2-amino-2-(4-phosphonophenyl)propanoic acid

• ChemBase ID: 154408
• Molecular Formular: C9H12NO5P
• Molecular Mass: 245.169041
• Monoisotopic Mass: 245.04530912
• SMILES: CC(c1ccc(cc1)P(=O)(O)O)(C(=O)O)N
• Canonical SMILES: OC(=O)C(c1ccc(cc1)P(=O)(O)O)(N)C
• InChI: InChI=1S/C9H12NO5P/c1-9(10,8(11)12)6-2-4-7(5-3-6)16(13,14)15/h2-5H,10H2,1H3,(H,11,12)(H2,13,14,15)
• InChIKey: PAONCRJPUQXPRW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-2-(4-phosphonophenyl)propanoic acid
• IUPAC Traditional name: 2-amino-2-(4-phosphonophenyl)propanoic acid
• Synonyms: (RS)-α-Methyl-4-phosphonophenylglycine; MPPG

Database IDs

• CAS Number: 169209-65-8
• MDL Number: MFCD00672651
• PubChem SID: 162248547
• PubChem CID: 3972752

CALCULATED PROPERTIES

• Acid pKa: 1.3150443
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.152721
• LogD (pH = 7.4): -5.965373
• Log P: -2.344248
• Molar Refractivity: 56.263 cm^3
• Polarizability: 22.186348 Å^3
• Polar Surface Area: 120.85 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: <4 mg/mL; H2O: <4 mg/mL
• Apperance: off-white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97% (NMR)
• Empirical Formula (Hill Notation): C9H12NO5P

DETAILS

Sigma Aldrich - M1694

Biochem/physiol Actions
Group III/II metabotropic glutamate (mGluR) receptor antagonist.