<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4524</id>
  <title>T3D4470</title>
  <common-name>Hydroxyphenyllactic acid</common-name>
  <description>Hydroxyphenyllactic acid or 4-hydroxyphenyllactate (the L-form) is a tyrosine metabolite. The level of L-hydroxyphenyllactic acid is elevated in patients with a deficiency of the enzyme p-hydroxyphenylpyruvate oxidase (EC 1.14.2.2).  L-hydroxyphenyllactate is present in relatively higher concentrations in the cerebrospinal fluid and urine of patients with phenylketonuria (PKU) and tyrosinemia.   However the D-form of hydroxyphneyllactate is of bacterial origin and is also found in individuals with bacterial overgrowth or unusual gut microflora   Microbial hydroxyphenyllactate is likely derived from phenolic or polyphenolic compounds in the diet.  Bifidobacteria and lactobacilli produced considerable amounts of phenyllactic and p-hydroxyphenyllactic acids   It has also been shown that hydroxyphenyllactate decreases ROS (reactive oxygen species) production in both mitochondria and neutrophils and so hydroxyphenyllactate may function as a natural anti-oxidant  (A3527, A3528, A3528, A3529, A3529).</description>
  <cas>306-23-0</cas>
  <pubchem-id>9378</pubchem-id>
  <chemical-formula>C9H10O4</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point></melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>12.9 mg/mL at 16°C</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity nil="true"/>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>This is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:51:34Z</created-at>
  <updated-at type="dateTime">2016-11-09T01:09:08Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C03672</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>17385</chebi-id>
  <biocyc-id>CPD-6978</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>OC(CC1=CC=C(O)C=C1)C(O)=O</moldb-smiles>
  <moldb-formula>C9H10O4</moldb-formula>
  <moldb-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)</moldb-inchi>
  <moldb-inchikey>JVGVDSSUAVXRDY-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">182.1733</moldb-average-mass>
  <moldb-mono-mass type="decimal">182.057908808</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB00755</hmdb-id>
  <chembl-id>CHEMBL1162489</chembl-id>
  <chemspider-id>9010</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>Deng, Xi-ling; Wang, Xin-bing; Xiang, Ying; Zhu, Shi-fa.  Synthesis of b-(4-hydroxyphenyl)lactic acid.    Shihezi Daxue Xuebao, Ziran Kexueban  (2005),  23(1),  11-13.</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003430</chemdb-id>
  <dsstox-id nil="true"/>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id nil="true"/>
  <iupac nil="true"/>
  <moldb-polar-surface-area>77.75999999999999</moldb-polar-surface-area>
  <moldb-refractivity>45.439700000000016</moldb-refractivity>
  <moldb-polarizability>17.508950163763846</moldb-polarizability>
  <moldb-rotatable-bond-count>3</moldb-rotatable-bond-count>
  <moldb-acceptor-count>4</moldb-acceptor-count>
  <moldb-donor-count>3</moldb-donor-count>
  <moldb-pka-strongest-acidic>3.5839647995095922</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-3.8298154633716104</moldb-pka-strongest-basic>
  <moldb-physiological-charge>-1</moldb-physiological-charge>
  <moldb-number-of-rings>1</moldb-number-of-rings>
  <moldb-alogps-logp>0.87</moldb-alogps-logp>
  <moldb-alogps-logs>-1.58</moldb-alogps-logs>
  <moldb-alogps-solubility>4.79e+00 g/l</moldb-alogps-solubility>
</compound>
