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CHEBI:142852 - glufosinate-P

ChEBI IDCHEBI:142852
ChEBI Nameglufosinate-P
Stars
DefinitionA 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.
Last Modified11 May 2022
SubmitterGareth Owen
DownloadsMolfile
FormulaC5H12NO4P
Net Charge0
Average Mass181.128
Monoisotopic Mass181.05039
SMILESCP(=O)(O)CC[C@H](N)C(=O)O
InChIInChI=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
InChIKeyIAJOBQBIJHVGMQ-BYPYZUCNSA-N
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:
EC 6.3.1.2 (glutamate--ammonia ligase) inhibitor  An EC 6.3.* (C‒N bond-forming ligase) inhibitor that interferes with the action of glutamate—ammonia ligase (EC 6.3.1.2).
Applications:
agrochemical  An agrochemical is a substance that is used in agriculture or horticulture.
herbicide  A substance used to destroy plant pests.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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)phosphoryl]butanoic acid
(2S)-2-amino-4-[hydroxy(methyl)phosphinoyl]butyric acid
Synonyms  Source
(+)-glufosinateChEBI
(2S)-2-amino-4-(hydroxymethylphosphinyl)butanoic acidAlan Wood's Pesticides
4-[hydroxy(methyl)phosphinoyl]-L-homoalanineAlan Wood's Pesticides
(S)-glufosinateChEBI
(2S)-glufosinateChEBI
(S)-phosphinothricinChemIDplus
Manual XrefsDatabases
1667PPDB
glufosinate-pAlan Wood's Pesticides
PPQPDBeChem
C04650KEGG COMPOUND
Registry NumbersSources
Reaxys:4668102Reaxys
CAS:35597-44-5Alan Wood's Pesticides
CAS:35597-44-5ChemIDplus