Page last updated: 2024-12-06

1,2,3,7,8-pentachlorodibenzo-p-dioxin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

1,2,3,7,8-pentachlorodibenzo-p-dioxin (PeCDD), also known as **pentaCDD**, is a highly toxic and persistent organic pollutant belonging to the family of **dioxins**.

**Here's why it's important for research:**

* **Environmental Contamination:** PeCDD is a by-product of various industrial processes, including waste incineration, chemical manufacturing, and metal processing. It can accumulate in the environment and pose risks to human health and ecosystems.

* **Human Health Risks:** PeCDD is a potent **carcinogen**, meaning it can cause cancer. It also disrupts the endocrine system, potentially leading to developmental and reproductive problems. Exposure to PeCDD has been linked to immune suppression, liver damage, and other health issues.

* **Environmental Persistence:** PeCDD is highly resistant to breakdown in the environment. It can persist for decades in soil, water, and air, posing long-term threats to wildlife and human health.

* **Bioaccumulation:** PeCDD can accumulate in food chains, leading to higher concentrations in organisms at the top of the food web, including humans.

**Research on PeCDD focuses on:**

* **Understanding its environmental fate and transport:** Researchers study how PeCDD moves through the environment, how it transforms, and where it accumulates.
* **Assessing human exposure:** Studies aim to identify sources of human exposure to PeCDD, quantify exposure levels, and develop strategies to minimize risk.
* **Developing remediation technologies:** Researchers work on methods to remove or neutralize PeCDD from contaminated sites and prevent further contamination.
* **Developing analytical methods:** Research is ongoing to improve analytical methods for detecting and quantifying PeCDD in environmental and biological samples.
* **Investigating biological effects:** Scientists study the mechanisms of PeCDD toxicity, including its interaction with cellular receptors and its effects on gene expression.

**PeCDD research is crucial for protecting human health and the environment.** It helps us understand the risks associated with this pollutant, develop effective remediation strategies, and inform policies aimed at preventing further contamination.

Cross-References

ID SourceID
PubMed CID38439
CHEMBL ID137220
CHEBI ID81501
SCHEMBL ID2885718
MeSH IDM0146430

Synonyms (27)

Synonym
dibenzo-p-dioxin, 1,2,3,7,8-pentachloro-
1,2,3,7,8-pentachlorodibenzodioxin
brn 1626844
1,2,3,7,8-pentachlorodibenzo(b,e)(1,4)dioxin
1,2,3,7,8-pentachlorodibenzo-p-dioxin
1,2,3,7,8-pentachloro-dibenzo[1,4]dioxine
CHEMBL137220 ,
chebi:81501 ,
1,2,3,7,8-pecdd
40321-76-4
C18099
pcdd 54
1,2,3,7,8-pncdd
bdbm50408363
FT-0673578
2ne6h0qpch ,
unii-2ne6h0qpch
dibenzo(b,e)(1,4)dioxin, 1,2,3,7,8-pentachloro-
1,2,3,7,8-pentachlorodibenzo(b,e)(1,4)dioxin [mi]
1,2,3,7,8-pcdd
SCHEMBL2885718
DTXSID7052078
FSPZPQQWDODWAU-UHFFFAOYSA-N
1,2,3,7,8-pentachlorooxanthrene #
Q27155426
1,2,3,7,8-penta-chlorodibenzo-p-dioxin
1,2,3,7,8-pentachlorodibenzo-p-dioxin 50 microg/ml in nonane

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"Male Sprague-Dawley rats were treated with an LD20, LD50 and LD80 respectively, of tetra-, penta-, hexa-, hepta-CDD and a mixture of the four CDDs, all carrying chlorine substituents in the biologically crucial 2, 3, 7, and 8 positions."( Comparative toxicity of four chlorinated dibenzo-p-dioxins (CDDs) and their mixture. Part II: Structure-activity relationships with inhibition of hepatic phosphoenolpyruvate carboxykinase, pyruvate carboxylase, and gamma-glutamyl transpeptidase activities
Kettrup, A; Lebofsky, M; Rozman, K; Stahl, BU; Weber, LW, 1992
)
0.28
" The obtained LD50 value and (TEF) was for tetra-CDD 43 micrograms/kg (1), penta-CDD 206 micrograms/kg (0."( Comparative toxicity of four chlorinated dibenzo-p-dioxins (CDDs) and their mixture. Part I: Acute toxicity and toxic equivalency factors (TEFs).
Kettrup, A; Rozman, K; Stahl, BU, 1992
)
0.28
"The toxic equivalent (TEQ) approach is traditionally used in risk evaluation of dioxins."( Factorial design applied for multiple endpoint toxicity evaluation in Atlantic salmon (Salmo salar L.) hepatocytes.
Eide, I; Olsvik, PA; Søfteland, L, 2009
)
0.35

