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 3,3',4,4',5-PENTACHLOROBIPHENYL

SMILES

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

InChI

InChIKey=REHONNLQRWTIFF-UHFFFAOYSA-N
InChI=1S/C12H5Cl5/c13-8-2-1-6(3-9(8)14)7-4-10(15)12(17)11(16)5-7/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
PCB126 induces differential changes in androgen, cortisol, and aldosterone biosynthesis in human adrenocortical H295R cells.
2005-05
Cytochrome P450 1A1 and 1B1 in human blood lymphocytes are not suitable as biomarkers of exposure to dioxin-like compounds: polymorphisms and interindividual variation in expression and inducibility.
2005-05
Inhibition of human and rat CYP1A2 by TCDD and dioxin-like chemicals.
2005-04
Activation of mitogen activated protein kinases by PCB126 (3,3',4,4',5-pentachlorobiphenyl) in HepG2 cells.
2005-04
Population genetic structure and tolerance to dioxin-like compounds of a migratory marine fish (Menidia menidia) at polychlorinated biphenyl-contaminated and reference sites.
2005-03
Population genetic structure of a nonmigratory estuarine fish (Fundulus heteroclitus) across a strong gradient of polychlorinated biphenyl contamination.
2005-03
Squamous epithelial lesion of the mandibles and maxillae of wild mink (Mustela vison) naturally exposed to polychlorinated biphenyls.
2005-03
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
Cultured gill epithelial cells from tilapia (Oreochromis niloticus): a new in vitro assay for toxicants.
2005-01-18
Gingival carcinogenicity in female Harlan Sprague-Dawley rats following two-year oral treatment with 2,3,7,8-tetrachlorodibenzo-p-dioxin and dioxin-like compounds.
2005-01
Synergistic embryotoxicity of polycyclic aromatic hydrocarbon aryl hydrocarbon receptor agonists with cytochrome P4501A inhibitors in Fundulus heteroclitus.
2004-12
2,3,7,8-Tetrachlorodibenzo-p-dioxin induces suppressor of cytokine signaling 2 in murine B cells.
2004-12
Evaluation of relative potencies of PCB126 and PCB169 for the immunotoxicities in ovalbumin (OVA)-immunized mice.
2004-11-01
Subchronic exposure to TCDD, PeCDF, PCB126, and PCB153: effect on hepatic gene expression.
2004-11
Effects of gestational and lactational exposure to low doses of PCBs 126 and 153 on anterior pituitary and gonadal hormones and on puberty in female goats.
2004-11
Interaction between halogenated aromatic compounds in the Ah receptor signal transduction pathway.
2004-10
Effect of PCB-126 on intracellular accumulation and transepithelial transport of vinblastine in LLC-PK1 and its transformant cells expressing human P-glycoprotein.
2004-09
Estrogen supplementation modulates effects of the endocrine disrupting pollutant PCB126 in rat bone and uterus: diverging effects in ovariectomized and intact animals.
2004-07-01
Development of an exonuclease protection mediated PCR bioassay for sensitive detection of Ah receptor agonists.
2004-07
Regional induction of CYP1A1 in rat liver following treatment with mixtures of PCB 126 and PCB 153.
2004-06-30
Characterization of bronchiolar metaplasia of the alveolar epithelium in female Sprague-Dawley rats exposed to 3,3',4,4',5-pentachlorobiphenyl (PCB126).
2004-06-19
Effects of perinatal exposure to low doses of PCB 153 and PCB 126 on lymphocyte proliferation and hematology in goat kids.
2004-06-11
The DNA de-methylating agent 5-azacytidine does not restore CYP1A induction in PCB resistant Newark Bay killifish (Fundulus heteroclitus).
2004-06-05
The dioxin-like pollutant PCB 126 (3,3',4,4',5-pentachlorobiphenyl) affects risk factors for cardiovascular disease in female rats.
2004-05-02
Reduction of androgen receptor expression by benzo[alpha]pyrene and 7,8-dihydro-9,10-epoxy-7,8,9,10-tetrahydrobenzo[alpha]pyrene in human lung cells.
2004-04-15
Individual and combined effects of cadmium and 3,3',4,4',5-pentachlorobiphenyl (PCB 126) on the humoral immune response in European eel (Anguilla anguilla) experimentally infected with larvae of Anguillicola crassus (Nematoda).
2004-04
Induction of CYP1A1 in primary rat hepatocytes by 3,3',4,4',5-pentachlorobiphenyl: evidence for a switch circuit element.
2004-04
Single cell analysis of switch-like induction of CYP1A1 in liver cell lines.
2004-04
Altered thyroid status in lake trout (Salvelinus namaycush) exposed to co-planar 3,3',4,4',5-pentachlorobiphenyl.
