<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:08:04 UTC</creation_date>
  <update_date>2018-05-29 00:43:32 UTC</update_date>
  <accession>FDB008430</accession>
  <name>Dexpanthenol</name>
  <description>Dietary supplement

Panthenol is the alcohol analog of pantothenic acid (vitamin B5), and is thus a provitamin of B5. In organisms it is quickly oxidized to pantothenate. Panthenol comes in two enantiomers, D and L. Only D-panthenol (dexpanthenol) is biologically active, however both forms have moisturizing properties.</description>
  <synonyms>
    <synonym>(+-)-Pantothenyl alcohol</synonym>
    <synonym>(+)-Panthenol</synonym>
    <synonym>(R)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide</synonym>
    <synonym>Alcool DL-pantotenilico</synonym>
    <synonym>Alcopan-250</synonym>
    <synonym>Bepanthen</synonym>
    <synonym>Bepanthene</synonym>
    <synonym>Bepanthon</synonym>
    <synonym>Bepantol</synonym>
    <synonym>Compnent OF ilopan-choline</synonym>
    <synonym>D-(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide</synonym>
    <synonym>D-(+)-panthenol</synonym>
    <synonym>D-(+)-pantothenyl alcohol</synonym>
    <synonym>D-P-a Injection</synonym>
    <synonym>D-Panthenol</synonym>
    <synonym>D-Panthenol 50</synonym>
    <synonym>D-Pantothenol</synonym>
    <synonym>D-Pantothenyl alcohol</synonym>
    <synonym>D(+)-Panthenol</synonym>
    <synonym>D(+)-Pantothenyl alcohol</synonym>
    <synonym>Dexpantenol</synonym>
    <synonym>Dexpanthenol, BAN, INN, USAN</synonym>
    <synonym>Dexpanthenolum</synonym>
    <synonym>Dextro pantothenyl alcohol</synonym>
    <synonym>DL-Panthenol</synonym>
    <synonym>DL-Pantothenol</synonym>
    <synonym>DL-Pantothenyl alcohol</synonym>
    <synonym>Fancol DL</synonym>
    <synonym>Intrapan</synonym>
    <synonym>N-Pantoyl-3-propanolamine</synonym>
    <synonym>Panadon</synonym>
    <synonym>Pantenol</synonym>
    <synonym>Pantenolo</synonym>
    <synonym>Pantenyl</synonym>
    <synonym>Panthenol, (+)-</synonym>
    <synonym>Panthenolum</synonym>
    <synonym>Pantol</synonym>
    <synonym>Pantothenol, d-</synonym>
    <synonym>Pantothenylol</synonym>
    <synonym>Penthenol</synonym>
    <synonym>Provitamin b5</synonym>
    <synonym>Urupan</synonym>
    <synonym>Varitan</synonym>
  </synonyms>
  <chemical_formula>C9H19NO4</chemical_formula>
  <average_molecular_weight>205.2515</average_molecular_weight>
  <monisotopic_moleculate_weight>205.131408101</monisotopic_moleculate_weight>
  <iupac_name>(2R)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide</iupac_name>
  <traditional_iupac>dexpanthenol</traditional_iupac>
  <cas_registry_number>81-13-0</cas_registry_number>
  <smiles>CC(C)(CO)[C@@H](O)C(=O)NCCCO</smiles>
  <inchi>InChI=1S/C9H19NO4/c1-9(2,6-12)7(13)8(14)10-4-3-5-11/h7,11-13H,3-6H2,1-2H3,(H,10,14)/t7-/m0/s1</inchi>
  <inchikey>SNPLKNRPJHDVJA-ZETCQYMHSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).</description>
    <direct_parent>Secondary alcohols</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic oxygen compounds</super_class>
    <class>Organooxygen compounds</class>
    <sub_class>Alcohols and polyols</sub_class>
    <molecular_framework>Aliphatic acyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Alkanolamines</alternative_parent>
      <alternative_parent>Carboximidic acids</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Primary alcohols</alternative_parent>
      <alternative_parent>Propargyl-type 1,3-dipolar organic compounds</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Alkanolamine</substituent>
      <substituent>Carboximidic acid</substituent>
      <substituent>Carboximidic acid derivative</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic 1,3-dipolar compound</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Primary alcohol</substituent>
      <substituent>Propargyl-type 1,3-dipolar organic compound</substituent>
      <substituent>Secondary alcohol</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>amino alcohol</external_descriptor>
      <external_descriptor>monocarboxylic acid amide</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state>Solid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-1.00</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-0.23</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>1.21e+02 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-1.7</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>12.69</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-2.4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>(2R)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>205.2515</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>205.131408101</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>CC(C)(CO)[C@@H](O)C(=O)NCCCO</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C9H19NO4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C9H19NO4/c1-9(2,6-12)7(13)8(14)10-4-3-5-11/h7,11-13H,3-6H2,1-2H3,(H,10,14)/t7-/m0/s1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>SNPLKNRPJHDVJA-ZETCQYMHSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>89.79</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>51.88</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>21.93</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>6</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>4</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>Pantothenate and CoA Biosynthesis</name>
      <smpdb_id>SMP00027</smpdb_id>
      <kegg_map_id>map00770</kegg_map_id>
    </pathway>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1539</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1663</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>8190</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>136702</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>144436</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>2176</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>2177</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>258285</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>258286</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>258287</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>278223</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>278224</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>278225</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1480159</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1480160</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1480161</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2226807</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2227886</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2231597</spectrum_id>
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    <spectrum>
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      <spectrum_id>2232579</spectrum_id>
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    <spectrum>
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      <spectrum_id>2234047</spectrum_id>
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      <spectrum_id>2234910</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2235956</spectrum_id>
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      <spectrum_id>2237447</spectrum_id>
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      <spectrum_id>2242269</spectrum_id>
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      <type>Specdb::MsMs</type>
      <spectrum_id>2243578</spectrum_id>
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    <spectrum>
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      <spectrum_id>2250454</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2251946</spectrum_id>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>47982</spectrum_id>
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      <type>Specdb::NmrOneD</type>
      <spectrum_id>47983</spectrum_id>
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      <type>Specdb::NmrOneD</type>
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      <spectrum_id>48000</spectrum_id>
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      <type>Specdb::NmrOneD</type>
      <spectrum_id>48001</spectrum_id>
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  </spectra>
  <hmdb_id>HMDB04231</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>27373</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce333834f0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce333832e8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce33383130&gt;</reference>
    <reference>#&lt;Reference:0x000055ce33382f28&gt;</reference>
  </general_references>
  <foods>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
