CHEBI:16410 - pyridoxamine

ChEBI IDCHEBI:16410
ChEBI Namepyridoxamine
Stars
DefinitionA 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.
Secondary ChEBI IDsCHEBI:8669, CHEBI:14978, CHEBI:26426, CHEBI:45228
Last Modified22 July 2021
DownloadsMolfile
FormulaC8H12N2O2
Net Charge0
Average Mass168.196
Monoisotopic Mass168.08988
SMILESCc1ncc(CO)c(CN)c1O
InChIInChI=1S/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3
InChIKeyNHZMQXZHNVQTQA-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
blood (UBERON:0000178) Article (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.)
- MetaboLights (MTBLS20) From MetaboLights
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090)
- PubMed (19425150) Source: BioModels - MODEL1507180067
- MetaboLights (MTBLS376) From MetaboLights Strain: C57bl/6 mouse (NCIT:C14424)
Trypanosoma brucei (ncbitaxon:5691) - MetaboLights (MTBLS49) From MetaboLights
Roles Classification
Chemical Role:
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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.
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.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
PyridoxamineKEGG COMPOUND
PMKEGG COMPOUND
4-(AMINOMETHYL)-5-(HYDROXYMETHYL)-2-METHYLPYRIDIN-3-OLPDBeChem
Manual XrefsDatabases
C00534KEGG COMPOUND
1023ChemSpider
PXMPDBeChem
PYRIDOXAMINEMetaCyc
PyridoxamineWikipedia
HMDB0001431HMDB
C00007504KNApSAcK
FDB021819FooDB
Registry NumbersSources
Gmelin:774473Gmelin
Reaxys:6993Reaxys
CAS:85-87-0NIST Chemistry WebBook
CAS:85-87-0ChemIDplus
Citations