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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 2,2',4,4',5,5'-HEXACHLOROBIPHENYL

SMILES

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

InChI

InChIKey=MVWHGTYKUMDIHL-UHFFFAOYSA-N
InChI=1S/C12H4Cl6/c13-7-3-11(17)9(15)1-5(7)6-2-10(16)12(18)4-8(6)14/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
Nitrate reductase gene involvement in hexachlorobiphenyl dechlorination by Phanerochaete chrysosporium.
2006-07-31
Estimations of past male and female serum concentrations of biomarkers of persistent organochlorine pollutants and their impact on fecundability estimates.
2006-07
Association between biomarkers of exposure to persistent organochlorine compounds (POCs).
2006-07
Differential effects of PCBs on the induction of apoptosis machinery and PKCalpha translocation in rat renal tubular cell cultures.
2006-05-25
Effects of single non-ortho, mono-ortho, and di-ortho chlorinated biphenyls on human sperm functions in vitro.
2006-04
Bioaccumulation and effects of PCBs and heavy metals in sea stars (Asterias rubens, L.) from the North Sea: a small scale perspective.
2006-03-01
Time to pregnancy as a function of male and female serum concentrations of 2,2'4,4'5,5'-hexachlorobiphenyl (CB-153) and 1,1-dichloro-2,2-bis (p-chlorophenyl)-ethylene (p,p'-DDE).
2006-03
Selected polychlorobiphenyls congeners bind to estrogen receptor alpha in human umbilical vascular endothelial (HUVE) cells modulating angiogenesis.
2006-01-20
Perinatal exposure to low doses of PCB 153 and PCB 126 affects maternal and neonatal immunity in goat kids.
2006-01-08
Lignans, bacteriocides and organochlorine compounds activate the human pregnane X receptor (PXR).
2005-12-01
Apoptosis in bovine cumulus-oocyte complexes after exposure to polychlorinated biphenyl mixtures during in vitro maturation.
2005-12
Exposure to CB-153 and p,p'-DDE and bone mineral density and bone metabolism markers in middle-aged and elderly men and women.
2005-12
Exposure to PCB and p, p'-DDE in European and Inuit populations: impact on human sperm chromatin integrity.
2005-12
A cross-sectional study of the association between persistent organochlorine pollutants and diabetes.
2005-11-29
Inter-population variations in concentrations, determinants of and correlations between 2,2',4,4',5,5'-hexachlorobiphenyl (CB-153) and 1,1-dichloro-2,2-bis (p-chlorophenyl)-ethylene (p,p'-DDE): a cross-sectional study of 3161 men and women from Inuit and European populations.
2005-11-11
Fertility in four regions spanning large contrasts in serum levels of widespread persistent organochlorines: a cross-sectional study.
2005-11-09
Effects of long-term maternal exposure to low doses of PCB126 and PCB153 on the reproductive system and related hormones of young male goats.
2005-11
Polychlorinated biphenyls (PCB 153 and PCB 126) action on conversion of 20-hydroxylated cholesterol to progesterone, androstenedione to testosterone, and testosterone to estradiol 17beta.
2005-09
CAR and PXR: xenosensors of endocrine disrupters?
2005-08-15
The dioxin-like PCB 77 but not the ortho-substituted PCB 153 interferes with chicken embryo thyroid hormone homeostasis and delays hatching.
2005-08
Exposure to persistent organochlorine pollutants associates with human sperm Y:X chromosome ratio.
2005-07
Exposure to persistent organochlorine pollutants and seminal levels of markers of epididymal and accessory sex gland functions in Swedish men.
2005-07
[Congener-specific analysis of Pcbs in food samples by using GC/MS].
2005-06
Long-term recovery of PCB-contaminated sediments at the Lake Hartwell superfund site: PCB dechlorination. 1. End-member characterization.
2005-05-15
The contrasting roles of sedimentary plant-derived carbon and black carbon on sediment-spiked hydrophobic organic contaminant bioavailability to Diporeia species and Lumbriculus variegatus.
