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57117-31-4,MFCD00671098
Catalog No.:AA00E9GQ

57117-31-4 | 2,3,4,7,8-PENTACHLORODIBENZOFURAN

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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00E9GQ
Chemical Name:
2,3,4,7,8-PENTACHLORODIBENZOFURAN
CAS Number:
57117-31-4
Molecular Formula:
C12H3Cl5O
Molecular Weight:
340.4166
MDL Number:
MFCD00671098
SMILES:
Clc1cc2c(cc1Cl)oc1c2cc(Cl)c(c1Cl)Cl
UN Number:
2811
Properties
Computed Properties
 
Complexity:
328  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
1  
XLogP3:
6.9  

Literature

Title: Relative effective potencies of dioxin-like compounds in rodent and human lung cell models.

Journal: Toxicology 20180701

Title: Abdominal Obesity and Insulin Resistance in People Exposed to Moderate-to-High Levels of Dioxin.

Journal: PloS one 20160101

Title: 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.

Journal: Chemical research in toxicology 20150420

Title: Functionality of aryl hydrocarbon receptors (AhR1 and AhR2) of white sturgeon (Acipenser transmontanus) and implications for the risk assessment of dioxin-like compounds.

Journal: Environmental science & technology 20140715

Title: Relative potency for altered humoral immunity induced by polybrominated and polychlorinated dioxins/furans in female B6C3F1/N mice.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20140601

Title: Differential relative effect potencies of some dioxin-like compounds in human peripheral blood lymphocytes and murine splenic cells.

Journal: Toxicology letters 20140407

Title: A genomics-based analysis of relative potencies of dioxin-like compounds in primary rat hepatocytes.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20131201

Title: Comparison of intake and systemic relative effect potencies of dioxin-like compounds in female mice after a single oral dose.

Journal: Environmental health perspectives 20130701

Title: 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.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20130101

Title: Incidence of jaw lesions and activity and gene expression of hepatic P4501A enzymes in mink (Mustela vison) exposed to dietary 2,3,7,8-tetrachlorodibenzo-p-dioxin, 2,3,7,8-tetrachlorodibenzofuran, and 2,3,4,7,8-pentachlorodibenzofuran.

Journal: Environmental toxicology and chemistry 20121101

Title: Toxicological biomarkers of 2,3,4,7,8-pentachlorodibenzofuran in proteins secreted by HepG2 cells.

Journal: Biochimica et biophysica acta 20120401

Title: Effects of dietary exposure of mink (Mustela vison) to 2,3,7,8-tetrachlorodibenzo-p-dioxin, 2,3,4,7,8-pentachlorodibenzofuran, and 2,3,7,8-tetrachlorodibenzofuran on reproduction and offspring viability and growth.

Journal: Environmental toxicology and chemistry 20120201

Title: Circulating levels of persistent organic pollutants (POPs) and carotid atherosclerosis in the elderly.

Journal: Environmental health perspectives 20120101

Title: Aryl hydrocarbon receptor deficiency enhances insulin sensitivity and reduces PPAR-α pathway activity in mice.

Journal: Environmental health perspectives 20111201

Title: Third-generation Ah receptor-responsive luciferase reporter plasmids: amplification of dioxin-responsive elements dramatically increases CALUX bioassay sensitivity and responsiveness.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20111001

Title: 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.

Journal: Chemosphere 20110901

Title: Differential ligand-dependent activation and a role for Y322 in aryl hydrocarbon receptor-mediated regulation of gene expression.

Journal: Biochemical and biophysical research communications 20110715

Title: Developmental and posthatch effects of in ovo exposure to 2,3,7,8-TCDD, 2,3,4,7,8-PECDF, and 2,3,7,8-TCDF in Japanese quail (Coturnix japonica), common pheasant (Phasianus colchicus), and white leghorn chicken (Gallus gallus domesticus) embryos.

Journal: Environmental toxicology and chemistry 20110701

Title: Effects of prenatal exposure to dioxin-like compounds on allergies and infections during infancy.

Journal: Environmental research 20110501

Title: [The temporal change rate of 2,3,4,7,8-PCDF level among examinees of annual health checkups of Yusho].

Journal: Fukuoka igaku zasshi = Hukuoka acta medica 20110401

Title: [Time serial changes in the concentrations of the etiological agents of fetal Yusho--PCDDs and PCDFs].

Journal: Fukuoka igaku zasshi = Hukuoka acta medica 20110401

Title: Dietary exposure of great blue heron (Ardea herodias) to PCDD/DFs in the Tittabawassee River floodplain, MI, USA.

Journal: Ecotoxicology and environmental safety 20110301

Title: Partition of environmental chemicals between maternal and fetal blood and tissues.

Journal: Environmental science & technology 20110201

Title: A clinical trial of kampo formulae for the treatment of symptoms of yusho, a poisoning caused by dioxins and related organochlorine compounds.

