<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4384</id>
  <title>T3D4330</title>
  <common-name>Glyceric acid</common-name>
  <description>Glyceric acid is a colourless syrupy acid, obtained from oxidation of glycerol. It is a compound that is secreted excessively in the urine by patients suffering from D-glyceric aciduria, an inborn error of metabolism, and D-glycerate anemia. Deficiency of human glycerate kinase leads to D-glycerate acidemia/D-glyceric aciduria. Symptoms of the disease include progressive neurological impairment, hypotonia, seizures, failure to thrive, and metabolic acidosis. At sufficiently high levels, glyceric acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Glyceric acid is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of untreated glyceric aciduria. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures.</description>
  <cas>473-81-4</cas>
  <pubchem-id>439194</pubchem-id>
  <chemical-formula>C3H6O4</chemical-formula>
  <weight nil="true"/>
  <appearance nil="true"/>
  <melting-point></melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>1000.0 mg/mL</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity>Glyceric acid is a compound that is secreted excessively in the urine by patients suffering from D-glyceric aciduria and D-glycerate anemia. Deficiency of human glycerate kinase leads to D-glycerate acidemia/D-glyceric aciduria. Accumulation of glyceric acid in the body has been shown to be toxic.</mechanism-of-toxicity>
  <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>Chronically high levels of D-glyceric acid are associated with D-glyceric acidura.</health-effects>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:28:02Z</created-at>
  <updated-at type="dateTime">2018-03-21T17:46:17Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Glyceric acid</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C00258</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>32398</chebi-id>
  <biocyc-id>2-PG</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id nil="true"/>
  <pdb-id>DGY</pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>[H][C@@](O)(CO)C(O)=O</moldb-smiles>
  <moldb-formula>C3H6O4</moldb-formula>
  <moldb-inchi>InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)/t2-/m1/s1</moldb-inchi>
  <moldb-inchikey>InChIKey=RBNPOMFGQQGHHO-UWTATZPHSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">106.0773</moldb-average-mass>
  <moldb-mono-mass type="decimal">106.02660868</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Liquid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB00139</hmdb-id>
  <chembl-id nil="true"/>
  <chemspider-id>388334</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>Kyriacou, Demetrios; Tougas, Terrence P.  Preparation of glyceric acid by anodic oxidation of glycerol at a silver oxide electrode.    Journal of Organic Chemistry  (1987),  52(11),  2318-19. </synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
