PCB-183 (Compound)

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ID	1125
Name	PCB-183
Synonyms	2,2',3,4,4',5',6-Heptachlorobiphenyl
Structure	MOL SDF PDB SMILES InChI Structure for EE001125 (PCB-183) 3D Structure for EE001125 (PCB-183) Mrv0541 02241204292D 19 20 0 0 0 0 999 V2000 0.7145 -0.4125 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.7145 -1.2375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4289 -1.6500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4289 -2.4750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1434 -2.8875 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.7145 -2.8875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.4750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7145 -1.2375 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.7145 -3.7125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4289 -4.1250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1434 -3.7125 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.4289 -4.9500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7145 -5.3625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7145 -6.1875 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.9500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7145 -5.3625 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.1250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7145 -3.7125 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 4 6 2 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 2 8 1 0 0 0 0 8 9 1 0 0 0 0 6 10 1 0 0 0 0 10 11 2 0 0 0 0 11 12 1 0 0 0 0 11 13 1 0 0 0 0 13 14 2 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 16 17 1 0 0 0 0 16 18 2 0 0 0 0 10 18 1 0 0 0 0 18 19 1 0 0 0 0 M END > <DATABASE_ID> EE001125 > <DATABASE_NAME> ExposomeExplorer > <SMILES> ClC1=CC(Cl)=C(C=C1Cl)C1=C(Cl)C=C(Cl)C(Cl)=C1Cl > <INCHI_IDENTIFIER> InChI=1S/C12H3Cl7/c13-5-2-7(15)6(14)1-4(5)10-8(16)3-9(17)11(18)12(10)19/h1-3H > <INCHI_KEY> KQBFUDNJKCZEDQ-UHFFFAOYSA-N > <FORMULA> C12H3Cl7 > <MOLECULAR_WEIGHT> 395.323 > <EXACT_MASS> 391.805444045 > <JCHEM_ACCEPTOR_COUNT> 0 > <JCHEM_AVERAGE_POLARIZABILITY> 33.03155385083233 > <JCHEM_BIOAVAILABILITY> 1 > <JCHEM_DONOR_COUNT> 0 > <JCHEM_FORMAL_CHARGE> 0 > <JCHEM_GHOSE_FILTER> 0 > <JCHEM_IUPAC> 1,2,3,5-tetrachloro-4-(2,4,5-trichlorophenyl)benzene > <ALOGPS_LOGP> 7.69 > <JCHEM_LOGP> 7.848783912333333 > <ALOGPS_LOGS> -8.77 > <JCHEM_MDDR_LIKE_RULE> 0 > <JCHEM_NUMBER_OF_RINGS> 2 > <JCHEM_PHYSIOLOGICAL_CHARGE> 0 > <JCHEM_POLAR_SURFACE_AREA> 0 > <JCHEM_REFRACTIVITY> 84.8278 > <JCHEM_ROTATABLE_BOND_COUNT> 0 > <JCHEM_RULE_OF_FIVE> 0 > <ALOGPS_SOLUBILITY> 6.77e-07 g/l > <JCHEM_TRADITIONAL_IUPAC> 1,2,3,5-tetrachloro-4-(2,4,5-trichlorophenyl)benzene > <JCHEM_VEBER_RULE> 1 $$$$
Description
Classification	Compounds > Pollution > Air and water pollutants > Polychlorinated biphenyls (PCB)
CAS number	52663-69-1
PubChem ID	40476
ChEBI ID
FooDB ID
HMDB ID

Chemical data

MolDBi data

IUPAC Name	1,2,3,5-tetrachloro-4-(2,4,5-trichlorophenyl)benzene
Traditional IUPAC Name	1,2,3,5-tetrachloro-4-(2,4,5-trichlorophenyl)benzene
Formula	C12H3Cl7
InChI	InChI=1S/C12H3Cl7/c13-5-2-7(15)6(14)1-4(5)10-8(16)3-9(17)11(18)12(10)19/h1-3H
InChI Key	KQBFUDNJKCZEDQ-UHFFFAOYSA-N
Molecular weight	395.323
Exact mass	391.805444045
SMILES	ClC1=CC(Cl)=C(C=C1Cl)C1=C(Cl)C=C(Cl)C(Cl)=C1Cl

