CHEBI:16709 - pyridoxine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C8H11NO3
Net Charge 0
Average Mass 169.180
Monoisotopic Mass 169.07389
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 CC1=C(O)C(CO)=C(CO)C=N1
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Homo sapiens (NCBI:txid9606) Found in blood (UBERON:0000178). See: PubMed
Homo sapiens (NCBI:txid9606) Found in urine (BTO:0001419). See: PubMed
Homo sapiens (NCBI:txid9606) From MetaboLights See: MetaboLights Study
Homo sapiens (NCBI:txid9606) From MetaboLights See: MetaboLights Study
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).
water-soluble vitamin

(via B vitamin )
Application(s): 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.
(via B vitamin )
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 part pyridoxine (CHEBI:16709)
IUPAC Name
4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol
INNs Sources
pyridoxina WHO MedNet
pyridoxine WHO MedNet
pyridoxine WHO MedNet
pyridoxinum WHO MedNet
Synonyms Sources
2-methyl-3-hydroxy-4,5-bis(hydroxymethyl)pyridine ChemIDplus
2-methyl-3-hydroxy-4,5-di(hydroxymethyl)pyridine ChemIDplus
2-Methyl-3-hydroxy-4,5-dihydroxymethyl-pyridin ChemIDplus
2-methyl-3-hydroxy-4,5-dihydroxymethylpyridine NIST Chemistry WebBook
2-methyl-4,5-bis(hydroxymethyl)-3-hydroxypyridine ChemIDplus
2-methyl-4,5-dimethylol-pyridin-3-ol ChEBI
3-hydroxy-2-picoline-4,5-dimethanol ChemIDplus
3-hydroxy-4,5-bis(hydroxymethyl)-2-methylpyridine ChEBI
3-hydroxy-4,5-dimethylol-α-picoline NIST Chemistry WebBook
4,5-bis(hydroxymethyl)-2-methyl-pyridin-3-ol ChEBI
5-hydroxy-6-methyl-3,4-pyridinedimethanol NIST Chemistry WebBook
piridossina HMDB
pyridoxine UniProt
Pyridoxol KEGG COMPOUND
pyridoxolum HMDB
vitamin B6 NIST Chemistry WebBook
Manual Xrefs Databases
1025 ChemSpider
2836 DrugCentral
C00001551 KNApSAcK
C00314 KEGG COMPOUND
D08454 KEGG DRUG
DB00165 DrugBank
FDB000574 FooDB
HMDB0000239 HMDB
LSM-5324 LINCS
Pyridoxine Wikipedia
PYRIDOXINE MetaCyc
UEG PDBeChem
View more database links
Registry Numbers Types Sources
139854 Beilstein Registry Number Beilstein
139854 Reaxys Registry Number Reaxys
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
10687314 PubMed citation Europe PMC
10894227 PubMed citation Europe PMC
11562405 PubMed citation Europe PMC
12640345 PubMed citation Europe PMC
12768081 PubMed citation Europe PMC
13046427 PubMed citation Europe PMC
15132238 PubMed citation Europe PMC
15369738 PubMed citation Europe PMC
15756083 PubMed citation Europe PMC
16236150 PubMed citation Europe PMC
16277693 PubMed citation Europe PMC
16690736 PubMed citation Europe PMC
17044573 PubMed citation Europe PMC
22932811 PubMed citation Europe PMC
24035968 PubMed citation Europe PMC
24601602 PubMed citation Europe PMC
2580028 PubMed citation Europe PMC
27113583 PubMed citation Europe PMC
2885064 PubMed citation Europe PMC
31093449 PubMed citation Europe PMC
32105687 PubMed citation Europe PMC
33549283 PubMed citation Europe PMC
33665688 PubMed citation Europe PMC
3710434 PubMed citation Europe PMC
559690 PubMed citation Europe PMC
6624427 PubMed citation Europe PMC
6801073 PubMed citation Europe PMC
9625217 PubMed citation Europe PMC
IND607198670 Agricola citation Europe PMC
Last Modified
29 June 2021