[3-(13C)methyl(2,3-13C2)oxiran-2-yl]phosphonic acid; phenylmethanamine

• ChemBase ID: 169444
• Molecular Formular: C10H16NO4P
• Molecular Mass: 248.19006551
• Monoisotopic Mass: 248.09175914
• SMILES: [13CH]1([13CH](O1)P(=O)(O)O)[13CH3].c1cccc(c1)CN
• Canonical SMILES: [13CH3][13CH]1O[13CH]1P(=O)(O)O.NCc1ccccc1
• InChI: InChI=1S/C7H9N.C3H7O4P/c8-6-7-4-2-1-3-5-7;1-2-3(7-2)8(4,5)6/h1-5H,6,8H2;2-3H,1H3,(H2,4,5,6)/i;1+1,2+1,3+1
• InChIKey: YFOCHWJDRUXOIQ-BURVIEGVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-(^1^3C)methyl(2,3-^1^3C₂)oxiran-2-yl]phosphonic acid; phenylmethanamine
• IUPAC Traditional name: 3-(^1^3C)methyl(2,3-^1^3C₂)oxiran-2-ylphosphonic acid; benzylamine
• Synonyms: Phosphomycin-13C3 Benzylamine Salt; rel-(1R,2S)-(1,2-epoxypropyl)phosphonate-13C3 Benzylamine Salt; rac Fosfomycin-13C3 Benzylamine Salt

Database IDs

• PubChem SID: 162263576
• PubChem CID: 45039304

CALCULATED PROPERTIES

• Acid pKa: 1.2504967
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.0407646
• LogD (pH = 7.4): -3.1824315
• Log P: -0.7377749
• Molar Refractivity: 25.8737 cm^3
• Polarizability: 10.712277 Å^3
• Polar Surface Area: 70.06 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 151-153°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - F727502

Antibiotic.

REFERENCES

• Goto, M., et al.: Antimicrob. Agents Chemother., 20, 393 (1981)