2,4,5,2',5'-pentachlorobiphenyl

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

2,4,5,2',5'-pentachlorobiphenyl is a polychlorinated biphenyl (PCB) congener, specifically a highly chlorinated PCB. It has been found to be a persistent organic pollutant, meaning it is resistant to breakdown in the environment. It has been detected in various environmental matrices like soil, water, and air. It is known for its toxic effects, including endocrine disruption and potential carcinogenic activity. Its presence in the environment is of concern due to its persistence and bioaccumulation in food chains. Studies on 2,4,5,2',5'-pentachlorobiphenyl aim to understand its environmental fate, its toxicological effects, and its potential risks to human health. Research on 2,4,5,2',5'-pentachlorobiphenyl is important for developing strategies to mitigate its environmental impact and to protect human health.'

Cross-References

ID Source	ID
PubMed CID	37807
CHEMBL ID	14041
SCHEMBL ID	811509
MeSH ID	M0054882

Synonyms (29)

Synonym
1,1'-biphenyl, 2,2',4,5,5'-pentachloro-
2,2',4,5,5'-pentachlorobiphenyl
inchi=1/c12h5cl5/c13-6-1-2-9(14)7(3-6)8-4-11(16)12(17)5-10(8)15/h1-5
37680-73-2
pcb 101
2,2',4,5,5'pentachlorobiphenyl
2,4,5,2',5'-pentachlorobiphenyl
1,2,4-trichloro-5-(2,5-dichlorophenyl)benzene
CHEMBL14041
2,4,5,2',5'-pentachloro-biphenyl
unii-803yvi5bnp
803yvi5bnp ,
pcb no 101
AKOS015903436
SCHEMBL811509
pcb-101
LAHWLEDBADHJGA-UHFFFAOYSA-N
2,2',4,5,5'-pentachloro-1,1'-biphenyl
DTXSID8038304 ,
pcb no 101, analytical standard
pcb no. 101 10 microg/ml in isooctane
pcb no. 101
pcb no. 101 100 microg/ml in ihexane
pcb no. 101 100 microg/ml in isooctane
k 101
cb 101; pcb 101
Q27269110
PD162576
dtxcid6018304

Research Excerpts

Toxicity

Excerpt	Reference	Relevance
"Several studies indicate that in utero and perinatal exposure to polychlorinated biphenyls (PCBs) induces adverse reproductive effects, but it remains unclear whether such effects may be transmitted to subsequent generations."	( Effects of polychlorinated biphenyls in CD-1 mice: reproductive toxicity and intergenerational transmission. Berrini, A; Borromeo, V; Fiandanese, N; Fischer, B; Pocar, P; Rhind, SM; Schaedlich, K; Schmidt, JS; Secchi, C; Zhang, Z, 2012)	0.38

