<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:09:32 UTC</creation_date>
  <update_date>2018-05-29 00:51:52 UTC</update_date>
  <accession>FDB011222</accession>
  <name>Fenthion</name>
  <description>Insecticide with low mammalian toxicity. It is used in agriculture and against mosquito larvae in tropical fresh waters

Fenthion is an organothiophosphate insecticide, avicide, and acaricide. Like most other organophosphates, its mode of action is via cholinesterase inhibition. Due to its relatively low toxicity towards humans and mammals, fenthion is listed as moderately toxic compound in U.S. Environmental Protection Agency? and World Health Organization toxicity class.</description>
  <synonyms>
    <synonym>4-Methylmercapto-3-methylphenyl dimethyl thioate</synonym>
    <synonym>4-Methylmercapto-3-methylphenyl dimethyl thioic acid</synonym>
    <synonym>4-Methylmercapto-3-methylphenyl dimethyl thiophosphate</synonym>
    <synonym>Bayer 29493</synonym>
    <synonym>Baytex</synonym>
    <synonym>Dimethyl (3-methyl-4-(methylthio)phenyl) orothionate</synonym>
    <synonym>Dimethyl (3-methyl-4-(methylthio)phenyl) phosphorothionate</synonym>
    <synonym>Dimethyl methylthiotolyl orothioate</synonym>
    <synonym>Dimethyl methylthiotolyl phosphorothioate</synonym>
    <synonym>Dimethyl O-(3-methyl-4-(methylthio)phenyl) thioate</synonym>
    <synonym>Dimethyl O-(3-methyl-4-(methylthio)phenyl) thiophosphate</synonym>
    <synonym>Dimethyl O-(4-(methylthio)-m-tolyl) orothioate</synonym>
    <synonym>Dimethyl O-(4-(methylthio)-m-tolyl) phosphorothioate</synonym>
    <synonym>DMTP</synonym>
    <synonym>ENT 25540</synonym>
    <synonym>Entex</synonym>
    <synonym>Fenthione</synonym>
    <synonym>Figuron</synonym>
    <synonym>Lebaycid</synonym>
    <synonym>Lebayeid</synonym>
    <synonym>Mercaptophos</synonym>
    <synonym>Mosquitocide 700</synonym>
    <synonym>MPP</synonym>
    <synonym>MPP (pesticide)</synonym>
    <synonym>O,O-Dimethyl O-(4-methylthio-3-methylphenyl) thioate</synonym>
    <synonym>O,O-Dimethyl O-(4-methylthio-3-methylphenyl) thiophosphate</synonym>
    <synonym>O,O-Dimethyl O-[(3-methyl-4-methylthio)phenyl] orothioate, 9ci</synonym>
    <synonym>O,O-Dimethyl O-[(3-methyl-4-methylthio)phenyl] phosphorothioate, 9CI</synonym>
    <synonym>O,O-Dimethyl O-[3-methyl-4-(methylsulfanyl)phenyl] thioate</synonym>
    <synonym>O,O-Dimethyl O-[3-methyl-4-(methylsulfanyl)phenyl] thioic acid</synonym>
    <synonym>O,O-Dimethyl O-[3-methyl-4-(methylsulphanyl)phenyl] thioate</synonym>
    <synonym>O,O-Dimethyl O-[3-methyl-4-(methylsulphanyl)phenyl] thioic acid</synonym>
    <synonym>O,O-Dimethyl O-4-(methylmercapto)-3-methylphenyl orothioate</synonym>
    <synonym>O,O-Dimethyl O-4-(methylmercapto)-3-methylphenyl orothioic acid</synonym>
    <synonym>O,O-Dimethyl O-4-methylthio-m-tolyl orothioate</synonym>
    <synonym>O,O-Dimethyl O-4-methylthio-m-tolyl orothioic acid</synonym>
    <synonym>O,O-Dimethyl-O-[4-(methylthio)-m-tolyl] orothioate</synonym>
    <synonym>O,O-Dimethyl-O-[4-(methylthio)-m-tolyl] phosphorothioate</synonym>
    <synonym>O,O-Dimethyl-O-4-(methylmercapto)-3-methylphenyl thioate</synonym>
    <synonym>O,O-Dimethyl-O-4-(methylmercapto)-3-methylphenyl thioic acid</synonym>
    <synonym>Orothioate, O,O-dimethyl O-(3-methyl-4-(methylthio)phenyl) ester</synonym>
    <synonym>Orothioic acid, O,O-dimethyl O-(3-methyl-4-(methylthio)phenyl) ester</synonym>
    <synonym>Phenthion</synonym>
    <synonym>Queletox</synonym>
    <synonym>Spotton</synonym>
    <synonym>Talodex</synonym>
  </synonyms>
  <chemical_formula>C10H15O3PS2</chemical_formula>
  <average_molecular_weight>278.328</average_molecular_weight>
  <monisotopic_moleculate_weight>278.020022238</monisotopic_moleculate_weight>
  <iupac_name>O,O-dimethyl O-3-methyl-4-(methylsulfanyl)phenyl phosphorothioate</iupac_name>
  <traditional_iupac>fenthion</traditional_iupac>
  <cas_registry_number>55-38-9</cas_registry_number>
  <smiles>COP(=S)(OC)OC1=CC=C(SC)C(C)=C1</smiles>
  <inchi>InChI=1S/C10H15O3PS2/c1-8-7-9(5-6-10(8)16-4)13-14(15,11-2)12-3/h5-7H,1-4H3</inchi>
  <inchikey>PNVJTZOFSHSLTO-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as phenyl thiophosphates. These are organothiophosphorus compounds that contain a thiophosphoric acid O-esterified with a phenyl group.</description>
    <direct_parent>Phenyl thiophosphates</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic acids and derivatives</super_class>
    <class>Organic thiophosphoric acids and derivatives</class>
    <sub_class>Thiophosphoric acid esters</sub_class>
    <molecular_framework>Aromatic homomonocyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Alkylarylthioethers</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organooxygen compounds</alternative_parent>
