pyridoxamine (CHEBI:16410)

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ChEBI Name	pyridoxamine

ChEBI ID	CHEBI:16410

Definition	A monohydroxypyridine that is pyridine substituted by a hydroxy group at position 3, an aminomethyl group at position 4, a hydroxymethyl group at position 5 and a methyl group at position 2. The 4-aminomethyl form of vitamin B₆, it is used (in the form of the hydrochloride salt) for treatment of diabetic nephropathy.

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

Secondary ChEBI IDs	CHEBI:45228, CHEBI:8669, CHEBI:14978, CHEBI:26426

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Formula

C8H12N2O2

Net Charge

Average Mass

168.19316

Monoisotopic Mass

168.08988

InChI

InChI=1S/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3

InChIKey

NHZMQXZHNVQTQA-UHFFFAOYSA-N

SMILES

Cc1ncc(CO)c(CN)c1O

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed
Trypanosoma brucei (NCBI:txid5691)	From MetaboLights See: MetaboLights Study
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
C57bl/6 mouse	From MetaboLights See: MetaboLights Study

Roles Classification
Chemical Role(s):	iron chelator

Biological Role(s):	mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. 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. 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):	nephroprotective agent Any protective agent that is able to prevent damage to the kidney. 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 )

ChEBI Ontology
Outgoing	pyridoxamine (CHEBI:16410) has role Escherichia coli metabolite (CHEBI:76971) pyridoxamine (CHEBI:16410) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) pyridoxamine (CHEBI:16410) has role human metabolite (CHEBI:77746) pyridoxamine (CHEBI:16410) has role iron chelator (CHEBI:38157) pyridoxamine (CHEBI:16410) has role mouse metabolite (CHEBI:75771) pyridoxamine (CHEBI:16410) has role nephroprotective agent (CHEBI:76595) pyridoxamine (CHEBI:16410) has role plant metabolite (CHEBI:76924) pyridoxamine (CHEBI:16410) is a aminoalkylpyridine (CHEBI:38198) pyridoxamine (CHEBI:16410) is a hydroxymethylpyridine (CHEBI:38196) pyridoxamine (CHEBI:16410) is a monohydroxypyridine (CHEBI:38182) pyridoxamine (CHEBI:16410) is a vitamin B₆ (CHEBI:27306) pyridoxamine (CHEBI:16410) is conjugate base of pyridoxaminium(1+) (CHEBI:57761)

Incoming	pyridoxamine 5'-phosphate (CHEBI:18335) has functional parent pyridoxamine (CHEBI:16410) pyridoxaminium(1+) (CHEBI:57761) is conjugate acid of pyridoxamine (CHEBI:16410)

IUPAC Name

4-(aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol

Synonyms	Sources
4-(AMINOMETHYL)-5-(HYDROXYMETHYL)-2-METHYLPYRIDIN-3-OL	PDBeChem
PM	KEGG COMPOUND
Pyridoxamine	KEGG COMPOUND

Last Modified

22 July 2021