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CHEBI:28388 - 2-amino-3-phosphonopropanoic acid

ChEBI IDCHEBI:28388
ChEBI Name2-amino-3-phosphonopropanoic acid
Stars
DefinitionA non-proteinogenc α-amino acid that is alanine in which one of the hydrogens of the terminal methyl group has been replaced by a dihydroxy(oxido)-λ5-phosphanyl group.
Secondary ChEBI IDsCHEBI:999, CHEBI:19451
Last Modified18 September 2019
DownloadsMolfile
FormulaC3H8NO5P
Net Charge0
Average Mass169.073
Monoisotopic Mass169.01401
SMILESNC(CP(=O)(O)O)C(=O)O
InChIInChI=1S/C3H8NO5P/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)
InChIKeyLBTABPSJONFLPO-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (2627760) Found in the human liver, intestine and spleen.
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
metabotropic glutamate receptor antagonist  An antagonist at the metabotropic glutamate receptor.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
2-amino-3-phosphonopropanoic acid (CHEBI:28388) has role human metabolite (CHEBI:77746)
2-amino-3-phosphonopropanoic acid (CHEBI:28388) has role metabotropic glutamate receptor antagonist (CHEBI:63963)
2-amino-3-phosphonopropanoic acid (CHEBI:28388) is a alanine derivative (CHEBI:22278)
2-amino-3-phosphonopropanoic acid (CHEBI:28388) is a non-proteinogenic α-amino acid (CHEBI:83925)
2-amino-3-phosphonopropanoic acid (CHEBI:28388) is a phosphonic acids (CHEBI:26069)
IUPAC Name 
3-phosphonoalanine
Synonyms  Source
2-amino-3-phosphopropionic acidChemIDplus
phosphonoalanineKEGG COMPOUND
2-amino-3-phosphono-propionic acidChemIDplus
2-AP3ChEBI
2-amino-3-phosphonopropanoic acidChEBI
2-amino-3-phosphono-propanoic acidChEBI
Manual XrefsDatabases
C05672KEGG COMPOUND
HMDB0000370HMDB
FDB021989FooDB
Registry NumbersSources
CAS:5652-28-8ChemIDplus
Citations