<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4461</id>
  <title>T3D4407</title>
  <common-name>Pyridoxal 5'-phosphate</common-name>
  <description>This is the active form of vitamin B6 serving as a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, aminolevulinic acid. During transamination of amino acids, pyridoxal phosphate is transiently converted into pyridoxamine phosphate (pyridoxamine).  Pyridoxal-phosphate (PLP, pyridoxal-5'-phosphate) is a cofactor of many enzymatic reactions. It is the active form of vitamin B6 which comprises three natural organic compounds, pyridoxal, pyridoxamine and pyridoxine.</description>
  <cas>54-47-7</cas>
  <pubchem-id>1051</pubchem-id>
  <chemical-formula>C8H10NO6P</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>255°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>Appreciable</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity>Pyridoxal Phosphate is a coenzyme of many enzymatic reactions. It is the active form of vitamin B6 which comprises three natural organic compounds, pyridoxal, pyridoxamine and pyridoxine. Pyridoxal phosphate acts as a coenzyme in all transamination reactions, and in some decarboxylation and deamination reactions of amino acids. The aldehyde group of pyridoxal phosphate forms a Schiff-base linkage with the epsilon-amino group of a specific lysine group of the aminotransferase enzyme. The alpha-amino group of the amino acid substrate displaces the epsilon-amino group of the active-site lysine residue. The resulting aldimine becomes deprotonated to become a quinoid intermediate, which in turn accepts a proton at a different position to become a ketimine. The resulting ketimine is hydrolysed so that the amino group remains on the protein complex.</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>For nutritional supplementation and for treating dietary shortage or imbalance.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:51:04Z</created-at>
  <updated-at type="dateTime">2026-04-13T20:28:30Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Pyridoxal-phosphate</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C00018</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>18405</chebi-id>
  <biocyc-id>PYRIDOXAL_PHOSPHATE</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB00114</drugbank-id>
  <pdb-id>PLP</pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CC1=NC=C(COP(O)(O)=O)C(C=O)=C1O</moldb-smiles>
  <moldb-formula>C8H10NO6P</moldb-formula>
  <moldb-inchi>InChI=1S/C8H10NO6P/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14/h2-3,11H,4H2,1H3,(H2,12,13,14)</moldb-inchi>
  <moldb-inchikey>NGVDGCNFYWLIFO-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">247.1419</moldb-average-mass>
  <moldb-mono-mass type="decimal">247.024573569</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp>-1.2</logp>
  <hmdb-id>HMDB01491</hmdb-id>
  <chembl-id>CHEMBL82202</chembl-id>
  <chemspider-id>1022</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>&lt;p&gt;Robert C. Siegel, &amp;#8220;Synthesis of cross-links in the helical domain of collagen using pyridoxal 5-phosphate and copper or iron.&amp;#8221; U.S. Patent US4544638, issued June, 1981.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003367</chemdb-id>
  <dsstox-id>DTXSID4048351</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id nil="true"/>
  <iupac>[(4-formyl-5-hydroxy-6-methylpyridin-3-yl)methoxy]phosphonic acid</iupac>
</compound>
