4-[(E)-2-[5-(carboxymethyl)-2-hydroxyphenyl]diazen-1-yl]phenyl 2-(trimethylazaniumyl)ethyl phosphate

• ChemBase ID: 170461
• Molecular Formular: C19H24N3O7P
• Molecular Mass: 437.383521
• Monoisotopic Mass: 437.13518675
• SMILES: c1cc(cc(c1O)/N=N/c1ccc(cc1)OP(=O)(OCC[N+](C)(C)C)[O-])CC(=O)O
• Canonical SMILES: OC(=O)Cc1ccc(c(c1)/N=N/c1ccc(cc1)OP(=O)(OCC[N+](C)(C)C)[O-])O
• InChI: InChI=1S/C19H24N3O7P/c1-22(2,3)10-11-28-30(26,27)29-16-7-5-15(6-8-16)20-21-17-12-14(13-19(24)25)4-9-18(17)23/h4-9,12H,10-11,13H2,1-3H3,(H2-,20,23,24,25,26,27)
• InChIKey: XQACLNDQWKQEOL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(E)-2-[5-(carboxymethyl)-2-hydroxyphenyl]diazen-1-yl]phenyl 2-(trimethylazaniumyl)ethyl phosphate
• IUPAC Traditional name: 4-[(E)-2-[5-(carboxymethyl)-2-hydroxyphenyl]diazen-1-yl]phenyl 2-(trimethylammonio)ethyl phosphate
• Synonyms: 2-[[[4-[[5-(Carboxymethyl)-2-hydroxyphenyl]azo]phenoxy]hydroxyphosphinyl]oxy]-N,N,N-trimethyl-ethanaminium; 4-Hydroxy-3-(p-diazophenylphosphorylcholine) Phenylacetic Acid

Database IDs

• CAS Number: 359435-74-8
• PubChem SID: 164226371
• PubChem CID: 6023345

CALCULATED PROPERTIES

• Acid pKa: 1.346502
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -1.269986
• LogD (pH = 7.4): -2.5126595
• Log P: 0.49177283
• Molar Refractivity: 123.8126 cm^3
• Polarizability: 42.159054 Å^3
• Polar Surface Area: 140.84 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Golden to Orange Solid
• Melting Point: >200°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H941000

May be coupled via the hydroxy succinimido ester for haptenation of biological carriers.

REFERENCES

• Immunological Methods, Ch. 11, Academic Press (1979)