Dosage Studied

ExcerptRelevanceReference
" By 8 days after dosing PEPCK activities were dose-dependently decreased after administration of all four CDDs and their mixture."( Comparative toxicity of four chlorinated dibenzo-p-dioxins (CDDs) and their mixture. Part II: Structure-activity relationships with inhibition of hepatic phosphoenolpyruvate carboxykinase, pyruvate carboxylase, and gamma-glutamyl transpeptidase activities
Kettrup, A; Lebofsky, M; Rozman, K; Stahl, BU; Weber, LW, 1992
)
0.28
" The dose-response to the mixture confirmed the hypothesis of strict additivity in the acute toxicity of the four CDD homologues."( Comparative toxicity of four chlorinated dibenzo-p-dioxins (CDDs) and their mixture. Part I: Acute toxicity and toxic equivalency factors (TEFs).
Kettrup, A; Rozman, K; Stahl, BU, 1992
)
0.28
"Treatment of 25-day-old female Sprague-Dawley rats with 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) significantly lowered constitutive uterine peroxidase activity and decreased uterine wet weights in a dose-response fashion."( 2,3,7,8-Tetrachlorodibenzo-p-dioxin as an antiestrogen: effect on rat uterine peroxidase activity.
Astroff, B; Safe, S, 1990
)
0.28
" In the PHAH-group dosed 1 microgram TEQ/kg body wt/week, the volume fraction of the liver occupied by foci was significantly lower compared to the TEQ equivalent dosed TCDD group (3."( Induction of altered hepatic foci by a mixture of dioxin-like compounds with and without 2,2',4,4',5,5'-hexachlorobiphenyl in female Sprague-Dawley rats.
Brouwer, A; Haag-Grönlund, M; Koeman, JH; Scheu, G; van den Berg, M; van der Plas, SA; Wärngård, L; Wester, P, 1999
)
0.3
" The slopes of the dose-response curves generated by individual PCDDs and/or their mixture were similar."( Toxic equivalency factors of polychlorinated dibenzo-p-dioxins in an ovulation model: validation of the toxic equivalency concept for one aspect of endocrine disruption.
Gao, X; Rozman, KK; Son, DS; Terranova, PF, 1999
)
0.3
" The estimated parameters indicated that congener-specific dose-response shapes were significantly different, that additivity failed for these congeners, and that the ratios of ED50's did not predict the response seen for the mixture."( Evaluation of toxic equivalency factors for induction of cytochromes P450 CYP1A1 and CYP1A2 enzyme activity by dioxin-like compounds.
Bailer, AJ; Portier, CJ; Toyoshiba, H; Walker, NJ, 2004
)
0.32
" The value of acute median lethal dosage (LD50) of 1,2,3,7,8-PeCDD was determined in acute lethality tests."( The acute lethality and endocrine effect of 1,2,3,7,8-PeCDD in juvenile goldfish (Carassius auratus) in vivo.
Liu, Z; Sun, W; Wang, L; Xiao, F; Yang, Y; Zhao, Y; Zheng, M, 2008
)
0.35
" Primary hepatocyte cultures from Atlantic salmon were exposed for 24h and qPCR was employed to create CYP1A dose-response curves and to quantify the transcriptional levels of eight genes (CYP1A, UDPGT, HSP70, GR, GPX, MnSOD, GST and p53)."( Factorial design applied for multiple endpoint toxicity evaluation in Atlantic salmon (Salmo salar L.) hepatocytes.
Eide, I; Olsvik, PA; Søfteland, L, 2009
)
0.35
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
polychlorinated dibenzodioxineAny dibenzodioxine in which two or more hydrogens have been replaced by chlorines.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (2)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Cytochrome P450 1A1Rattus norvegicus (Norway rat)EC50 (µMol)0.07940.00152.205710.0000AID39064
Aryl hydrocarbon receptorHomo sapiens (human)EC50 (µMol)0.07940.00151.976910.0000AID39064
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (22)

