Pyridoxine (CED0001865)

Record Information
Version1.0
Creation Date2009-07-21 20:26:12 UTC
Update Date2026-05-14 16:24:23 UTC
Accession NumberCHEM002133
Identification
Common NamePyridoxine
ClassSmall Molecule
Description
Pyridoxine belongs to the pyridoxines, a subclass of pyridines and derivatives within the organic compounds. This endogenous human metabolite has the formula C8H11NO3 and an average molecular weight of 169.18 g/mol. At room temperature, the compound exists as a solid. It is detected in the liver and erythrocyte tissues and functions as a biological cofactor (PMC10573427). Pyridoxine is one of the compounds that can be called vitamin B6, a collective term that also includes pyridoxal and pyridoxamine, as well as their phosphorylated derivatives: pyridoxine 5'-phosphate, pyridoxal 5'-phosphate, and pyridoxamine 5'-phosphate. In the body, pyridoxine is converted to pyridoxal 5-phosphate, which serves as a coenzyme for the synthesis of sphingolipids, aminolevulinic acid, amino acids, and neurotransmitters such as norepinephrine and serotonin. Recorded protein targets for pyridoxine include Chronophin (PDXP), Pyridoxal kinase (PDXK), Cystathionine beta-synthase (CBS), and Phosphoserine aminotransferase (PSAT1), and it acts as a cofactor of Aromatic-L-amino-acid decarboxylase (DDC). Pyridoxine is found in vitamins and is recorded in various other sources, including food processing and cookware (such as the preparation of vinegar, food preservation, and fermentation processes for beer), household cleaning and consumer products (including perfumes within detergents and soaps, bleaching agents, and cigar cigarettes), building and construction materials (such as tents or canopies and ceilings), and electrical and electronic equipment (including amplifiers, antennas, and discharge lamps). Exposure routes include oral, intravenous, intramuscular, topical, transdermal, cutaneous, ophthalmic, and dental.
Contaminant Type
  • Anti-Inflammatory Agent
  • Drug
  • Essential Vitamin
  • Food Toxin
  • Household Toxin
  • Human Neurotoxin
  • Metabolite
  • Natural Compound
  • Nutraceutical
  • Organic Compound
  • Vitamin
  • Vitamin B Complex
Chemical Structure
Synonyms
ValueSource
2-Methyl-3-hydroxy-4,5-dihydroxymethylpyridineChEBI
3-Hydroxy-4,5-bis(hydroxymethyl)-2-methylpyridineChEBI
3-Hydroxy-4,5-dimethylol-alpha-picolineChEBI
5-Hydroxy-6-methyl-3,4-pyridinedimethanolChEBI
PyridoxolChEBI
Vitamin b6ChEBI
3-Hydroxy-4,5-dimethylol-a-picolineGenerator
3-Hydroxy-4,5-dimethylol-α-picolineGenerator
2-Methyl-3-hydroxy-4,5-bis(hydroxymethyl)pyridineHMDB
2-Methyl-3-hydroxy-4,5-di(hydroxymethyl)pyridineHMDB
2-Methyl-4,5-bis(hydroxymethyl)-3-hydroxypyridineHMDB
3-Hydroxy-2-picoline-4,5-dimethanolHMDB
AdermineHMDB
GravidoxHMDB
HydoxinHMDB
PiridossinaHMDB
PiridoxinaHMDB
PyridoxinHMDB
PyridoxinumHMDB
PyridoxolumHMDB
Pyridoxol hydrochlorideHMDB
RodexHMDB
Pyridoxine hydrochlorideHMDB
Chemical FormulaC8H11NO3
Average Molecular Mass169.178 g/mol
Monoisotopic Mass169.074 g/mol
CAS Registry Number65-23-6
IUPAC Name4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol
Traditional Namepyridoxine
SMILESCC1=C(O)C(CO)=C(CO)C=N1
InChI IdentifierInChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3
InChI KeyLXNHXLLTXMVWPM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyridoxines. These are pyridoxal derivatives in which the carbaldehyde group at position 2 of the pyridoxal moiety is replaced by a hydroxymethyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPyridoxines
Direct ParentPyridoxines
Alternative Parents
Substituents
  • Pyridoxine
  • Methylpyridine
  • Hydroxypyridine
  • Heteroaromatic compound
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginEndogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid LocationsNot Available
Tissue Locations
  • Erythrocyte
  • Liver
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point159-162°C
Boiling PointNot Available
Solubility2.2E+005 mg/L
Predicted Properties
PropertyValueSource
Water Solubility16.1 g/LALOGPS
logP-0.57ALOGPS
logP-0.95ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)9.4ChemAxon
pKa (Strongest Basic)5.58ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area73.58 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity44.11 m³·mol⁻¹ChemAxon
Polarizability17.11 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-000t-0940000000-30b4702623a6d8fcb4bbNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-001j-0690000000-0581e2b42fa48c1ea498Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-00di-9330000000-32929ff06762b9f5887fNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-001i-0490000000-34a09ddbbb462aeb02a6Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0f6x-9400000000-486db54a30b61c2eb9d4Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-000t-0940000000-30b4702623a6d8fcb4bbNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-001j-0690000000-0581e2b42fa48c1ea498Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-00di-9330000000-32929ff06762b9f5887fNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-001i-0490000000-34a09ddbbb462aeb02a6Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-001j-0790000000-6f8f6e679e03f9119a65Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0f79-0900000000-0f727b3e23c2481951e8Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00di-7079000000-2f143e187cb8c078f936Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