ClassyFire 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	Chlorobenzenes Aryl chlorides Organochlorides Hydrocarbon derivatives

Publications with PCB-183

Title	First author	Year
Concentrations of polychlorinated dibenzo-p-dioxins, polychlorinated dibenzofurans, and polychlorinated biphenyls in blood and breast milk collected from pregnant women in Sapporo City, Japan	Todaka	2011
Relationship between the concentrations of polychlorinated dibenzo-p-dioxins, polychlorinated dibenzofurans, and polychlorinated biphenyls in maternal blood and those in breast milk	Todaka	2010
Plasma concentrations of selected organobromine compounds and polychlorinated biphenyls in postmenopausal women of Québec, Canada	Sandanger	2007
Distribution of polybrominated diphenyl ethers (PBDEs) and other persistent organic pollutants in human serum from Greece	Kalantzi	2011
Assessment of the levels of persistent organic pollutants and 1-hydroxypyrene in blood and urine samples from Mexican children living in an endemic malaria area in Mexico	Trejo-Acevedo	2012
Blood pressure in relation to concentrations of PCB congeners and chlorinated pesticides	Goncharov	2011
Associations between prenatal exposure to polychlorinated biphenyls and neonatal thyroid-stimulating hormone levels in a Mexican-American population, Salinas Valley, California	Chevrier	2007
Breast adipose tissue concentrations of polychlorinated biphenyls and other organochlorines and breast cancer risk	Aronson	2000
Assessment of exposure to polychlorinated biphenyls: analysis of selected isomers in blood and adipose tissue	Luotamo	1991
Exposure to polychlorinated biphenyl (PCB) congeners measured shortly after giving birth and subsequent risk of maternal breast cancer before age 50	Cohn	2012
Distribution of PCBs, their hydroxylated metabolites, and other phenolic contaminants in human serum from two European countries	Dirtu	2010
Concentrations of polychlorinated biphenyls in blood of Yusho patients over 35 years after the incident	Todaka	2009
Distribution of organochlorine pesticides (OCPs) and polychlorinated biphenyls (PCBs) in human serum from urban areas in Korea	Kang	2008
Effects of exposure to polychlorinated biphenyls and organochlorine pesticides on thyroid function during pregnancy	Chevrier	2008
Congener-specific approach to human PCB concentrations by serum analysis	Park	2007
High serum PCBs are associated with elevation of serum lipids and cardiovascular disease in a Native American population	Goncharov	2008
Dioxin-like and non-dioxin-like PCBs in human serum of Slovak population	Jursa	2006
Concentrations of polybrominated diphenyl ethers, polychlonnated biphenyls, and polychlorobiphenylols in serum from pregnant Faroese women and their children 7 years later	Fangstrom	2005
Concentrations of polychlorinated biphenyls in blood and the risk for testicular cancer	Hardell	2004
Human exposure to polychlorinated biphenyls in a residential community	Orloff	2003
Congener-specific analysis of polychlorinated biphenyl in human blood from Japanese	Hirai	2005
Distribution of polychlorinated biphenyls, organochlorine pesticides and polybrominated diphenyl ethers in human umbilical cord serum, maternal serum and milk from Wielkopolska region, Poland	Jaraczewska	2006

Biomarker data

Measurements of PCB-183 in biospecimens

Concentration values

ID	Parent ID	Depth	Subject group	Population	Country	Cohort	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Measurement size	Detected (nb)	Detected (%)	Detected only?	Arithmethic mean	Arithmethic SD	Geometric mean	Geometric SD	Min	Min (detected)	Percentile_05	Percentile_10	Percentile_25	Median	Percentile_75	Percentile_90	Percentile_95	Max	Interquartile range	Mean 95% CI lower	Mean 95% CI upper	GMean 95% CI lower	GMean 95% CI upper	Unit	Converted arithmetic mean	Converted geometric mean	Converted median	Converted unit	Adjustment type	Adjusted on	Regressed on	Expressed as	Publication

