl)=C1Cl)C2=CC(Cl)=C(Cl)C(Cl)=C2

InChI

InChIKey=ZHLICBPIXDOFFG-UHFFFAOYSA-N
InChI=1S/C12H4Cl6/c13-7-1-5(2-8(14)11(7)17)6-3-9(15)12(18)10(16)4-6/h1-4H

HIDE SMILES / InChI

Molecular Formula C12H4Cl6
Molecular Weight 360.878
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Consensus toxicity factors for polychlorinated dibenzo-p-dioxins, dibenzofurans, and biphenyls combining in silico models and extensive in vitro screening of AhR-mediated effects in human and rodent cells.
2015-04-20
In utero and lactational exposure to PCBs in mice: adult offspring show altered learning and memory depending on Cyp1a2 and Ahr genotypes.
2011-09
Aryl hydrocarbon receptor ligands of widely different toxic equivalency factors induce similar histone marks in target gene chromatin.
2011-05
In utero and lactational exposure to a complex mixture of polychlorinated biphenyls: toxicity in pups dependent on the Cyp1a2 and Ahr genotypes.
2011-01
Polychlorinated biphenyls, lead, and mercury are associated with liver disease in American adults: NHANES 2003-2004.
2010-12
Developing tools for risk assessment in protected species: Relative potencies inferred from competitive binding of halogenated aromatic hydrocarbons to aryl hydrocarbon receptors from beluga (Delphinapterus leucas) and mouse.
2010-11-01
In vivo acute exposure to polychlorinated biphenyls: effects on free and total thyroxine in rats.
2009-10-10
Oxidative stress and apoptosis of Carassius auratus lymphocytes induced by nonplanar (PCB153) and coplanar (PCB169) polychlorinated biphenyl congeners in vitro.
2009
Association of organochlorine pesticides with peripheral neuropathy in patients with diabetes or impaired fasting glucose.
2008-11
Reactive oxygen species from the uncoupling of human cytochrome P450 1B1 may contribute to the carcinogenicity of dioxin-like polychlorinated biphenyls.
2008-11
Long-term effects of polychlorinated biphenyls and dioxins on pregnancy outcomes in women affected by the Yusho incident.
2008-05
Evaluation of gas chromatographic isotope fractionation and process contamination by carbon in compound-specific radiocarbon analysis.
2007-03-01
The 2005 World Health Organization reevaluation of human and Mammalian toxic equivalency factors for dioxins and dioxin-like compounds.
2006-10
Cytochrome P450 1A4 and 1A5 in common cormorant (Phalacrocorax carbo): evolutionary relationships and functional implications associated with dioxin and related compounds.
2006-08
Uncoupling of cytochrome P450 1A and stimulation of reactive oxygen species production by co-planar polychlorinated biphenyl congeners.
2006-05-25
Comparison of hepatic and extra hepatic induction of cytochrome P4501A by graded doses of aryl hydrocarbon receptor agonists in Atlantic tomcod from two populations.
2006-03-10
Mechanistic study of polychlorinated biphenyl 126-induced CYP11B1 and CYP11B2 up-regulation.
2006-03
Apoptosis in bovine cumulus-oocyte complexes after exposure to polychlorinated biphenyl mixtures during in vitro maturation.
2005-12
Induction of cytochrome P450 1A5 mRNA, protein and enzymatic activities by dioxin-like compounds, and congener-specific metabolism and sequestration in the liver of wild jungle crow (Corvus macrorhynchos) from Tokyo, Japan.
2005-12
EROD induction and PCDD/F levels in fish liver from the Biobio River in Chile.
2005-08
Coplanar PCB congeners increase uterine weight and frontal cortical dopamine in the developing rat: implications for developmental neurotoxicity.
2005-07
PAH- and PCB-induced alterations of protein tyrosine kinase and cytokine gene transcription in harbor seal (Phoca vitulina) PBMC.
2005-06
Inhibition of human and rat CYP1A2 by TCDD and dioxin-like chemicals.
2005-04
Effects of maternal exposure to 3,3',4,4',5-pentachlorobiphenyl (PCB126) or 3,3',4,4',5,5'-hexachlorobiphenyl (PCB169) on testicular steroidogenesis and spermatogenesis in male offspring rats.
2005-02-17
Evaluation of relative potencies of PCB126 and PCB169 for the immunotoxicities in ovalbumin (OVA)-immunized mice.
2004-11-01
Analysis of Ah receptor pathway activation by brominated flame retardants.
2004-06
Lineage-specific effects of polychlorinated biphenyls (PCB) on gene expression in the rabbit blastocyst.
2004-04-08
Brominated dioxin-like compounds: in vitro assessment in comparison to classical dioxin-like compounds and other polyaromatic compounds.
2003-09
Effects of several dioxin-like compounds on estrogen metabolism in the malignant MCF-7 and nontumorigenic MCF-10A human mammary epithelial cell lines.
2003-08-01
A mixture of dioxins, furans, and non-ortho PCBs based upon consensus toxic equivalency factors produces dioxin-like reproductive effects.
2003-07
Induction of cytochrome P450 1B1 in MDA-MB-231 human breast cancer cells by non-ortho-substituted polychlorinated biphenyls.
2002-12
Effects of PCBs on reactive oxygen species (ROS) production by the immune cells of Paracentrotus lividus (Echinodermata).
2001-08
Disposition of polychlorinated dibenzo-p-dioxins, dibenzofurans, and non-ortho polychlorinated biphenyls in pregnant long evans rats and the transfer to offspring.
2001-06-01
Application of the ethoxyresorufin-O-deethylase (EROD) assay to mixtures of halogenated aromatic compounds.
2001
Serum alters the uptake and relative potencies of halogenated aromatic hydrocarbons in cell culture bioassays.
2000-02
Relative potencies of PAHs and PCBs based on the response of human cells.
1999-03
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 18:44:45 GMT 2025
Edited
by admin
on Mon Mar 31 18:44:45 GMT 2025
Record UNII
T2P1WH546D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3,3',4,4',5,5'-HEXACHLOROBIPHENYL
Systematic Name English
3,4,5,3',4',5'-HEXACHLOROBIPHENYL [HSDB]
Preferred Name English
PCB 169
Common Name English
HEXACHLOROBIPHENYL, 3,4,5,3',4',5'-
Systematic Name English
1,1'-BIPHENYL, 3,3',4,4',5,5'-HEXACHLORO-
Systematic Name English
BIPHENYL, 3,3',4,4',5,5'-HEXACHLORO-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID2038314
Created by admin on Mon Mar 31 18:44:45 GMT 2025 , Edited by admin on Mon Mar 31 18:44:45 GMT 2025
PRIMARY
PUBCHEM
36231
Created by admin on Mon Mar 31 18:44:45 GMT 2025 , Edited by admin on Mon Mar 31 18:44:45 GMT 2025
PRIMARY
FDA UNII
T2P1WH546D
Created by admin on Mon Mar 31 18:44:45 GMT 2025 , Edited by admin on Mon Mar 31 18:44:45 GMT 2025
PRIMARY
HSDB
3948
Created by admin on Mon Mar 31 18:44:45 GMT 2025 , Edited by admin on Mon Mar 31 18:44:45 GMT 2025
PRIMARY
CAS
32774-16-6
Created by admin on Mon Mar 31 18:44:45 GMT 2025 , Edited by admin on Mon Mar 31 18:44:45 GMT 2025
PRIMARY