<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:14:05 UTC</creation_date>
  <update_date>2019-11-26 03:16:59 UTC</update_date>
  <accession>FDB019021</accession>
  <name>2-Hydroxyphloretic acid</name>
  <description>Hydroxyphenyllactic acid is a tyrosine metabolite. It is carcinogenic. The level of hydroxyphenyllactic acid is elevated in patients with deficiency of the enzyme p-hydroxyphenylpyruvate oxidase (EC 1.14.2.2). (PMID 4720815) [HMDB]</description>
  <synonyms>
    <synonym>(RS)-3-(4-hydroxyphenyl)lactate</synonym>
    <synonym>(RS)-3-(4-hydroxyphenyl)lactic acid</synonym>
    <synonym>2-Hydroxy-3-(4-hydroxyphenyl)propanoate</synonym>
    <synonym>2-Hydroxy-3-(4-hydroxyphenyl)propanoic acid</synonym>
    <synonym>2-Hydroxy-3-(P-hydroxyphenyl)propionate</synonym>
    <synonym>2-Hydroxy-3-(P-hydroxyphenyl)propionic acid</synonym>
    <synonym>2-Hydroxyphloretic acid</synonym>
    <synonym>3-(4-Hydroxyphenyl)-DL-lactate</synonym>
    <synonym>3-(4-Hydroxyphenyl)-DL-lactic acid</synonym>
    <synonym>3-(4-Hydroxyphenyl)lactate</synonym>
    <synonym>3-(4-Hydroxyphenyl)lactic acid</synonym>
    <synonym>3-(4-Hydroxyphenyl)lactic acid, 8CI</synonym>
    <synonym>3-(P-Hydroxyphenyl)-lactate</synonym>
    <synonym>3-(P-Hydroxyphenyl)-lactic acid</synonym>
    <synonym>4-Hydroxyphenyllactate</synonym>
    <synonym>4-Hydroxyphenyllactic acid</synonym>
    <synonym>a,4-Dihydroxybenzenepropanoate</synonym>
    <synonym>a,4-Dihydroxybenzenepropanoic acid</synonym>
    <synonym>a,4-Dihydroxybenzenepropanoic acid, 9CI</synonym>
    <synonym>b-(4-Hydroxyphenyl)lactate</synonym>
    <synonym>b-(4-Hydroxyphenyl)lactic acid</synonym>
    <synonym>b-(P-Hydroxyphenyl)-DL-lactate</synonym>
    <synonym>b-(P-Hydroxyphenyl)-DL-lactic acid</synonym>
    <synonym>b-(P-Hydroxyphenyl)lactate</synonym>
    <synonym>b-(P-Hydroxyphenyl)lactic acid</synonym>
    <synonym>beta-(4-Hydroxyphenyl)lactate</synonym>
    <synonym>beta-(4-Hydroxyphenyl)lactic acid</synonym>
    <synonym>beta-(P-Hydroxyphenyl)-DL-lactate</synonym>
    <synonym>beta-(P-Hydroxyphenyl)-DL-lactic acid</synonym>
    <synonym>beta-(P-Hydroxyphenyl)lactate</synonym>
    <synonym>beta-(P-Hydroxyphenyl)lactic acid</synonym>
    <synonym>DL-3-(4-Hydroxyphenyl)lactate</synonym>
    <synonym>DL-3-(4-Hydroxyphenyl)lactic acid</synonym>
    <synonym>DL-P-Hydroxyphenyllactate</synonym>
    <synonym>DL-P-Hydroxyphenyllactic acid</synonym>
    <synonym>HPLA</synonym>
    <synonym>Hydroxyphenyllactate</synonym>
    <synonym>P-Hydroxyphenyl lactate</synonym>
    <synonym>P-Hydroxyphenyl lactic acid</synonym>
    <synonym>β-(4-hydroxyphenyl)lactate</synonym>
    <synonym>β-(4-hydroxyphenyl)lactic acid</synonym>
    <synonym>β-(P-hydroxyphenyl)lactate</synonym>
    <synonym>β-(P-hydroxyphenyl)lactic acid</synonym>
  </synonyms>
  <chemical_formula>C9H10O4</chemical_formula>
  <average_molecular_weight>182.1733</average_molecular_weight>
  <monisotopic_moleculate_weight>182.057908808</monisotopic_moleculate_weight>
  <iupac_name>2-hydroxy-3-(4-hydroxyphenyl)propanoic acid</iupac_name>
  <traditional_iupac>hydroxyphenyllactic acid</traditional_iupac>
  <cas_registry_number>306-23-0</cas_registry_number>
  <smiles>OC(CC1=CC=C(O)C=C1)C(O)=O</smiles>
  <inchi>InChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8,10-11H,5H2,(H,12,13)</inchi>
  <inchikey>JVGVDSSUAVXRDY-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.</description>
    <direct_parent>Phenylpropanoic acids</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Phenylpropanoids and polyketides</super_class>
    <class>Phenylpropanoic acids</class>
    <sub_class/>
    <molecular_framework>Aromatic homomonocyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>1-hydroxy-2-unsubstituted benzenoids</alternative_parent>
      <alternative_parent>Alpha hydroxy acids and derivatives</alternative_parent>
      <alternative_parent>Benzene and substituted derivatives</alternative_parent>
      <alternative_parent>Carbonyl compounds</alternative_parent>
      <alternative_parent>Carboxylic acids</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Monocarboxylic acids and derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Secondary alcohols</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>1-hydroxy-2-unsubstituted benzenoid</substituent>
      <substituent>3-phenylpropanoic-acid</substituent>
      <substituent>Alcohol</substituent>
      <substituent>Alpha-hydroxy acid</substituent>
      <substituent>Aromatic homomonocyclic compound</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Carboxylic acid</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Hydroxy acid</substituent>
      <substituent>Monocarboxylic acid or derivatives</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Phenol</substituent>
      <substituent>Secondary alcohol</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>2-hydroxy carboxylic acid</external_descriptor>