Reproducibility values

ID	Excretion ID	Subject group	Population	Country	Cohort	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Arithmetic mean	Geometric mean	Median	Unit	Adjusted on	Reproducibility size	ICC	ICC 95% CI lower	ICC 95% CI upper	CV% WS	CV% BS	VAR WS	VAR BS	Publication

Associations of PCB-183 with exposures

Correlation values

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	Intake Time definition	Intake Assessment method	Intake	Intake detail	Supplement intakes included?	Intake Arithmetic mean	Intake Geometric mean	Intake Median	Intake Unit	Intake Adjusted on	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Biomarker Arithmetic mean	Biomarker Geometric mean	Biomarker Median	Biomarker Unit	Biomarker Adjusted on	Correlation size	Correlation type	Correlation value	Correlation 95% CI lower	Correlation 95% CI upper	Correlation p-value	Significant?	Measurement adjustment	Deattenuated?	Covariates	Publication

Metabolomic associations

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	No. of subjects	Intake Assessment method	Intake	Intervention dose	Biospecimen	Analytical method	Biomarker	Structural identification	Feature selection	Area under curve	Sensitivity	Specificity	PLS-DA VIP	Beta coefficient	Beta coefficient p-value	ANOVA p-value	Publication

Associations of PCB-183 with cancer risk

Cancer associations

ID	Excretion ID	Subject group	Population	Country	Cohort	No. of subjects	No. of cases	No. of controls	Biospecimen	Analytical method	Biomarker	Biomarker detail	Cancer	Study design	Publication

Exposure data

Measurements of PCB-183 exposures in populations

Intake values

ID	Parent ID	Depth	Subject group	Population	Country	Cohort	Intake Time definition	Intake assessment tool	Intake food coverage	Intake time coverage	Intake Assessment method	Intake	Intake detail	Food description	Supplement intakes included?	Measurement size	Detected (nb)	Detected (%)	Detected only?	Arithmethic mean	Arithmethic SD	Geometric mean	Geometric SD	Min	Min (detected)	Percentile_05	Percentile_10	Percentile_25	Median	Percentile_75	Percentile_90	Percentile_95	Max	Interquartile range	Mean 95% CI lower	Mean 95% CI upper	GMean 95% CI lower	GMean 95% CI upper	Unit	Converted arithmetic mean	Converted geometric mean	Converted median	Converted unit	Adjustment type	Adjusted on	Regressed on	Expressed as	Publication

Associations of PCB-183 exposures with biomarkers

Correlation values

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	Intake Time definition	Intake Assessment method	Intake	Intake detail	Supplement intakes included?	Intake Arithmetic mean	Intake Geometric mean	Intake Median	Intake Unit	Intake Adjusted on	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Biomarker Arithmetic mean	Biomarker Geometric mean	Biomarker Median	Biomarker Unit	Biomarker Adjusted on	Correlation size	Correlation type	Correlation value	Correlation 95% CI lower	Correlation 95% CI upper	Correlation p-value	Significant?	Measurement adjustment	Deattenuated?	Covariates	Publication

PCB-183 (Compound)

Structure for EE001125 (PCB-183)

3D Structure for EE001125 (PCB-183)

Chemical data

MolDBi data

ClassyFire Taxonomy

Publications with PCB-183

Biomarker data

Measurements of PCB-183 in biospecimens

Concentration values

Reproducibility values

Associations of PCB-183 with exposures

Correlation values

Metabolomic associations

Associations of PCB-183 with cancer risk

Cancer associations

Exposure data

Measurements of PCB-183 exposures in populations

Intake values

Associations of PCB-183 exposures with biomarkers

Correlation values