<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4333</id>
  <title>T3D4279</title>
  <common-name>Adenine</common-name>
  <description>Adenine is a purine base. Adenine is found in both DNA and RNA. Adenine is a fundamental component of adenine nucleotides. Adenine forms adenosine, a nucleoside, when attached to ribose, and deoxyadenosine when attached to deoxyribose; it forms adenosine triphosphate (ATP), a nucleotide, when three phosphate groups are added to adenosine. Adenosine triphosphate is used in cellular metabolism as one of the basic methods of transferring chemical energy between chemical reactions. Purine inborn errors of metabolism (IEM) are serious hereditary disorders, which should be suspected in any case of neonatal fitting, failure to thrive, recurrent infections, neurological deficit, renal disease, self-mutilation and other manifestations. Investigation usually starts with uric acid (UA) determination in urine and plasma. (OMIM 300322, 229600, 603027, 232400, 232600, 232800, 201450, 220150, 232200, 162000, 164050, 278300).  (A3372, A3373).</description>
  <cas>73-24-5</cas>
  <pubchem-id>190</pubchem-id>
  <chemical-formula>C5H5N5</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>360 dec°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>1030 mg/L (at 25°C)</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity>Adenine forms adenosine, a nucleoside, when attached to ribose, and deoxyadenosine when attached to deoxyribose, and it forms adenosine triphosphate (ATP), a nucleotide, when three phosphate groups are added to adenosine. Adenosine triphosphate is used in cellular metabolism as one of the basic methods of transferring chemical energy between reactions. In older literature, adenine was sometimes called Vitamin B4Not Available</mechanism-of-toxicity>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For nutritional supplementation, also for treating dietary shortage or imbalance</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:12:57Z</created-at>
  <updated-at type="dateTime">2026-03-31T19:49:02Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Adenine</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C00147</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>16708</chebi-id>
  <biocyc-id>ADENINE</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB00173</drugbank-id>
  <pdb-id>ADE</pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>NC1=C2NC=NC2=NC=N1</moldb-smiles>
  <moldb-formula>C5H5N5</moldb-formula>
  <moldb-inchi>InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10)</moldb-inchi>
  <moldb-inchikey>GFFGJBXGBJISGV-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">135.1267</moldb-average-mass>
  <moldb-mono-mass type="decimal">135.054495185</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp>-0.09</logp>
  <hmdb-id>HMDB00034</hmdb-id>
  <chembl-id>CHEMBL226345</chembl-id>
  <chemspider-id>185</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;Eiichi Yonemitsu, Tomiya Isshiki, Yasuhiko Kijima, &amp;#8220;Process for preparing adenine.&amp;#8221; U.S. Patent US4059582, issued March, 1964.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003239</chemdb-id>
  <dsstox-id>DTXSID6022557</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00010868</susdat-id>
  <iupac>7H-purin-6-amine</iupac>
</compound>
