2-[methyl(phosphonomethyl)amino]acetic acid

• ChemBase ID: 173749
• Molecular Formular: C4H10NO5P
• Molecular Mass: 183.099661
• Monoisotopic Mass: 183.02965906
• SMILES: C(N(CC(=O)O)C)P(=O)(O)O
• Canonical SMILES: CN(CP(=O)(O)O)CC(=O)O
• InChI: InChI=1S/C4H10NO5P/c1-5(2-4(6)7)3-11(8,9)10/h2-3H2,1H3,(H,6,7)(H2,8,9,10)
• InChIKey: SGVDYFNFBJGOHB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[methyl(phosphonomethyl)amino]acetic acid
• IUPAC Traditional name: [methyl(phosphonomethyl)amino]acetic acid
• Synonyms: N-Methyl-N-(phosphonomethyl)glycine; N-(Phosphonomethyl)-N-methylglycine; Methyl Glyphosate

Database IDs

• CAS Number: 24569-83-3
• PubChem SID: 164229659
• PubChem CID: 541499

CALCULATED PROPERTIES

• Acid pKa: 0.7922881
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -4.943062
• LogD (pH = 7.4): -6.7498384
• Log P: -2.7205842
• Molar Refractivity: 36.6494 cm^3
• Polarizability: 14.675012 Å^3
• Polar Surface Area: 98.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M311680

Glyphosate (G765000) impurity in the pesticide sample.

REFERENCES

• Natangelo, M., et al.: Toxicol. Environ. Chem., 38 225 (1993)