Journal: Evidence-based complementary and alternative medicine : eCAM 20110101

Title: 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.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20110101

Title: A simplified determination method of dioxin toxic equivalent (TEQ) by single GC/MS measurement of five indicative congeners.

Journal: Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20110101

Title: [Polychlorinated dibenzofurans and cancer].

Journal: Giornale italiano di medicina del lavoro ed ergonomia 20110101

Title: 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.

Journal: Toxicologic pathology 20101201

Title: 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.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20101101

Title: 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.

Journal: Environmental health perspectives 20100901

Title: 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.

Journal: Environmental toxicology and chemistry 20100901

Title: 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.

Journal: Environmental toxicology and chemistry 20100701

Title: Ethoxyresorufin O-deethylase induction by TCDD, PeCDF and TCDF in ring-necked pheasant and Japanese quail hepatocytes: Time-dependent effects on concentration-response curves.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20100601

Title: Passerine exposure to primarily PCDFs and PCDDs in the river floodplains near Midland, Michigan, USA.

Journal: Archives of environmental contamination and toxicology 20100501

Title: Cytochrome P4501A induction by 2,3,7,8-tetrachlorodibenzo-p-dioxin and two chlorinated dibenzofurans in primary hepatocyte cultures of three avian species.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20100201

Title: Twenty-year changes of penta-chlorodibenzofuran (PeCDF) level and symptoms in Yusho patients, using association analysis.

Journal: BMC research notes 20100101

Title: Reproductive lesions in female Harlan Sprague-Dawley rats following two-year oral treatment with dioxin and dioxin-like compounds.

Journal: Toxicologic pathology 20091201

Title: Variation in half-life of penta-chlorodibenzofuran (PeCDF) blood level among Yusho patients.

Journal: Chemosphere 20091001

Title: The aryl hydrocarbon receptor as a target for estrogen receptor-negative breast cancer chemotherapy.

Journal: Endocrine-related cancer 20090901

Title: Aryl hydrocarbon receptor activation and overexpression upregulated fibroblast growth factor-9 in human lung adenocarcinomas.

Journal: International journal of cancer 20090815

Title: Hepatic P450 enzyme activity, tissue morphology and histology of mink (Mustela vison) exposed to polychlorinated dibenzofurans.

Journal: Archives of environmental contamination and toxicology 20090801

Title: Impact of WHO 2005 revised toxic equivalency factors for dioxins on the TEQs in serum, household dust and soil.

Journal: Chemosphere 20090801

Title: [Lymphocyte subpopulations in patients with Yusho].

Journal: Fukuoka igaku zasshi = Hukuoka acta medica 20090501

Title: [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].

Journal: Fukuoka igaku zasshi = Hukuoka acta medica 20090501

Title: [Estimated half-life of penta-chlorodibenzofuran (PeCDF) and simulation of PeCDF excretion].

Journal: Fukuoka igaku zasshi = Hukuoka acta medica 20090501

Title: [The accelerated excretion of 2,3,4,7,8-pentachlorodibenzofuran by Cholebine].

Journal: Fukuoka igaku zasshi = Hukuoka acta medica 20090501

Title: Prevalence of metabolic syndrome associated with body burden levels of dioxin and related compounds among Japan's general population.

Journal: Environmental health perspectives 20090401

Title: Sequencing and characterization of mixed function monooxygenase genes CYP1A1 and CYP1A2 of Mink (Mustela vison) to facilitate study of dioxin-like compounds.

Journal: Toxicology and applied pharmacology 20090201

Title: 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.

Journal: BMC research notes 20090101

Title: Estimates of cancer potency of 2,3,4,7,8-pentachlorodibenzofuran using both nonlinear and linear approaches.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20081201

Title: Association of organochlorine pesticides with peripheral neuropathy in patients with diabetes or impaired fasting glucose.

Journal: Diabetes 20081101

Title: Toxicokinetics of 2,3,7,8-TCDF and 2,3,4,7,8-PeCDF in mink (Mustela vison) at ecologically relevant exposures.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20080901

Title: Identification of the functional domain of thyroid hormone receptor responsible for polychlorinated biphenyl-mediated suppression of its action in vitro.

Journal: Environmental health perspectives 20080901

Title: Long-term effects of polychlorinated biphenyls and dioxins on pregnancy outcomes in women affected by the Yusho incident.

Journal: Environmental health perspectives 20080501

Title: Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.

Journal: Chemical research in toxicology 20080401

Title: Relative potency based on hepatic enzyme induction predicts immunosuppressive effects of a mixture of PCDDS/PCDFS and PCBS.

Journal: Toxicology and applied pharmacology 20080315

Title: Ligand-dependent interactions of the Ah receptor with coactivators in a mammalian two-hybrid assay.

