CHEBI:16410 - pyridoxamine

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ChEBI Name pyridoxamine
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 0
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
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.
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 )
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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)
Synonyms Sources
Pyridoxamine KEGG COMPOUND
Manual Xrefs Databases
1023 ChemSpider
C00007504 KNApSAcK
FDB021819 FooDB
HMDB0001431 HMDB
Pyridoxamine Wikipedia
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
85-87-0 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
1400785 PubMed citation Europe PMC
15369738 PubMed citation Europe PMC
18434162 PubMed citation Europe PMC
19212411 PubMed citation Europe PMC
23504149 PubMed citation Europe PMC
23841818 PubMed citation Europe PMC
24094054 PubMed citation Europe PMC
2580028 PubMed citation Europe PMC
33535220 PubMed citation Europe PMC
33665688 PubMed citation Europe PMC
7710125 PubMed citation Europe PMC
8054960 PubMed citation Europe PMC
Last Modified
22 July 2021