0vi0-0900000000-bd0de86c072765a5caadNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-3900000000-2018b406a3c75213b733Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0059-9200000000-e69bb531deb2a103a476Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0f6x-9400000000-77c43a946c4ae1abf3b9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-479d4492cc8d634fa366Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-486d6a4e5e1a731b7c54Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-0900000000-4ef09ce9c04561a1085eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ab9-1900000000-3298adf6db36689d5d43Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a6r-7900000000-6711954ee96f08344434Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0900000000-234e90d43a7febd7a098Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-137080765c0035b45258Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-882ee900a8bba08e2c7cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-003r-8900000000-e0e11797b63cea991d81Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0059-9100000000-c25384179219411af02cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ue9-0900000000-c0e149ce890192397b7fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0v4i-0900000000-f9f378af3d47ab006806Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-479d4492cc8d634fa366Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-486d6a4e5e1a731b7c54Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-0900000000-4ef09ce9c04561a1085eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ab9-1900000000-3298adf6db36689d5d43Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a6r-7900000000-6711954ee96f08344434Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0v4i-0900000000-f9f378af3d47ab006806Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0uxr-0900000000-dd61975d762fdc6e1e95Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0900000000-234e90d43a7febd7a098Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-137080765c0035b45258Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-882ee900a8bba08e2c7cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-003r-8900000000-ffea92733494372f905dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0059-9100000000-ef6ae8502e892d6053f0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ue9-0900000000-c0e149ce890192397b7fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-99bef4a72e90ec8f7ea6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-a6f45b95b3ce6f74f839Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-053r-0900000000-7c3eb4f65117b542fdeeNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ue9-0900000000-8ba15f0c257e60a0290fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-f25f13fa02e87dddc820Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0uk9-0900000000-21eb10121a49479f2596Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-59af035b36c62274c114Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-1900000000-d6f95aaac91f3a7124d3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0059-9200000000-d352c9564395c3828b92Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-0a1548a118271329e07bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-d82b0fdd273f41d4851eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-0900000000-cf1a7fd18bd13f8f8866Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0uxr-0900000000-7fe5301d80a20652da8dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-5900000000-7561a7d9d4ee4219407dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0uxr-0900000000-572e65ff91ab9dd710d9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ab9-0900000000-ea05e983e469acc92556Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-0900000000-fff6f282c0867619c9faNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0059-9200000000-7d684e461fbd57bce78dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0v4i-0900000000-5b8d1690520f089a15ccNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0uk9-0900000000-eab5b3411261744df750Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ue9-0900000000-cc4dc8719602182ef1ebNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-5900000000-1c2637733578fcdd7c6aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0900000000-e89cc69d8b21012ff982Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-059i-0900000000-0ad8d09e042015cb2e33Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9500000000-577a3d87899ca47d539fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0umi-0900000000-e5de1113f5bde7c13f2aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fmi-0900000000-f9903dbb075404a02b40Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00c0-5900000000-9f017f259fc52524886bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0gb9-0900000000-d8226791f565dbd02616Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05g0-0900000000-9278bb75ecf9dfd9176cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0596-8900000000-65ed587b8a9ed2f0c2a5Not AvailableView Spectrum
MSMS Spectrumsplash10-1003-6900000000-1237eaf82dfadfd54d4bNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityVitamin 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).
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Minimum Risk LevelNot Available
SymptomsToxic effects include convulsions, dyspnea, hypermotility, diarrhea, ataxia and muscle weakness.
