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CHEBI:16709 - pyridoxine

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ChEBI Name pyridoxine
ChEBI ID CHEBI:16709
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:8671, CHEBI:14981, CHEBI:26429
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Formula C8H11NO3
Net Charge 0
Average Mass 169.17788
Monoisotopic Mass 169.074
InChI InChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3
InChIKey LXNHXLLTXMVWPM-UHFFFAOYSA-N
SMILES Cc1ncc(CO)c(CO)c1O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
B vitamin
Any of the group of eight water-soluble vitamins originally thought to be a single compound (vitamin B) that play important roles in cell metabolism. The group comprises vitamin B1, B2, B3, B5, B6, B7, B9, and B12. (Around 20 other compounds were once thought to be B vitamins but are no longer classified as such.)
(via vitamin B6 )
Application(s): B vitamin
Any of the group of eight water-soluble vitamins originally thought to be a single compound (vitamin B) that play important roles in cell metabolism. The group comprises vitamin B1, B2, B3, B5, B6, B7, B9, and B12. (Around 20 other compounds were once thought to be B vitamins but are no longer classified as such.)
(via vitamin B6 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 functional parent pyridoxine (CHEBI:16709)
IUPAC Name
4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol
Synonyms Sources
2-methyl-3-hydroxy-4,5-dihydroxymethylpyridine NIST Chemistry WebBook
3-hydroxy-4,5-bis(hydroxymethyl)-2-methylpyridine ChEBI
3-hydroxy-4,5-dimethylol-α-picoline NIST Chemistry WebBook
5-hydroxy-6-methyl-3,4-pyridinedimethanol NIST Chemistry WebBook
Pyridoxine KEGG COMPOUND
pyridoxine UniProt
Pyridoxol KEGG COMPOUND
vitamin B6 NIST Chemistry WebBook
Database Links Databases
C00001551 KNApSAcK
C00314 KEGG COMPOUND
D08454 KEGG DRUG
DB00165 DrugBank
HMDB00239 HMDB
LSM-5324 LINCS
Pyridoxine Wikipedia
View more database links
Registry Numbers Types Sources
139854 Reaxys Registry Number Reaxys
139854 Beilstein Registry Number Beilstein
563676 Gmelin Registry Number Gmelin
65-23-6 CAS Registry Number ChemIDplus
65-23-6 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
24035968 PubMed citation Europe PMC
2580028 PubMed citation Europe PMC
Last Modified
09 September 2016