2004-03-30
Polychlorinated biphenyl 126 stimulates basal and inducible aldosterone biosynthesis of human adrenocortical H295R cells.
2004-02-15
A comparative study on the effects of 2,3,7,8,-tetrachlorodibenzo-p-dioxin polychlorinated biphenyl126 and estrogen in human bronchial epithelial cells.
2004-02-15
Evaluation of toxic equivalency factors for induction of cytochromes P450 CYP1A1 and CYP1A2 enzyme activity by dioxin-like compounds.
2004-01-15
3,3',4,4',5-Pentachlorobiphenyl (PCB 126) impacts hepatic lipid peroxidation, membrane fluidity and beta-adrenoceptor kinetics in chick embryos.
2004-01
Inhibition of gap junctional intercellular communication by noncoplanar polychlorinated biphenyls: inhibitory potencies and screening for potential mode(s) of action.
2003-11
Fatty acid metabolism in neonatal chickens (Gallus domesticus) treated with 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) or 3,3',4,4',5-pentachlorobiphenyl (PCB-126) in ovo.
2003-09
Brominated dioxin-like compounds: in vitro assessment in comparison to classical dioxin-like compounds and other polyaromatic compounds.
2003-09
Estrous cyclicity and ovarian follicles in female rats after prenatal exposure to 3,3',4,4',5-pentachlorobiphenyl.
2003-08-28
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
Effect of PCB 126 and PCB 153 on incidence of apoptosis in cultured theca and granulosa cells collected from small, medium and large preovulatory follicles.
2003-07-10
Survey of commercial pasteurised cows' milk in Wallonia (Belgium) for the occurrence of polychlorinated dibenzo-p-dioxins, dibenzofurans and coplanar polychlorinated biphenyls.
2003-07
A mixture of dioxins, furans, and non-ortho PCBs based upon consensus toxic equivalency factors produces dioxin-like reproductive effects.
2003-07
Effects of 2,3,7,8-TCDD and PCB 126 on human thymic epithelial cells in vitro.
2003-06
Effects of 3,3',4,4',5-pentachlorobiphenyl, a coplanar polychlorinated biphenyl congener, on cultured neonatal mouse testis.
2003-06
Inhibition of CYP 1A2-dependent MROD activity in rat liver microsomes: an explanation of the hepatic sequestration of a limited subset of halogenated aromatic hydrocarbons.
2003-04
Effects of single non-ortho, mono-ortho, and di-ortho chlorinated biphenyls on cell functions and proliferation of the human prostatic carcinoma cell line, LNCaP.
2003-03-19
CYP1A1 and CYP1B1 in blood-brain interfaces: CYP1A1-dependent bioactivation of 7,12-dimethylbenz(a)anthracene in endothelial cells.
2003-03
Antagonism of aryl hydrocarbon receptor-dependent induction of CYP1A1 and inhibition of IgM expression by di-ortho-substituted polychlorinated biphenyls.
2003-02-15
Congener-specific accumulation of polychlorinated biphenyls in ovarian follicular wall follows repeated exposure to PCB 126 and PCB 153. Comparison of tissue levels of PCB and biological changes.
2003-01
Increase in cardiovascular pathology in female Sprague-Dawley rats following chronic treatment with 2,3,7,8-tetrachlorodibenzo-p-dioxin and 3,3',4,4',5-pentachlorobiphenyl.
2003
Embryolethality and induction of 7-ethoxyresorufin O-deethylase in chick embryos by polychlorinated biphenyls and polycyclic aromatic hydrocarbons having Ah receptor affinity.
1992-01
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:06:27 GMT 2025
Edited
by admin
on Mon Mar 31 22:06:27 GMT 2025
Record UNII
TSH69IA9XF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PCB 126
Preferred Name English
3,3',4,4',5-PENTACHLOROBIPHENYL
Systematic Name English
3,3',4,4',5-PENTACHLOROBIPHENYL [IARC]
Common Name English
Code System Code Type Description
CHEBI
34317
Created by admin on Mon Mar 31 22:06:28 GMT 2025 , Edited by admin on Mon Mar 31 22:06:28 GMT 2025
PRIMARY
CAS
57465-28-8
Created by admin on Mon Mar 31 22:06:28 GMT 2025 , Edited by admin on Mon Mar 31 22:06:28 GMT 2025
PRIMARY
FDA UNII
TSH69IA9XF
Created by admin on Mon Mar 31 22:06:28 GMT 2025 , Edited by admin on Mon Mar 31 22:06:28 GMT 2025
PRIMARY
PUBCHEM
63090
Created by admin on Mon Mar 31 22:06:28 GMT 2025 , Edited by admin on Mon Mar 31 22:06:28 GMT 2025
PRIMARY
EPA CompTox
DTXSID3032179
Created by admin on Mon Mar 31 22:06:28 GMT 2025 , Edited by admin on Mon Mar 31 22:06:28 GMT 2025
PRIMARY