Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2021-09-11 13:54:15 UTC |
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Update Date | 2022-11-23 22:29:17 UTC |
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HMDB ID | HMDB0254545 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | Methoxychlor |
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Description | Methoxychlor, also known as dimethoxy-DDT, belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. Methoxychlor is an extremely weak basic (essentially neutral) compound (based on its pKa). HPTE is an estrogen receptor alpha agonist, and also acts as an antagonist at the estrogen receptor beta and androgen receptor. It is used on agricultural crops and livestock, and in animal feed, barns, grain storage bins, home garden, and on pets. Methoxychlor is a potentially toxic compound. This contributes to the reduced rate of depolarization and increases the sensitivity of neurons to small stimuli that would not elicit a response in a fully depolarized neuron. Methoxychlor is metabolized rapidly by cytochrome P450 enzymes in the liver, undergoing demethylation to form phenolic derivatives, with dechlorination and dehydrochlorination reactions occurring to a lesser extent. As methoxychlor is also a structural analogue of DDT, it is believed to have the same neurotoxic effects. This includes preventing the deactivation of the sodium gate after neuron activation and membrane depolarization, resulting in hyperexcitability of the nerve. The metabolites of methoxychlor are excreted mainly in the faeces. High levels of methoxychlor may cause fatigue, lethargy, tremors, convulsions and seizures. This compound has been identified in human blood as reported by (PMID: 31557052 ). Methoxychlor is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Methoxychlor is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources. |
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Structure | COC1=CC=C(C=C1)C(C1=CC=C(OC)C=C1)C(Cl)(Cl)Cl InChI=1S/C16H15Cl3O2/c1-20-13-7-3-11(4-8-13)15(16(17,18)19)12-5-9-14(21-2)10-6-12/h3-10,15H,1-2H3 |
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Synonyms | Value | Source |
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1,1,1-Trichloro-2,2-bis(p-anisyl)ethane | ChEBI | 1,1,1-Trichloro-2,2-bis(p-methoxyphenyl)ethane | ChEBI | 1,1,1-Trichloro-2,2-di(4-methoxyphenyl)ethane | ChEBI | 2,2-Bis(p-anisyl)-1,1,1-trichloroethane | ChEBI | 2,2-Bis(p-methoxyphenyl)-1,1,1-trichloroethane | ChEBI | 2,2-Di(p-methoxyphenyl)-1,1,1-trichloroethane | ChEBI | Dimethoxy-DDT | ChEBI | Methoxy-DDT | ChEBI | p,P'-methoxychlor | ChEBI | DMDT | MeSH | Dianisyl trichloroethane | MeSH | Metox | MeSH | Trichloroethane, dianisyl | MeSH |
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Chemical Formula | C16H15Cl3O2 |
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Average Molecular Weight | 345.648 |
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Monoisotopic Molecular Weight | 344.013762845 |
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IUPAC Name | 1-methoxy-4-[2,2,2-trichloro-1-(4-methoxyphenyl)ethyl]benzene |
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Traditional Name | methoxychlor |
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CAS Registry Number | Not Available |
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SMILES | COC1=CC=C(C=C1)C(C1=CC=C(OC)C=C1)C(Cl)(Cl)Cl |
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InChI Identifier | InChI=1S/C16H15Cl3O2/c1-20-13-7-3-11(4-8-13)15(16(17,18)19)12-5-9-14(21-2)10-6-12/h3-10,15H,1-2H3 |
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InChI Key | IAKOZHOLGAGEJT-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. |
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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 | Diphenylmethanes |
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Direct Parent | Diphenylmethanes |
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Alternative Parents | |
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Substituents | - Diphenylmethane
- Phenoxy compound
- Methoxybenzene
- Phenol ether
- Anisole
- Alkyl aryl ether
- Ether
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Organochloride
- Organohalogen compound
- Alkyl halide
- Alkyl chloride
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | - organochlorine insecticide (CHEBI:6842 )
- Organochlorine pesticides (C11043 )
- Organochlorine insecticides (C11043 )
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | 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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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - Methoxychlor GC-MS (Non-derivatized) - 70eV, Positive | splash10-004i-1971000000-4fbe894594f70340930a | 2021-09-24 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Methoxychlor GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | MS | Mass Spectrum (Electron Ionization) | splash10-004i-0290000000-06ed9842894de6c2fed3 | 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 - Methoxychlor 10V, Positive-QTOF | splash10-0002-0009000000-2e804c4f3f24a4e46581 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methoxychlor 20V, Positive-QTOF | splash10-0002-0009000000-516eca78c6054fdac1c9 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methoxychlor 40V, Positive-QTOF | splash10-056s-0094000000-0899ba6b67a346aceb9a | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methoxychlor 10V, Negative-QTOF | splash10-0006-0009000000-18acae4dc611644d1dbc | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methoxychlor 20V, Negative-QTOF | splash10-0006-0009000000-0329df7d38acce6cb9e0 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methoxychlor 40V, Negative-QTOF | splash10-056r-0096000000-8cdb61fec75829abaaff | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methoxychlor 10V, Positive-QTOF | splash10-0002-0009000000-dce8fb33a0c965cbe9f1 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methoxychlor 20V, Positive-QTOF | splash10-0002-0009000000-dce8fb33a0c965cbe9f1 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methoxychlor 40V, Positive-QTOF | splash10-0abc-0936000000-264ea7b60a4327600cb8 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methoxychlor 10V, Negative-QTOF | splash10-0006-0009000000-759859808f25135a319c | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methoxychlor 20V, Negative-QTOF | splash10-0006-0119000000-a719a8b43c24aa70e92b | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methoxychlor 40V, Negative-QTOF | splash10-022a-1190000000-34b6b5934b45b81b92ff | 2021-10-12 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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