2005-04
Uptake and tissue-specific distribution of selected polychlorinated biphenyls in developing chicken embryos.
2005-03
PCB exposure and in vivo CYP1A2 activity among Native Americans.
2005-03
Exposure to PCBs and p,p'-DDE and human sperm chromatin integrity.
2005-02
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
Molecular cloning of vitellogenin cDNA in rockfish (Sebastes schlegeli) and effects of 2,2'4,4'5,5'-hexachlorobiphenyl (PCB 153) on its gene expression.
2005
Olfactory epithelial metaplasia and hyperplasia in female Harlan Sprague-Dawley rats following chronic treatment with polychlorinated biphenyls.
2005
Effects of PCB99 and PCB153 exposure on spermatogenesis in young adult C57BL6 mice.
2004-12
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
Polychlorinated biphenyls in serum and time to pregnancy.
2004-10
Exposure to CB-153 and p,p'-DDE and male reproductive function.
2004-09
Effect of 2,2',4,4',5,5'-hexachlorobiphenyl (PCB-153) on hepatocyte proliferation and apoptosis in mice deficient in the p50 subunit of the transcription factor NF-kappaB.
2004-09
Limited effect of selected organic pollutants on cytokine production by peripheral blood leukocytes.
2004-08-21
Semiautomated high-throughput extraction and cleanup method for the measurement of polybrominated diphenyl ethers and polybrominated and polychlorinated biphenyls in breast milk.
2004-08-01
Determination of laboratory and field elimination rates of polychlorinated biphenyls (Pcbs) in the freshwater mussel, Elliptio complanata.
2004-07
An unrecognized source of PCB contamination in schools and other buildings.
2004-07
Bis(4-chlorophenyl) sulfone (BCPS) in Swedish marine and fresh water wildlife-a screening study.
2004-07
Regional induction of CYP1A1 in rat liver following treatment with mixtures of PCB 126 and PCB 153.
2004-06-30
Effects of perinatal exposure to low doses of PCB 153 and PCB 126 on lymphocyte proliferation and hematology in goat kids.
2004-06-11
Some polybrominated diphenyl ether (PBDE) flame retardants with wide environmental distribution inhibit TCDD-induced EROD activity in primary cultured carp (Cyprinus carpio) hepatocytes.
2004-06-10
Lineage-specific effects of polychlorinated biphenyls (PCB) on gene expression in the rabbit blastocyst.
2004-04-08
Tumor promoters as inhibitors of apoptosis in rat hepatocytes.
2004-04-01
Semiautomated high-throughput extraction and cleanup method for the measurement of polybrominated diphenyl ethers, polybrominated biphenyls, and polychlorinated biphenyls in human serum.
2004-04-01
Effects of 2,2'4,4'5,5'-hexachlorobiphenyl (PCB 153) on plasma sex steroids and vitellogenin in rockfish (Sebastes schlegeli).
2004-02-09
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 22:12:45 GMT 2025
Edited
by admin
on Mon Mar 31 22:12:45 GMT 2025
Record UNII
ZRU0C9E32O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2,2',4,4',5,5'-HEXACHLOROBIPHENYL
Systematic Name English
PCB 153
Preferred Name English
Code System Code Type Description
CAS
35065-27-1
Created by admin on Mon Mar 31 22:12:45 GMT 2025 , Edited by admin on Mon Mar 31 22:12:45 GMT 2025
PRIMARY
HSDB
3946
Created by admin on Mon Mar 31 22:12:45 GMT 2025 , Edited by admin on Mon Mar 31 22:12:45 GMT 2025
PRIMARY
FDA UNII
ZRU0C9E32O
Created by admin on Mon Mar 31 22:12:45 GMT 2025 , Edited by admin on Mon Mar 31 22:12:45 GMT 2025
PRIMARY
CHEBI
34202
Created by admin on Mon Mar 31 22:12:45 GMT 2025 , Edited by admin on Mon Mar 31 22:12:45 GMT 2025
PRIMARY
EPA CompTox
DTXSID2032180
Created by admin on Mon Mar 31 22:12:45 GMT 2025 , Edited by admin on Mon Mar 31 22:12:45 GMT 2025
PRIMARY
PUBCHEM
37034
Created by admin on Mon Mar 31 22:12:45 GMT 2025 , Edited by admin on Mon Mar 31 22:12:45 GMT 2025
PRIMARY