Journal: Toxicology and applied pharmacology 20080301

Title: On-line monitoring system of P5CDF homologues in waste incineration plants using VUV-SPI-IT-TOFMS.

Journal: Environmental science & technology 20070515

Title: [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].

Journal: Fukuoka igaku zasshi = Hukuoka acta medica 20070501

Title: [Trend of 2,3,4,7,8-PeCDF concentrations in the blood of Yusho patients over four years].

Journal: Fukuoka igaku zasshi = Hukuoka acta medica 20070501

Title: [Relationship between blood dioxin levels and present/past clinical symptoms in Kanemi Yusho patients].

Journal: Fukuoka igaku zasshi = Hukuoka acta medica 20070501

Title: [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].

Journal: Fukuoka igaku zasshi = Hukuoka acta medica 20070501

Title: Dioxin concentration in the blood of patients collected during medical check-up for Yusho in 2004-2005.

Journal: Fukuoka igaku zasshi = Hukuoka acta medica 20070501

Title: Health effects classification and its role in the derivation of minimal risk levels: immunological effects.

Journal: Regulatory toxicology and pharmacology : RTP 20070401

Title: Relationship between clinical features and blood levels of pentachlorodibenzofuran in patients with Yusho.

Journal: Environmental toxicology 20070401

Title: Serum dioxin concentrations and quality of ovarian function in women of Seveso.

Journal: Environmental health perspectives 20070301

Title: Concentrations of polychlorinated dibenzo-p-dioxins, polychlorinated dibenzofurans, and non-ortho and mono-ortho polychlorinated biphenyls in blood of Yusho patients.

Journal: Chemosphere 20070101

Title: A critical comparison of murine pathology and epidemiological data of TCDD, PCB126, and PeCDF.

Journal: Toxicologic pathology 20070101

Title: Pulmonary lesions in female Harlan Sprague-Dawley rats following two-year oral treatment with dioxin-like compounds.

Journal: Toxicologic pathology 20070101

Title: Hepatic gene downregulation following acute and subchronic exposure to 2,3,7,8-tetrachlorodibenzo-p-dioxin.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20061201

Title: The 2005 World Health Organization reevaluation of human and Mammalian toxic equivalency factors for dioxins and dioxin-like compounds.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20061001

Title: Use of a physiologically based pharmacokinetic model for rats to study the influence of body fat mass and induction of CYP1A2 on the pharmacokinetics of TCDD.

Journal: Environmental health perspectives 20060901

Title: Toxicology and carcinogenesis studies of 2,3,4,7,8-pentachlorodibenzofuran (PeCDF) (Cas No. 57117-31-4) in female Harlan Sprague-Dawley rats (gavage studies).

Journal: National Toxicology Program technical report series 20060901

Title: Toxicology and carcinogenesis studies of a mixture of 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) (Cas No. 1746-01-6), 2,3,4,7,8-pentachlorodibenzofuran (PeCDF) (Cas No. 57117-31-4), and 3,3',4,4',5-pentachlorobiphenyl (PCB 126) (Cas No. 57465-28-8) in female Harlan Sprague-Dawley rats (gavage studies).

Journal: National Toxicology Program technical report series 20060901

Title: Cytochrome P450 1A4 and 1A5 in common cormorant (Phalacrocorax carbo): evolutionary relationships and functional implications associated with dioxin and related compounds.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20060801

Title: Estimated cancer risk of dioxins to humans using a bioassay and physiologically based pharmacokinetic model.

Journal: Toxicology and applied pharmacology 20060715

Title: Recommended relative potency factors for 2,3,4,7,8-pentachlorodibenzofuran: the impact of different dose metrics.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20060501

Title: Relative cancer potencies of selected dioxin-like compounds on a body-burden basis: comparison to current toxic equivalency factors (TEFs).

Journal: Journal of toxicology and environmental health. Part A 20060501

Title: Thyroid-hormone-disrupting chemicals: evidence for dose-dependent additivity or synergism.

Journal: Environmental health perspectives 20051101

Title: Aryl hydrocarbon receptor (AHR) and AHR nuclear translocator (ARNT) expression in Baikal seal (Pusa sibirica) and association with 2,3,7,8-TCDD toxic equivalents and CYP1 expression levels.

Journal: Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20050701

Title: Exposures among pregnant women near the World Trade Center site on 11 September 2001.

Journal: Environmental health perspectives 20050601

Title: Induction of ethoxy-resorufin-O-deethylase activity by halogenated aromatic hydrocarbons and polycyclic aromatic hydrocarbons in primary hepatocytes of the green frog (Rana esculenta).

Journal: Environmental toxicology and chemistry 20050601

Title: Evaluation of serum dioxin congeners among residents near continuously burning municipal solid waste incinerators in Korea.

Journal: International archives of occupational and environmental health 20050401

Title: Multimedia fate and human intake modeling: spatial versus nonspatial insights for chemical emissions in Western Europe.

