CHEBI:16709 - pyridoxine

ChEBI IDCHEBI:16709
ChEBI Namepyridoxine
Stars
DefinitionA hydroxymethylpyridine with hydroxymethyl groups at positions 4 and 5, a hydroxy group at position 3 and a methyl group at position 2. The 4-methanol form of vitamin B6, it is converted intoto pyridoxal phosphate which is a coenzyme for synthesis of amino acids, neurotransmitters, sphingolipids and aminolevulinic acid.
Secondary ChEBI IDsCHEBI:8671, CHEBI:14981, CHEBI:26429
Last Modified29 June 2021
DownloadsMolfile
FormulaC8H11NO3
Net Charge0
Average Mass169.180
Monoisotopic Mass169.07389
SMILESCc1ncc(CO)c(CO)c1O
InChIInChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3
InChIKeyLXNHXLLTXMVWPM-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
- DOI (10.1038/nbt.2488)
blood (UBERON:0000178) PubMed (16690736)
urine (BTO:0001419) PubMed (22932811)
- MetaboLights (MTBLS290) From MetaboLights
- MetaboLights (MTBLS152) From MetaboLights
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
cofactor  An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
water-soluble vitamin (role)  Any vitamin that dissolves in water and readily absorbed into tissues for immediate use. Unlike the fat-soluble vitamins, they are not stored in the body and need to be replenished regularly in the diet and will rarely accumulate to toxic levels since they are quickly excreted from the body via urine.
Application:
nutraceutical  A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
ChEBI Ontology
Outgoing Relation(s)
pyridoxine (CHEBI:16709) has role Escherichia coli metabolite (CHEBI:76971)
pyridoxine (CHEBI:16709) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
pyridoxine (CHEBI:16709) has role cofactor (CHEBI:23357)
pyridoxine (CHEBI:16709) has role human metabolite (CHEBI:77746)
pyridoxine (CHEBI:16709) has role mouse metabolite (CHEBI:75771)
pyridoxine (CHEBI:16709) is a hydroxymethylpyridine (CHEBI:38196)
pyridoxine (CHEBI:16709) is a methylpyridines (CHEBI:25340)
pyridoxine (CHEBI:16709) is a monohydroxypyridine (CHEBI:38182)
pyridoxine (CHEBI:16709) is a vitamin B6 (CHEBI:27306)
Incoming Relation(s)
5'-O-β-D-glucosylpyridoxine (CHEBI:17382) has functional parent pyridoxine (CHEBI:16709)
pyridoxine 5'-phosphate (CHEBI:28803) has functional parent pyridoxine (CHEBI:16709)
pyridoxine hydrochloride (CHEBI:30961) has part pyridoxine (CHEBI:16709)
IUPAC Name 
4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol
INNs  Source
pyridoxineWHO MedNet
pyridoxinumWHO MedNet
pyridoxinaWHO MedNet
pyridoxineWHO MedNet
Synonyms  Source
PyridoxolKEGG COMPOUND
3-hydroxy-4,5-bis(hydroxymethyl)-2-methylpyridineChEBI
2-methyl-3-hydroxy-4,5-dihydroxymethylpyridineNIST Chemistry WebBook
5-hydroxy-6-methyl-3,4-pyridinedimethanolNIST Chemistry WebBook
vitamin B6NIST Chemistry WebBook
3-hydroxy-4,5-dimethylol-α-picolineNIST Chemistry WebBook
UniProt Name  Source
pyridoxineUniProt
Manual XrefsDatabases
C00314KEGG COMPOUND
PyridoxineWikipedia
DB00165DrugBank
HMDB0000239HMDB
D08454KEGG DRUG
C00001551KNApSAcK
UEGPDBeChem
LSM-5324LINCS
2836DrugCentral
1025ChemSpider
PYRIDOXINEMetaCyc
FDB000574FooDB
Registry NumbersSources
Gmelin:563676Gmelin
Reaxys:139854Reaxys
CAS:65-23-6KEGG COMPOUND
CAS:65-23-6ChemIDplus
CAS:65-23-6NIST Chemistry WebBook
Citations