1.0 2011-09-21 01:46:58 UTC 2015-07-21 06:59:34 UTC FDB028897 Methylarsonate 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. [HMDB] Dsma (jmaf) Kyselina methylarsonova Kyselina methylarsonova [czech] MAA MeAsO(OH)2 Methanearsonate Methanearsonic acid methyl Arsonic acid Methylarsenic acid Methylarsinic acid Methylarsonic acid Methylarsonic acid [iso] Monomethylarsinic acid Monomethylarsonate Monomethylarsonic acid CH5AsO3 139.9702 139.945465443 methylarsonic acid monomethylarsonic acid 124-58-3 C[As](O)(O)=O InChI=1S/CH5AsO3/c1-2(3,4)5/h1H3,(H2,3,4,5) QYPPRTNMGCREIM-UHFFFAOYSA-N 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. Pentaorganoarsanes Organic compounds Organometallic compounds Organometalloid compounds Organoarsenic compounds Aliphatic acyclic compounds Alkylarsine oxides Hydrocarbon derivatives Organic metalloid salts Organic oxides Organopnictogen compounds Aliphatic acyclic compound Alkylarsine oxide Hydrocarbon derivative Organic metalloid salt Organic oxide Organic oxygen compound Organic salt Organopnictogen compound Oxygen-containing organoarsenic compound Pentaorganoarsane Arsenical herbicides arsonic acids one-carbon compound organoarsonic acid Solid logp -1.05 ALOGPS logs 0.61 ALOGPS solubility 5.69e+02 g/l ALOGPS logp -0.91 ChemAxon pka_strongest_acidic 4.2 ChemAxon iupac methylarsonic acid ChemAxon average_mass 139.9702 ChemAxon mono_mass 139.945465443 ChemAxon smiles C[As](O)(O)=O ChemAxon formula CH5AsO3 ChemAxon inchi InChI=1S/CH5AsO3/c1-2(3,4)5/h1H3,(H2,3,4,5) ChemAxon inchikey QYPPRTNMGCREIM-UHFFFAOYSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 11.9 ChemAxon polarizability 8.14 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 12436 Specdb::CMs 167634 Specdb::MsIr 2738 Specdb::MsIr 2739 Specdb::MsIr 2740 Specdb::NmrOneD 96738 Specdb::NmrOneD 96739 Specdb::NmrOneD 96740 Specdb::NmrOneD 96741 Specdb::NmrOneD 96742 Specdb::NmrOneD 96743 Specdb::NmrOneD 96744 Specdb::NmrOneD 96745 Specdb::NmrOneD 96746 Specdb::NmrOneD 96747 Specdb::NmrOneD 96748 Specdb::NmrOneD 96749 Specdb::NmrOneD 96750 Specdb::NmrOneD 96751 Specdb::NmrOneD 96752 Specdb::NmrOneD 96753 Specdb::NmrOneD 96754 Specdb::NmrOneD 96755 Specdb::NmrOneD 96756 Specdb::NmrOneD 96757 Specdb::MsMs 75339 Specdb::MsMs 75340 Specdb::MsMs 75341 Specdb::MsMs 134967 Specdb::MsMs 134968 Specdb::MsMs 134969 Specdb::MsMs 2769350 Specdb::MsMs 2769351 Specdb::MsMs 2769352 Specdb::MsMs 2912924 Specdb::MsMs 2912925 Specdb::MsMs 2912926 HMDB12258 16005 Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Glutathione S-transferase omega-1 P78417 GSTO1 Glutathione S-transferase omega-2 Q9H4Y5 GSTO2