Dosage Studied

Excerpt	Relevance	Reference
" Both species were dosed orally and kept in metabolism cages for 5 days."	( 2,2',4,5,5'-Pentachlorobiphenyl: comparative metabolism in mink (Mustela vison) and mouse. Hovander, L; Lund, BO; Wehler, EK, 1996)	0.29
" The results showed that higher Pd loading, higher dosage of Pd/Fe, lower initial concentration of 2,2',4,5,5'-pentachlorobiphenyl and slightly acid condition were beneficial to the catalytic dechlorination of 2,2',4,5,5'-pentachlorobiphenyl."	( Catalytic dechlorination of polychlorinated biphenyls in soil by palladium-iron bimetallic catalyst. Fan, S; He, N; Li, P; Ren, W; Verkhozina, VA; Zhou, Y, 2009)	0.35
" The results showed that higher Pd loading, higher dosage of Pd/Fe and slightly acid condition were beneficial to the catalytic dechlorination of 2,2('),4,5,5(')-pentachlorobiphenyl."	( Degradation of pentachlorobiphenyl by a sequential treatment using Pd coated iron and an aerobic bacterium (H1). Fan, S; He, N; Li, P; Ren, W; Zhou, Y, 2009)	0.35
" In this study, the contamination history and recovery of a watercourse heavily loaded by the chemical wood industry were studied by analyzing PCDDs, PCDFs and PCBs from vertical sediment samples and by measuring hepatic EROD activity from rainbow trout intraperitoneally dosed with the sediment extracts."	( Vertical distribution of AhR-activating compounds in sediments contaminated by modernized pulp and paper industry. Oikari, A; Ratia, H, 2014)	0.4
"Hormesis, a biphasic dose-response phenomenon, which is characterized by stimulation of an end point at a low-dose and inhibition at a high-dose."	( Hormetic effects of noncoplanar PCB exposed to human lung fibroblast cells (HELF) and possible role of oxidative stress. Abbas, G; Hashmi, MZ; Hu, J; Khan, KY; Shen, C; Su, X; Yu, C, 2015)	0.42
" In summary, this study provides dose-response linkages between effects of lower chlorinated PCBs and their concentrations in human plasma."	( Telomerase gene expression bioassays indicate metabolic activation of genotoxic lower chlorinated polychlorinated biphenyls. Gostek, S; Hoffmann, J; Kraus, T; Preisinger, C; Quinete, N; Schettgen, T; Vasko, T; Ziegler, P, 2018)	0.48

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay ID	Title	Year	Journal	Article
AID23673	Partition coefficient (logP)	2002	Bioorganic & medicinal chemistry letters, Apr-08, Volume: 12, Issue:7	Novel estimation of lipophilic behaviour of polychlorinated biphenyls.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (49)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (2.04)	18.7374
1990's	3 (6.12)	18.2507
2000's	17 (34.69)	29.6817
2010's	24 (48.98)	24.3611
2020's	4 (8.16)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.00

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.

Metric	This Compound (vs All)
Research Demand Index	22.00 (24.57)
Research Supply Index	3.91 (2.92)
Research Growth Index	5.35 (4.65)
Search Engine Demand Index	17.79 (26.88)
Search Engine Supply Index	2.00 (0.95)

