CHEBI:142852 - glufosinate-P

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ChEBI Name glufosinate-P
ChEBI ID CHEBI:142852
Definition A 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid that has S configuration at position 2. A glutamine synthetase inhibitor, it is used (generally as the corresponding ammonium or sodium salts, known as glufosinate-P-ammonium and glufosinate-P-sodium, respectively) as a herbicide to control annual weeds and grasses.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C5H12NO4P
Net Charge 0
Average Mass 181.128
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)/t4-/m0/s1
InChIKey IAJOBQBIJHVGMQ-BYPYZUCNSA-N
SMILES C([C@H](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 )
Biological Role(s): EC 6.3.1.2 (glutamate--ammonia ligase) inhibitor
An EC 6.3.* (C1N bond-forming ligase) inhibitor that interferes with the action of glutamateammonia ligase (EC 6.3.1.2).
Application(s): herbicide
A substance used to destroy plant pests.
agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing glufosinate-P (CHEBI:142852) has role agrochemical (CHEBI:33286)
glufosinate-P (CHEBI:142852) has role EC 6.3.1.2 (glutamate—ammonia ligase) inhibitor (CHEBI:24319)
glufosinate-P (CHEBI:142852) has role herbicide (CHEBI:24527)
glufosinate-P (CHEBI:142852) is a 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid (CHEBI:142851)
glufosinate-P (CHEBI:142852) is enantiomer of (2R)-glufosinate (CHEBI:142853)
glufosinate-P (CHEBI:142852) is tautomer of glufosinate-P zwitterion (CHEBI:142856)
Incoming glufosinate (CHEBI:52136) has part glufosinate-P (CHEBI:142852)
(2R)-glufosinate (CHEBI:142853) is enantiomer of glufosinate-P (CHEBI:142852)
glufosinate-P zwitterion (CHEBI:142856) is tautomer of glufosinate-P (CHEBI:142852)
IUPAC Names
(2S)-2-amino-4-[hydroxy(methyl)phosphinoyl]butyric acid
(2S)-2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid
Synonyms Sources
(+)-glufosinate ChEBI
(2S)-2-amino-4-(hydroxymethylphosphinyl)butanoic acid Alan Wood's Pesticides
(2S)-glufosinate ChEBI
(S)-glufosinate ChEBI
(S)-phosphinothricin ChemIDplus
4-[hydroxy(methyl)phosphinoyl]-L-homoalanine Alan Wood's Pesticides
L-glufosinate ChEBI
phosphinothricin-P PPDB
Manual Xrefs Databases
1667 PPDB
C04650 KEGG COMPOUND
glufosinate-p Alan Wood's Pesticides
PPQ PDBeChem
View more database links
Registry Numbers Types Sources
35597-44-5 CAS Registry Number Alan Wood's Pesticides
35597-44-5 CAS Registry Number ChemIDplus
Last Modified
25 November 2019