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 13:40:31 UTC |
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Update Date | 2022-11-23 22:29:16 UTC |
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HMDB ID | HMDB0254396 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | Meclofenoxate |
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Description | Meclofenoxate, also known as meclofenoxic acid, belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative. Meclofenoxate is a very strong basic compound (based on its pKa). Meclofenoxate, as well as DMAE, have been found to increase the lifespans of mice by 30–50%. It is sold in Japan and some European countries, such as Germany, Hungary, and Austria, as a prescription drug. It is an ester of dimethylethanolamine (DMAE) and 4-chlorophenoxyacetic acid (pCPA). Meclofenoxate is considered to be very safe and high in tolerability. However, possible side effects may include, rarely, insomnia, dizziness, restlessness, muscle tremor, depression, nausea, muscle tension, and headache; these side effects may be due to overdosage and may indicate the need for the dosage to be reduced. In addition to Lucidril, meclofenoxate has also been marketed under the brand names Amipolen, Analux, Brenal, Cellative, Centrophenoxin, Cerebron, Cerutil, Closete, Helfergin, Lucidryl, Lutiaron, Marucotol, Proserout, Proseryl, and Ropoxyl. In elderly patients, meclofenoxate has been found clinically to improve memory, have a mentally stimulating effect, and improve general cognition. Meclofenoxate also increases cellular membrane phospholipids. This compound has been identified in human blood as reported by (PMID: 31557052 ). Meclofenoxate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Meclofenoxate 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 | CN(C)CCOC(=O)COC1=CC=C(Cl)C=C1 InChI=1S/C12H16ClNO3/c1-14(2)7-8-16-12(15)9-17-11-5-3-10(13)4-6-11/h3-6H,7-9H2,1-2H3 |
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Synonyms | Value | Source |
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Meclofenoxic acid | Generator | Centrophenoxine | ChEMBL, MeSH | Meclofenoxate HCL | ChEMBL | Clophenoxate | ChEMBL | Meclofenoxic acid HCL | Generator | Clophenoxic acid | Generator | Atsefen | MeSH | Cetrexin | MeSH | Cerutil | MeSH | Alpharma brand OF meclofenoxate hydrochloride | MeSH | Helfergin | MeSH | Lundbeck brand OF meclofenoxate hydrochloride | MeSH | Meclofenoxate hydrochloride | MeSH | 2-(Dimethylamino)ethyl 2-(4-chlorophenoxy)acetic acid | Generator |
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Chemical Formula | C12H16ClNO3 |
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Average Molecular Weight | 257.71 |
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Monoisotopic Molecular Weight | 257.0818711 |
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IUPAC Name | 2-(dimethylamino)ethyl 2-(4-chlorophenoxy)acetate |
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Traditional Name | 2-(dimethylamino)ethyl 4-chlorophenoxyacetate |
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CAS Registry Number | Not Available |
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SMILES | CN(C)CCOC(=O)COC1=CC=C(Cl)C=C1 |
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InChI Identifier | InChI=1S/C12H16ClNO3/c1-14(2)7-8-16-12(15)9-17-11-5-3-10(13)4-6-11/h3-6H,7-9H2,1-2H3 |
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InChI Key | XZTYGFHCIAKPGJ-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative. |
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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 | Phenoxyacetic acid derivatives |
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Direct Parent | Phenoxyacetic acid derivatives |
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Alternative Parents | |
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Substituents | - Phenoxyacetate
- Phenoxy compound
- Phenol ether
- Alkyl aryl ether
- Chlorobenzene
- Halobenzene
- Aryl chloride
- Aryl halide
- Amino acid or derivatives
- Tertiary aliphatic amine
- Tertiary amine
- Carboxylic acid ester
- Carboxylic acid derivative
- Ether
- Monocarboxylic acid or derivatives
- Organic nitrogen compound
- Organohalogen compound
- Organochloride
- Organonitrogen compound
- Organooxygen compound
- Hydrocarbon derivative
- Carbonyl group
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Amine
- 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 | 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 - Meclofenoxate GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a4i-9200000000-b651e6873e329880c714 | 2017-08-28 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Meclofenoxate GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | 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 - Meclofenoxate 10V, Negative-QTOF | splash10-0ap0-3950000000-fea2e0edc2c2f6eb346b | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Meclofenoxate 20V, Negative-QTOF | splash10-004i-1910000000-4803eb35c1395457afef | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Meclofenoxate 40V, Negative-QTOF | splash10-004i-4900000000-923fe2ff431e0ef6fe1c | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Meclofenoxate 10V, Negative-QTOF | splash10-0a70-1950000000-80ddbce4c78408ae9202 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Meclofenoxate 20V, Negative-QTOF | splash10-004i-2900000000-b7446a91668374cb14ef | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Meclofenoxate 40V, Negative-QTOF | splash10-0059-9800000000-87b182e9b83fb0ad849d | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Meclofenoxate 10V, Positive-QTOF | splash10-0adi-6980000000-9112918bcdfaa6f6515c | 2017-07-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Meclofenoxate 20V, Positive-QTOF | splash10-00fr-9720000000-b971c1b643a68cc573be | 2017-07-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Meclofenoxate 40V, Positive-QTOF | splash10-004i-9800000000-138a58e96f0e61f5ea1b | 2017-07-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Meclofenoxate 10V, Positive-QTOF | splash10-0a4i-2190000000-b1632d794f3a9a49ef94 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Meclofenoxate 20V, Positive-QTOF | splash10-00di-9720000000-0cbfb3361ae90671ce2c | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Meclofenoxate 40V, Positive-QTOF | splash10-0229-9500000000-44a783b6e592957c1389 | 2021-10-12 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-10-25 | Wishart Lab | View Spectrum |
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