(2R)-2-azaniumyl-4-[hydroxy(methyl)phosphoryl]butanoate
Basic information
- CAS
51276-47-2- Standard SMILES
CP(=O)(O)CC[C@@H]([NH3+])C(=O)[O-]- InChIKey
IAJOBQBIJHVGMQ-SCSAIBSYSA-N- Molecular formula
- C5H12NO4P
- Average molar mass
- 181.13 g/mol
- Monoisotopic mass
- 181.05039486
Overview
(2R)-glufosinate zwitterion is an amino acid zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of (2R)-glufosinate. It is a conjugate acid of a (2R)-glufosinate zwitterion(1-). It is an enantiomer of a glufosinate-P zwitterion. It is a tautomer of a (2R)-glufosinate.
Names & identifiers
- Preferred name
- (2R)-2-azaniumyl-4-[hydroxy(methyl)phosphoryl]butanoate
- IUPAC
- (2R)-2-azaniumyl-4-[hydroxy(methyl)phosphoryl]butanoate
- English name
- Phosphinothricin
- Molecular formula
- C5H12NO4P
- Molecular weight
- 181.13
Names & synonyms
(R)-glufosinate zwitterion(-)-glufosinate zwitterion(2R)-glufosinate zwitterion(2R)-2-azaniumyl-4-[hydroxy(methyl)phosphoryl]butanoateCHEBI:142854(2R)-2-azaniumyl-4-(hydroxymethylphosphinyl)butanoate(2R)-2-azaniumyl-4-[hydroxy(methyl)phosphoryl]butyrate4-[hydroxy(methyl)phosphinoyl]-D-homoalanine zwitterionC05042HOE-866HOE-35956Glufosite
Show more names
Phosphinothricin2'-Anhydrouridine13C,2H3]-GlufosinateIAJOBQBIJHVGMQ-UHFFFAOYSA-NPhosphinothricin ammonium salt2-amino-4-(hydroxymethylphosphinyl)butyric acid
Database identifiers
- CAS
51276-47-2
Properties
Computed structural properties
- XLogP
- -3.7
- Topological polar surface area
- 105 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 187
Physicochemical properties
- Melting point
- 229 · 229-231° (dec)
- Boiling point
- 519.1 · 519.1±45.0 °C(Predicted)
- Density
- 1.378 · 1.378±0.06 g/cm3(Predicted)
- solubility
- Aqueous Acid (Slightly), Methanol (Very Slightly, Sonicated), Water (Slightly)
- pka
- 2.22 · 2.22±0.10(Predicted)
- form
- Solid
- color
- White to Light Beige
- Stability
- Hygroscopic
- LogP
- -0.75 · -0.750 (est)
- FDA UNII
- 8 W4FP6BTY · C8W4FP6BTY
- EPA Substance Registry System
- 2 · Butanoic acid, 2-amino-4-(hydroxymethylphosphinyl)- (51276-47-2)
- Symbol(GHS)
- 7 · GHS07,GHS08
- Signal word
- Danger
- Hazard statements
- 360 · H360-H302-H312-H373
- Precautionary statements
- 264 · P264-P270-P301+P312-P330-P501-P260-P314-P501-P280-P302+P352-P312-P322-P363-P501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08
- Hazard statements
- H360-H302-H312-H373
- Precautionary statements
- P264-P270-P301+P312-P330-P501-P260-P314-P501-P280-P302+P352-P312-P322-P363-P501
Chemistry & industry
Applications
UsesGlufosinate, a phosphinic acid analogue of glutamic acid, is a herbicide which is converted by plant cells into PT (L-phosphinothricin). Glufosinate exerts neurotoxic activity[1][2].
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid is a non-proteinogenic alpha-amino acid that is 2-aminobutanoic acid which is substituted at position 4 by a hydroxy(methyl)phosphoryl group. It is a member of phosphinic acids and a non-proteinogenic alpha-amino acid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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