<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:10:18 UTC</creation_date>
  <update_date>2019-11-26 03:07:24 UTC</update_date>
  <accession>FDB012694</accession>
  <name>Thermophillin</name>
  <description>Isolated from Acorus calamus (sweet flag)

Disulfiram produces a sensitivity to alcohol which results in a highly unpleasant reaction when the patient under treatment ingests even small amounts of alcohol. Disulfiram blocks the oxidation of alcohol at the acetaldehyde stage during alcohol metabolism following disulfiram intake, the concentration of acetaldehyde occurring in the blood may be 5 to 10 times higher than that found during metabolism of the same amount of alcohol alone. Accumulation of acetaldehyde in the blood produces a complex of highly unpleasant symptoms referred to hereinafter as the disulfiram-alcohol reaction. This reaction, which is proportional to the dosage of both disulfiram and alcohol, will persist as long as alcohol is being metabolized. Disulfiram does not appear to influence the rate of alcohol elimination from the body. Prolonged administration of disulfiram does not produce tolerance. Thermophillin is found in herbs and spices and root vegetables.</description>
  <synonyms>
    <synonym>1,1'-Dithiobis(N,N-diethylthio-formamide</synonym>
    <synonym>1,1'-Dithiobis(N,N-diethylthio)-formamide</synonym>
    <synonym>1,1'-dithiobis(N,N-diethylthioformamide)</synonym>
    <synonym>1,1'-Dithiobis[N,N-diethylthioformamide]</synonym>
    <synonym>1,1',1'',1'''-[dithiobis(carbonothioylnitrilo)]tetraethane</synonym>
    <synonym>2,5-Dimethoxy-1,4-benzoquinone</synonym>
    <synonym>Abstenisil</synonym>
    <synonym>Abstensil</synonym>
    <synonym>Abstensyl (argentina)</synonym>
    <synonym>Abstinil</synonym>
    <synonym>Abstinyl</synonym>
    <synonym>Accel tet</synonym>
    <synonym>Accel tet-r</synonym>
    <synonym>Alcophobin</synonym>
    <synonym>Alk-aubs</synonym>
    <synonym>Allphar brand of disulfiram</synonym>
    <synonym>Altana pharma brand of disulfiram</synonym>
    <synonym>Antab use</synonym>
    <synonym>Antabus</synonym>
    <synonym>Antabuse</synonym>
    <synonym>Antabuse (TN)</synonym>
    <synonym>Antadix</synonym>
    <synonym>Antaenyl</synonym>
    <synonym>Antaethan</synonym>
    <synonym>Antaethyl</synonym>
    <synonym>Antaetil</synonym>
    <synonym>Antalcol</synonym>
    <synonym>Antetan</synonym>
    <synonym>Antethyl</synonym>
    <synonym>Antetil</synonym>
    <synonym>Anteyl</synonym>
    <synonym>Anthethyl</synonym>
    <synonym>Anti-ethyl</synonym>
    <synonym>Antiaethan</synonym>
    <synonym>Anticol</synonym>
    <synonym>Antietanol</synonym>
    <synonym>Antiethanol</synonym>
    <synonym>Antietil</synonym>
    <synonym>Antikol</synonym>
    <synonym>Antivitium</synonym>
    <synonym>Antivitium (spain)</synonym>
    <synonym>Artu brand of disulfiram</synonym>
    <synonym>Aversan</synonym>
    <synonym>Averzan</synonym>
    <synonym>Bis-(diethylthiocarbamoyl)disulfide</synonym>
    <synonym>Bis((diethylamino)thioxomethyl) disulfide</synonym>
    <synonym>Bis((diethylamino)thioxomethyl)disulfide</synonym>
    <synonym>Bis((diethylamino)thioxomethyl)disulphide</synonym>
    <synonym>Bis(diethylthiocarbamoyl) disulfide</synonym>
    <synonym>Bis(diethylthiocarbamoyl)disulphide</synonym>
    <synonym>Bis(diethylthiocarbamyl) disulfide</synonym>
    <synonym>Bis(n,n-diethylthiocarbamoyl) disulfide</synonym>
    <synonym>Bis(n,n-diethylthiocarbamoyl)disulphide</synonym>
    <synonym>Bis[(diethylamino)thioxomethyl] disulfide</synonym>
    <synonym>Bohm brand of disulfiram</synonym>
    <synonym>Bonibal</synonym>
    <synonym>Contralin</synonym>
    <synonym>Contrapot</synonym>
    <synonym>Cronetal</synonym>
    <synonym>Dicupral</synonym>
    <synonym>Diethylcarbamothioylsulfanyl diethylaminomethanedithioate</synonym>
    <synonym>Disetil</synonym>
    <synonym>Disulfamide</synonym>
    <synonym>Disulfan</synonym>
    <synonym>Disulfide, bis(diethylthiocarbamoyl)</synonym>
    <synonym>Disulfide, tetraethylthiuram</synonym>
    <synonym>Disulfiram</synonym>
    <synonym>Disulfiram (JP15/USP/INN)</synonym>
    <synonym>Disulfiram (tetraethylthiuram disulfide)</synonym>
    <synonym>Disulfiram [inn:ban:jan]</synonym>
    <synonym>Disulfirame</synonym>
    <synonym>Disulfirame [dcit]</synonym>
    <synonym>Disulfiramo</synonym>
    <synonym>Disulfiramum</synonym>
    <synonym>Disulfirm</synonym>
    <synonym>Disulfuram</synonym>
    <synonym>Disulphuram</synonym>
    <synonym>Dumex brand of disulfiram</synonym>
    <synonym>Dupont fungicide 4472</synonym>
    <synonym>Ekagom dtet</synonym>
    <synonym>Ekagom teds</synonym>
    <synonym>Ekagom tetds</synonym>
    <synonym>Ephorran</synonym>
    <synonym>Espenal</synonym>
    <synonym>Esperal</synonym>
    <synonym>Eta bus</synonym>
    <synonym>Etabus</synonym>
    <synonym>Ethyl thiram</synonym>
