Record Information |
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Version | 5.0 |
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Status | Detected and Quantified |
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Creation Date | 2012-09-11 17:50:31 UTC |
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Update Date | 2022-03-07 02:53:23 UTC |
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HMDB ID | HMDB0032566 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Hexachlorobenzene |
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Description | Hexachlorobenzene, also known as no bunt or HCB, belongs to the class of organic compounds known as chlorobenzenes. Chlorobenzenes are compounds containing one or more chlorine atoms attached to a benzene moiety. Hexachlorobenzene is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Hexachlorobenzene is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Based on a literature review a significant number of articles have been published on Hexachlorobenzene. |
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Structure | ClC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl InChI=1S/C6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9 |
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Synonyms | Value | Source |
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1,2,3,4,5,6-Hexachlorobenzene | ChEBI | HCB | ChEBI | Hexachlorbenzol | ChEBI | Perchlorobenzene | ChEBI | Phenyl perchloryl | ChEBI | 1,2,3,4,5,6-Hexachloro-benzene | HMDB | Amatin | HMDB | Anticarie | HMDB | Bunt-cure | HMDB | Bunt-NO-more | HMDB | Ceku c.b | HMDB | Ceku c.b. | HMDB | CO-OP Hexa | HMDB | Esaclorobenzene | HMDB | Granox | HMDB | Granox NM | HMDB | Hexa c.b | HMDB | Hexa c.b. | HMDB | Hexa CB | HMDB | Hexachloro-benzene | HMDB | Hexcachlorbenzen | HMDB | Julen'S carbon chloride | HMDB | Julian'S carbon chloride | HMDB | Julin'S carbon chloride | HMDB | Julin'S chloride | HMDB | No bunt | HMDB | No bunt 40 | HMDB | No bunt 80 | HMDB | No bunt liquid | HMDB | Pentachlorophenyl chloride | HMDB | S Anocide | HMDB | Saatbeizfungizid | HMDB | Sanocid | HMDB | Sanocide | HMDB | Smut-go | HMDB | Snieciotox | HMDB | Voronit c | HMDB |
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Chemical Formula | C6Cl6 |
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Average Molecular Weight | 284.782 |
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Monoisotopic Molecular Weight | 281.813116242 |
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IUPAC Name | hexachlorobenzene |
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Traditional Name | hexachlorobenzene |
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CAS Registry Number | 118-74-1 |
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SMILES | ClC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl |
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InChI Identifier | InChI=1S/C6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9 |
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InChI Key | CKAPSXZOOQJIBF-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as chlorobenzenes. Chlorobenzenes are compounds containing one or more chlorine atoms attached to a benzene moiety. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Benzene and substituted derivatives |
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Sub Class | Halobenzenes |
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Direct Parent | Chlorobenzenes |
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Alternative Parents | |
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Substituents | - Chlorobenzene
- Aryl halide
- Aryl chloride
- Hydrocarbon derivative
- Organochloride
- Organohalogen compound
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | |
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Disposition | |
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Process | Not Available |
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Role | |
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 226 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 6.2e-06 mg/mL at 25 °C | Not Available | LogP | 5.73 | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatized |
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Spectra |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Experimental GC-MS | GC-MS Spectrum - Hexachlorobenzene GC-MS (Non-derivatized) | splash10-05au-3890000000-f69d8d041047bbbd8cf6 | 2014-06-16 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Hexachlorobenzene EI-B (Non-derivatized) | splash10-001r-0390000000-97dc8f4d1e5fb325407e | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Hexachlorobenzene EI-B (Non-derivatized) | splash10-0019-1390000000-e4057ffa68f36abf1e5c | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Hexachlorobenzene EI-B (Non-derivatized) | splash10-001r-0290000000-be7d6414f99da634dbcc | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Hexachlorobenzene GC-MS (Non-derivatized) | splash10-05au-3890000000-f69d8d041047bbbd8cf6 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Hexachlorobenzene GC-EI-TOF (Non-derivatized) | splash10-0537-1980000000-4d496eb3ebb555f0d5d2 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Hexachlorobenzene GC-MS (Non-derivatized) - 70eV, Positive | splash10-001r-0090000000-dd5c6fd778459bb7b727 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Hexachlorobenzene GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | MS | Mass Spectrum (Electron Ionization) | splash10-001r-1490000000-0dacd4ae21bcd544d5a2 | 2014-09-20 | Not Available | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexachlorobenzene 10V, Positive-QTOF | splash10-001i-0090000000-ac24e2bc100359502cbc | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexachlorobenzene 20V, Positive-QTOF | splash10-001i-0090000000-ac24e2bc100359502cbc | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexachlorobenzene 40V, Positive-QTOF | splash10-001i-0090000000-ac24e2bc100359502cbc | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexachlorobenzene 10V, Negative-QTOF | splash10-001i-0090000000-e8ac20108d55e4950623 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexachlorobenzene 20V, Negative-QTOF | splash10-001i-0090000000-e8ac20108d55e4950623 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexachlorobenzene 40V, Negative-QTOF | splash10-001i-0090000000-e8ac20108d55e4950623 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexachlorobenzene 10V, Positive-QTOF | splash10-001i-0090000000-c0992f2959227d61d8be | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexachlorobenzene 20V, Positive-QTOF | splash10-001i-0090000000-c0992f2959227d61d8be | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexachlorobenzene 40V, Positive-QTOF | splash10-001i-0090000000-c0992f2959227d61d8be | 2021-09-22 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Biological Properties |
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Cellular Locations | |
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Biospecimen Locations | |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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Blood | Detected and Quantified | 0.00025(0.00021-0.00032) uM | Adult (>18 years old) | Both | Normal | | details |
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Abnormal Concentrations |
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| Not Available |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB010498 |
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KNApSAcK ID | Not Available |
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Chemspider ID | 8067 |
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KEGG Compound ID | C11042 |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Hexachlorobenzene |
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METLIN ID | Not Available |
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PubChem Compound | 8370 |
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PDB ID | Not Available |
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ChEBI ID | 5692 |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | Not Available |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - Hao L, Xue J: Multiresidue analysis of 18 organochlorine pesticides in traditional chinese medicine. J Chromatogr Sci. 2006 Sep;44(8):518-22. [PubMed:16959129 ]
- Graifemberghi S, Gavazzoni R, Pozzo G, Callea F, Pizzoli G: [Chloroquine-induced lesions in the liver of healthy rats and rats with porphyria induced by hexachlorobenzene]. G Ital Dermatol Venereol. 1982 May-Jun;117(3):149-54. [PubMed:7187393 ]
- Xue J, Hao L, Peng F: Residues of 18 organochlorine pesticides in 30 traditional Chinese medicines. Chemosphere. 2008 Apr;71(6):1051-5. Epub 2007 Dec 26. [PubMed:18160094 ]
- Chernev K, Ivanov E, Adzharov D: [Induction of mixed microsomal oxidase in experimental hexachlorobenzene porphyria in rabbits]. Eksp Med Morfol. 1981;20(1):8-11. [PubMed:6112130 ]
- Polese L, Ribeiro ML: Methods for determination of hexachlorobenzene and pentachlorophenol in soil samples. Talanta. 1998 Aug;46(5):915-20. [PubMed:18967213 ]
- Michielsen C, Boeren S, Rietjens I, van Mil F, Vos J, Bloksma N: The mercapturic acid biotransformation pathway of hexachlorobenzene is not involved in the induction of splenomegaly, or skin and lung lesions in the Brown Norway rat. Arch Toxicol. 2000 Dec;74(10):609-17. [PubMed:11201668 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
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