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Details

Stereochemistry ACHIRAL
Molecular Formula C12H4Cl4O
Molecular Weight 305.972
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2,3,7,8-TETRACHLORODIBENZOFURAN

SMILES

ClC1=CC2=C(C=C1Cl)C3=C(O2)C=C(Cl)C(Cl)=C3

InChI

InChIKey=KSMVNVHUTQZITP-UHFFFAOYSA-N
InChI=1S/C12H4Cl4O/c13-7-1-5-6-2-8(14)10(16)4-12(6)17-11(5)3-9(7)15/h1-4H

HIDE SMILES / InChI

Molecular Formula C12H4Cl4O
Molecular Weight 305.972
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Novel role of hnRNP-A2/B1 in modulating aryl hydrocarbon receptor ligand sensitivity.
2015-11
Persistent Organic Pollutants Modify Gut Microbiota-Host Metabolic Homeostasis in Mice Through Aryl Hydrocarbon Receptor Activation.
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
Relative potency for altered humoral immunity induced by polybrominated and polychlorinated dioxins/furans in female B6C3F1/N mice.
2014-06
Differential relative effect potencies of some dioxin-like compounds in human peripheral blood lymphocytes and murine splenic cells.
2014-04-07
A genomics-based analysis of relative potencies of dioxin-like compounds in primary rat hepatocytes.
2013-12
Transcriptional profiles induced by the Aryl Hydrocarbon Receptor agonists 2,3,7,8-tetrachlorodibenzo-p-dioxin, 2,3,7,8-tetrachlorodibenzofuran and 2,3,4,7,8-pentachlorodibenzofuran in primary rat hepatocytes.
2011-09
Differential ligand-dependent activation and a role for Y322 in aryl hydrocarbon receptor-mediated regulation of gene expression.
2011-07-15
Differential effects of indirubin and 2,3,7,8-tetrachlorodibenzo-p-dioxin on the aryl hydrocarbon receptor (AhR) signalling in liver progenitor cells.
2011-01-11
Sensitivity of Japanese quail (Coturnix japonica), Common pheasant (Phasianus colchicus), and White Leghorn chicken (Gallus gallus domesticus) embryos to in ovo exposure to TCDD, PeCDF, and TCDF.
2011-01
Analysis of the CYP1A1 mRNA dose-response in human keratinocytes indicates that relative potencies of dioxins, furans, and PCBs are species and congener specific.
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
Human and rat primary hepatocyte CYP1A1 and 1A2 induction with 2,3,7,8-tetrachlorodibenzo-p-dioxin, 2,3,7,8-tetrachlorodibenzofuran, and 2,3,4,7,8-pentachlorodibenzofuran.
2010-11
Automated dose-response analysis and comparative toxicogenomic evaluation of the hepatic effects elicited by TCDD, TCDF, and PCB126 in C57BL/6 mice.
2010-11
CH223191 is a ligand-selective antagonist of the Ah (Dioxin) receptor.
2010-10
2,3,4,7,8-pentachlorodibenzofuran is a more potent cytochrome P4501A inducer than 2,3,7,8-tetrachlorodibenzo-p-dioxin in herring gull hepatocyte cultures.
2010-09
Case report: the University of Michigan dioxin exposure study: a follow-up investigation of a case with high serum concentration of 2,3,4,7,8-pentachlorodibenzofuran.
2010-09
Effects of in ovo exposure of white leghorn chicken, common pheasant, and Japanese quail to 2,3,7,8-tetrachlorodibenzo-p-dioxin and two chlorinated dibenzofurans on CYP1A induction.
2010-07
Ethoxyresorufin O-deethylase induction by TCDD, PeCDF and TCDF in ring-necked pheasant and Japanese quail hepatocytes: Time-dependent effects on concentration-response curves.
2010-06
Generalized concentration addition predicts joint effects of aryl hydrocarbon receptor agonists with partial agonists and competitive antagonists.
2010-05
Passerine exposure to primarily PCDFs and PCDDs in the river floodplains near Midland, Michigan, USA.
2010-05
Cytochrome P4501A induction by 2,3,7,8-tetrachlorodibenzo-p-dioxin and two chlorinated dibenzofurans in primary hepatocyte cultures of three avian species.
2010-02
Factorial design applied for multiple endpoint toxicity evaluation in Atlantic salmon (Salmo salar L.) hepatocytes.
2009-12
Automated dose-response analysis of the relative hepatic gene expression potency of TCDF in C57BL/6 mice.
2009-11
The aryl hydrocarbon receptor as a target for estrogen receptor-negative breast cancer chemotherapy.
2009-09
Hepatic P450 enzyme activity, tissue morphology and histology of mink (Mustela vison) exposed to polychlorinated dibenzofurans.
2009-08
The University of Michigan Dioxin Exposure Study: population survey results and serum concentrations for polychlorinated dioxins, furans, and biphenyls.
2009-05
Chronic effects of polychlorinated dibenzofurans on mink in laboratory and field environments.
2009-04
