CHEBI:131531 - pyridoxamine hydrochloride

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ChEBI Name pyridoxamine hydrochloride
ChEBI ID CHEBI:131531
Definition A hydrochloride obtained by combining pyridoxamine with one molar equivalent of hydrochloric acid. Used for treatment of diabetic nephropathy.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB0308124, eMolecules:502935, Selleckchem:deferiprone, ZINC000000006226
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Deferiprone, sold under the brand name Ferriprox among others, is a medication that chelates iron and is used to treat iron overload in thalassaemia major. It was first approved and indicated for use in treating thalassaemia major in 1994 and had been licensed for use in the European Union for many years while awaiting approval in Canada and in the United States. On 14 October 2011, it was approved for use in the US under the FDA's accelerated approval program. The most common side effects include red-brown urine (showing that iron is being removed through the urine), nausea (feeling sick), abdominal pain (stomach ache) and vomiting. Less common but more serious side effects are agranulocytosis (very low levels of granulocytes, a type of white blood cell) and neutropenia (low levels of neutrophils, a type of white blood cell that fights infections).
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Formula C8H13ClN2O2
Net Charge 0
Average Mass 204.654
Monoisotopic Mass 204.06656
InChI InChI=1S/C8H12N2O2.ClH/c1-5-8(12)7(2-9)6(4-11)3-10-5;/h3,11-12H,2,4,9H2,1H3;1H
InChIKey PFIPZKASKUWLHH-UHFFFAOYSA-N
SMILES C1(O)=C(C)N=CC(CO)=C1CN.Cl
Metabolite of Species Details
Mus musculus (NCBI:txid10090) See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Chemical Role(s): iron chelator

Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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 )
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ChEBI Ontology
Outgoing pyridoxamine hydrochloride (CHEBI:131531) has part pyridoxaminium(1+) (CHEBI:57761)
pyridoxamine hydrochloride (CHEBI:131531) has role Escherichia coli metabolite (CHEBI:76971)
pyridoxamine hydrochloride (CHEBI:131531) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
pyridoxamine hydrochloride (CHEBI:131531) has role human metabolite (CHEBI:77746)
pyridoxamine hydrochloride (CHEBI:131531) has role iron chelator (CHEBI:38157)
pyridoxamine hydrochloride (CHEBI:131531) has role mouse metabolite (CHEBI:75771)
pyridoxamine hydrochloride (CHEBI:131531) has role nephroprotective agent (CHEBI:76595)
pyridoxamine hydrochloride (CHEBI:131531) has role plant metabolite (CHEBI:76924)
pyridoxamine hydrochloride (CHEBI:131531) is a hydrochloride (CHEBI:36807)
pyridoxamine hydrochloride (CHEBI:131531) is a vitamin B6 (CHEBI:27306)
IUPAC Names
4-(aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol hydrochloride
[3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]methanaminium chloride
Synonyms Sources
4-(Aminomethyl)-5-hydroxy-6-methyl-3-pyridinemethanol hydrochloride ChemIDplus
Pyridoxamine HCl ChemIDplus
pyridoxamine monohydrochloride ChEBI
Manual Xrefs Databases
CPD-22933 MetaCyc
Pyridoxamine Wikipedia
View more database links
Registry Numbers Types Sources
3709145 Reaxys Registry Number Reaxys
5103-96-8 CAS Registry Number ChemIDplus
Citation Type Source
6222925 PubMed citation Europe PMC
Last Modified
22 July 2021