Aroclor 1260 (CED0000010)

Record Information

Version

1.0

Creation Date

2009-03-06 18:57:55 UTC

Update Date

2026-08-18 21:11:56 UTC

Accession Number

CHEM000012

Identification

Common Name

Aroclor 1260

Class

Small Molecule

Description

Aroclor 1260 is an exogenous organic compound with the formula C12H4Cl6 and an average molecular weight of 360.88 g/mol. It exists as a solid at room temperature. Aroclor 1260 belongs to the biphenyls and derivatives, a subclass of benzene and substituted derivatives within the organic compounds. This compound is recorded as being released from or found in electrical and electronic equipment, specifically electric switches. Aroclor 1260 interacts with several protein targets to produce various biological effects. 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 those in 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. The compound bioaccumulates by binding to receptor proteins such as uteroglobin (SCGB1A1). Finally, the inhibition of tyrosine 3-monooxygenase (TH) and aromatic-L-amino-acid decarboxylase (DDC) by this compound is believed to cause decreased dopamine synthesis.

Contaminant Type

Aromatic Hydrocarbon
Coolant
Industrial/Workplace Toxin
Organic Compound
Organochloride
Plasticizer
Pollutant
Polychlorinated Biphenyl
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2,3,4,2',3',4'-Hexachlorobiphenyl	MeSH
PCB 128	MeSH
2,2',3,3',4,4'-Hexachlorobiphenyl	MeSH

Chemical Formula

C₁₂H₄Cl₆

Average Molecular Mass

360.878 g/mol

Monoisotopic Mass

357.844 g/mol

CAS Registry Number

11096-82-5

IUPAC Name

1,2,3-trichloro-4-(2,3,4-trichlorophenyl)benzene

Traditional Name

1,2,3-trichloro-4-(2,3,4-trichlorophenyl)benzene

SMILES

ClC1=CC=C(C(Cl)=C1Cl)C1=CC=C(Cl)C(Cl)=C1Cl

InChI Identifier

InChI=1S/C12H4Cl6/c13-7-3-1-5(9(15)11(7)17)6-2-4-8(14)12(18)10(6)16/h1-4H

InChI Key

BTAGRXWGMYTPBY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as polychlorinated biphenyls. These are organic compounds containing at least two chlorine atoms attached to either benzene ring of the biphenyl moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Polychlorinated biphenyls

Alternative Parents

Substituents

Polychlorinated biphenyl
Halobenzene
Chlorobenzene
Aryl halide
Aryl chloride
Hydrocarbon derivative
Organochloride
Organohalogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Extracellular
Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Solid

Appearance

Oily liquids or solids that are colorless to light yellow.

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	385-420 °C
Solubility	1.44e-05 mg/mL at 20 °C [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; 3.5e-07 mg/mL at 25°C [YALKOWSKY,SH & DANNENFELSER,RM (1992)]

Predicted Properties

Property	Value	Source
Water Solubility	1.7e-06 g/L	ALOGPS
logP	7.27	ALOGPS
logP	7.24	ChemAxon
logS	-8.3	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	80.02 m³·mol⁻¹	ChemAxon
Polarizability	30.94 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0bt9-1029000000-89946dcb77e31e5c3ac8	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0009000000-3e96bb807e05d62b0364	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0009000000-3e96bb807e05d62b0364	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0009000000-b8a47cb8cf09dbabd74a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0009000000-de7fa2cf96f860e0f902	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0009000000-de7fa2cf96f860e0f902	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0009000000-3b587e117797ae6af1fc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0009000000-df7a45438bba66dda221	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0009000000-df7a45438bba66dda221	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0009000000-df7a45438bba66dda221	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0009000000-78bafa0445818d9cc4ba	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0009000000-78bafa0445818d9cc4ba	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-1039000000-314f3dfd02c2e21b9663	Not Available	View Spectrum
MS	MS Spectrum	splash10-08fv-3945000000-c61d821385d646492d65	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

