pyridoxine (CHEBI:16709)

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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

Supplier Information	ChemicalBook:CB8197940, ChemicalBook:CB0197939, eMolecules:593675, ZINC000000049154

Download	Molfile XML SDF

more structures >>

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The Resolver thinks Mol

UEG - Ideal conformer

Mrv1927 06292110063D

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Time for openFile(UEG - Ideal conformer

Mrv1927 06292110063D

23 23 0 0 0 0 999 V2000

3.1500 1.4530 -0.0130 O 0 0 0 0 0 0 0 0 0 0 0 0

2.4690 0.2080 -0.1770 C 0 0 1 0 0 0 0 0 0 0 0 0

0.9820 0.4330 -0.0920 C 0 0 0 0 0 0 0 0 0 0 0 0

0.4780 1.7040 0.1170 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.8220 1.9120 0.1930 N 0 0 0 0 0 0 0 0 0 0 0 0

-1.6910 0.9280 0.0750 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.2620 -0.3740 -0.1360 C 0 0 0 0 0 0 0 0 0 0 0 0

0.1030 -0.6290 -0.2270 C 0 0 0 0 0 0 0 0 0 0 0 0

0.6130 -2.0280 -0.4620 C 0 0 1 0 0 0 0 0 0 0 0 0

0.8180 -2.6760 0.7950 O 0 0 0 0 0 0 0 0 0 0 0 0

-2.1620 -1.3850 -0.2570 O 0 0 0 0 0 0 0 0 0 0 0 0

-3.1660 1.2210 0.1700 C 0 0 0 0 0 0 0 0 0 0 0 0

4.1140 1.3830 -0.0570 H 0 0 0 0 0 0 0 0 0 0 0 0

2.7170 -0.2160 -1.1510 H 0 0 0 0 0 0 0 0 0 0 0 0

2.7780 -0.4810 0.6090 H 0 0 0 0 0 0 0 0 0 0 0 0

1.1580 2.5360 0.2200 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.5570 1.4450 -0.8230 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.6840 0.3520 0.5760 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.3250 2.0780 0.8240 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.4530 -1.5470 -1.1640 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.1190 -2.5880 -1.0440 H 0 0 0 0 0 0 0 0 0 0 0 0

1.5550 -1.9840 -1.0070 H 0 0 0 0 0 0 0 0 0 0 0 0

1.1470 -3.5830 0.7200 H 0 0 0 0 0 0 0 0 0 0 0 0

1 2 1 0 0 0 0

2 3 1 0 0 0 0

3 4 2 0 0 0 0

3 8 1 0 0 0 0

4 5 1 0 0 0 0

5 6 2 0 0 0 0

6 7 1 0 0 0 0

6 12 1 0 0 0 0

7 8 2 0 0 0 0

7 11 1 0 0 0 0

8 9 1 0 0 0 0

9 10 1 0 0 0 0

9 21 1 0 0 0 0

9 22 1 0 0 0 0

1 13 1 0 0 0 0

2 14 1 0 0 0 0

2 15 1 0 0 0 0

4 16 1 0 0 0 0

12 17 1 0 0 0 0

12 18 1 0 0 0 0

12 19 1 0 0 0 0

11 20 1 0 0 0 0

10 23 1 0 0 0 0

M END): 21 ms

reading 23 atoms

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23 atoms created

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Wikipedia	License
Pyridoxine (PN) is a form of vitamin B6 found commonly in food and used as a dietary supplement. As a supplement it is used to treat and prevent pyridoxine deficiency, sideroblastic anaemia, pyridoxine-dependent epilepsy, certain metabolic disorders, side effects or complications of isoniazid use, and certain types of mushroom poisoning. It is used by mouth or by injection. It is usually well tolerated. Occasionally side effects include headache, numbness, and sleepiness. Normal doses are safe during pregnancy and breastfeeding. Pyridoxine is in the vitamin B family of vitamins. It is required by the body to metabolise amino acids, carbohydrates, and lipids. Sources in the diet include meat, fish, fruit, vegetables, and grain.
Read full article at Wikipedia

Formula

C8H11NO3

Net Charge

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 (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. (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	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

Last Modified

29 June 2021

CHEBI:16709 - pyridoxine

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