TreatmentAdminister charcoal as a slurry. (17)
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
4.0gm/kgNot AvailableratLD50oralexperimentalNot Available
3085.0Log mg/kg[1700:5500]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
233BrushesPersonal care & cosmeticsNot Available
265VitaminsHealthcare, pharmaceuticals & veterinary productsNot Available
490Personal care & cosmeticsNot Available
495CeilingsBuilding & ConstructionNot Available
503Tents Or CanopiesBuilding & ConstructionNot Available
505AmplifiersElectrical & Electronic EquipmentNot Available
506AntennasElectrical & Electronic EquipmentNot Available
507Auxiliary DevicesElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
514Discharge LampsElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
546Molasses And Treatment Of MolassesFood, food processing & cookwareNot Available
547Preparation Of MaltFood, food processing & cookwareNot Available
548Preparation Of VinegarFood, food processing & cookwareNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
551Processing FishFood, food processing & cookwareNot Available
553Treatment Of HopsFood, food processing & cookwareNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
564Soap DispensersHousehold cleaning & consumer productsNot Available
567Tobacco Product CasesHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
578Making CigarsIndustrial manufacturing & chemical processingNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
581Paper Making MachinesIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
612Body Washing Or Cleaning ImplementsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
616Face Mask CosmeticsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
619Manicure PedicurePersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
643HeadwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
5 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Pyridoxine-5'-phosphate oxidase structureClick to view 3D structurePyridoxine-5'-phosphate oxidaseQ9NVS9HumansPredicted (SEA)0.0778492
Click to view 3D structureAromatic-L-amino-acid decarboxylaseO88533Mus musculusPredicted (SEA)0.544945
Dihydrofolate reductase structureClick to view 3D structureDihydrofolate reductaseP0ABQ4Escherichia coli (strain K12)Predicted (SEA)64.6149
Click to view 3D structureThiamine transporter ThiTA2RI47Lactococcus lactis subsp. cremoris (strain MG1363)Predicted (SEA)3.19182
Click to view 3D structureThioredoxin reductase 2, mitochondrialQ9Z0J5Rattus norvegicusPredicted (SEA)0.622794
Click to view 3D structureDihydrofolate reductaseQ920D2Rattus norvegicusPredicted (SEA)80.2626
Click to view 3D structureDihydrofolate reductaseP04174Neisseria gonorrhoeaePredicted (SEA)11.2881
Click to view 3D structureBifunctional dihydrofolate reductase-thymidylate synthaseQ27713Plasmodium berghei str. ANKAPredicted (SEA)15.5698
Click to view 3D structureDihydrofolate reductaseQ59487Lactococcus lactis subsp. lactis (strain IL1403) (Streptococcuslactis)Predicted (SEA)11.9109
Dihydrofolate reductase structureClick to view 3D structureDihydrofolate reductaseP00374HumansPredicted (SEA)246.626
Click to view 3D structureDihydrofolate reductaseQ8Z9J9Salmonella enterica subsp. enterica serovar TyphiPredicted (SEA)76.8372
Dihydrofolate reductase structureClick to view 3D structureDihydrofolate reductaseP00381Lactobacillus caseiPredicted (SEA)257.214
Click to view 3D structureMannose-6-phosphate isomeraseP34949HumansPredicted (SEA)173.604
Click to view 3D structureP2X purinoceptor 1P47824Rattus norvegicusPredicted (SEA)59.0097
Click to view 3D structureCytosolic carboxypeptidase 2Q5U5Z8HumansPredicted (SEA)72.3998
Click to view 3D structureGlutathione reductaseP41921Saccharomyces cerevisiae S288cPredicted (SEA)7.23998
Click to view 3D structurePyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrialP29804Sus scrofaPredicted (SEA)12.0666
Dihydrofolate reductase structureClick to view 3D structureDihydrofolate reductaseP00378Gallus gallusPredicted (SEA)249.974
Dihydrofolate reductase structureClick to view 3D structureDihydrofolate reductaseP16184Pneumocystis cariniiPredicted (SEA)747.041
Click to view 3D structureBifunctional dihydrofolate reductase-thymidylate synthaseQ07422Toxoplasma gondiiPredicted (SEA)1001.69
Click to view 3D structureLarge T antigenP03070Simian virus 40Predicted (SEA)860.779
Click to view 3D structureDihydrofolate reductaseO30463Mycobacterium aviumPredicted (SEA)407.151
Bifunctional dihydrofolate reductase-thymidylate synthase structureClick to view 3D structureBifunctional dihydrofolate reductase-thymidylate synthaseP13922Plasmodium falciparum (isolate K1 / Thailand)Predicted (SEA)518.32
Adenosine receptor A2a structureClick to view 3D structureAdenosine receptor A2aP29274HumansPredicted (SEA)5326.44
Alpha-2A adrenergic receptor structureClick to view 3D structureAlpha-2A adrenergic receptorP08913HumansPredicted (SEA)6389.01
Alpha-aminoadipic semialdehyde dehydrogenase structureClick to view 3D structureAlpha-aminoadipic semialdehyde dehydrogenaseP49419HumansKnownVitamin 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 the form of the coenzyme 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).
Cystathionine beta-synthase structureClick to view 3D structureCystathionine beta-synthaseP35520HumansKnownVitamin 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 the form of the coenzyme 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).
Phosphoserine aminotransferase structureClick to view 3D structurePhosphoserine aminotransferaseQ9Y617HumansKnownVitamin 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 the form of the coenzyme 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).
