526 2,2',3,3',6,6'-Hexachlorobiphenyl 2,2',3,3',6,6'-Hexachlorobiphenyl belongs to the biphenyls and derivatives, a subclass of benzene and substituted derivatives within the organic compounds. This exogenous compound has the formula C12H4Cl6 and an average molecular weight of 360.88 g/mol. It exists as a solid at room temperature and has been used in low-density polyethylene and high-density polyethylene. It is found in or released from electrical and electronic equipment relays. The compound interacts with several protein targets. It binds to the aryl hydrocarbon receptor (AHR), which disrupts cell function by altering gene transcription and inducing the expression of hepatic Phase I and Phase II enzymes, particularly the cytochrome P450 family. It causes endocrine disruption in humans by binding to and inhibiting the estrogen receptor (ESR1) and estrogen receptor beta (ESR2). Additionally, binding to estrogen sulfotransferase (SULT1E1) can produce estrogenic effects, such as reproductive dysfunction, and stimulate the growth of certain cancer cells. Inhibition of tyrosine 3-monooxygenase (TH) and aromatic-L-amino-acid decarboxylase (DDC) is believed to cause decreased dopamine synthesis. Finally, 2,2',3,3',6,6'-Hexachlorobiphenyl will bioaccumulate by binding to receptor proteins such as uteroglobin (SCGB1A1). 38411-22-2 38024 C12H4Cl6 357.844420 Oily liquids or solids that are colorless to light yellow. 4.51e-06 mg/mL at 25°C [YALKOWSKY,SH & DANNENFELSER,RM (1992)] Oral (L4) ; inhalation (L4) ; dermal (L4) The mechanism of action varies with the specific PCB. Dioxin-like PCBs bind to the aryl hydrocarbon receptor, which disrupts cell function by altering the transcription of genes, mainly be inducing the expression of hepatic Phase I and Phase II enzymes, especially of the cytochrome P450 family. Most of the toxic effects of PCBs are believed to be results of Ah receptor binding. Other PBCs are believed to interfere with calcium channels and/or change brain dopamine levels. PCBs can also cause endocrine disurption by altering the production of thyroid hormones and binding to estrogen receptors, which can stimulate the growth of certain cancer cells and produce other estrogenic effects, such as reproductive dysfunction. They will bioaccumulate by binding to receptor proteins such as uteroglobin. (A3, A4, A30, A66) PCBs are absorbed via inhalation, oral, and dermal routes of exposure. They are trasported in the blood, often bound to albumin. Due to their lipophilic nature they tend to accumulate in lipid-rich tissues, such as the liver, adipose, and skin. Metabolism of PCBs is very slow and varies based on the degree and position of chlorination. PCBs are metabolized by the microsomal monooxygenase system catalyzed by cytochrome P-450 enzymes to polar metabolites that can undergo conjugation with glutathione and glucuronic acid. The major metabolites are hydroxylated products which are excreted in the bile and faeces. The slow metabolism of PCBs means they tend to accumulate in body tissues. (L4, T6) LD50: 1010 mg/kg (Oral, Rat) (T14) LD50: 880 mg/kg (Intraperitoneal, Mouse) (T14) 1, carcinogenic to humans. (L135) PCBs were used as coolants and lubricants in transformers, capacitors, and other electrical devices (such as fluorescent lights and refridgerators) produced before 1977. PCBs may contaminate the air and water near hazardous waste sites. In addition, PCBs bioaccumulate in the environment and may be found in fish, meat, and dairy products. (L4) Intermediate Oral: 0.03 ug/kg/day (L134) The most common health effects of PCBs are skin conditions such as chloracne and rashes. Chronic PCB exposure has also been shown to cause liver, stomach and kidney, damage, jaundice, edema, anemia, changes in the immune system, behavioral alterations, and impaired reproduction. (L4) Chronic PCB exposure results in symptoms such as abdominal pain, nausea, vomiting, diarrhea, headache, dizziness, depression, nervousness, dermal and ocular lesions, fatigue, irregular menstrual cycles and a lowered immune response. (A3) There are no specific treatments for PCB poisoning, since it is not usually recognized until after substantial chronic exposure. Only preventing further exposure and treating the observed symptoms can be done. Acute inhalation can be treated by administering oxygen. (L4) 2009-03-06T18:59:00Z 2026-08-18T21:11:45Z Cytochrome P450 1A1 (P04798) Cytochrome P450 1A2 (P05177) Cytochrome P450 2B6 (P20813) Serum albumin (P02768) (L4) C14369 34199 CPD-946 C010498 2,2',3,3',6,6'-Hexachlorobiphenyl true Cytochrome P450 1A1 (P04798) Cytochrome P450 1A2 (P05177) Cytochrome P450 2B6 (P20813) (L4) Serum albumin (P02768) (L4) ClC1=CC=C(Cl)C(=C1Cl)C1=C(Cl)C=CC(Cl)=C1Cl C12H4Cl6 InChI=1S/C12H4Cl6/c13-5-1-3-7(15)11(17)9(5)10-6(14)2-4-8(16)12(10)18/h1-4H FZFUUSROAHKTTF-UHFFFAOYSA-N 360.878 357.84441637 Exogenous Solid 7.1 34859 CHEM000467 DTXSID6073499 NS00005162 1,2,4-trichloro-3-(2,3,6-trichlorophenyl)benzene 0 80.023 30.224691783625133 0 0 0 0 2 7.28 -8.29 1.83e-06 g/l Organic compounds Benzenoids Benzene and substituted derivatives Biphenyls and derivatives 27 CED0016392 FZFUUSROAHKTTF-UHFFFAOYSA-N 2000000000000000000000000000000000000000000000000400000010400000000000000002000000000000000000000000000000000000000000100000000000000000000000000000000000000000010000000000000000000000000000000000000000000000000000000000000000400000000000000000000000000080000000000000000000000000000000000000000000000000000000000000000000000000010000000000000001200000000000000000000000000000040000000000000000000000000000000000000000000 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 776t3gAAAAAQAAAAAwAAAAAAAAASAAAAEwAAAIABEQAgAAAAAQZAKAAAAAME BkBoAAAAAwMBBkBoAAAAAwMBBkAoAAAAAwQRACAAAAABBkAoAAAAAwQGQCgA AAADBBEAIAAAAAEGQCgAAAADBAZAKAAAAAMEEQAgAAAAAQZAaAAAAAMDAQZA aAAAAAMDAQZAKAAAAAMEEQAgAAAAAQZAKAAAAAMEEQAgAAAAAQsAAQABAmgM AgNoDAMEaAwEBQAEBmgMBgdoDAcIAAYJIAkKaAwKCwAKDGgMDA1oDA0OaAwO DwAOEGgMEBEABwFoDBAJaAxCAgAAAAYBBwYEAwIGCgwNDhAJFwQAAAAAAAAA Fg== 2026-09-19T03:59:43Z