CHEBI:52136 - glufosinate

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ChEBI Name glufosinate
ChEBI ID CHEBI:52136
Definition A racemate comprising equimolar amounts of (2S)-gluphosinate (better known as gluphosinate-P) and (2R)-gluphosinate.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45066, CHEBI:8139
Supplier Information
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Formula C5H12NO4P
Net Charge 0
Average Mass 181.12680
Monoisotopic Mass 181.050
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 CP(O)(=O)CCC(N)C(O)=O
Roles Classification
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.
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ChEBI Ontology
Outgoing glufosinate (CHEBI:52136) has part (2R)-glufosinate (CHEBI:142853)
glufosinate (CHEBI:52136) has part glufosinate-P (CHEBI:142852)
glufosinate (CHEBI:52136) has role EC 6.3.1.2 (glutamate—ammonia ligase) inhibitor (CHEBI:24319)
glufosinate (CHEBI:52136) has role herbicide (CHEBI:24527)
glufosinate (CHEBI:52136) is a racemate (CHEBI:60911)
glufosinate (CHEBI:52136) is conjugate acid of phosphinothricin(1−) (CHEBI:58882)
Incoming N-acetylphosphinothricin (CHEBI:52057) has functional parent glufosinate (CHEBI:52136)
phosphinothricin(1−) (CHEBI:58882) is conjugate base of glufosinate (CHEBI:52136)
IUPAC Name
rac-2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid
Synonyms Sources
2-Amino-4-(hydroxymethylphosphinyl)butanoic acid KEGG COMPOUND
3-Amino-3-carboxypropylmethylphosphinic acid ChemIDplus
DL-2-Amino-4-(methylphosphino)butanoic acid ChemIDplus
glufosinate ChemIDplus
phosphinothricin KEGG COMPOUND
PHOSPHINOTHRICIN PDBeChem
phosphinothricin KEGG COMPOUND
Manual Xrefs Databases
1540 PPDB
C00000797 KNApSAcK
C05042 KEGG COMPOUND
PPQ PDBeChem
View more database links
Registry Numbers Types Sources
2209267 Beilstein Registry Number Beilstein
51276-47-2 CAS Registry Number KEGG COMPOUND
51276-47-2 CAS Registry Number ChemIDplus
Last Modified
07 January 2019