CHEBI:47136 - pentachlorobenzene

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ChEBI Name pentachlorobenzene
ChEBI ID CHEBI:47136
Definition A member of the class of pentachlorobenzenes that is benzene in which five of the hydrogens are replaced by chlorines. Now classed as a persistent organic pollutant under the Stockholm Convention.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:36698, CHEBI:47135
Supplier Information ChemicalBook:CB6120698, eMolecules:480568, ZINC000001577058
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Pentachlorobenzene (PeCB) is an aryl chloride and a five-substituted chlorobenzene with the molecular formula C6HCl5 which is a chlorinated aromatic hydrocarbon. It consists of a benzene ring substituted with five chlorine atoms. PeCB was once used industrially for a variety of uses, but because of environmental concerns there are currently no large scale uses of PeCB. Pentachlorobenzene is a known persistent organic pollutant (POP) and banned globally by the Stockholm Convention on Persistent Organic Pollutants in 2009.
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Formula C6HCl5
Net Charge 0
Average Mass 250.33564
Monoisotopic Mass 247.85209
InChI InChI=1S/C6HCl5/c7-2-1-3(8)5(10)6(11)4(2)9/h1H
InChIKey CEOCDNVZRAIOQZ-UHFFFAOYSA-N
SMILES Clc1cc(Cl)c(Cl)c(Cl)c1Cl
Roles Classification
Chemical Role(s): persistent organic pollutant
Any environmental contaminant that is resistant to environmental degradation through photolytic, biological or chemical processes. Such substances can have significant impact on health and the environment, as they persist in the environment, bioaccumulate in animal tissue and so biomagnify in food chains.
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ChEBI Ontology
Outgoing pentachlorobenzene (CHEBI:47136) has role persistent organic pollutant (CHEBI:77853)
pentachlorobenzene (CHEBI:47136) is a pentachlorobenzenes (CHEBI:83390)
Incoming pentachlorophenol (CHEBI:17642) has functional parent pentachlorobenzene (CHEBI:47136)
IUPAC Name
1,2,3,4,5-pentachlorobenzene
Synonyms Sources
1,2,3,4,5-PENTACHLOROBENZENE PDBeChem
1,2,3,4,5-Pentachlorobenzene KEGG COMPOUND
PCB KEGG COMPOUND
Pentachlorbenzol ChEBI
pentachlorobenzene ChemIDplus
QCB NIST Chemistry WebBook
Manual Xrefs Databases
5CL PDBeChem
C18141 KEGG COMPOUND
Pentachlorobenzene Wikipedia
View more database links
Registry Numbers Types Sources
1911550 Beilstein Registry Number ChemIDplus
1911550 Reaxys Registry Number Reaxys
51144 Gmelin Registry Number Gmelin
608-93-5 CAS Registry Number ChemIDplus
608-93-5 CAS Registry Number NIST Chemistry WebBook
Citations
Gregoraszczuk EL, Ptak A, Karpeta A, Fiedor E, Wróbel A, Milewicz T, Falandysz J (2014)
Hexachlorobenzene and pentachlorobenzene accumulation, metabolism and effect on steroid secretion and on CYP11A1 and CYP19 expression in cultured human placental tissue.
Reproductive toxicology (Elmsford, N.Y.) 43, 102-110 [PubMed:24365113]
[show Abstract]
Bailey RE, van Wijk D, Thomas PC (2009)
Sources and prevalence of pentachlorobenzene in the environment.
Chemosphere 75, 555-564 [PubMed:19298997]
[show Abstract]
Carrizo D, Grimalt JO, Ribas-Fito N, Torrent M, Sunyer J (2008)
Pentachlorobenzene, hexachlorobenzene, and pentachlorophenol in children's serum from industrial and rural populations after restricted use.
Ecotoxicology and environmental safety 71, 260-266 [PubMed:17935782]
[show Abstract]
Gustafson DL, Long ME, Thomas RS, Benjamin SA, Yang RS (2000)
Comparative hepatocarcinogenicity of hexachlorobenzene, pentachlorobenzene, 1,2,4,5-tetrachlorobenzene, and 1,4-dichlorobenzene: application of a medium-term liver focus bioassay and molecular and cellular indices.
Toxicological sciences : an official journal of the Society of Toxicology 53, 245-252 [PubMed:10696772]
[show Abstract]
Thomas RS, Gustafson DL, Pott WA, Long ME, Benjamin SA, Yang RS (1998)
Evidence for hepatocarcinogenic activity of pentachlorobenzene with intralobular variation in foci incidence.
Carcinogenesis 19, 1855-1862 [PubMed:9806169]
[show Abstract]
Last Modified
22 October 2014