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

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ChEBI Name 2-amino-3-phosphonopropanoic acid
ChEBI ID CHEBI:28388
Definition A non-proteinogenc α-amino acid that is alanine in which one of the hydrogens of the terminal methyl group has been replaced by a dihydroxy(oxido)-λ5-phosphanyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:999, CHEBI:19451
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
Formula C3H8NO5P
Net Charge 0
Average Mass 169.07310
InChI InChI=1S/C3H8NO5P/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)
InChIKey LBTABPSJONFLPO-UHFFFAOYSA-N
SMILES NC(CP(O)(O)=O)C(O)=O
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) Found in the human liver, intestine and spleen. See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
2-amino-3-phosphono-propanoic acid ChEBI
2-amino-3-phosphono-propionic acid ChemIDplus
2-amino-3-phosphonopropanoic acid ChEBI
2-amino-3-phosphonopropionic acid ChemIDplus
2-amino-3-phosphopropionic acid ChemIDplus
2-amino-3-phosprop ChemIDplus
2-AP3 ChEBI
2-azanyl-3-phosphono-propanoic acid ChEBI
phosphonoalanine KEGG COMPOUND
Manual Xrefs Databases
C05672 KEGG COMPOUND
FDB021989 FooDB
HMDB0000370 HMDB
View more database links
Registry Number Type Source
5652-28-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations
Last Modified
18 September 2019