CHEBI:16410 - pyridoxamine

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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. 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 0
Average Mass 168.19316
Monoisotopic Mass 168.090
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:10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:562) See: PubMed
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.
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): nephroprotective agent
Any protective agent that is able to prevent damage to the kidney.
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 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
Database Links Databases
C00007504 KNApSAcK
C00534 KEGG COMPOUND
HMDB01431 HMDB
PXM PDBeChem
Pyridoxamine Wikipedia
PYRIDOXAMINE MetaCyc
View more database links
Registry Numbers Types Sources
6993 Beilstein Registry Number Beilstein
6993 Reaxys Registry Number Reaxys
774473 Gmelin Registry Number Gmelin
85-87-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18434162 PubMed citation Europe PMC
23504149 PubMed citation Europe PMC
23841818 PubMed citation Europe PMC
24094054 PubMed citation Europe PMC
Last Modified
15 March 2016