This Compound (22.00)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	1 (2.04%)	4.05%
Observational	0 (0.00%)	0.25%
Other	48 (97.96%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
hexachlorocyclohexane Lindane: An organochlorine insecticide made up of greater than 99% gamma-Hexachlorocyclohexane. It has been used as a pediculicide and scabicide, and shown to cause cancer.. beta-hexachlorocyclohexane : The beta-isomer of hexachlorocyclohexane.	3.01	4	chlorocyclohexane
pentachlorophenol PENTA: structure given in first source	2.02	1	aromatic fungicide; chlorophenol; organochlorine pesticide; pentachlorobenzenes	human xenobiotic metabolite
uracil 2,4-dihydroxypyrimidine: a urinary biomarker for bipolar disorder	2.03	1	pyrimidine nucleobase; pyrimidone	allergen; Daphnia magna metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; prodrug; Saccharomyces cerevisiae metabolite
uric acid Uric Acid: An oxidation product, via XANTHINE OXIDASE, of oxypurines such as XANTHINE and HYPOXANTHINE. It is the final oxidation product of purine catabolism in humans and primates, whereas in most other mammals URATE OXIDASE further oxidizes it to ALLANTOIN.. uric acid : An oxopurine that is the final oxidation product of purine metabolism.. 6-hydroxy-1H-purine-2,8(7H,9H)-dione : A tautomer of uric acid having oxo groups at C-2 and C-8 and a hydroxy group at C-6.. 7,9-dihydro-1H-purine-2,6,8(3H)-trione : An oxopurine in which the purine ring is substituted by oxo groups at positions 2, 6, and 8.	2.03	1	uric acid	Escherichia coli metabolite; human metabolite; mouse metabolite
caffeine [no description available]	2.03	1	purine alkaloid; trimethylxanthine	adenosine A2A receptor antagonist; adenosine receptor antagonist; adjuvant; central nervous system stimulant; diuretic; EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor; EC 3.1.4.* (phosphoric diester hydrolase) inhibitor; environmental contaminant; food additive; fungal metabolite; geroprotector; human blood serum metabolite; mouse metabolite; mutagen; plant metabolite; psychotropic drug; ryanodine receptor agonist; xenobiotic
dichlorodiphenyl dichloroethylene Dichlorodiphenyl Dichloroethylene: An organochlorine pesticide, it is the ethylene metabolite of DDT.	2.81	3	chlorophenylethylene; monochlorobenzenes	human xenobiotic metabolite; persistent organic pollutant
ddt 1,1-bis(p-chlorophenyl)-2,2,2-trichloroethane: structure in first source	3	4	benzenoid aromatic compound; chlorophenylethane; monochlorobenzenes; organochlorine insecticide	bridged diphenyl acaricide; carcinogenic agent; endocrine disruptor; persistent organic pollutant
endosulfan Endosulfan: A polychlorinated compound used for controlling a variety of insects. It is practically water-insoluble, but readily adheres to clay particles and persists in soil and water for several years. Its mode of action involves repetitive nerve-discharges positively correlated to increase in temperature. This compound is extremely toxic to most fish. (From Comp Biochem Physiol (C) 1993 Jul;105(3):347-61). endosulfan : A cyclic sulfite ester that is 1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepine 3-oxide substituted by chloro groups at positions 6, 7, 8, 9, 10 and 10.	2.15	1	cyclic sulfite ester; cyclodiene organochlorine insecticide	acaricide; agrochemical; GABA-gated chloride channel antagonist; persistent organic pollutant
heptachlor Heptachlor: A man-made compound previously used to control termites and other insects. Even though production of heptachlor was phased out of use in the United States during the late 1980's it remains in soil and hazardous waste sites. It is clearly toxic to animals and humans but, the International Agency for Research on Cancer (IARC) has determined that heptachlor is not classifiable as to its carcinogenicity to humans. (From ATSDR Public Heath Statement, April 1989). heptachlor : A cyclodiene organochlorine insecticide that is 3a,4,7,7a-tetrahydro-1H-4,7-methanoindene substituted by chlorine atoms at positions 1, 4, 5, 6, 7, 8 and 8. Formerly used to kill termites, ants and other insects in agricultural and domestic situations.	2.11	1	cyclodiene organochlorine insecticide	agrochemical; antibacterial agent; antifungal agent; GABA-gated chloride channel antagonist; persistent organic pollutant
