CHEBI:142851 - 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid

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ChEBI Name 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid
ChEBI ID CHEBI:142851
Definition A non-proteinogenic alpha-amino acid that is 2-aminobutanoic acid which is substituted at position 4 by a hydroxy(methyl)phosphoryl group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C5H12NO4P
Net Charge 0
Average Mass 181.127
Monoisotopic Mass 181.05039
InChI InChI=1S/C5H12NO4P/c1-11(9,10)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)(H,9,10)
InChIKey IAJOBQBIJHVGMQ-UHFFFAOYSA-N
SMILES C(C(CCP(=O)(C)O)N)(O)=O
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid (CHEBI:142851) is a non-proteinogenic α-amino acid (CHEBI:83925)
2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid (CHEBI:142851) is a phosphinic acids (CHEBI:26044)
Incoming (2R)-glufosinate (CHEBI:142853) is a 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid (CHEBI:142851)
glufosinate-P (CHEBI:142852) is a 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid (CHEBI:142851)
IUPAC Names
2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid
2-amino-4-[hydroxy(methyl)phosphoryl]butyric acid
Synonym Source
phosphinothricin ChEBI
Last Modified
24 January 2019
General Comment
2019-01-07 This is the entry for material with unspecified stereochemistry. There are separate entries for the individual enantiomers [(2R)-gluphosinate and gluphosinate-P] and for the racemate (gluphosinate)].