| Record Information |
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| Version | 4.0 |
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| Status | Expected but not Quantified |
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| Creation Date | 2009-04-06 16:21:53 UTC |
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| Update Date | 2020-02-26 21:37:14 UTC |
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| HMDB ID | HMDB0012258 |
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| Secondary Accession Numbers | - HMDB0011682
- HMDB11682
- HMDB12258
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| Metabolite Identification |
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| Common Name | Methylarsonate |
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| Description | Methylarsonate is used as a contact herbicide in either the monosodium or disodium salt form. It goes by the trade names Weed-E-Rad, Ansar 170 H.C., Ansar 529 H.C., DiTac and others. Methylarsonate is considered only slightly toxic, having an oral LD50 of 2200 mg/Kg for rats. The inhalation risk is greater with LD50 Rats >20 mg. Long term studies with people exposed to organoarsenicals has shown an increased risk of skin cancer (Spiewak, 2001), lung cancer and some liver cancers, although some recent studies have shown some arsenic containing compounds (specifically Arsine trioxide) may have anticarcinogenic properties (Wang, 2001). In mammals, Methylarsonate is also an intermediate in the detoxification of inorganic arsenic. In the arsenate detoxification I pathway, arsenite reacts with S-adenosyl-L-methionine to produce methylarsonate and S-adenosyl-L-homocysteine. Arsenite methyltransferase catalyzes this reaction. Methylarsonate then reacts with 2 glutathione molecules to produce glutathione disulfide and methylarsonite. This reaction is catalyzed by methylarsonate reductase. Methylarsonate is an organic arsenic compound with adverse effects similar to those of arsenic trioxide. Arsenic is found in the environment primarily as arsenate and arsenite species. Arsenate is reduced to arsenite by arsenate reductase and can be subsequently methylated to Methylarsonate. This is then reduced and methylated to Dimethylarsinate, which can excreted and is considerably less toxic to the organism than any of the previous intermediate compounds. Methylarsonate was formerly included in some vitamin and mineral preparations. It was once used to treat tuberculosis, chorea, and other affections in which the cacodylates were used. |
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| Structure | |
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| Synonyms | | Value | Source |
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| MAA | ChEBI | | MeAsO(OH)2 | ChEBI | | Methanearsonic acid | ChEBI | | Monomethylarsonic acid | ChEBI | | Methylarsonic acid | Kegg | | Methanearsonate | Generator | | Monomethylarsonate | Generator | | Dsma (jmaf) | HMDB | | Kyselina methylarsonova | HMDB | | Methyl arsonic acid | HMDB | | Methylarsenic acid | HMDB | | Methylarsinic acid | HMDB | | Monomethylarsinic acid | HMDB | | Disodium methanearsonate | HMDB | | Monomethylarsonic acid, ammonium, iron (3+) salt | HMDB | | Monomethylarsonic acid, dimercury (1+) salt | HMDB | | Monomethylarsonic acid, disodium salt | HMDB | | Monomethylarsonic acid, dipotassium salt | HMDB | | Monomethylarsonic acid, iron (2+) salt (3:2) | HMDB | | Monomethylarsonic acid, monoammonium salt | HMDB | | Monomethylarsonic acid, monosodium salt | HMDB | | Monomethylarsonic acid, zinc salt | HMDB | | Methylarsonous acid | HMDB | | Monomethylarsonic acid, iron salt | HMDB | | Monomethylarsonic acid, monocalcium salt | HMDB | | MSMA | HMDB | | Monomethylarsonic acid, calcium salt (2:1) | HMDB | | Monosodium methanearsonate | HMDB | | Sodium methanearsonate | HMDB |
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| Chemical Formula | CH5AsO3 |
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| Average Molecular Weight | 139.9702 |
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| Monoisotopic Molecular Weight | 139.945465443 |
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| IUPAC Name | methylarsonic acid |
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| Traditional Name | monomethylarsonic acid |
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| CAS Registry Number | 124-58-3 |
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| SMILES | C[As](O)(O)=O |
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| InChI Identifier | InChI=1S/CH5AsO3/c1-2(3,4)5/h1H3,(H2,3,4,5) |
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| InChI Key | QYPPRTNMGCREIM-UHFFFAOYSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as pentaorganoarsanes. These are organoarsenic compounds containing an arsenic compound that is pentasubstituted by only organic groups. |
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| Kingdom | Organic compounds |
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| Super Class | Organometallic compounds |
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| Class | Organometalloid compounds |
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| Sub Class | Organoarsenic compounds |
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| Direct Parent | Pentaorganoarsanes |
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| Alternative Parents | |
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| Substituents | - Pentaorganoarsane
- Alkylarsine oxide
- Oxygen-containing organoarsenic compound
- Organic metalloid salt
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Organic salt
- Aliphatic acyclic compound
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| Molecular Framework | Aliphatic acyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Disposition | Biological location: Source: |
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| Physical Properties |
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| State | Solid |
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| Experimental 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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| Predicted Properties | |
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| | Spectrum Type | Description | Splash Key | View |
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| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-00di-0900000000-da4d5da1a88bf0f506f4 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0006-0900000000-f551e617364ce9ae8012 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-0900000000-2b6d3fe988a733ee8b82 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-0900000000-5b1e291e8a048e93b1bb | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00dr-0900000000-faba21d1399d2be5f4cc | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000i-3900000000-c63ab6bc2dbdb52cf07f | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0079-0900000000-af38e8044b6fdf1533a7 | Spectrum |
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