[(1R)-1-aminohexyl]phosphonic acid

• ChemBase ID: 138228
• Molecular Formular: C6H16NO3P
• Molecular Mass: 181.169901
• Monoisotopic Mass: 181.08678001
• SMILES: CCCCC[C@H](N)P(=O)(O)O
• Canonical SMILES: CCCCC[C@@H](P(=O)(O)O)N
• InChI: InChI=1S/C6H16NO3P/c1-2-3-4-5-6(7)11(8,9)10/h6H,2-5,7H2,1H3,(H2,8,9,10)/t6-/m1/s1
• InChIKey: ODMTWOKJHVPSLP-ZCFIWIBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R)-1-aminohexyl]phosphonic acid
• IUPAC Traditional name: (1R)-1-aminohexylphosphonic acid
• Synonyms: (1R)-(-)-(1-Aminohexyl)phosphonic acid; (1R)-(-)-(1-氨基己基)膦酸

Database IDs

• CAS Number: 308103-42-6
• MDL Number: MFCD00799470
• PubChem SID: 162232486
• PubChem CID: 7021160

CALCULATED PROPERTIES

• Acid pKa: -0.2423143
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.8863798
• LogD (pH = 7.4): -1.4573957
• Log P: -0.87110436
• Molar Refractivity: 43.5162 cm^3
• Polarizability: 17.555351 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 270-276 °C(lit.)
• Optical Rotation: [α]20/D -25°, c = 5 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%
• Empirical Formula (Hill Notation): C6H16NO3P

DETAILS

Sigma Aldrich - 471844

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.