<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:13:38 UTC</creation_date>
  <update_date>2019-11-26 03:16:00 UTC</update_date>
  <accession>FDB018313</accession>
  <name>2-O-a-L-Fucopyranosyl-D-galactose</name>
  <description>Isolated from milk oligosaccharides

2-O-a-L-Fucopyranosyl-galactose is a disaccharide found in human breast milk that acts as an acceptor for N-acetylgalactosamine via alpha-galactosyltransferase activity (PMID:15158661).</description>
  <synonyms>
    <synonym>2-O-(6-Deoxy-a-L-galactopyranosyl)-D-galactose</synonym>
    <synonym>2-O-(6-Deoxy-a-L-galactopyranosyl)-D-galactose, 9CI</synonym>
    <synonym>2-O-(6-deoxy-alpha-L-galactopyranosyl)-D-Galactose</synonym>
    <synonym>2-O-(6-Deoxy-α-L-galactopyranosyl)-D-galactose</synonym>
    <synonym>2-O-alpha-L-Fucopyranosyl-D-galactose</synonym>
    <synonym>2-O-alpha-L-Fucopyranosyl-delta-galactose</synonym>
    <synonym>2-O-alpha-L-fucopyranosyl-Galactose</synonym>
    <synonym>6-deoxy-alpha-L-galactosyl-(1-&gt;2)-D-galactose</synonym>
    <synonym>a-L-Fucosyl-(1,2)-D-galactose</synonym>
    <synonym>alpha-L-fucosyl-(1-&gt;2)-D-galactose</synonym>
    <synonym>alpha-L-fucosyl-(1,2)-D-galactose</synonym>
    <synonym>Blood group h disaccharide</synonym>
    <synonym>α-L-fucosyl-(1,2)-D-galactose</synonym>
  </synonyms>
  <chemical_formula>C36H66O30</chemical_formula>
  <average_molecular_weight>978.8912</average_molecular_weight>
  <monisotopic_moleculate_weight>978.363890772</monisotopic_moleculate_weight>
  <iupac_name>2-methyl-6-{[2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol; 2-{[5-(1,2-dihydroxyethyl)-2,4-dihydroxyoxolan-3-yl]oxy}-6-methyloxane-3,4,5-triol; 3,4,5,6-tetrahydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]hexanal</iupac_name>
  <traditional_iupac>2-{[5-(1,2-dihydroxyethyl)-2,4-dihydroxyoxolan-3-yl]oxy}-6-methyloxane-3,4,5-triol; 3,4,5,6-tetrahydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]hexanal; neohesperidose</traditional_iupac>
  <cas_registry_number>24656-24-4</cas_registry_number>
  <smiles>CC1OC(OC(C=O)C(O)C(O)C(O)CO)C(O)C(O)C1O.CC1OC(OC2C(O)OC(C(O)CO)C2O)C(O)C(O)C1O.CC1OC(OC2C(O)OC(CO)C(O)C2O)C(O)C(O)C1O</smiles>
  <inchi>InChI=1S/3C12H22O10/c1-3-5(15)6(16)7(17)12(20-3)22-10-8(18)9(4(14)2-13)21-11(10)19;1-3-5(14)7(16)9(18)12(20-3)22-10-8(17)6(15)4(2-13)21-11(10)19;1-4-7(16)10(19)11(20)12(21-4)22-6(3-14)9(18)8(17)5(15)2-13/h2*3-19H,2H2,1H3;3-13,15-20H,2H2,1H3</inchi>
  <inchikey>YSMLPFNDZSPSLQ-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.</description>
    <direct_parent>Fatty acyl glycosides of mono- and disaccharides</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Lipids and lipid-like molecules</super_class>
    <class>Fatty Acyls</class>
    <sub_class>Fatty acyl glycosides</sub_class>
    <molecular_framework/>
    <alternative_parents>
      <alternative_parent>Acetals</alternative_parent>
      <alternative_parent>Alkyl glycosides</alternative_parent>
      <alternative_parent>Beta-hydroxy aldehydes</alternative_parent>
      <alternative_parent>Disaccharides</alternative_parent>
      <alternative_parent>Fatty alcohols</alternative_parent>
      <alternative_parent>Hemiacetals</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>O-glycosyl compounds</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Oxacyclic compounds</alternative_parent>
      <alternative_parent>Oxanes</alternative_parent>
      <alternative_parent>Polyols</alternative_parent>
      <alternative_parent>Primary alcohols</alternative_parent>
      <alternative_parent>Secondary alcohols</alternative_parent>
      <alternative_parent>Tetrahydrofurans</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Acetal</substituent>
      <substituent>Alcohol</substituent>
      <substituent>Aldehyde</substituent>
      <substituent>Aliphatic heteromonocyclic compound</substituent>
      <substituent>Alkyl glycoside</substituent>
      <substituent>Beta-hydroxy aldehyde</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Disaccharide</substituent>
      <substituent>Fatty acyl glycoside of mono- or disaccharide</substituent>
      <substituent>Fatty alcohol</substituent>
      <substituent>Glycosyl compound</substituent>
      <substituent>Hemiacetal</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>O-glycosyl compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organoheterocyclic compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Oxacycle</substituent>
      <substituent>Oxane</substituent>
      <substituent>Polyol</substituent>
      <substituent>Primary alcohol</substituent>
      <substituent>Secondary alcohol</substituent>
      <substituent>Tetrahydrofuran</substituent>
    </substituents>
    <external_descriptors>
    </external_descriptors>
  </taxonomy>
  <state>Solid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-2.45</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>0.17</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>4.86e+02 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-3.7</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>11.27</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>2-methyl-6-{[2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol; 2-{[5-(1,2-dihydroxyethyl)-2,4-dihydroxyoxolan-3-yl]oxy}-6-methyloxane-3,4,5-triol; 3,4,5,6-tetrahydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]hexanal</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>978.8912</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>978.363890772</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>CC1OC(OC(C=O)C(O)C(O)C(O)CO)C(O)C(O)C1O.CC1OC(OC2C(O)OC(C(O)CO)C2O)C(O)C(O)C1O.CC1OC(OC2C(O)OC(CO)C(O)C2O)C(O)C(O)C1O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C36H66O30</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/3C12H22O10/c1-3-5(15)6(16)7(17)12(20-3)22-10-8(18)9(4(14)2-13)21-11(10)19;1-3-5(14)7(16)9(18)12(20-3)22-10-8(17)6(15)4(2-13)21-11(10)19;1-4-7(16)10(19)11(20)12(21-4)22-6(3-14)9(18)8(17)5(15)2-13/h2*3-19H,2H2,1H3;3-13,15-20H,2H2,1H3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>YSMLPFNDZSPSLQ-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>169.3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>66.79</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>31.19</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>14</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>10</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>7</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>108291</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>108292</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>108293</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>175473</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>175474</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>175475</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB06590</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>22423</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce328c7cf0&gt;</reference>
  </general_references>
  <foods>
    <food>
      <name>Milk and milk products</name>
      <food_type>Unknown</food_type>
      <category>generic</category>
      <name_scientific/>
      <ncbi_taxonomy_id/>
    </food>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