thyroxine Thyroxine: The major hormone derived from the thyroid gland. Thyroxine is synthesized via the iodination of tyrosines (MONOIODOTYROSINE) and the coupling of iodotyrosines (DIIODOTYROSINE) in the THYROGLOBULIN. Thyroxine is released from thyroglobulin by proteolysis and secreted into the blood. Thyroxine is peripherally deiodinated to form TRIIODOTHYRONINE which exerts a broad spectrum of stimulatory effects on cell metabolism.. thyroxine : An iodothyronine compound having iodo substituents at the 3-, 3'-, 5- and 5'-positions.	2.94	4	2-halophenol; iodophenol; L-phenylalanine derivative; non-proteinogenic L-alpha-amino acid; thyroxine zwitterion; thyroxine	antithyroid drug; human metabolite; mouse metabolite; thyroid hormone
triiodothyronine Triiodothyronine: A T3 thyroid hormone normally synthesized and secreted by the thyroid gland in much smaller quantities than thyroxine (T4). Most T3 is derived from peripheral monodeiodination of T4 at the 5' position of the outer ring of the iodothyronine nucleus. The hormone finally delivered and used by the tissues is mainly T3.. 3,3',5-triiodo-L-thyronine : An iodothyronine compound having iodo substituents at the 3-, 3'- and 5-positions. Although some is produced in the thyroid, most of the 3,3',5-triiodo-L-thyronine in the body is generated by mono-deiodination of L-thyroxine in the peripheral tissues. Its metabolic activity is about 3 to 5 times that of L-thyroxine. The sodium salt is used in the treatment of hypothyroidism.	2.01	1	2-halophenol; amino acid zwitterion; iodophenol; iodothyronine	human metabolite; mouse metabolite; thyroid hormone
diethylnitrosamine Diethylnitrosamine: A nitrosamine derivative with alkylating, carcinogenic, and mutagenic properties.. N-nitrosodiethylamine : A nitrosamine that is N-ethylethanamine substituted by a nitroso group at the N-atom.	2.03	1	nitrosamine	carcinogenic agent; hepatotoxic agent; mutagen
diphenyl diphenyl: RN given refers to unlabeled cpd; structure	2.46	2	aromatic fungicide; benzenes; biphenyls	antifungal agrochemical; antimicrobial food preservative
phenylisothiocyanate phenylisothiocyanate: structure. phenyl isothiocyanate : An isothiocyanate having a phenyl group attached to the nitrogen; used for amino acid sequencing in the Edman degradation.	2.06	1	isothiocyanate	allergen; reagent
hexachlorobenzene Hexachlorobenzene: An agricultural fungicide and seed treatment agent.. hexachlorobenzene : A member of the class of chlorobenzenes that is benzene in which all of the hydrogens are replaced by chlorines. An agricultural fungicide introduced in the mid-1940s and formerly used as a seed treatment, its use has been banned since 1984 under the Stockholm Convention on Persistent Organic Pollutants.	2.46	2	aromatic fungicide; chlorobenzenes	antifungal agrochemical; carcinogenic agent; persistent organic pollutant
malondialdehyde Malondialdehyde: The dialdehyde of malonic acid.. malonaldehyde : A dialdehyde that is propane substituted by two oxo groups at the terminal carbon atoms respectively. A biomarker of oxidative damage to lipids caused by smoking, it exists in vivo mainly in the enol form.	2.11	1	dialdehyde	biomarker
heptachlor epoxide Heptachlor Epoxide: An oxidation product of HEPTACHLOR formed by many plants and animals, including humans, after exposure to HEPTACHLOR. It has been shown to remain in soil treated with HEPTACHLOR for over fifteen years and is toxic to animals and humans. (From ATSDR Public Heath Statement, April 1989)	2.11	1	oxanes
3,3'-dichlorobiphenyl [no description available]	1.97	1