Processvia Protein(s)Taxonomy
blood vessel developmentAryl hydrocarbon receptorHomo sapiens (human)
regulation of adaptive immune responseAryl hydrocarbon receptorHomo sapiens (human)
negative regulation of T cell mediated immune response to tumor cellAryl hydrocarbon receptorHomo sapiens (human)
regulation of DNA-templated transcriptionAryl hydrocarbon receptorHomo sapiens (human)
regulation of transcription by RNA polymerase IIAryl hydrocarbon receptorHomo sapiens (human)
xenobiotic metabolic processAryl hydrocarbon receptorHomo sapiens (human)
apoptotic processAryl hydrocarbon receptorHomo sapiens (human)
response to xenobiotic stimulusAryl hydrocarbon receptorHomo sapiens (human)
response to toxic substanceAryl hydrocarbon receptorHomo sapiens (human)
regulation of gene expressionAryl hydrocarbon receptorHomo sapiens (human)
cAMP-mediated signalingAryl hydrocarbon receptorHomo sapiens (human)
intracellular receptor signaling pathwayAryl hydrocarbon receptorHomo sapiens (human)
regulation of B cell proliferationAryl hydrocarbon receptorHomo sapiens (human)
circadian regulation of gene expressionAryl hydrocarbon receptorHomo sapiens (human)
negative regulation of DNA-templated transcriptionAryl hydrocarbon receptorHomo sapiens (human)
positive regulation of DNA-templated transcriptionAryl hydrocarbon receptorHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIAryl hydrocarbon receptorHomo sapiens (human)
negative regulation of inflammatory responseAryl hydrocarbon receptorHomo sapiens (human)
cellular response to molecule of bacterial originAryl hydrocarbon receptorHomo sapiens (human)
cellular response to cAMPAryl hydrocarbon receptorHomo sapiens (human)
cellular response to forskolinAryl hydrocarbon receptorHomo sapiens (human)
cellular response to 2,3,7,8-tetrachlorodibenzodioxineAryl hydrocarbon receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (16)

Processvia Protein(s)Taxonomy
nuclear receptor activityAryl hydrocarbon receptorHomo sapiens (human)
transcription cis-regulatory region bindingAryl hydrocarbon receptorHomo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificAryl hydrocarbon receptorHomo sapiens (human)
cis-regulatory region sequence-specific DNA bindingAryl hydrocarbon receptorHomo sapiens (human)
TFIID-class transcription factor complex bindingAryl hydrocarbon receptorHomo sapiens (human)
transcription coactivator bindingAryl hydrocarbon receptorHomo sapiens (human)
DNA bindingAryl hydrocarbon receptorHomo sapiens (human)
DNA-binding transcription factor activityAryl hydrocarbon receptorHomo sapiens (human)
nuclear receptor activityAryl hydrocarbon receptorHomo sapiens (human)
protein bindingAryl hydrocarbon receptorHomo sapiens (human)
TBP-class protein bindingAryl hydrocarbon receptorHomo sapiens (human)
protein homodimerization activityAryl hydrocarbon receptorHomo sapiens (human)
protein heterodimerization activityAryl hydrocarbon receptorHomo sapiens (human)
Hsp90 protein bindingAryl hydrocarbon receptorHomo sapiens (human)
RNA polymerase II-specific DNA-binding transcription factor bindingAryl hydrocarbon receptorHomo sapiens (human)
E-box bindingAryl hydrocarbon receptorHomo sapiens (human)
sequence-specific double-stranded DNA bindingAryl hydrocarbon receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (10)

Processvia Protein(s)Taxonomy
nucleusAryl hydrocarbon receptorHomo sapiens (human)
nuclear aryl hydrocarbon receptor complexAryl hydrocarbon receptorHomo sapiens (human)
nucleusAryl hydrocarbon receptorHomo sapiens (human)
nucleoplasmAryl hydrocarbon receptorHomo sapiens (human)
cytoplasmAryl hydrocarbon receptorHomo sapiens (human)
cytosolAryl hydrocarbon receptorHomo sapiens (human)
chromatinAryl hydrocarbon receptorHomo sapiens (human)
transcription regulator complexAryl hydrocarbon receptorHomo sapiens (human)
protein-containing complexAryl hydrocarbon receptorHomo sapiens (human)
cytosolic aryl hydrocarbon receptor complexAryl hydrocarbon receptorHomo sapiens (human)
aryl hydrocarbon receptor complexAryl hydrocarbon receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID39064Affinity on cytosolic Aromatic hydrocarbon receptor (Ah)1997Journal of medicinal chemistry, Dec-19, Volume: 40, Issue:26
Three-dimensional quantitative structure-activity relationships from molecular similarity matrices and genetic neural networks. 2. Applications.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (33)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (9.09)18.7374
1990's12 (36.36)18.2507
2000's10 (30.30)29.6817
2010's8 (24.24)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.32

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.32 (24.57)
Research Supply Index3.53 (2.92)
Research Growth Index4.85 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.32)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other33 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]