Journal: Environmental science & technology 20050215

Title: 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.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20050101

Title: Dose-additive carcinogenicity of a defined mixture of 'dioxin-like compounds'.

Journal: Environmental health perspectives 20050101

Title: Olfactory epithelial metaplasia and hyperplasia in female Harlan Sprague-Dawley rats following chronic treatment with polychlorinated biphenyls.

Journal: Toxicologic pathology 20050101

Title: Subchronic exposure to TCDD, PeCDF, PCB126, and PCB153: effect on hepatic gene expression.

Journal: Environmental health perspectives 20041101

Title: Polychlorinated dibenzo-p-dioxin/polychlorinated dibenzofuran releases into the atmosphere from the use of secondary fuels in cement kilns during clinker formation.

Journal: Environmental science & technology 20040915

Title: Effects of natural and synthetic estrogens and various environmental contaminants on vitellogenesis in fish primary hepatocytes: comparison of bream (Abramis brama) and carp (Cyprinus carpio).

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20040901

Title: Exocrine pancreatic pathology in female Harlan Sprague-Dawley rats after chronic treatment with 2,3,7,8-tetrachlorodibenzo-p-dioxin and dioxin-like compounds.

Journal: Environmental health perspectives 20040601

Title: Evaluation of toxic equivalency factors for induction of cytochromes P450 CYP1A1 and CYP1A2 enzyme activity by dioxin-like compounds.

Journal: Toxicology and applied pharmacology 20040115

Title: Brominated dioxin-like compounds: in vitro assessment in comparison to classical dioxin-like compounds and other polyaromatic compounds.

Journal: Environment international 20030901

Title: Effects of several dioxin-like compounds on estrogen metabolism in the malignant MCF-7 and nontumorigenic MCF-10A human mammary epithelial cell lines.

Journal: Toxicology and applied pharmacology 20030801

Title: A mixture of dioxins, furans, and non-ortho PCBs based upon consensus toxic equivalency factors produces dioxin-like reproductive effects.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20030701

Title: Active elimination of causative PCDFs/DDs congeners of Yusho by one year intake of FBRA in Japanese people.

Journal: Fukuoka igaku zasshi = Hukuoka acta medica 20030501

Title: Induction of oxidative stress in the tissues of rats after chronic exposure to TCDD, 2,3,4,7,8-pentachlorodibenzofuran, and 3,3',4,4',5-pentachlorobiphenyl.

Journal: Journal of toxicology and environmental health. Part A 20020628

Title: In utero and lactational exposure to 2,3,7,8-tetrachlorodibenzo-p-dioxin and 2,3,4,7,8-pentachlorodibenzofuran reduces growth and disrupts reproductive parameters in female rats.

Journal: Biology of reproduction 20020601

Title: Disposition of polychlorinated dibenzo-p-dioxins, dibenzofurans, and non-ortho polychlorinated biphenyls in pregnant long evans rats and the transfer to offspring.

Journal: Toxicology and applied pharmacology 20010601

Title: Correlation of cardiotoxicity mediated by halogenated aromatic hydrocarbons to aryl hydrocarbon receptor activation.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20010501

Title: Relative potencies of polychlorinated dibenzo-p-dioxin, dibenzofuran, and biphenyl congeners to induce cytochrome P4501A mRNA in a zebrafish liver cell line.

Journal: Environmental toxicology and chemistry 20010501

Title: Production of superoxide anion, lipid peroxidation and DNA damage in the hepatic and brain tissues of rats after subchronic exposure to mixtures of TCDD and its congeners.

Journal: Journal of applied toxicology : JAT 20010101

Title: Endocrine disruptive effects of polychlorinated aromatic hydrocarbons on intestinal cholecystokinin in rats.

Journal: Endocrinology 20000801

Title: Effects of CYP1A2 on disposition of 2,3,7, 8-tetrachlorodibenzo-p-dioxin, 2,3,4,7,8-pentachlorodibenzofuran, and 2,2',4,4',5,5'-hexachlorobiphenyl in CYP1A2 knockout and parental (C57BL/6N and 129/Sv) strains of mice.

Journal: Toxicology and applied pharmacology 19990815

Title: Role of CYP1A2 in hepatic sequestration of dioxin: studies using CYP1A2 knock-out mice.

Journal: Biochemical and biophysical research communications 19970718

Title: Promotion of endometriosis in mice by polychlorinated dibenzo-p-dioxins, dibenzofurans, and biphenyls.

Journal: Environmental health perspectives 19970701

Title: 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.

Journal: Toxicology and applied pharmacology 19890501

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Tags:57117-31-4 Molecular Formula|57117-31-4 MDL|57117-31-4 SMILES|57117-31-4 2,3,4,7,8-PENTACHLORODIBENZOFURAN