4,4'-dichlorobiphenyl 4,4'-dichlorobiphenyl : A dichlorobiphenyl carrying chloro groups at positions 4 and 4' respectively.	2.01	1	dichlorobiphenyl; monochlorobenzenes
decachlorobiphenyl decachlorobiphenyl: structure. decachlorobiphenyl : A polychlorobiphenyl that is biphenyl in which all of the hydrogens are replaced by chlorines.	2.01	1	pentachlorobenzenes; polychlorobiphenyl
4-chlorobiphenyl 4-chlorobiphenyl : A monochlorobiphenyl carrying a chloro substituent at position 4.	2.01	1	monochlorobiphenyl
2,4,4'-trichlorobiphenyl [no description available]	3.78	10
palladium Palladium: A chemical element having an atomic weight of 106.4, atomic number of 46, and the symbol Pd. It is a white, ductile metal resembling platinum, and following it in abundance and importance of applications. It is used in dentistry in the form of gold, silver, and copper alloys.. palladium : Chemical element (nickel group element atom) with atomic number 46.	2.45	2	metal allergen; nickel group element atom; platinum group metal atom
titanium Titanium: A dark-gray, metallic element of widespread distribution but occurring in small amounts with atomic number, 22, atomic weight, 47.867 and symbol, Ti; specific gravity, 4.5; used for fixation of fractures.	2.13	1	titanium group element atom
cadmium Cadmium: An element with atomic symbol Cd, atomic number 48, and atomic weight 112.41. It is a metal and ingestion will lead to CADMIUM POISONING.. elemental cadmium : An element in the zinc group of the periodic table with atomic number 48, atomic mass 112, M.P. 321degreeC, and B.P. 765degreeC). An odourless, tasteless, and highly poisonous soft, ductile, lustrous metal with electropositive properties. It has eight stable isotopes: (106)Cd, (108)Cd,(110)Cd, (111)Cd, (112)Cd, (113)Cd, (114)Cd and (116)Cd, with (112)Cd and (114)Cd being the most common.	2.05	1	cadmium molecular entity; zinc group element atom
2,2'-dichlorobiphenyl [no description available]	2.01	1
titanium dioxide titanium dioxide: used medically as protectant against externally caused irritation & sunlight; high concentrations of dust may cause irritation to respiratory tract; RN given refers to titanium oxide (TiO2); structure. titanium dioxide : A titanium oxide with the formula TiO2. A naturally occurring oxide sourced from ilmenite, rutile and anatase, it has a wide range of applications.	2.13	1	titanium oxides	food colouring
pcb 118 [no description available]	3.56	8	dichlorobenzene; pentachlorobiphenyl; trichlorobenzene
3,4,3',4'-tetrachlorobiphenyl 3,4,3',4'-tetrachlorobiphenyl: RN given refers to parent cpd. 3,3',4,4'-tetrachlorobiphenyl : A tetrachlorobiphenyl that is biphenyl in which the hydrogens at position 3 and 4 on each phenyl group are replaced by chlorines.	2.4	2	dichlorobenzene; tetrachlorobiphenyl
3,4,5,3',4',5'-hexachlorobiphenyl [no description available]	2.42	2	hexachlorobiphenyl; trichlorobenzene
2,3,4,5-tetrachlorobiphenyl tetrachlorobiphenyl : Any polychlorobiphenyl with molecular formula C12H6Cl4.	2.01	1	tetrachlorobenzene; tetrachlorobiphenyl
2,4,5,2',4',5'-hexachlorobiphenyl [no description available]	4.15	15	hexachlorobiphenyl
2,2',3',4,4',5-hexachlorobiphenyl [no description available]	3.44	7	polychlorobiphenyl
pcb 180 PCB 180: C12-H3-Cl7	3.17	5	polychlorobiphenyl
2,5,2',5'-tetrachlorobiphenyl 2,2',5,5'-tetrachlorobiphenyl : A tetrachlorobiphenyl that is biphenyl in which the hydrogens at the 2 and 5 position of each benzene ring are replaced by chlorines.	3.44	7	dichlorobenzene; tetrachlorobiphenyl
2,2',5-trichlorobiphenyl [no description available]	2.01	1
2,2',3,5',6-pentachlorobiphenyl [no description available]	2.42	2
cb 149 2,2',3,4',5',6-hexachlorobiphenyl: structure in first source	2	1
2,3,4,2',3',4'-hexachlorobiphenyl [no description available]	2.06	1
chlorodiphenyl (54% chlorine) Chlorodiphenyl (54% Chlorine): A mixture of polychlorinated biphenyls that induces hepatic microsomal UDP-glucuronyl transferase activity towards thyroxine.. Aroclor 1254 : A mixture of polychlorobiphenyls of unspecified composition, containing 54% chlorine (X = Cl or H).	2.02	1
