<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4332</id>
  <title>T3D4278</title>
  <common-name>Deoxyadenosine triphosphate</common-name>
  <description>Deoxyadenosine triphosphate (dATP) is a purine nucleoside triphosphate used in cells for DNA synthesis. A nucleoside triphosphate is a molecule type that contains a nucleoside with three phosphates bound to it. dATP contains the sugar deoxyribose, a precursor in DNA synthesis whereby the two existing phosphate groups are cleaved with the remaining deoxyadenosine monophosphate being incorporated into DNA during replication. Due to its enzymatic incorporation into DNA, photoreactive dATP analogs such as N6-[4-azidobenzoyl-(2-aminoethyl)]-2'-deoxyadenosine-5'-triphosphate (AB-dATP) and N6-[4-[3-(trifluoromethyl)-diazirin-3-yl]benzoyl-(2-aminoethyl)]-2'-deoxyadenosine-5'-triphosphate (DB-dATP) have been used for DNA photoaffinity labeling. </description>
  <cas>1927-31-7</cas>
  <pubchem-id>15993</pubchem-id>
  <chemical-formula>C10H16N5O12P3</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point></melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility></solubility>
  <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>Metabolism of organophosphates occurs principally by oxidation, by hydrolysis via esterases and by reaction with glutathione. Demethylation and glucuronidation may also occur.  Oxidation of organophosphorus pesticides may result in moderately toxic products.  In general, phosphorothioates are not directly toxic but require oxidative metabolism to the proximal toxin.  The glutathione transferase reactions produce products that are, in most cases, of low toxicity. Paraoxonase (PON1) is a key enzyme in the metabolism of organophosphates. PON1 can inactivate some organophosphates through hydrolysis. PON1 hydrolyzes the active metabolites in several organophosphates insecticides as well as, nerve agents such as soman, sarin, and VX. The presence of PON1 polymorphisms causes there to be different enzyme levels and catalytic efficiency of this esterase, which in turn suggests that different individuals may be more susceptible to the toxic effect of organophosphate exposure.</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>This is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Chronically high levels of deoxyadenosine triphosphate are associated with Adenosine Deaminase Deficiency.</health-effects>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:12:53Z</created-at>
  <updated-at type="dateTime">2026-05-14T17:48:44Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Deoxyadenosine triphosphate</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C00131</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>16284</chebi-id>
  <biocyc-id>DATP</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB03222</drugbank-id>
  <pdb-id>DTP</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=NC=NC2=C1N=CN2[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1</moldb-smiles>
  <moldb-formula>C10H16N5O12P3</moldb-formula>
  <moldb-inchi>InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1</moldb-inchi>
  <moldb-inchikey>SUYVUBYJARFZHO-RRKCRQDMSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">491.1816</moldb-average-mass>
  <moldb-mono-mass type="decimal">491.000830537</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp>-4.5</logp>
  <hmdb-id>HMDB01532</hmdb-id>
  <chembl-id>CHEMBL335538</chembl-id>
  <chemspider-id>15194</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></synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003238</chemdb-id>
  <dsstox-id>DTXSID10895848</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00074137</susdat-id>
  <iupac>({[({[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid</iupac>
  <moldb-polar-surface-area>258.9</moldb-polar-surface-area>
  <moldb-refractivity>94.30359999999997</moldb-refractivity>
  <moldb-polarizability>38.05574342232156</moldb-polarizability>
  <moldb-rotatable-bond-count>8</moldb-rotatable-bond-count>
  <moldb-acceptor-count>13</moldb-acceptor-count>
  <moldb-donor-count>6</moldb-donor-count>
  <moldb-pka-strongest-acidic>0.8954169891075989</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>4.030117344716746</moldb-pka-strongest-basic>
  <moldb-physiological-charge>-3</moldb-physiological-charge>
  <moldb-number-of-rings>3</moldb-number-of-rings>
  <moldb-alogps-logp>-0.66</moldb-alogps-logp>
  <moldb-alogps-logs>-2.11</moldb-alogps-logs>
  <moldb-alogps-solubility>3.83e+00 g/l</moldb-alogps-solubility>
</compound>
