2-({[(2-{2-[bis(carboxymethyl)amino]acetamido}ethyl)carbamoyl]methyl}(carboxymethyl)amino)acetic acid

• ChemBase ID: 167453
• Molecular Formular: C14H22N4O10
• Molecular Mass: 406.34528
• Monoisotopic Mass: 406.13359292
• SMILES: C(N(CC(=O)NCCNC(=O)CN(CC(=O)O)CC(=O)O)CC(=O)O)C(=O)O
• Canonical SMILES: O=C(CN(CC(=O)O)CC(=O)O)NCCNC(=O)CN(CC(=O)O)CC(=O)O
• InChI: InChI=1S/C14H22N4O10/c19-9(3-17(5-11(21)22)6-12(23)24)15-1-2-16-10(20)4-18(7-13(25)26)8-14(27)28/h1-8H2,(H,15,19)(H,16,20)(H,21,22)(H,23,24)(H,25,26)(H,27,28)
• InChIKey: CFJIQDDBMKYUBB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({[(2-{2-[bis(carboxymethyl)amino]acetamido}ethyl)carbamoyl]methyl}(carboxymethyl)amino)acetic acid
• IUPAC Traditional name: ({[(2-{2-[bis(carboxymethyl)amino]acetamido}ethyl)carbamoyl]methyl}(carboxymethyl)amino)acetic acid
• Synonyms: 3,12-Bis(carboxymethyl)-5,10-dioxo-3,6,9,12-tetraazatetradecanedioic Acid Hemihydrate; Ethylenebis(iminocarbonylmethylenenitrilo)]tetraacetic Acid; DGENTA; N,N'-Diglycylethylenediamine-N'',N'',N''',N'''-tetraacetic Acid Hemihydrate

Database IDs

• PubChem SID: 162261586
• PubChem CID: 5086535

CALCULATED PROPERTIES

• Acid pKa: 2.2552447
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -11.232707
• LogD (pH = 7.4): -16.772253
• Log P: -7.0448856
• Molar Refractivity: 87.9526 cm^3
• Polarizability: 34.615425 Å^3
• Polar Surface Area: 213.88 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 205-210°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D446000

A new octadentate chelating agent.

REFERENCES

• Motekaitis, R.J.,et al.: J.A.C.S., 92, 4223 (1970)