    <synonym>Ethyl thiudad</synonym>
    <synonym>Ethyl thiurad</synonym>
    <synonym>Ethyl tuads</synonym>
    <synonym>Ethyl tuex</synonym>
    <synonym>Ethyldithiourame</synonym>
    <synonym>Ethyldithiurame</synonym>
    <synonym>Exhoran</synonym>
    <synonym>Exhorran</synonym>
    <synonym>Formamide, 1,1'-dithiobis(N,N-diethylthio-</synonym>
    <synonym>Formamide, 1,1'-dithiobis(N,N-diethylthio)-</synonym>
    <synonym>HOCA</synonym>
    <synonym>Krotenal</synonym>
    <synonym>N,n,n',n'-tetraethylthiuram disulfide</synonym>
    <synonym>N,n,n',n'-tetraethylthiuram disulphide</synonym>
    <synonym>Nocbin</synonym>
    <synonym>Nocceler</synonym>
    <synonym>Nocceler tet</synonym>
    <synonym>Nocceler tet-g</synonym>
    <synonym>Noxal</synonym>
    <synonym>Noxal (van)</synonym>
    <synonym>Odyssey brand of disulfiram</synonym>
    <synonym>Orphan brand of disulfiram</synonym>
    <synonym>Refusal</synonym>
    <synonym>Refusal [netherlands]</synonym>
    <synonym>Ro-sulfiram</synonym>
    <synonym>Ro-Sulfram-500 (USA)</synonym>
    <synonym>Robac tet</synonym>
    <synonym>Sanceler tet</synonym>
    <synonym>Sanceler tet-g</synonym>
    <synonym>Sanofi synthelabo brand of disulfiram</synonym>
    <synonym>Soxinol tet</synonym>
    <synonym>Stopaethyl</synonym>
    <synonym>Stopethyl</synonym>
    <synonym>Stopety</synonym>
    <synonym>Stopetyl</synonym>
    <synonym>TATD</synonym>
    <synonym>Tenurid</synonym>
    <synonym>Tenutex</synonym>
    <synonym>Tet raethylthiuram</synonym>
    <synonym>TETD</synonym>
    <synonym>Tetidis</synonym>
    <synonym>Tetradin</synonym>
    <synonym>Tetradine</synonym>
    <synonym>Tetraethyl-thioperoxydicarbonic diamide</synonym>
    <synonym>Tetraethyl-thioperoxydicarbonic diamide (((H2N)C(S))2S2)</synonym>
    <synonym>Tetraethyl-thioperoxydicarbonic diamide ((H2N)C(S))2S2</synonym>
    <synonym>Tetraethyl-thioperoxydicarbonic diamide ([(H2N)C(S)]2S2)</synonym>
    <synonym>Tetraethyl-thiuram disulfide</synonym>
    <synonym>Tetraethylthioperoxydicarbonic diamide</synonym>
    <synonym>Tetraethylthioperoxydicarbonic Diamide, ((H2N)C(S))2S2</synonym>
    <synonym>Tetraethylthioperoxydicarbonothioic diamide</synonym>
    <synonym>Tetraethylthiram disulfide</synonym>
    <synonym>Tetraethylthiram disulphide</synonym>
    <synonym>Tetraethylthiuram</synonym>
    <synonym>Tetraethylthiuram disulfide</synonym>
    <synonym>Tetraethylthiuram disulphide</synonym>
    <synonym>Tetraethylthiuram sulfide</synonym>
    <synonym>Tetraethylthiuran disulfide</synonym>
    <synonym>Tetraethylthiurium disulfide</synonym>
    <synonym>Tetraetil</synonym>
    <synonym>Teturam</synonym>
    <synonym>Teturamin</synonym>
    <synonym>Thermophillin</synonym>
    <synonym>Thermophyllin</synonym>
    <synonym>Thiocid</synonym>
    <synonym>Thioperoxydicarbonic diamide (((H2N)C(S))2S2), tetraethyl-</synonym>
    <synonym>Thioperoxydicarbonic diamide ((H2N)C(S))2S2, tetraethyl-</synonym>
    <synonym>Thioperoxydicarbonic diamide ([(H2N)C(S)]2S2), tetraethyl-</synonym>
    <synonym>Thioperoxydicarbonic diamide, tetraethyl-</synonym>
    <synonym>Thiosan</synonym>
    <synonym>Thioscabin</synonym>
    <synonym>Thireranide</synonym>
    <synonym>Thiuram disulfide, tetraethyl-</synonym>
    <synonym>Thiuram e</synonym>
    <synonym>Thiuranide</synonym>
    <synonym>Tillram</synonym>
    <synonym>Tiuram</synonym>
    <synonym>TTD</synonym>
    <synonym>TTS</synonym>
    <synonym>TTS [alcohol deterrent]</synonym>
    <synonym>Tuads, ethyl</synonym>
  </synonyms>
  <chemical_formula>C8H8O4</chemical_formula>
  <average_molecular_weight>168.1467</average_molecular_weight>
  <monisotopic_moleculate_weight>168.042258744</monisotopic_moleculate_weight>
  <iupac_name>2,5-dimethoxycyclohexa-2,5-diene-1,4-dione</iupac_name>
  <traditional_iupac>2,5-dimethoxycyclohexa-2,5-diene-1,4-dione</traditional_iupac>
  <cas_registry_number>3117-03-1</cas_registry_number>
  <smiles>COC1=CC(=O)C(OC)=CC1=O</smiles>
  <inchi>InChI=1S/C8H8O4/c1-11-7-3-6(10)8(12-2)4-5(7)9/h3-4H,1-2H3</inchi>
  <inchikey>RMMPZDDLWLALLJ-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively.</description>
    <direct_parent>P-benzoquinones</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic oxygen compounds</super_class>
    <class>Organooxygen compounds</class>
    <sub_class>Carbonyl compounds</sub_class>
    <molecular_framework>Aliphatic homomonocyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Vinylogous esters</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aliphatic homomonocyclic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>P-benzoquinone</substituent>
      <substituent>Vinylogous ester</substituent>
    </substituents>
    <external_descriptors>
    </external_descriptors>
  </taxonomy>
