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CHEBI:143992 - (2S)-2-amino-4-phosphonobutanoic acid

ChEBI IDCHEBI:143992
ChEBI Name(2S)-2-amino-4-phosphonobutanoic acid
Stars
ASCII Name(2S)-2-amino-4-phosphonobutanoic acid
DefinitionA non-proteinogenc L-α-amino acid that is L-α-aminobutyric acid in which one of the hydrogens of the terminal methyl group has been replaced by a dihydroxy(oxido)-λ5-phosphanyl group. It is a potent and selective agonist for the group III metabotropic glutamate receptors (mGluR4/6/7/8).
Last Modified18 July 2019
SubmitterTheOtherDave
DownloadsMolfile
FormulaC4H10NO5P
Net Charge0
Average Mass183.100
Monoisotopic Mass183.02966
SMILESN[C@@H](CCP(=O)(O)O)C(=O)O
InChIInChI=1S/C4H10NO5P/c5-3(4(6)7)1-2-11(8,9)10/h3H,1-2,5H2,(H,6,7)(H2,8,9,10)/t3-/m0/s1
InChIKeyDDOQBQRIEWHWBT-VKHMYHEASA-N
Wikipedia
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 Role:
metabotropic glutamate receptor agonist  An agonist that selectively binds to and activates a metabotropic glutamate receptor.
ChEBI Ontology
Outgoing Relation(s)
(2S)-2-amino-4-phosphonobutanoic acid (CHEBI:143992) has role metabotropic glutamate receptor agonist (CHEBI:61966)
(2S)-2-amino-4-phosphonobutanoic acid (CHEBI:143992) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
(2S)-2-amino-4-phosphonobutanoic acid (CHEBI:143992) is a phosphonic acids (CHEBI:26069)
IUPAC Name 
(2S)-2-amino-4-phosphonobutanoic acid
Synonyms  Source
L-AP4ChemIDplus
L-APBSUBMITTER
(S)-2-amino-4-phosphonobutyric acidSUBMITTER
L-(+)-2-amino-4-phosphonobutyric acidSUBMITTER
(2S)-2-amino-4-phosphonobutyric acidIUPAC
L-(+)-2-amino-4-phosphonobutanoic acidChEBI
Manual XrefsDatabases
L-AP4Wikipedia
Registry NumbersSources
CAS:23052-81-5ChemIDplus
Citations