2-({2-[(1,2-dicarboxyethyl)amino]ethyl}amino)butanedioic acid

• ChemBase ID: 127222
• Molecular Formular: C10H16N2O8
• Molecular Mass: 292.24264
• Monoisotopic Mass: 292.09066548
• SMILES: OC(=O)CC(NCCNC(CC(=O)O)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)C(CC(=O)O)NCCNC(C(=O)O)CC(=O)O
• InChI: InChI=1S/C10H16N2O8/c13-7(14)3-5(9(17)18)11-1-2-12-6(10(19)20)4-8(15)16/h5-6,11-12H,1-4H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20)
• InChIKey: VKZRWSNIWNFCIQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({2-[(1,2-dicarboxyethyl)amino]ethyl}amino)butanedioic acid
• IUPAC Traditional name: EDDS
• Synonyms: EDDS

Database IDs

• CAS Number: 20846-91-7
• PubChem SID: 162221544
• PubChem CID: 123395
• Chemspider ID: 109992
• MeSH Name: N,N'-ethylenediamine+disuccinic+acid
• Wikipedia Title: EDDS

CALCULATED PROPERTIES

• Acid pKa: 0.9001115
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -7.8467484
• LogD (pH = 7.4): -11.678699
• Log P: -6.565634
• Molar Refractivity: 60.6456 cm^3
• Polarizability: 24.69443 Å^3
• Polar Surface Area: 173.26 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 220 - 222°C
• Density: 1.44 g mL^-1
• pKa: 2.4
• pKb: 11.6
• Std enthalpy of combustion: -4.2755–-4.2677 MJ mol^-1
• Std enthalpy of formation: -1.9541–-1.9463 MJ mol^-1