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. (1, 2, 5, 6)

Carcinogenicity (IARC Classification)

1, carcinogenic to humans. (9)

Minimum Risk Level

Intermediate Oral: 0.03 ug/kg/day (8)

Symptoms

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. (1)

Treatment

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. (7)

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
1315.0	mg/kg	Not Available	Rat	LD50	Oral	experimental	T14
880.0	mg/kg	Not Available	Mouse	LD50	Intraperitoneal	experimental	T14

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
517	Electric Switches	Electrical & Electronic Equipment	Not Available

Pathways

1 pathway

Apoptosis

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Protein phosphatase 1 regulatory subunit 15A	O75807	Humans	Predicted (SEA)	13.7015
Click to view 3D structure	Protein phosphatase 1 regulatory subunit 15B	Q5SWA1	Humans	Predicted (SEA)	13.7015
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	4428.61
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	5688.29
Click to view 3D structure	Alpha-2A adrenergic receptor	P22909	Rattus norvegicus	Predicted (SEA)	984.715
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	6833.84
Click to view 3D structure	Aryl hydrocarbon receptor	P35869	Humans	Predicted (SEA)	738.011
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	5788.32
Click to view 3D structure	Cytochrome P450 1A2	P05177	Humans	Predicted (SEA)	6960.58
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	6366.2
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	4206.19
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	4694.0
Click to view 3D structure	Alkaline phosphatase, tissue-nonspecific isozyme	P05186	Humans	Predicted (SEA)	917.531
Click to view 3D structure	Mitogen-activated protein kinase 1	P28482	Humans	Predicted (SEA)	6642.48
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	7446.2
Click to view 3D structure	Kynurenine 3-monooxygenase	P38169	Saccharomyces cerevisiae (strain ATCC 204508 / S288c) (Baker's yeast)	Predicted (SEA)	107.977
Click to view 3D structure	5-hydroxytryptamine receptor 7	P34969	Humans	Predicted (SEA)	6034.25
Click to view 3D structure	5-hydroxytryptamine receptor 1D	P28221	Humans	Predicted (SEA)	5607.01
Click to view 3D structure	5-hydroxytryptamine receptor 5A	P47898	Humans	Predicted (SEA)	4487.31
Click to view 3D structure	Mitogen-activated protein kinase 14	Q16539	Humans	Predicted (SEA)	6762.06
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	6826.36
Click to view 3D structure	Sodium-dependent serotonin transporter	P31652	Rattus norvegicus	Predicted (SEA)	4438.65
Click to view 3D structure	5-hydroxytryptamine receptor 3A	P46098	Humans	Predicted (SEA)	4742.5
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	6505.39
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	6179.75
Click to view 3D structure	Estrogen receptor	P03372	Humans	Known	Causes endocrine disruption in humans by binding to and inhibiting the estrogen receptor. (A590)
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Known	Causes endocrine disruption in humans by binding to and inhibiting the estrogen receptor. (A590)
Click to view 3D structure	Sulfotransferase 1E1	P49888	Humans	Known	PCBs can cause endocrine disurption by binding to estrogen sulfotransferase, which can stimulate the growth of certain cancer cells and produce other estrogenic effects, such as reproductive dysfunction. (A3, A66)
Click to view 3D structure	Aromatic-L-amino-acid decarboxylase	P20711	Humans	Known	PCB inhibition of aromatic-L-amino-acid decarboxylase is believed to cause decreased dopamine synthesis. (L4)
Click to view 3D structure	Aryl hydrocarbon receptor	P35869	Humans	Known	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. (A4)
Click to view 3D structure	Tyrosine 3-monooxygenase	P07101	Humans	Known	PCB inhibition of tyrosine 3-monooxygenase is believed to cause decreased dopamine synthesis. (L4)
Click to view 3D structure	Uteroglobin	P11684	Humans	Known	PCBs will bioaccumulate by binding to receptor proteins such as uteroglobin. (A30)