pyridoxal (CHEBI:17310)

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CHEBI:17310 - pyridoxal

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ChEBI Name	pyridoxal

ChEBI ID	CHEBI:17310

Definition	A pyridinecarbaldehyde that is pyridine-4-carbaldehyde bearing methyl, hydroxy and hydroxymethyl substituents at positions 2, 3 and 5 respectively. The 4-carboxyaldehyde form of vitamin B₆, it is converted into pyridoxal phosphate, a coenzyme for the synthesis of amino acids, neurotransmitters, sphingolipids and aminolevulinic acid.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:14976, CHEBI:45112, CHEBI:8667, CHEBI:26423

Supplier Information	ChemicalBook:CB7399440, eMolecules:484241, ZINC000000084153

Download	Molfile XML SDF

more structures >>

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21 21 0 0 0 0 999 V2000

1.1763 -0.0018 -0.2963 C 0 0 0 0 0 0 0 0 0 5 0 0

-0.3617 -1.8330 -0.5502 N 0 0 0 0 0 0 0 0 0 1 0 0

0.8762 -1.3168 -0.7225 C 0 0 0 0 0 0 0 0 0 6 0 0

0.1386 0.7506 0.3389 C 0 0 0 0 0 0 0 0 0 4 0 0

-1.1496 0.1581 0.4851 C 0 0 0 0 0 0 0 0 0 3 0 0

-1.3862 -1.1598 0.0260 C 0 0 0 0 0 0 0 0 0 2 0 0

2.5585 0.5076 -0.5209 C 0 0 0 0 0 0 0 0 0 0 0 0

2.5381 1.6050 -1.4279 O 0 0 0 0 0 0 0 0 0 0 0 0

-2.6963 -1.8374 0.1386 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.1085 0.7932 1.0073 O 0 0 0 0 0 0 0 0 0 0 0 0

0.3735 2.0433 0.8119 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.2378 2.5658 1.7333 O 0 0 0 0 0 0 0 0 0 0 0 0

1.5728 -1.9160 -1.1700 H 0 0 0 0 0 0 0 0 0 0 0 0

2.9901 0.8308 0.4284 H 0 0 0 0 0 0 0 0 0 0 0 0

3.2476 -0.2308 -0.9395 H 0 0 0 0 0 0 0 0 0 0 0 0

3.4309 2.0036 -1.3728 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.9910 -1.9010 1.1875 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.6878 -2.8511 -0.2674 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.4532 -1.2686 -0.4045 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.9103 0.4413 1.0924 H 0 0 0 0 0 0 0 0 0 0 0 0

1.0799 2.6169 0.4225 H 0 0 0 0 0 0 0 0 0 0 0 0

3 2 4 0 0 0 0

1 3 4 0 0 0 0

4 1 4 0 0 0 0

5 4 4 0 0 0 0

6 5 4 0 0 0 0

6 2 4 0 0 0 0

7 1 1 0 0 0 0

8 7 1 0 0 0 0

9 6 1 0 0 0 0

10 5 1 0 0 0 0

11 4 1 0 0 0 0

12 11 2 0 0 0 0

3 13 1 0 0 0 0

7 14 1 0 0 0 0

7 15 1 0 0 0 0

8 16 1 0 0 0 0

9 17 1 0 0 0 0

9 18 1 0 0 0 0

9 19 1 0 0 0 0

10 20 1 0 0 0 0

11 21 1 0 0 0 0

M END): 25 ms

reading 21 atoms

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Formula

C8H9NO3

Net Charge

Average Mass

167.16200

Monoisotopic Mass

167.05824

InChI

InChI=1S/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3

InChIKey

RADKZDMFGJYCBB-UHFFFAOYSA-N

SMILES

[H]C(=O)c1c(CO)cnc(C)c1O

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Mus musculus (NCBI:txid10090)	From MetaboLights of strain C57bl/6 mouse (NCIT:C14424) See: MetaboLights Study
Saccharomyces cerevisiae (NCBI:txid4932)	Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed
Trypanosoma brucei (NCBI:txid5691)	From MetaboLights See: MetaboLights Study
Daphnia pulex (NCBI:txid6669)	From MetaboLights See: MetaboLights Study
Homo sapiens (NCBI:txid9606)	See: DOI
Homo sapiens (NCBI:txid9606)	Found in blood (UBERON:0000178). See: Geigy Scientific Tables, 8th Rev edition, pp. 165-177. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
Homo sapiens (NCBI:txid9606)	From MetaboLights See: MetaboLights Study

