Structure via PubChem · Public domain (PubChem)
بیالافوس
Sign in to saveAlso known as gamma-(Hydroxymethylphosphinyl)-L-alpha-aminobutyryl-L-alanyl-L-alanine, 2-Amino-4-(methylphosphino)butyrylalanylalanine, L-phosphinothricyl-L-alanyl-L-alanine, (2S)-2-amino-4-[hydroxy(methyl)phosphinoyl]butyryl-L-alanyl-L-alanine, (2S)-2-amino-4-(hydroxymethylphosphinyl)butanoyl-L-alanyl-L-alanine, PTT, Phosphinothricylalanylalanine, Antibiotic SF 1293
Bialaphos is a natural herbicide produced by the bacteria Streptomyces hygroscopicus and Streptomyces viridochromogenes. It is also known by the ISO common name bilanafos. Bialaphos is a protoxin and nontoxic as is. When it is metabolized by a plant, the glutamic acid analog glufosinate is released which inhibits glutamine synthetase. This results in the accumulation of ammonium and disruption of primary metabolism.
Chemical data
- Formula
- C11H22N3O6P
- Molecular weight
- 323.28 g/mol
- IUPAC name
- (2S)-2-[[(2S)-2-[[(2S)-2-amino-4-[hydroxy(methyl)phosphoryl]butanoyl]amino]propanoyl]amino]propanoic acid
- SMILES
- C[C@@H](C(=O)N[C@@H](C)C(=O)O)NC(=O)[C@H](CCP(=O)(C)O)N
- InChIKey
- GINJFDRNADDBIN-FXQIFTODSA-N
- XLogP
- -4.9
- Polar surface area
- 159 Ų
- H-bond donors
- 5
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 323.124622
- Has use
- herbicide
Show 4 more facts
- chemical formula
- C₁₁H₂₂N₃O₆P
- isomeric SMILES
- C[C@@H](C(=O)N[C@@H](C)C(=O)O)NC(=O)[C@H](CCP(=O)(C)O)N
- canonical SMILES
- CC(C(=O)NC(C)C(=O)O)NC(=O)C(CCP(=O)(C)O)N
- subject has role
- antibiotic
Sources (2)
via Wikidata · CC0