Pyridoxal kinase structureClick to view 3D structurePyridoxal kinaseO00764HumansKnownVitamin 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 the form of the coenzyme 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).
Chronophin structureClick to view 3D structureChronophinQ96GD0HumansKnownVitamin 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 the form of the coenzyme 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).
Albumin structureClick to view 3D structureAlbuminP02768HumansKnownVitamin 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 the form of the coenzyme 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).
Concentrations
Not Available
External Links
DrugBank IDDB00165
HMDB IDHMDB0000239
FooDB IDFDB000574
Phenol Explorer IDNot Available
KNApSAcK IDC00001551
BiGG IDNot Available
BioCyc IDPYRIDOXINE
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPyridoxine
Chemspider ID1025
ChEBI ID16709
PubChem Compound ID1054
Kegg Compound IDC00314
YMDB IDYMDB00037
ECMDB IDECMDB00239
References
Synthesis Reference

Harumi Kita, “Production of pyridoxine.” U.S. Patent US4339586, issued October, 1972.

MSDSLink
General References
1. Itov, Z. I.; Stepanova, S. V.; El'yanov, B. S.; Gunar, V. I. Synthesis of pyridoxine under high pressure. Khimiko-Farmatsevticheskii Zhurnal (1987), 21(7), 858-62.
2. Henderson JM, Codner MA, Hollins B, Kutner MH, Merrill AH: The fasting B6 vitamer profile and response to a pyridoxine load in normal and cirrhotic subjects. Hepatology. 1986 May-Jun;6(3):464-71.
3. Chiang EP, Selhub J, Bagley PJ, Dallal G, Roubenoff R: Pyridoxine supplementation corrects vitamin B6 deficiency but does not improve inflammation in patients with rheumatoid arthritis. Arthritis Res Ther. 2005;7(6):R1404-11. Epub 2005 Oct 14.
4. Manyam BV, Ferraro TN, Hare TA: Isoniazid-induced alteration of CSF neurotransmitter amino acids in Huntington's disease. Brain Res. 1987 Apr 7;408(1-2):125-30.
5. Temesvari P, Szilagyi I, Eck E, Boda D: Effects of an antenatal load of pyridoxine (vitamin B6) on the blood oxygen affinity and prolactin levels in newborn infants and their mothers. Acta Paediatr Scand. 1983 Jul;72(4):525-9.
6. McCully KS: Homocysteine, vitamins, and prevention of vascular disease. Mil Med. 2004 Apr;169(4):325-9.
7. Chen S, Ito M, Saijo T, Naito E, Kuroda Y: Molecular genetic analysis of pyridoxine-nonresponsive homocystinuric siblings with different blood methionine levels during the neonatal period. J Med Invest. 1999 Aug;46(3-4):186-91.
8. Wasilewska A, Narkiewicz M, Rutkowski B, Lysiak-Szydlowska W: Is there any relationship between lipids and vitamin B levels in persons with elevated risk of atherosclerosis? Med Sci Monit. 2003 Mar;9(3):CR147-51.
9. Kidd GS, Dimond R, Kark JA, Whorton N, Vigersky RA: The effects of pyridoxine on pituitary hormone secretion in amenorrhea-galactorrhea syndromes. J Clin Endocrinol Metab. 1982 Apr;54(4):872-5.
10. Plecko B, Stockler-Ipsiroglu S, Paschke E, Erwa W, Struys EA, Jakobs C: Pipecolic acid elevation in plasma and cerebrospinal fluid of two patients with pyridoxine-dependent epilepsy. Ann Neurol. 2000 Jul;48(1):121-5.
11. Pirulli D, Marangella M, Amoroso A: Primary hyperoxaluria: genotype-phenotype correlation. J Nephrol. 2003 Mar-Apr;16(2):297-309.
12. Amoroso A, Pirulli D, Florian F, Puzzer D, Boniotto M, Crovella S, Zezlina S, Spano A, Mazzola G, Savoldi S, Ferrettini C, Berutti S, Petrarulo M, Marangella M: AGXT gene mutations and their influence on clinical heterogeneity of type 1 primary hyperoxaluria. J Am Soc Nephrol. 2001 Oct;12(10):2072-9.
13. Tolis G, Laliberte R, Guyda H, Naftolin F: Ineffectiveness of pyridoxine (B6) to alter secretion of growth hormone and prolactin and absence of therapeutic effects on galactorrhea-amenorrhea syndromes. J Clin Endocrinol Metab. 1977 Jun;44(6):1197-9.
14. Esteve-Romero J, Capella-Peiro ME, Monferrer-Pons L, Gil-Agusti M: Micellar liquid chromatography in clinical chemistry: application to the monitorization of B6 vitamins. Clin Chim Acta. 2004 Oct;348(1-2):69-77.
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=24035968
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=2580028