<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:09:58 UTC</creation_date>
  <update_date>2019-11-26 03:06:06 UTC</update_date>
  <accession>FDB012064</accession>
  <name>2'-Deoxyguanosine</name>
  <description>Isolated from plants, e.g. Phaseolus vulgaris (kidney bean)

A purine 2'-deoxyribonucleoside having guanine as the nucleobase. (ChEBI). 2'-Deoxyguanosine is found in pulses, yellow wax bean, and green bean.</description>
  <synonyms>
    <synonym>2-amino-9-(2-Deoxy-9-b-D-ribofuranosyl)-9H-purin-6-ol</synonym>
    <synonym>2-amino-9-(2-deoxy-9-beta-D-ribofuranosyl)-9H-purin-6-ol</synonym>
    <synonym>2-amino-9-(2-Deoxy-9-β-D-ribofuranosyl)-9H-purin-6-ol</synonym>
    <synonym>2-Deoxyguanosine</synonym>
    <synonym>2'-deoxy-Guanosine</synonym>
    <synonym>2'-Deoxyguanosine</synonym>
    <synonym>9-(2-deoxy-b-D-erythro-pentofuranosyl)-Guanine</synonym>
    <synonym>9-(2-Deoxy-b-D-erythro-pentofuranosyl)guanine</synonym>
    <synonym>9-(2-Deoxy-beta-D-erythro-pentofuranosyl)-guanine</synonym>
    <synonym>9-(2-deoxy-beta-delta-erythro-pentofuranosyl)-Guanine</synonym>
    <synonym>9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)guanine</synonym>
    <synonym>9-(2-Deoxy-β-D-erythro-pentofuranosyl)-guanine</synonym>
    <synonym>9H-Purin-6-ol, 2-amino-9-(2-deoxy-9-beta-D-ribofuranosyl)-</synonym>
    <synonym>Deoxyguanosine</synonym>
    <synonym>Desoxyguanosine</synonym>
    <synonym>dG</synonym>
    <synonym>Guanine deoxy nucleoside</synonym>
    <synonym>Guanine deoxyriboside</synonym>
    <synonym>Guanosine, 2'-deoxy-</synonym>
  </synonyms>
  <chemical_formula>C10H13N5O4</chemical_formula>
  <average_molecular_weight>267.2413</average_molecular_weight>
  <monisotopic_moleculate_weight>267.096753929</monisotopic_moleculate_weight>
  <iupac_name>9-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-imino-3,9-dihydro-2H-purin-6-ol</iupac_name>
  <traditional_iupac>9-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-imino-3H-purin-6-ol</traditional_iupac>
  <cas_registry_number>961-07-9</cas_registry_number>
  <smiles>NC1=NC2=C(N=CN2C2CC(O)C(CO)O2)C(=O)N1</smiles>
  <inchi>InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)</inchi>
  <inchikey>YKBGVTZYEHREMT-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. Purine 2'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2.</description>
    <direct_parent>Purine 2'-deoxyribonucleosides</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Nucleosides, nucleotides, and analogues</super_class>
    <class>Purine nucleosides</class>
    <sub_class>Purine 2'-deoxyribonucleosides</sub_class>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>6-oxopurines</alternative_parent>
      <alternative_parent>Aminopyrimidines and derivatives</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Hypoxanthines</alternative_parent>
      <alternative_parent>N-substituted imidazoles</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Oxacyclic compounds</alternative_parent>
      <alternative_parent>Primary alcohols</alternative_parent>
      <alternative_parent>Primary amines</alternative_parent>
      <alternative_parent>Pyrimidones</alternative_parent>
      <alternative_parent>Secondary alcohols</alternative_parent>
      <alternative_parent>Tetrahydrofurans</alternative_parent>
      <alternative_parent>Vinylogous amides</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>6-oxopurine</substituent>
      <substituent>Alcohol</substituent>
      <substituent>Amine</substituent>
      <substituent>Aminopyrimidine</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Azole</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Hypoxanthine</substituent>
      <substituent>Imidazole</substituent>
      <substituent>Imidazopyrimidine</substituent>
      <substituent>N-substituted imidazole</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organoheterocyclic compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Oxacycle</substituent>
      <substituent>Primary alcohol</substituent>
      <substituent>Primary amine</substituent>
      <substituent>Purine</substituent>
      <substituent>Purine 2'-deoxyribonucleoside</substituent>
      <substituent>Purinone</substituent>
      <substituent>Pyrimidine</substituent>
      <substituent>Pyrimidone</substituent>
      <substituent>Secondary alcohol</substituent>
      <substituent>Tetrahydrofuran</substituent>
      <substituent>Vinylogous amide</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>a deoxynucleoside</external_descriptor>
      <external_descriptor>a purine-related compound</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state>Solid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-1.55</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-1.50</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>8.36e+00 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 300° (also said to be indefinite)</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-1.1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>6.04</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>2.98</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>9-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-imino-3,9-dihydro-2H-purin-6-ol</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>267.2413</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>267.096753929</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>NC1=NC2=C(N=CN2C2CC(O)C(CO)O2)C(=O)N1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C10H13N5O4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>YKBGVTZYEHREMT-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>135.98</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>73.69</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>25.34</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>8</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>5</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>
    <pathway>
      <name>Purine Metabolism</name>
      <smpdb_id>SMP00050</smpdb_id>
      <kegg_map_id>map00230</kegg_map_id>
    </pathway>
  </pathways>
  <spectra>
  </spectra>
  <hmdb_id>HMDB00085</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>17172</chebi_id>
  <biocyc_id/>
  <het_id>GNG</het_id>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x00007f093c0b2ad8&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b28d0&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b26c8&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b2498&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b2290&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b2010&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b1e30&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b1c00&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b19f8&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b1818&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b15e8&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b1430&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b1228&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b1020&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b0e68&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b0c60&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b0a58&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b08a0&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b0698&gt;</reference>
    <reference>#&lt;Reference:0x00007f093c0b0490&gt;</reference>
  </general_references>
  <foods>
    <food>
      <name>Beer</name>
      <food_type>Type 2</food_type>
      <category>specific</category>
      <name_scientific/>
      <ncbi_taxonomy_id/>
      <average_value>0.0145</average_value>
      <max_value>0.015</max_value>
      <min_value>0.014</min_value>
      <unit>mg/100 g</unit>
    </food>
    <food>
      <name>Green bean</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Phaseolus vulgaris</name_scientific>
      <ncbi_taxonomy_id>3885</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Pulses</name>
      <food_type>Unknown</food_type>
      <category>generic</category>
      <name_scientific></name_scientific>
      <ncbi_taxonomy_id/>
    </food>
    <food>
      <name>Yellow wax bean</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Phaseolus vulgaris</name_scientific>
      <ncbi_taxonomy_id>3885</ncbi_taxonomy_id>
    </food>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
    <enzyme>
      <name>Cytosolic 5'-nucleotidase 3</name>
      <uniprot_id>Q9H0P0</uniprot_id>
      <uniprot_name/>
      <gene_name>NT5C3</gene_name>
    </enzyme>
    <enzyme>
      <name>Deoxyguanosine kinase, mitochondrial</name>
      <uniprot_id>Q16854</uniprot_id>
      <uniprot_name/>
      <gene_name>DGUOK</gene_name>
    </enzyme>
    <enzyme>
      <name>Purine nucleoside phosphorylase</name>
      <uniprot_id>P00491</uniprot_id>
      <uniprot_name/>
      <gene_name>PNP</gene_name>
    </enzyme>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
