2-{[(2S)-1-{4-[2-(aminooxy)acetamido]phenyl}-3-[bis(carboxymethyl)amino]propan-2-yl](carboxymethyl)amino}acetic acid

• ChemBase ID: 160361
• Molecular Formular: C19H26N4O10
• Molecular Mass: 470.43054
• Monoisotopic Mass: 470.16489305
• SMILES: NOCC(=O)Nc1ccc(cc1)C[C@@H](CN(CC(=O)O)CC(=O)O)N(CC(=O)O)CC(=O)O
• Canonical SMILES: NOCC(=O)Nc1ccc(cc1)C[C@H](N(CC(=O)O)CC(=O)O)CN(CC(=O)O)CC(=O)O
• InChI: InChI=1S/C19H26N4O10/c20-33-11-15(24)21-13-3-1-12(2-4-13)5-14(23(9-18(29)30)10-19(31)32)6-22(7-16(25)26)8-17(27)28/h1-4,14H,5-11,20H2,(H,21,24)(H,25,26)(H,27,28)(H,29,30)(H,31,32)/t14-/m0/s1
• InChIKey: RPTLUFBTKFEJOF-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(2S)-1-{4-[2-(aminooxy)acetamido]phenyl}-3-[bis(carboxymethyl)amino]propan-2-yl](carboxymethyl)amino}acetic acid
• IUPAC Traditional name: {[(2S)-1-{4-[2-(aminooxy)acetamido]phenyl}-3-[bis(carboxymethyl)amino]propan-2-yl](carboxymethyl)amino}acetic acid
• Synonyms: AABE; (S)-1-(4-Aminoxyacetamidobenzyl)ethylenediaminetetraacetic Acid

Database IDs

• CAS Number: 1217704-71-6
• PubChem SID: 162254496
• PubChem CID: 29971793

CALCULATED PROPERTIES

• Acid pKa: 2.5087955
• H Acceptors: 13
• H Donor: 6
• LogD (pH = 5.5): -9.634029
• LogD (pH = 7.4): -13.950506
• Log P: -5.246556
• Molar Refractivity: 112.0183 cm^3
• Polarizability: 43.056877 Å^3
• Polar Surface Area: 220.03 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Pale Yellow Foam

DETAILS

Toronto Research Chemicals - A618595

A bifunctional iron chelating agent that has been employed to couple metal ions to biological molecules, including radiopharmaceutical synthesis and targeted protein hydrolysis. Bifunctional chelating reagents possess both a strong metal-binding moiety a

REFERENCES

• Greiner, D.P., et al.: Bioconjugate Chem., 8, 44 (1997)