(2S)-2-amino-3-phosphonopropanoic acid

• ChemBase ID: 156251
• Molecular Formular: C3H8NO5P
• Molecular Mass: 169.073081
• Monoisotopic Mass: 169.01400899
• SMILES: C([C@H](C(=O)O)N)P(=O)(O)O
• Canonical SMILES: OC(=O)[C@@H](CP(=O)(O)O)N
• InChI: InChI=1S/C3H8NO5P/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1
• InChIKey: LBTABPSJONFLPO-UWTATZPHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-phosphonopropanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-phosphonopropanoic acid
• Synonyms: (S)-(-)-2-Amino-3-phosphonopropionic acid; 3-Phosphono-D-alanine; D-AP3; D-(-)-2-Amino-3-phosphonopropionic acid

Database IDs

• CAS Number: 128241-72-5
• MDL Number: MFCD00153907
• Beilstein Number: 3649606
• PubChem SID: 24846266; 162250389
• PubChem CID: 446873

CALCULATED PROPERTIES

• Acid pKa: 1.396297
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -6.630927
• LogD (pH = 7.4): -7.2072453
• Log P: -3.8259072
• Molar Refractivity: 31.0815 cm^3
• Polarizability: 12.89791 Å^3
• Polar Surface Area: 120.85 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -12.5±1°, c = 1% in 1 M NaOH

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36

Product Information

• Purity: ≥99.0% (CHN)
• Empirical Formula (Hill Notation): C3H8NO5P