U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C12H5Cl5
Molecular Weight 326.433
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2,3,3',4,4'-PENTACHLOROBIPHENYL

SMILES

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

InChI

InChIKey=WIDHRBRBACOVOY-UHFFFAOYSA-N
InChI=1S/C12H5Cl5/c13-8-3-1-6(5-10(8)15)7-2-4-9(14)12(17)11(7)16/h1-5H

HIDE SMILES / InChI

Molecular Formula C12H5Cl5
Molecular Weight 326.433
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Genome-wide association study of plasma levels of polychlorinated biphenyls disclose an association with the CYP2B6 gene in a population-based sample.
2015-07
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
Functionality of aryl hydrocarbon receptors (AhR1 and AhR2) of white sturgeon (Acipenser transmontanus) and implications for the risk assessment of dioxin-like compounds.
2014-07-15
Cytochrome P4501A induction in avian hepatocyte cultures exposed to polychlorinated biphenyls: comparisons with AHR1-mediated reporter gene activity and in ovo toxicity.
2013-01-01
In utero and lactational exposure to PCBs in mice: adult offspring show altered learning and memory depending on Cyp1a2 and Ahr genotypes.
2011-09
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
Highly purified hexachlorobenzene induces cytochrome P4501A in primary cultures of chicken embryo hepatocytes.
2010-11-01
Generalized concentration addition predicts joint effects of aryl hydrocarbon receptor agonists with partial agonists and competitive antagonists.
2010-05
Transactivation potencies of Baikal seal constitutive active/androstane receptor by persistent organic pollutants and brominated flame retardants.
2009-08-15
Prevalence of metabolic syndrome associated with body burden levels of dioxin and related compounds among Japan's general population.
2009-04
Pharmacologic profiling of human and rat cytochrome P450 1A1 and 1A2 induction and competition.
2008-12
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.
2008-04
Relative potency based on hepatic enzyme induction predicts immunosuppressive effects of a mixture of PCDDS/PCDFS and PCBS.
2008-03-15
Polychlorinated biphenyls 105 and 118 form thyroid hormone receptor agonists after cytochrome P4501A1 activation in rat pituitary GH3 cells.
2007-11
Fungal bioconversion of toxic polychlorinated biphenyls by white-rot fungus, Phlebia brevispora.
2006-12
Determination of in vitro relative potency (REP) values for mono-ortho polychlorinated biphenyls after purification with active charcoal.
2006-09-10
Cytochrome P450 1A4 and 1A5 in common cormorant (Phalacrocorax carbo): evolutionary relationships and functional implications associated with dioxin and related compounds.
2006-08
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
Inhibition of human and rat CYP1A2 by TCDD and dioxin-like chemicals.
2005-04
Suppression of aromatase activity in vitro by PCBs 28 and 105 and Aroclor 1221.
2004-08-30
Brominated dioxin-like compounds: in vitro assessment in comparison to classical dioxin-like compounds and other polyaromatic compounds.
2003-09
[Metabolism of 2,3,3',4,4'-pentachlorobiphenyl in hamsters].
2003-05
Retinoid metabolism (LRAT, REH) in the yolk-sac membrane of Japanese quail eggs and effects of mono-ortho-PCBs.
2003-01
Placental transfer of a hydroxylated polychlorinated biphenyl and effects on fetal and maternal thyroid hormone homeostasis in the rat.
2002-08
Effects of polybrominated diphenyl ethers (PBDEs) and polychlorinated biphenyls (PCBs) on thyroid hormone and vitamin A levels in rats and mice.
2001-06
Dose-response relationships for induction of CYP1A1 and CYP1A2 enzyme activity in liver, lung, and skin in female mice following subchronic exposure to polychlorinated biphenyls.
2000-09-15
Induction of aberrant mitosis with PCBs: particular efficiency of 2, 3,3',4,4'-pentachlorobiphenyl and synergism with triphenyltin.
2000-01
Transactivation activity of human, zebrafish, and rainbow trout aryl hydrocarbon receptors expressed in COS-7 cells: greater insight into species differences in toxic potency of polychlorinated dibenzo-p-dioxin, dibenzofuran, and biphenyl congeners.
1999-08-15
Tissue distribution and effects on hepatic xenobiotic metabolising enzymes of 2,3,3',4,4'-pentachlorobiphenyl (PCB-105) in COD (Gadus morhua) and rainbow trout (Oncorhynchus mykiss).
1994
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:17:12 GMT 2025
Edited
by admin
on Mon Mar 31 21:17:12 GMT 2025
Record UNII
0S596V3MLH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PCB 105
Preferred Name English
2,3,3',4,4'-PENTACHLOROBIPHENYL
Systematic Name English
Code System Code Type Description
PUBCHEM
36188
Created by admin on Mon Mar 31 21:17:12 GMT 2025 , Edited by admin on Mon Mar 31 21:17:12 GMT 2025
PRIMARY
EPA CompTox
DTXSID8038306
Created by admin on Mon Mar 31 21:17:12 GMT 2025 , Edited by admin on Mon Mar 31 21:17:12 GMT 2025
PRIMARY
FDA UNII
0S596V3MLH
Created by admin on Mon Mar 31 21:17:12 GMT 2025 , Edited by admin on Mon Mar 31 21:17:12 GMT 2025
PRIMARY
CAS
32598-14-4
Created by admin on Mon Mar 31 21:17:12 GMT 2025 , Edited by admin on Mon Mar 31 21:17:12 GMT 2025
PRIMARY