      <external_descriptor>phenols</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state>Solid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>0.87</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-1.58</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>4.79e+00 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>0.88</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>3.58</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-hydroxy-3-(4-hydroxyphenyl)propanoic acid</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>182.1733</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>182.057908808</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>OC(CC1=CC=C(O)C=C1)C(O)=O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C9H10O4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8,10-11H,5H2,(H,12,13)</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>JVGVDSSUAVXRDY-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>77.76</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>45.44</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>17.51</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>physiological_charge</kind>
    <value>-1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formal_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <pathways>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::NmrTwoD</type>
      <spectrum_id>1470</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>834</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>835</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>836</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1614</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>3035</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>31221</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>31843</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>37746</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>150439</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1074729</spectrum_id>
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    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1074731</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
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      <type>Specdb::CMs</type>
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      <type>Specdb::CMs</type>
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    <spectrum>
      <type>Specdb::CMs</type>
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    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
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    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
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    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
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    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
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      <type>Specdb::CMs</type>
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    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1074751</spectrum_id>
    </spectrum>
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      <spectrum_id>1524</spectrum_id>
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      <type>Specdb::NmrOneD</type>
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    </spectrum>
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      <type>Specdb::NmrOneD</type>
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    </spectrum>
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      <type>Specdb::NmrOneD</type>
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    </spectrum>
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    </spectrum>
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      <spectrum_id>1083</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1084</spectrum_id>
    </spectrum>
    <spectrum>
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      <spectrum_id>1085</spectrum_id>
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    <spectrum>
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      <spectrum_id>4625</spectrum_id>
    </spectrum>
    <spectrum>
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    </spectrum>
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  </spectra>
  <hmdb_id>HMDB00755</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id/>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce304c00f0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304bfee8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304bfd30&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304bfb78&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304bf9c0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304bf808&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304bf650&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304bf498&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304bf2e0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304bf128&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304bef70&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304bedb8&gt;</reference>
  </general_references>
  <foods>
    <food>
      <name>Milk (Cow)</name>
      <food_type>Type 2</food_type>
      <category>specific</category>
      <name_scientific></name_scientific>
      <ncbi_taxonomy_id/>
    </food>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