      <alternative_parent>Phenoxy compounds</alternative_parent>
      <alternative_parent>Sulfenyl compounds</alternative_parent>
      <alternative_parent>Thiophenol ethers</alternative_parent>
      <alternative_parent>Thiophosphate triesters</alternative_parent>
      <alternative_parent>Toluenes</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Alkylarylthioether</substituent>
      <substituent>Aromatic homomonocyclic compound</substituent>
      <substituent>Aryl thioether</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organosulfur compound</substituent>
      <substituent>Phenoxy compound</substituent>
      <substituent>Phenyl thiophosphate</substituent>
      <substituent>Sulfenyl compound</substituent>
      <substituent>Thioether</substituent>
      <substituent>Thiophenol ether</substituent>
      <substituent>Thiophosphate triester</substituent>
      <substituent>Toluene</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>Organophosphorus insecticides</external_descriptor>
      <external_descriptor>organic thiophosphate</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state>Liquid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>3.93</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-4.82</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>4.20e-03 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>7.5 oC</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>3.8</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>O,O-dimethyl O-3-methyl-4-(methylsulfanyl)phenyl phosphorothioate</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>278.328</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>278.020022238</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>COP(=S)(OC)OC1=CC=C(SC)C(C)=C1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C10H15O3PS2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C10H15O3PS2/c1-8-7-9(5-6-10(8)16-4)13-14(15,11-2)12-3/h5-7H,1-4H3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>PNVJTZOFSHSLTO-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>27.69</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>73.67</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>27.22</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>physiological_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formal_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <pathways>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>10891</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>28793</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>101316</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>135408</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>143142</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::EiMs</type>
      <spectrum_id>40</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>2453</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>3142</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>56088</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>56089</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>56090</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>111426</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>111427</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>111428</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441421</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441422</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441423</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441424</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441425</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>452341</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2236301</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2238469</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2239130</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2245032</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2247108</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2249076</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2249296</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2250867</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2251129</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2251288</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2251528</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2747206</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2747207</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB33209</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>34761</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce3189d5c8&gt;</reference>
  </general_references>
  <foods>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
