sodium 3-[(2-hydroxyethyl)carbamoyl]-2,4,6-triiodo-5-(2-{[2,4,6-triiodo-3-(methylcarbamoyl)-5-(N-methylacetamido)phenyl]formamido}acetamido)benzoate

• ChemBase ID: 171725
• Molecular Formular: C24H20I6N5NaO8
• Molecular Mass: 1290.86089
• Monoisotopic Mass: 1290.54779491
• SMILES: c1(c(c(c(c(c1C(=O)NCC(=O)Nc1c(c(c(c(c1I)C(=O)[O-])I)C(=O)NCCO)I)I)C(=O)NC)I)N(C)C(=O)C)I.[Na+]
• Canonical SMILES: OCCNC(=O)c1c(I)c(NC(=O)CNC(=O)c2c(I)c(C(=O)NC)c(c(c2I)N(C(=O)C)C)I)c(c(c1I)C(=O)[O-])I.[Na+]
• InChI: InChI=1S/C24H21I6N5O8.Na/c1-7(37)35(3)20-17(29)10(21(39)31-2)13(25)11(18(20)30)23(41)33-6-8(38)34-19-15(27)9(22(40)32-4-5-36)14(26)12(16(19)28)24(42)43;/h36H,4-6H2,1-3H3,(H,31,39)(H,32,40)(H,33,41)(H,34,38)(H,42,43);/q;+1/p-1
• InChIKey: MBVDCEVFLAONHO-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 3-[(2-hydroxyethyl)carbamoyl]-2,4,6-triiodo-5-(2-{[2,4,6-triiodo-3-(methylcarbamoyl)-5-(N-methylacetamido)phenyl]formamido}acetamido)benzoate
• IUPAC Traditional name: sodium 3-[(2-hydroxyethyl)carbamoyl]-2,4,6-triiodo-5-(2-{[2,4,6-triiodo-3-(methylcarbamoyl)-5-(N-methylacetamido)phenyl]formamido}acetamido)benzoate
• Synonyms: 3-[[2-[[3-(Acetylmethylamino)-2,4,6-triiodo-5-[(methylamino)carbonyl]benzoyl]amino]acetyl]amino]-5-[[(2-hydroxyethyl)amino]carbonyl]-2,4,6-triiodobenzoic Acid Sodium Salt; AG 63301; Sodium Ioxaglate; Ioxaglate SodiumDISCONTINUED

Database IDs

• CAS Number: 67992-58-9
• PubChem SID: 164227635
• PubChem CID: 23688359

CALCULATED PROPERTIES

• Acid pKa: 2.1318696
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): 0.61085266
• LogD (pH = 7.4): 0.2297383
• Log P: 3.7514043
• Molar Refractivity: 224.8847 cm^3
• Polarizability: 81.52359 Å^3
• Polar Surface Area: 197.07 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - I737300

It is used as contrast agent in X-Ray imaging.

REFERENCES

• Sendo, T., et al.: Invest. Radiology, 35, 472 (2000)