4-({hydroxy[2-(trimethylazaniumyl)ethoxy]phosphoryl}oxy)benzene-1-diazonium

• ChemBase ID: 166855
• Molecular Formular: C11H18N3O4P++
• Molecular Mass: 287.252081
• Monoisotopic Mass: 287.1034927
• SMILES: O(CC[N+](C)(C)C)P(=O)(O)Oc1ccc(cc1)[N+]#N
• Canonical SMILES: OP(=O)(Oc1ccc(cc1)[N+]#N)OCC[N+](C)(C)C
• InChI: InChI=1S/C11H17N3O4P/c1-14(2,3)8-9-17-19(15,16)18-11-6-4-10(13-12)5-7-11/h4-7H,8-9H2,1-3H3/q+1/p+1
• InChIKey: YEVTZHDPJUCYQT-UHFFFAOYSA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-({hydroxy[2-(trimethylazaniumyl)ethoxy]phosphoryl}oxy)benzene-1-diazonium
• IUPAC Traditional name: azophenylphosphorylcholine
• Synonyms: 4-[[Hydroxy[2-(trimethylammonio)ethoxy]phosphinyl]oxy]-benzenediazonium; p-Diazonium Phenylphosphorylcholine

Database IDs

• CAS Number: 35697-91-7
• PubChem SID: 162260988
• PubChem CID: 6454122

CALCULATED PROPERTIES

• Acid pKa: 1.3024107
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.88984865
• LogD (pH = 7.4): -0.88982165
• Log P: -2.9134226
• Molar Refractivity: 102.9729 cm^3
• Polarizability: 27.516739 Å^3
• Polar Surface Area: 83.91 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D416888

It is used as an affinity-labeling reagent.

REFERENCES

• Chesebro, B., et al.: Biochem., 11, 766 (1972)
• Jang, Y. S., et al.: Eur. J. Immunol., 21, 1303 (1972)