<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2743</id>
  <title>T3D2701</title>
  <common-name>Pyridoxine</common-name>
  <description>Pyridoxine is the 4-methanol form of vitamin B6 and is converted to pyridoxal 5-phosphate in the body. Pyridoxal 5-phosphate is a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, aminolevulinic acid.  Although pyridoxine and vitamin B6 are still frequently used as synonyms, especially by medical researchers, this practice is erroneous and sometimes misleading. Pyridoxine is one of the compounds that can be called vitamin B6. Pyridoxine assists in the balancing of sodium and potassium as well as promoting red blood cell production. It is linked to cancer immunity and helps fight the formation of homocysteine. It has been suggested that Pyridoxine might help children with learning difficulties, and may also prevent dandruff, eczema, and psoriasis. In addition, pyridoxine can help balance hormonal changes in women and aid in immune system. Lack of pyridoxine may cause anemia, nerve damage, seizures, skin problems, and sores in the mouth. Deficiency, though rare because of widespread distribution in foods, leads to the development of peripheral neuritis in adults and affects the central nervous system in children.</description>
  <cas>65-23-6</cas>
  <pubchem-id>1054</pubchem-id>
  <chemical-formula>C8H11NO3</chemical-formula>
  <weight>169.073890</weight>
  <appearance>White powder.</appearance>
  <melting-point>159-162°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>2.2E+005 mg/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral; parenteral (intramuscular).The B vitamins are readily absorbed from the gastrointestinal tract, except in malabsorption syndromes. Pyridoxine is absorbed mainly in the jejunum.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Vitamin B6 is the collective term for a group of three related compounds, pyridoxine (PN), pyridoxal (PL) and pyridoxamine (PM), and their phosphorylated derivatives, pyridoxine 5'-phosphate (PNP), pyridoxal 5'-phosphate (PLP) and pyridoxamine 5'-phosphate (PMP). Although all six of these compounds should technically be referred to as vitamin B6, the term vitamin B6 is commonly used interchangeably with just one of them, pyridoxine. Vitamin B6, principally in its biologically active coenzyme form pyridoxal 5'-phosphate, is involved in a wide range of biochemical reactions, including the metabolism of amino acids and glycogen, the synthesis of nucleic acids, hemogloblin, sphingomyelin and other sphingolipids, and the synthesis of the neurotransmitters serotonin, dopamine, norepinephrine and gamma-aminobutyric acid (GABA).</mechanism-of-toxicity>
  <metabolism>Hepatic.
Half Life: 15-20 days</metabolism>
  <toxicity>LD50: 4 gm/kg (oral, rat) </toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For the treatment of vitamin B6 deficiency and for the prophylaxis of isoniazid-induced peripheral neuropathy.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms>Toxic effects include convulsions, dyspnea, hypermotility, diarrhea, ataxia and muscle weakness.</symptoms>
  <treatment>Administer charcoal as a slurry. (T273)</treatment>
  <created-at type="dateTime">2009-07-21T20:26:12Z</created-at>
  <updated-at type="dateTime">2026-05-14T16:24:23Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Pyridoxine</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C00314</kegg-compound-id>
  <omim-id>115430
179020
206000
236200
237400
258870
258900
259900
266100
301300
610090</omim-id>
  <chebi-id>16709</chebi-id>
  <biocyc-id>CPD-455</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Pyridoxine</stitch-id>
  <drugbank-id>DB00165</drugbank-id>
  <pdb-id>UEG</pdb-id>
  <actor-id>3055</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CC1=C(O)C(CO)=C(CO)C=N1</moldb-smiles>
  <moldb-formula>C8H11NO3</moldb-formula>
  <moldb-inchi>InChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3</moldb-inchi>
  <moldb-inchikey>LXNHXLLTXMVWPM-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">169.1778</moldb-average-mass>
  <moldb-mono-mass type="decimal">169.073893223</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp>-0.77</logp>
  <hmdb-id>HMDB00239</hmdb-id>
  <chembl-id>CHEMBL1364</chembl-id>
  <chemspider-id>1025</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;Harumi Kita, &amp;#8220;Production of pyridoxine.&amp;#8221; U.S. Patent US4339586, issued October, 1972.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002133</chemdb-id>
  <dsstox-id>DTXSID4023541</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00004187</susdat-id>
  <iupac>4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol</iupac>
  <moldb-polar-surface-area>73.58000000000001</moldb-polar-surface-area>
  <moldb-refractivity>44.1053</moldb-refractivity>
  <moldb-polarizability>17.112304740817216</moldb-polarizability>
  <moldb-rotatable-bond-count>2</moldb-rotatable-bond-count>
  <moldb-acceptor-count>4</moldb-acceptor-count>
  <moldb-donor-count>3</moldb-donor-count>
  <moldb-pka-strongest-acidic>9.397430003835803</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>5.584997111043129</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>1</moldb-number-of-rings>
  <moldb-alogps-logp>-0.57</moldb-alogps-logp>
  <moldb-alogps-logs>-1.02</moldb-alogps-logs>
  <moldb-alogps-solubility>1.61e+01 g/l</moldb-alogps-solubility>
</compound>