Sequencing and characterization of mixed function monooxygenase genes CYP1A1 and CYP1A2 of Mink (Mustela vison) to facilitate study of dioxin-like compounds.
2009-02-01
Near-ultraviolet femtosecond laser ionization of dioxins in gas chromatography/time-of-flight mass spectrometry.
2009-01-26
Interrelationship of Pyrogenic Polycyclic Aromatic Hydrocarbon (PAH) Contamination in Different Environmental Media.
2009
Nondestructive scat sampling in assessment of mink (Mustela vison) exposed to polychlorinated dibenzofurans (PCDFs).
2008-10
Toxicokinetics of 2,3,7,8-TCDF and 2,3,4,7,8-PeCDF in mink (Mustela vison) at ecologically relevant exposures.
2008-09
Evaluation of automated direct sample introduction with comprehensive two-dimensional gas chromatography/time-of-flight mass spectrometry for the screening analysis of dioxins in fish oil.
2008-08-01
Interlaboratory comparison of the determination of chlorinated dibenzo-p-dioxins and dibenzofurans according to regulatory methods EN 1948 and EPA 1613b.
2008-08
Catalytic function of avian cytochrome P450 1A4 and 1A5 (CYP1A4 and CYP1A5) enzymes heterologously expressed using in vitro yeast system.
2008-07
Concentrations of polychlorinated dibenzo-p-dioxins (PCDDs), polychlorinated dibenzofurans (PCDFs), and dioxin-like PCBs in adipose tissue of infertile men.
2008-07
Comparative temporal toxicogenomic analysis of TCDD- and TCDF-mediated hepatic effects in immature female C57BL/6 mice.
2008-06
Relative potency based on hepatic enzyme induction predicts immunosuppressive effects of a mixture of PCDDS/PCDFS and PCBS.
2008-03-15
Ligand-dependent interactions of the Ah receptor with coactivators in a mammalian two-hybrid assay.
2008-03-01
A congener-specific survey for polychlorinated dibenzo-p-dioxins (PCDDs) and polychlorinated dibenzofurans (PCDFs) contamination in Masan Bay, Korea.
2007-08
Persistent binding of ligands to the aryl hydrocarbon receptor.
2007-07
Molecular characterization of cytochrome P450 1A1, 1A2, and 1B1, and effects of polychlorinated dibenzo-p-dioxin, dibenzofuran, and biphenyl congeners on their hepatic expression in Baikal seal (Pusa sibirica).
2007-06
Theoretical study of structure, vibrational frequencies, and electronic spectra of dibenzofuran and its polychlorinated derivatives.
2007-02-22
Nonresponsiveness of normal human fibroblasts to dioxin correlates with the presence of a constitutive xenobiotic response element-binding factor.
1993-02-25
Serum and extracellular calcium modulate induction of cytochrome P-450IA1 in human keratinocytes.
1990-12-05
A competitive binding assay for 2,3,7,8-tetrachlorodibenzo-p-dioxin and related ligands of the Ah receptor.
1988-11
Suppression of estrogen-regulated extracellular tissue plasminogen activator activity of MCF-7 cells by 2,3,7,8-tetrachlorodibenzo-p-dioxin.
1987-12-01
Ah receptor mediating induction of aryl hydrocarbon hydroxylase: detection in human lung by binding of 2,3,7,8-[3H]tetrachlorodibenzo-p-dioxin.
1986-07
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:47:29 GMT 2025
Edited
by admin
on Mon Mar 31 18:47:29 GMT 2025
Record UNII
XZJ41GQI5D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2,3,7,8-TCDF
Preferred Name English
2,3,7,8-TETRACHLORODIBENZOFURAN
HSDB   MI  
Systematic Name English
TETRACHLORODIBENZOFURAN, 2,3,7,8-
Systematic Name English
DIBENZOFURAN, 2,3,7,8-TETRACHLORO-
Systematic Name English
2,3,7,8-TETRACHLORODIBENZOFURAN [HSDB]
Common Name English
TCDF
Common Name English
PCDF 83
Common Name English
2,3,7,8-TETRACHLORODIBENZOFURAN [MI]
Common Name English
Code System Code Type Description
MERCK INDEX
m8954
Created by admin on Mon Mar 31 18:47:29 GMT 2025 , Edited by admin on Mon Mar 31 18:47:29 GMT 2025
PRIMARY Merck Index
HSDB
4306
Created by admin on Mon Mar 31 18:47:29 GMT 2025 , Edited by admin on Mon Mar 31 18:47:29 GMT 2025
PRIMARY
CAS
51207-31-9
Created by admin on Mon Mar 31 18:47:29 GMT 2025 , Edited by admin on Mon Mar 31 18:47:29 GMT 2025
PRIMARY
MESH
C014211
Created by admin on Mon Mar 31 18:47:29 GMT 2025 , Edited by admin on Mon Mar 31 18:47:29 GMT 2025
PRIMARY
FDA UNII
XZJ41GQI5D
Created by admin on Mon Mar 31 18:47:29 GMT 2025 , Edited by admin on Mon Mar 31 18:47:29 GMT 2025
PRIMARY
EPA CompTox
DTXSID3052147
Created by admin on Mon Mar 31 18:47:29 GMT 2025 , Edited by admin on Mon Mar 31 18:47:29 GMT 2025
PRIMARY
PUBCHEM
39929
Created by admin on Mon Mar 31 18:47:29 GMT 2025 , Edited by admin on Mon Mar 31 18:47:29 GMT 2025
PRIMARY