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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',4,4',5-PENTACHLOROBIPHENYL

SMILES

ClC1=CC=C(C=C1Cl)C2=CC(Cl)=C(Cl)C=C2Cl

InChI

InChIKey=IUTPYMGCWINGEY-UHFFFAOYSA-N
InChI=1S/C12H5Cl5/c13-8-2-1-6(3-10(8)15)7-4-11(16)12(17)5-9(7)14/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
Environmental contaminants activate human and polar bear (Ursus maritimus) pregnane X receptors (PXR, NR1I2) differently.
2015-04-01
Comparison of intake and systemic relative effect potencies of dioxin-like compounds in female mice after a single oral dose.
2013-07
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
Lipopolysaccharide potentiates polychlorinated biphenyl-induced disruption of the blood-brain barrier via TLR4/IRF-3 signaling.
2012-12-16
Proinflammatory adhesion molecules facilitate polychlorinated biphenyl-mediated enhancement of brain metastasis formation.
2012-04
Some OH-PCBs are more potent inhibitors of aromatase activity and (anti-) glucocorticoids than non-dioxin like (NDL)-PCBs and MeSO₂-PCBs.
2011-10-10
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 vitro toxicity profiling of ultrapure non-dioxin-like polychlorinated biphenyl congeners and their relative toxic contribution to PCB mixtures in humans.
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
Thyroid follicular lesions induced by oral treatment for 2 years with 2,3,7,8-tetrachlorodibenzo-p-dioxin and dioxin-like compounds in female Harlan Sprague-Dawley rats.
2010-12
Highly purified hexachlorobenzene induces cytochrome P4501A in primary cultures of chicken embryo hepatocytes.
2010-11-01
Toxicology and carcinogenesis studies of 2,3',4,4',5-pentachlorobiphenyl (PCB 118) (CAS No. 31508-00-6) in female harlan Sprague-Dawley rats (gavage studies).
2010-11
DDE in mothers' blood during pregnancy and lower respiratory tract infections in their infants.
2010-09
Differential effects of polychlorinated biphenyl congeners on serum thyroid hormone levels in rats.
2010-09
Distribution of PCB 118 and PCB 153 and hydroxylated PCB metabolites (OH-CBs) in maternal, fetal and lamb tissues of sheep exposed during gestation and lactation.
2010-08
Polychlorinated biphenyls disrupt intestinal integrity via NADPH oxidase-induced alterations of tight junction protein expression.
2010-07
Polychlorinated biphenyls disrupt blood-brain barrier integrity and promote brain metastasis formation.
2010-04
Effects on bone tissue in ewes (Ovies aries) and their foetuses exposed to PCB 118 and PCB 153.
2010-02-01
Three structurally different polychlorinated biphenyl congeners (Pcb 118, 153, and 126) affect hormone production and gene expression in the human H295R in vitro model.
2010
Proteomic analysis during larval development and metamorphosis of the spionid polychaete Pseudopolydora vexillosa.
2009-12-14
Non-dioxin-like-PCBs phosphorylate Mdm2 at Ser166 and attenuate the p53 response in HepG2 cells.
2009-12-10
Reproductive lesions in female Harlan Sprague-Dawley rats following two-year oral treatment with dioxin and dioxin-like compounds.
2009-12
WITHDRAWN: Neurodevelopmental toxicity of prenatal polychlorinated biphenyls (PCBs) by chemical structure and activity in a birth cohort.
2009-07-30
Cell death mechanisms in GT1-7 GnRH cells exposed to polychlorinated biphenyls PCB74, PCB118, and PCB153.
2009-06-01
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
Association of organochlorine pesticides with peripheral neuropathy in patients with diabetes or impaired fasting glucose.
2008-11
Serum concentrations of indicator PCB congeners in the Czech adult population.
2008-07
Different effects of PCB101, PCB118, PCB138 and PCB153 alone or mixed in MCF-7 breast cancer cells.
2008-07
Concentrations of polychlorinated dibenzo-p-dioxins, polychlorinated dibenzofurans, and dioxin-like polychlorinated biphenyls in blood and breast milk collected from 60 mothers in Sapporo City, Japan.
2008-07
Biosensor immunoassay for the screening of dioxin-like polychlorinated biphenyls in retail fish.
2008-06-09
PCB 118 and Aryl Hydrocarbon Receptor Immunoassays for Screening Dioxins in Retail Fish.
2008-05-14
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
Chemical and bioassay monitoring of PCB-contaminated soil remediation using solvent extraction technology.
2008-02
Polychlorinated biphenyls 105 and 118 form thyroid hormone receptor agonists after cytochrome P4501A1 activation in rat pituitary GH3 cells.
2007-11
Pathways and products of the degradation of PCBs by the sodium dispersion method.
2007-06
Dehalogenation of polychlorinated biphenyls and polybrominated diphenyl ethers using a hybrid bioinorganic catalyst.
2007-04
Caffeine N3-demethylation (CYP1A2) in a population with an increased exposure to polychlorinated biphenyls.
2006-12
Fungal bioconversion of toxic polychlorinated biphenyls by white-rot fungus, Phlebia brevispora.
2006-12
Toxicology and carcinogenesis studies of a binary mixture of 3,3',4,4',5-pentachlorobiphenyl (PCB 126) (Cas No. 57465-28-8) and 2,3',4,4',5-pentachlorobiphenyl (PCB 118) (Cas No. 31508-00-6) in female Harlan Sprague-Dawley rats (gavage studies).
2006-11
Application of an ELISA for PCB 118 to the screening of dioxin-like PCBs in retail fish.
2006-10
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
Effects of single non-ortho, mono-ortho, and di-ortho chlorinated biphenyls on human sperm functions in vitro.
2006-04
Relative potencies of PAHs and PCBs based on the response of human cells.
1999-03
Response of xenobiotic metabolizing enzymes of rainbow trout (Oncorhynchus mykiss) to the mono-ortho substituted polychlorinated PCB congener 2,3',4,4',5-pentachlorobiphenyl, PCB-118, detected by enzyme activities and immunochemical methods.
1991-04
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:32:08 GMT 2025
Edited
by admin
on Mon Mar 31 19:32:08 GMT 2025
Record UNII
2B2AQE8U50
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PCB 118
Preferred Name English
2,3',4,4',5-PENTACHLOROBIPHENYL
Systematic Name English
2,4,5,3',4'-PENTACHLOROBIPHENYL
Systematic Name English
3,4,2',4',5'-PENTACHLOROBIPHENYL
Systematic Name English
1,1'-BIPHENYL, 2,3',4,4',5-PENTACHLORO-
Systematic Name English
PENTACHLOROBIPHENYL, 2,3',4,4',5-
Systematic Name English
Code System Code Type Description
CAS
31508-00-6
Created by admin on Mon Mar 31 19:32:08 GMT 2025 , Edited by admin on Mon Mar 31 19:32:08 GMT 2025
PRIMARY
PUBCHEM
35823
Created by admin on Mon Mar 31 19:32:08 GMT 2025 , Edited by admin on Mon Mar 31 19:32:08 GMT 2025
PRIMARY
EPA CompTox
DTXSID4032116
Created by admin on Mon Mar 31 19:32:08 GMT 2025 , Edited by admin on Mon Mar 31 19:32:08 GMT 2025
PRIMARY
FDA UNII
2B2AQE8U50
Created by admin on Mon Mar 31 19:32:08 GMT 2025 , Edited by admin on Mon Mar 31 19:32:08 GMT 2025
PRIMARY