Roles Classification
Biological Role(s):	mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). 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. 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). 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	pyridoxal (CHEBI:17310) has role Escherichia coli metabolite (CHEBI:76971) pyridoxal (CHEBI:17310) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) pyridoxal (CHEBI:17310) has role cofactor (CHEBI:23357) pyridoxal (CHEBI:17310) has role human metabolite (CHEBI:77746) pyridoxal (CHEBI:17310) has role mouse metabolite (CHEBI:75771) pyridoxal (CHEBI:17310) is a hydroxymethylpyridine (CHEBI:38196) pyridoxal (CHEBI:17310) is a methylpyridines (CHEBI:25340) pyridoxal (CHEBI:17310) is a monohydroxypyridine (CHEBI:38182) pyridoxal (CHEBI:17310) is a pyridinecarbaldehyde (CHEBI:38187) pyridoxal (CHEBI:17310) is a vitamin B₆ (CHEBI:27306) pyridoxal (CHEBI:17310) is conjugate base of pyridoxal(1+) (CHEBI:131530)

Incoming	N-(5'-phosphopyridoxyl)-D-alanine (CHEBI:44743) has functional parent pyridoxal (CHEBI:17310) N-(5'-phosphopyridoxyl)-L-alanine (CHEBI:44770) has functional parent pyridoxal (CHEBI:17310) N²-(5'-phosphopyridoxyl)-L-lysine (CHEBI:44759) has functional parent pyridoxal (CHEBI:17310) N⁶-(pyridoxal phosphate)-L-lysine (CHEBI:134066) has functional parent pyridoxal (CHEBI:17310) N⁶-acetyl-N²-(5'-phosphopyridoxyl)-L-lysine (CHEBI:59767) has functional parent pyridoxal (CHEBI:17310) pyridoxal 5'-phosphate (CHEBI:18405) has functional parent pyridoxal (CHEBI:17310) pyridoxal(1+) (CHEBI:131530) is conjugate acid of pyridoxal (CHEBI:17310)

IUPAC Name

3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde

Synonyms	Sources
3-HYDROXY-5-(HYDROXYMETHYL)-2-METHYLISONICOTINALDEHYDE	PDBeChem
Pyridoxal	KEGG COMPOUND
pyridoxal	UniProt
pyridoxaldehyde	ChemIDplus

Manual Xrefs	Databases
1021	ChemSpider
4134	DrugCentral
C00007509	KNApSAcK
C00250	KEGG COMPOUND
DB00147	DrugBank
HMDB0001545	HMDB
PXL	PDBeChem
Pyridoxal	Wikipedia
PYRIDOXAL	MetaCyc
View more database links

Registry Numbers	Types	Sources
218674	Gmelin Registry Number	Gmelin
383768	Reaxys Registry Number	Reaxys
66-72-8	CAS Registry Number	ChemIDplus

Citations	Types	Sources
12001008	PubMed citation	Europe PMC
150790	PubMed citation	Europe PMC
1621875	PubMed citation	Europe PMC
16495081	PubMed citation	Europe PMC
16710308	PubMed citation	Europe PMC
17765195	PubMed citation	Europe PMC
20381632	PubMed citation	Europe PMC
22770225	PubMed citation	Europe PMC
23801094	PubMed citation	Europe PMC
24365359	PubMed citation	Europe PMC
31915818	PubMed citation	Europe PMC
3663392	PubMed citation	Europe PMC
4051187	PubMed citation	Europe PMC
433818	PubMed citation	Europe PMC
6853710	PubMed citation	Europe PMC
7159754	PubMed citation	Europe PMC
7440576	PubMed citation	Europe PMC
8116826	PubMed citation	Europe PMC

Last Modified

22 July 2021

CHEBI:17310 - pyridoxal

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