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

Details

Stereochemistry ACHIRAL
Molecular Formula C12H3Cl5O
Molecular Weight 340.417
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2,3,4,7,8-PENTACHLORODIBENZOFURAN

SMILES

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

InChI

InChIKey=OGBQILNBLMPPDP-UHFFFAOYSA-N
InChI=1S/C12H3Cl5O/c13-6-1-4-5-2-8(15)10(16)11(17)12(5)18-9(4)3-7(6)14/h1-3H

HIDE SMILES / InChI

Molecular Formula C12H3Cl5O
Molecular Weight 340.417
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
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
Comparison of intake and systemic relative effect potencies of dioxin-like compounds in female mice after a single oral dose.
2013-07
Amino acid sequence of the ligand-binding domain of the aryl hydrocarbon receptor 1 predicts sensitivity of wild birds to effects of dioxin-like compounds.
2013-01
Third-generation Ah receptor-responsive luciferase reporter plasmids: amplification of dioxin-responsive elements dramatically increases CALUX bioassay sensitivity and responsiveness.
2011-10
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
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
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
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
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
Twenty-year changes of penta-chlorodibenzofuran (PeCDF) level and symptoms in Yusho patients, using association analysis.
2010-05-05
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
Reproductive lesions in female Harlan Sprague-Dawley rats following two-year oral treatment with dioxin and dioxin-like compounds.
2009-12
Variation in half-life of penta-chlorodibenzofuran (PeCDF) blood level among Yusho patients.
2009-10
The aryl hydrocarbon receptor as a target for estrogen receptor-negative breast cancer chemotherapy.
2009-09
Aryl hydrocarbon receptor activation and overexpression upregulated fibroblast growth factor-9 in human lung adenocarcinomas.
2009-08-15
Impact of WHO 2005 revised toxic equivalency factors for dioxins on the TEQs in serum, household dust and soil.
2009-08
Hepatic P450 enzyme activity, tissue morphology and histology of mink (Mustela vison) exposed to polychlorinated dibenzofurans.
2009-08
[The accelerated excretion of 2,3,4,7,8-pentachlorodibenzofuran by Cholebine].
2009-05
[Estimated half-life of penta-chlorodibenzofuran (PeCDF) and simulation of PeCDF excretion].
2009-05
[Differential correlation of medical/laboratory examinations with blood levels of polychlorinated biphenyls, polychlorinated quarterphenyls and 2,3,4,7,8-pentachlorodibenzofuran in Yusho patients from 2001 to 2004].
2009-05
[Lymphocyte subpopulations in patients with Yusho].
2009-05
Prevalence of metabolic syndrome associated with body burden levels of dioxin and related compounds among Japan's general population.
2009-04
Cutaneous symptoms such as acneform eruption and pigmentation are closely associated with blood levels of 2,3,4,7,8-penta-chlorodibenzofurans in Yusho patients, using data mining analysis.
2009-02-25
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
Estimates of cancer potency of 2,3,4,7,8-pentachlorodibenzofuran using both nonlinear and linear approaches.
2008-12
Association of organochlorine pesticides with peripheral neuropathy in patients with diabetes or impaired fasting glucose.
2008-11
Association of clinical findings in Yusho patients with serum concentrations of polychlorinated biphenyls, polychlorinated quarterphenyls and 2,3,4,7,8-pentachlorodibenzofuran more than 30 years after the poisoning event.
2008-10-02
Identification of the functional domain of thyroid hormone receptor responsible for polychlorinated biphenyl-mediated suppression of its action in vitro.
2008-09
Toxicokinetics of 2,3,7,8-TCDF and 2,3,4,7,8-PeCDF in mink (Mustela vison) at ecologically relevant exposures.
2008-09
Long-term effects of polychlorinated biphenyls and dioxins on pregnancy outcomes in women affected by the Yusho incident.
2008-05
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
Ligand-dependent interactions of the Ah receptor with coactivators in a mammalian two-hybrid assay.
2008-03-01
Pulmonary lesions in female Harlan Sprague-Dawley rats following two-year oral treatment with dioxin-like compounds.
2007-12
A critical comparison of murine pathology and epidemiological data of TCDD, PCB126, and PeCDF.
2007-12
[The past history of diseases and symptoms among the Yusho patients, and its association with blood lipid concentration of 2,3,4,7,8-pentachlorodibenzofuran].
2007-05
[Relationship between blood dioxin levels and present/past clinical symptoms in Kanemi Yusho patients].
2007-05
[Average of the PCDFs value in blood in patients with Yusho in the 2001 to 2003 fiscal year and comparison between the clinical features and PCDFs].
2007-05
Role of CYP1A2 in hepatic sequestration of dioxin: studies using CYP1A2 knock-out mice.
1997-07-18
Promotion of endometriosis in mice by polychlorinated dibenzo-p-dioxins, dibenzofurans, and biphenyls.
1997-07
Decreased ligand binding to the hepatic glucocorticoid and epidermal growth factor receptors after 2,3,4,7,8-pentachlorodibenzofuran and 1,2,3,4,7,8-hexachlorodibenzofuran treatment of pregnant mice.
1989-05
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:15:22 GMT 2025
Edited
by admin
on Mon Mar 31 19:15:22 GMT 2025
Record UNII
U4C2RV3124
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2,3,4,7,8-PENTACHLORODIBENZOFURAN
HSDB   MI  
Systematic Name English
2,3,4,7,8-PECDF
Preferred Name English
PCDF 114
Common Name English
2,3,4,7,8-PENTACHLORODIBENZOFURAN [IARC]
Common Name English
2,3,4,7,8-PENTACHLORODIBENZOFURAN [HSDB]
Common Name English
PENTACHLORODIBENZOFURAN, 2,3,4,7,8-
Systematic Name English
2,3,4,7,8-PENTACHLORODIBENZOFURAN [MI]
Common Name English
DIBENZOFURAN, 2,3,4,7,8-PENTACHLORO-
Systematic Name English
Code System Code Type Description
HSDB
7178
Created by admin on Mon Mar 31 19:15:22 GMT 2025 , Edited by admin on Mon Mar 31 19:15:22 GMT 2025
PRIMARY
EPA CompTox
DTXSID7030066
Created by admin on Mon Mar 31 19:15:22 GMT 2025 , Edited by admin on Mon Mar 31 19:15:22 GMT 2025
PRIMARY
MERCK INDEX
m8954
Created by admin on Mon Mar 31 19:15:22 GMT 2025 , Edited by admin on Mon Mar 31 19:15:22 GMT 2025
PRIMARY Merck Index
CAS
57117-31-4
Created by admin on Mon Mar 31 19:15:22 GMT 2025 , Edited by admin on Mon Mar 31 19:15:22 GMT 2025
PRIMARY
PUBCHEM
42128
Created by admin on Mon Mar 31 19:15:22 GMT 2025 , Edited by admin on Mon Mar 31 19:15:22 GMT 2025
PRIMARY
FDA UNII
U4C2RV3124
Created by admin on Mon Mar 31 19:15:22 GMT 2025 , Edited by admin on Mon Mar 31 19:15:22 GMT 2025
PRIMARY