4-aminophenyl 2-(trimethylazaniumyl)ethyl phosphate

• ChemBase ID: 83199
• Molecular Formular: C11H19N2O4P
• Molecular Mass: 274.253321
• Monoisotopic Mass: 274.10824373
• SMILES: O(c1ccc(cc1)N)P(=O)(OCC[N+](C)(C)C)[O-]
• Canonical SMILES: Nc1ccc(cc1)OP(=O)(OCC[N+](C)(C)C)[O-]
• InChI: InChI=1S/C11H19N2O4P/c1-13(2,3)8-9-16-18(14,15)17-11-6-4-10(12)5-7-11/h4-7H,8-9,12H2,1-3H3
• InChIKey: SBUYBNIDQXQZSZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-aminophenyl 2-(trimethylazaniumyl)ethyl phosphate
• IUPAC Traditional name: APPC; 4-aminophenyl 2-(trimethylaminio)ethyl phosphate
• Synonyms: 2-[[(4-Aminophenoxy)hydroxyphosphinyl]oxy]-N,N,N-trimethyl-ethanaminium; 4-Aminophenyl 2-(trimethylammonio)ethyl phosphate; 4-Aminophenylphosphorylcholine

Database IDs

• CAS Number: 102185-28-4
• MDL Number: MFCD00063476
• PubChem SID: 162070318
• PubChem CID: 128061

CALCULATED PROPERTIES

• Acid pKa: 0.6672202
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.567825
• LogD (pH = 7.4): -1.5554016
• Log P: -3.3646936
• Molar Refractivity: 80.9055 cm^3
• Polarizability: 27.185635 Å^3
• Polar Surface Area: 84.61 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off White to Pale Beige Solid
• Melting Point: >256°C (dec.); 270-273°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Irritant/Store at -20°C/Store under Argon

DETAILS

Apollo Scientific Ltd - OR2600T

May be diazotized for coupling.

REFERENCES

• Bruderer, U., et al.: Mol. Immunol., 26, 63 (1989)