[(1R)-1-amino-2-methylpropyl]phosphonic acid

• ChemBase ID: 149120
• Molecular Formular: C4H12NO3P
• Molecular Mass: 153.116741
• Monoisotopic Mass: 153.05547988
• SMILES: CC(C)[C@H](N)P(=O)(O)O
• Canonical SMILES: N[C@H](P(=O)(O)O)C(C)C
• InChI: InChI=1S/C4H12NO3P/c1-3(2)4(5)9(6,7)8/h3-4H,5H2,1-2H3,(H2,6,7,8)/t4-/m1/s1
• InChIKey: DGSLPJDIFKVSIB-SCSAIBSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R)-1-amino-2-methylpropyl]phosphonic acid
• IUPAC Traditional name: (1R)-1-amino-2-methylpropylphosphonic acid
• Synonyms: (1R)-(+)-(1-Amino-2-methylpropyl)phosphonic acid; (1R)-(+)-(1-氨基-2-甲基丙基)膦酸

Database IDs

• CAS Number: 66254-56-6
• MDL Number: MFCD00797884
• PubChem SID: 24870765; 162243288
• PubChem CID: 2734887

CALCULATED PROPERTIES

• Acid pKa: -0.24256012
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.6655256
• LogD (pH = 7.4): -2.2355537
• Log P: -1.6502991
• Molar Refractivity: 34.1296 cm^3
• Polarizability: 13.923952 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 272-277 °C(lit.)
• Optical Rotation: [α]20/D +1.0°, 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
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Linear Formula: (CH3)2CHCH(NH2)P(O)(OH)2

DETAILS

Sigma Aldrich - 471860

Packaging
250 mg in glass bottle
Application
Serves as an attractive substitute for amino carboxylic acids in biological systems. Exhibits interesting and useful properties as peptide analog,1 antiviral agent,2 hapten for the generation of catalytic antibodies,3 enzyme inhibitors,4,5 potent antibiotics,6 herbicides, and pesticides.