  <state/>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>0.27</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-1.39</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>6.89e+00 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 250 dec. (300° dec.)</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>0.21</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-4.6</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>2,5-dimethoxycyclohexa-2,5-diene-1,4-dione</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>168.1467</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>168.042258744</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>COC1=CC(=O)C(OC)=CC1=O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C8H8O4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C8H8O4/c1-11-7-3-6(10)8(12-2)4-5(7)9/h3-4H,1-2H3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>RMMPZDDLWLALLJ-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>52.6</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>44.47</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>15.65</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>4</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::MsIr</type>
      <spectrum_id>6565</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>6566</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>15309</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>135832</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>143566</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>64287</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>64288</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>64289</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>121401</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>121402</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>121403</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2278847</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2278848</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2278849</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3089827</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3089828</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3089829</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125818</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125819</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125820</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125821</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125822</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125823</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125824</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125825</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125826</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125827</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125828</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125829</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125830</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125831</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125832</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125833</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125834</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125835</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125836</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>125837</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB34335</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>4659</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce31bf54c8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31bf5310&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31bf5158&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31bf4fa0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31bf4de8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31bf4c30&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31bf4a78&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31bf48c0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31bf4708&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31bf44d8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31bf4320&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31bf4168&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31bf7570&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31bf3e20&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31bf3c68&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31bf3ab0&gt;</reference>
  </general_references>
  <foods>
    <food>
      <name>Herbs and Spices</name>
      <food_type>Unknown</food_type>
      <category>generic</category>
      <name_scientific/>
      <ncbi_taxonomy_id/>
    </food>
    <food>
      <name>Root vegetables</name>
      <food_type>Unknown</food_type>
      <category>generic</category>
      <name_scientific/>
      <ncbi_taxonomy_id/>
    </food>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
