Page last updated: 2024-12-05

dibenzo(1,4)dioxin

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

Description

Dibenzo(1,4)dioxin (also known as dioxin) is a highly toxic and persistent organic pollutant. It is formed as an unintended byproduct of various industrial processes, particularly those involving combustion and chlorination. Its synthesis typically occurs during the production of herbicides, pesticides, and other chemical products. Dioxins are highly stable and resistant to degradation, leading to their accumulation in the environment and food chain. These compounds have been linked to various adverse health effects, including cancer, reproductive problems, and immune system suppression. Its importance in research stems from its widespread presence in the environment and its significant health risks. Researchers study dioxins to understand their formation pathways, develop methods for their detection and removal, and assess their potential impacts on human health and ecosystems.'

dibenzo(1,4)dioxin: structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9216
CHEMBL ID3184198
CHEBI ID28891
SCHEMBL ID125113
MeSH IDM0075147

Synonyms (52)

Synonym
CHEBI:28891 ,
dibenzo[b,e][1,4]dioxine
dibenzo[1,4]dioxine
phenodioxin
dibenzo[1,4]dioxin
diphenylene dioxide
dibenzodioxin
oxanthrene
inchi=1/c12h8o2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8
dibenzo[b,e][1,4]dioxin
nci-c03656
dibenzo(1,4)dioxin
ai3 08911
einecs 205-974-2
dibenzo(b,e)(1,4)dioxin
hsdb 4112
dibenzo-para-dioxin
ccris 211
C07732
dibenzo-p-dioxin
262-12-4
dibenzo[b,e]dioxin
STK047865
HMS1607L05
AKOS000567042
dibenzo-p-dioxine
D2776
NCGC00249154-01
oxanthren
unii-o1b5kj235i
o1b5kj235i ,
tox21_302831
cas-262-12-4
NCGC00256453-01
dtxsid8020410 ,
dtxcid60410
tox21_202045
NCGC00259594-01
dibenzo-p-dioxin [hsdb]
e)(1,4)dioxindibenzo(b
SCHEMBL125113
CHEMBL3184198
oxanthrene, aldrichcpr
sr-01000390645
SR-01000390645-1
mfcd00022282
Q425380
dibenzo-p-dioxane
AMY18818
T70685
YSWG499
SY056554

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" To explain the nature of toxic interaction, a mathematical model based on the ligand-receptor binding and solute-solvent interaction was presented, and then a multiple regression analysis of all the above parameters was performed to evaluate the contributions of the parameters to the bonding affinities."( Theoretical study of the quantitative structure-activity relationships for the toxicity of dibenzo-p-dioxins.
Tao, FM; Zeng, EY; Zhao, YY, 2008
)
0.35
" The relative effects potency (REP) values obtained were comparable to the World Health Organization (WHO) toxic equivalency factors (TEFs) and in agreement with the concept of additive congener toxicity of mixtures of dioxins and furans."( Toxicity comparison of chlorinated and brominated dibenzo-p-dioxins and dibenzofurans in industrial source samples by HRGC/HRMS and enzyme immunoassay.
Gullett, BK; Samara, F; Tabor, D; Touati, D; Wyrzykowska, B, 2010
)
0.36
" The expert panel concluded that polybrominated dibenzo-p-dioxins (PBDDs), dibenzofurans (PBDFs), and some dioxin-like biphenyls (dl-PBBs) may contribute significantly in daily human background exposure to the total dioxin toxic equivalencies (TEQs)."( Polybrominated dibenzo-p-dioxins, dibenzofurans, and biphenyls: inclusion in the toxicity equivalency factor concept for dioxin-like compounds.
Birnbaum, LS; Denison, MS; Devito, MJ; Falandysz, J; Fiedler, H; Peterson, RE; Rose, M; Safe, S; Schrenk, D; Tohyama, C; Tritscher, A; Tysklind, M; van den Berg, M, 2013
)
0.39
" The use of plants for removing toxic organic compounds, including dioxins, is a safe and efficient strategy."( Phytotoxicity effects and biological responses of Arabidopsis thaliana to 2,3,7,8-tetrachlorinated dibenzo-p-dioxin exposure.
Almousally, I; Hanano, A; Shaban, M, 2014
)
0.4

Bioavailability

ExcerptReferenceRelevance
" Such models are important to understand bioavailability and mobility limitations of these chemicals in the aquatic environment."( Triple domain in situ sorption modeling of organochlorine pesticides, polychlorobiphenyls, polyaromatic hydrocarbons, polychlorinated dibenzo-p-dioxins, and polychlorinated dibenzofurans in aquatic sediments.
Kaag, K; Koelmans, AA; Peeters, ET; Sneekes, A, 2009
)
0.35

Dosage Studied

ExcerptRelevanceReference
" Rats were dosed on Day 23 of age at 0900 h with individual congeners (PeCDF, PeCB, TCB) or a mixture of five compounds, which included TCDD, PeCDD, HxCDD, in addition to PeCDF and PeCB."( Effects of polychlorinated dibenzofurans, biphenyls, and their mixture with dibenzo-p-dioxins on ovulation in the gonadotropin-primed immature rat: support for the toxic equivalency concept.
Gao, X; Rozman, KK; Terranova, PF, 2000
)
0.31
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (5)

ClassDescription
dibenzodioxineOxanthrene (formerly dibenzo[b,e][1,4]dioxine) and its derivatives.
heteranthreneHeterotricyclic compounds containing two benzene rings fused to a 1,4-diheterabenzene in which the heteroatoms are the same.
mancude organic heterotricyclic parent
polycyclic heteroarene
oxacycleAny organic heterocyclic compound containing at least one ring oxygen atom.
[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]

Pathways (1)

PathwayProteinsCompounds
dibenzo-p-dioxin degradation011

Protein Targets (10)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
LuciferasePhotinus pyralis (common eastern firefly)Potency31.75470.007215.758889.3584AID1224835
RAR-related orphan receptor gammaMus musculus (house mouse)Potency47.19960.006038.004119,952.5996AID1159521; AID1159523
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency38.08070.001022.650876.6163AID1224838; AID1224839; AID1224893
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency50.60610.003041.611522,387.1992AID1159552; AID1159555
retinoid X nuclear receptor alphaHomo sapiens (human)Potency60.93650.000817.505159.3239AID1159527; AID1159531
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency31.52760.001530.607315,848.9004AID1224841; AID1224848; AID1224849
pregnane X nuclear receptorHomo sapiens (human)Potency61.13060.005428.02631,258.9301AID1346982
vitamin D (1,25- dihydroxyvitamin D3) receptorHomo sapiens (human)Potency15.48640.023723.228263.5986AID743223
aryl hydrocarbon receptorHomo sapiens (human)Potency61.13060.000723.06741,258.9301AID743122
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency51.49690.000323.4451159.6830AID743065; AID743066
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (344)

TimeframeStudies, This Drug (%)All Drugs %
pre-199021 (6.10)18.7374
1990's30 (8.72)18.2507
2000's109 (31.69)29.6817
2010's168 (48.84)24.3611
2020's16 (4.65)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 16.80

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index16.80 (24.57)
Research Supply Index5.86 (2.92)
Research Growth Index5.03 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (16.80)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews15 (4.31%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other333 (95.69%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]