<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4885</id>
  <title>T3D4830</title>
  <common-name>Glycoluril</common-name>
  <description>Glycoluril is a nitrogenous substance obtained by the reduction of allantoin.  Glycoluril can be used to make Cucurbiturils. Cucurbiturils are macrocyclic molecules made of glycoluril (=C4H2N4O2=) monomers linked by methylene bridges. They have been used by chemists for various applications, including drug delivery, asymmetric synthesis, molecular switching, and dye tuning.</description>
  <cas>496-46-8</cas>
  <pubchem-id>62347</pubchem-id>
  <chemical-formula>C4H6N4O2</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point nil="true"/>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility nil="true"/>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity nil="true"/>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Glycoluril can be used to make Cucurbiturils. They have been used by chemists for various applications, including drug delivery, asymmetric synthesis, molecular switching, and dye tuning.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-09-11T05:18:17Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:26:57Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id nil="true"/>
  <omim-id nil="true"/>
  <chebi-id>42946</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB03533</drugbank-id>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>[H][C@@]12NC(O)=N[C@]1([H])N=C(O)N2</moldb-smiles>
  <moldb-formula>C4H6N4O2</moldb-formula>
  <moldb-inchi>InChI=1/C4H6N4O2/c9-3-5-1-2(7-3)8-4(10)6-1/h1-2H,(H2,5,7,9)(H2,6,8,10)/t1-,2+</moldb-inchi>
  <moldb-inchikey>InChIKey=VPVSTMAPERLKKM-XIXRPRMCNA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">142.116</moldb-average-mass>
  <moldb-mono-mass type="decimal">142.049075456</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id nil="true"/>
  <chemspider-id>56138</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>&lt;p&gt;Ludwig Rottmaier, Rudolf Merten, &amp;#8220;Glycoluril salts and a process for the preparation thereof.&amp;#8221; U.S. Patent US4433144, issued December, 1972.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
