<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:06:46 UTC</creation_date>
  <update_date>2025-11-18 22:59:35 UTC</update_date>
  <accession>FDB005610</accession>
  <name>Phasin</name>
  <description>Phasin, also known as 1-O-octadecyl-2-O-methyl-glycero-phosphocholine or L-et-18-och3, is a member of the class of compounds known as dialkylglycerol-3-phosphocholines. Dialkylglycerol-3-phosphocholines are glycerophosphocholines in which the glycerol moiety is bonded to two aliphatic (saturated or unsaturated) chains through ether linkages. Phasin is practically insoluble (in water) and a moderately acidic compound (based on its pKa). Phasin can be found in soy bean, which makes phasin a potential biomarker for the consumption of this food product. </description>
  <synonyms>
    <synonym>(+/-)-ET-18-OCH3</synonym>
    <synonym>(+/-)-ET-18-OMe</synonym>
    <synonym>1-O-Octadecyl-2-methyl-3-phosphatidylcholine</synonym>
    <synonym>1-O-Octadecyl-2-O-methyl-rac-glycero-3-phosphocholine</synonym>
    <synonym>1-O-Octadecyl-2-O-methyl-rac-glycero-3-phosphorylcholine</synonym>
    <synonym>1-O-Octadecyl-2-O-methyl-rac-glyceryl-3-phosphorylcholine</synonym>
    <synonym>1-Octadecyl-2-methoxy-sn-glycero-3-phosphorylcholine</synonym>
    <synonym>1-Octadecyl-2-methoxyglycero-3-phosphorylcholine</synonym>
    <synonym>1-Octadecyl-2-methyl-sn-glycero-3-phosphocholine</synonym>
    <synonym>1-Octadecyl-2-methylglycero-3-phosphocholine</synonym>
    <synonym>1-Octadecyl-2-methylglycero-3-phosphorylcholine</synonym>
    <synonym>1-Octadecyl-2-methylphosphorylcholine</synonym>
    <synonym>2-methoxy-PAF</synonym>
    <synonym>Alkyl-lysophospholipid</synonym>
    <synonym>ALP</synonym>
    <synonym>Choline, 1-octadecyl-2-methoxy-3-phosphoryl-</synonym>
    <synonym>Edelfosina</synonym>
    <synonym>Edelfosine</synonym>
    <synonym>Edelfosine [inn]</synonym>
    <synonym>Edelfosine, (+-)-isomer</synonym>
    <synonym>Edelfosinum</synonym>
    <synonym>ET 18-OCH3</synonym>
    <synonym>ET-18-O Me</synonym>
    <synonym>ET-18-O-Methyl</synonym>
    <synonym>ET-18-Och(3)</synonym>
    <synonym>Et-18-OCH3</synonym>
    <synonym>ET-18-OMe</synonym>
    <synonym>ET18-Ome</synonym>
    <synonym>Ether lipid</synonym>
    <synonym>PHOSPHORYLCHOLINE, 1-OCTADECYL-2-METHYL- (ALP)</synonym>
    <synonym>rac-1-Octadecyl-2-methoxyglycero-3-phosphocholine</synonym>
    <synonym>Racemic 1-O-octadecyl-2-O-methylglycero-3-phosphocholine</synonym>
  </synonyms>
  <chemical_formula>C27H58NO6P</chemical_formula>
  <average_molecular_weight>523.7263</average_molecular_weight>
  <monisotopic_moleculate_weight>523.400175105</monisotopic_moleculate_weight>
  <iupac_name>2-methoxy-3-(octadecyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate</iupac_name>
  <traditional_iupac>edelfosine</traditional_iupac>
  <cas_registry_number/>
  <smiles>CCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC</smiles>
  <inchi>InChI=1S/C27H58NO6P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-32-25-27(31-5)26-34-35(29,30)33-24-22-28(2,3)4/h27H,6-26H2,1-5H3</inchi>
  <inchikey>MHFRGQHAERHWKZ-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as dialkylglycerol-3-phosphocholines. These are glycerophosphocholines in which the glycerol moiety is bonded to two aliphatic (saturated or unsaturated) chains through ether linkages.</description>
    <direct_parent>Dialkylglycerol-3-phosphocholines</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Lipids and lipid-like molecules</super_class>
    <class>Glycerophospholipids</class>
    <sub_class>Glycerophosphocholines</sub_class>
    <molecular_framework>Aliphatic acyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Amines</alternative_parent>
      <alternative_parent>Dialkyl ethers</alternative_parent>
      <alternative_parent>Dialkyl phosphates</alternative_parent>
      <alternative_parent>Glycerol ethers</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organic salts</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Phosphocholines</alternative_parent>
      <alternative_parent>Tetraalkylammonium salts</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Alkyl phosphate</substituent>
      <substituent>Amine</substituent>
      <substituent>Dialkyl ether</substituent>
      <substituent>Dialkyl phosphate</substituent>
      <substituent>Dialkylglycero-3-phosphocholine</substituent>
      <substituent>Ether</substituent>
      <substituent>Glycerol ether</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organic phosphoric acid derivative</substituent>
      <substituent>Organic salt</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Phosphocholine</substituent>
      <substituent>Phosphoric acid ester</substituent>
      <substituent>Quaternary ammonium salt</substituent>
      <substituent>Tetraalkylammonium salt</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>glycerophosphocholine</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state/>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>3.37</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-6.57</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>1.55e-04 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>3.11</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>1.86</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-3.8</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>2-methoxy-3-(octadecyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>523.7263</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>523.400175105</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>CCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C27H58NO6P</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C27H58NO6P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-32-25-27(31-5)26-34-35(29,30)33-24-22-28(2,3)4/h27H,6-26H2,1-5H3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>MHFRGQHAERHWKZ-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>77.05</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>156.47</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>65.2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>27</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>0</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>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1327012</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1327013</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1327014</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1441351</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1441352</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1441353</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id/>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id/>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
  </general_references>
  <foods>
    <food>
      <name>Soy bean</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Glycine max</name_scientific>
      <ncbi_taxonomy_id>3847</ncbi_taxonomy_id>
    </food>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