2,3,4,4'5-pentachlorobiphenyl [no description available]	2.06	1	monochlorobenzenes; pentachlorobiphenyl; tetrachlorobenzene
3,4,5,3',4'-pentachlorobiphenyl 3,3',4,4',5-pentachlorobiphenyl : A pentachlorobiphenyl in which the chlorines are located at the 3, 4, 5, 3', and 4' positions.	2.5	2	pentachlorobiphenyl; trichlorobenzene
1-methyluric acid 1-methyluric acid : An oxopurine that is 7,9-dihydro-1H-purine-2,6,8(3H)-trione substituted by a methyl group at N-1. It is one of the metabolites of caffeine found in human urine.	2.03	1	oxopurine	human xenobiotic metabolite; mouse metabolite
1-methylxanthine 1-methylxanthine: urinary metabolite of caffeine. 1-methylxanthine : A monomethylxanthine having the methyl group located at the 1-position. It is a metabolite of caffeine in humans.. 1-methyl-7H-xanthine : A 1-methylxanthine tautomer where the imidazole proton is located at the 7-position.	2.03	1	1-methylxanthine	mouse metabolite
1,7-dimethyluric acid 1,7-dimethyluric acid: urinary metabolite of caffeine. 1,7-dimethyluric acid : An oxopurine that is 7,9-dihydro-1H-purine-2,6,8(3H)-trione substituted by methyl groups at N-1 and N-7. It is a metabolite of caffeine and is often found in human urine samples.	2.03	1	oxopurine	human xenobiotic metabolite; mouse metabolite
1-hexadecyl-2-acetyl-glycero-3-phosphocholine Platelet Activating Factor: A phospholipid derivative formed by PLATELETS; BASOPHILS; NEUTROPHILS; MONOCYTES; and MACROPHAGES. It is a potent platelet aggregating agent and inducer of systemic anaphylactic symptoms, including HYPOTENSION; THROMBOCYTOPENIA; NEUTROPENIA; and BRONCHOCONSTRICTION.. 2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine : A 2-acetyl-1-alkyl-sn-glycero-3-phosphocholine betaine which has hexadecyl as the alkyl group. PAF is a potent phospholipid activator and mediator of many leukocyte functions, including platelet aggregation, inflammation, and anaphylaxis.	1.97	1	2-acetyl-1-alkyl-sn-glycero-3-phosphocholine	antihypertensive agent; beta-adrenergic antagonist; bronchoconstrictor agent; hematologic agent; vasodilator agent
5-acetylamino-6-formylamino-3-methyluracil 5-acetylamino-6-formylamino-3-methyluracil: metabolite of caffeine	2.03	1	formamidopyrimidine	mouse metabolite
methylsulfonylpentachlorobenzene methylsulfonylpentachlorobenzene: hexachlorobenzene metabolite	2.02	1
benzofurans Benzofurans: Compounds that contain a BENZENE ring fused to a furan ring.	2.1	1
12-hydroxy-5,8,10,14-eicosatetraenoic acid 12-Hydroxy-5,8,10,14-eicosatetraenoic Acid: A lipoxygenase metabolite of ARACHIDONIC ACID. It is a highly selective ligand used to label mu-opioid receptors in both membranes and tissue sections. The 12-S-HETE analog has been reported to augment tumor cell metastatic potential through activation of protein kinase C. (J Pharmacol Exp Ther 1995; 274(3):1545-51; J Natl Cancer Inst 1994; 86(15):1145-51)	1.97	1
aluminum oxide Aluminum Oxide: An oxide of aluminum, occurring in nature as various minerals such as bauxite, corundum, etc. It is used as an adsorbent, desiccating agent, and catalyst, and in the manufacture of dental cements and refractories.	2.06	1

Condition	Relationship Strength	Studies
Diabetes Mellitus A heterogeneous group of disorders characterized by HYPERGLYCEMIA and GLUCOSE INTOLERANCE.	2.6	1
Breast Cancer [description not available]	2.49	2
Breast Neoplasms Tumors or cancer of the human BREAST.	2.49	2
Hormone-Dependent Neoplasms [description not available]	2.04	1
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	2.06	1
Delayed Effects, Prenatal Exposure [description not available]	2.07	1
Pregnancy The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.	2.07	1
Body Weight The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.	2.01	1

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