gadolinium(3+) ion disodium 5,8,11-tris(carboxylatomethyl)-1-phenyl-2-oxa-5,8,11-triazatridecane-4,13-dioate

• ChemBase ID: 169536
• Molecular Formular: C22H26GdN3Na2O11
• Molecular Mass: 711.68488
• Monoisotopic Mass: 712.06037523
• SMILES: [Gd+3].[O-]C(=O)C(N(CCN(CCN(CC(=O)[O-])CC(=O)[O-])CC(=O)[O-])CC(=O)[O-])COCc1ccccc1.[Na+].[Na+]
• Canonical SMILES: [O-]C(=O)CN(C(C(=O)[O-])COCc1ccccc1)CCN(CC(=O)[O-])CCN(CC(=O)[O-])CC(=O)[O-].[Na+].[Na+].[Gd+3]
• InChI: InChI=1S/C22H31N3O11.Gd.2Na/c26-18(27)10-23(6-7-24(11-19(28)29)12-20(30)31)8-9-25(13-21(32)33)17(22(34)35)15-36-14-16-4-2-1-3-5-16;;;/h1-5,17H,6-15H2,(H,26,27)(H,28,29)(H,30,31)(H,32,33)(H,34,35);;;/q;+3;2*+1/p-5
• InChIKey: WZTRMCSCVTYBQK-UHFFFAOYSA-I

NAMES AND DATABASE IDS

Names

• IUPAC name: gadolinium(3+) ion disodium 5,8,11-tris(carboxylatomethyl)-1-phenyl-2-oxa-5,8,11-triazatridecane-4,13-dioate
• IUPAC Traditional name: gadolinium(3+) ion disodium 5,8,11-tris(carboxylatomethyl)-1-phenyl-2-oxa-5,8,11-triazatridecane-4,13-dioate
• Synonyms: [4-(Carboxy-κO)-5,8,11-tris[(carboxy-κO)methyl]-1-phenyl-2-oxa-5,8,11-triazatridecan-13-oato(5-)-κN5,κN8,κN11,κO13]gadolinate(2-) Disodium; Gd-BOPTA Disodium; Gadobenic Acid Disodium Salt

Database IDs

• CAS Number: 113662-22-9
• PubChem SID: 162263668
• PubChem CID: 71317022

CALCULATED PROPERTIES

• Acid pKa: 0.085447945
• H Acceptors: 14
• H Donor: 0
• LogD (pH = 5.5): -10.03401
• LogD (pH = 7.4): -15.980204
• Log P: -4.1383862
• Molar Refractivity: 176.0362 cm^3
• Polarizability: 47.36346 Å^3
• Polar Surface Area: 219.6 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - G125700

A novel contrast agent for magnetic resonance imaging. Coordination compound.

REFERENCES

• de Haen, C., et al.: Acad. Radiol., 2, 232 (1992)
• Wedeking, P., et al.: Magn. Res. Imaging, 10, 641 (1992)