5-{[3-(N-{3,5-bis[(2,3-dihydroxypropyl)carbamoyl]-2,4,6-triiodophenyl}acetamido)-2-hydroxypropyl]amino}-1-N,3-N-bis(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide

• ChemBase ID: 165453
• Molecular Formular: C33H42I6N6O14
• Molecular Mass: 1508.1452
• Monoisotopic Mass: 1507.70273805
• SMILES: c1(c(c(c(c(c1I)C(=O)NCC(O)CO)I)C(=O)NCC(O)CO)I)NCC(CN(c1c(c(c(c(c1I)C(=O)NCC(O)CO)I)C(=O)NCC(O)CO)I)C(=O)C)O
• Canonical SMILES: OCC(CNC(=O)c1c(I)c(NCC(CN(c2c(I)c(C(=O)NCC(CO)O)c(c(c2I)C(=O)NCC(CO)O)I)C(=O)C)O)c(c(c1I)C(=O)NCC(CO)O)I)O
• InChI: InChI=1S/C33H42I6N6O14/c1-12(50)45(29-26(38)20(32(58)43-5-16(54)10-48)23(35)21(27(29)39)33(59)44-6-17(55)11-49)7-13(51)2-40-28-24(36)18(30(56)41-3-14(52)8-46)22(34)19(25(28)37)31(57)42-4-15(53)9-47/h13-17,40,46-49,51-55H,2-11H2,1H3,(H,41,56)(H,42,57)(H,43,58)(H,44,59)
• InChIKey: RREZWVKPVJDLJN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{[3-(N-{3,5-bis[(2,3-dihydroxypropyl)carbamoyl]-2,4,6-triiodophenyl}acetamido)-2-hydroxypropyl]amino}-1-N,3-N-bis(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide
• IUPAC Traditional name: 5-{[3-(N-{3,5-bis[(2,3-dihydroxypropyl)carbamoyl]-2,4,6-triiodophenyl}acetamido)-2-hydroxypropyl]amino}-1-N,3-N-bis(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide
• Synonyms: 5-[Acetyl[3-[[3,5-bis[[(2,3-dihydroxypropyl)amino]carbonyl]-2,4,6-triiodophenyl]amino]-2-hydroxypropyl]amino]-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide; Desacetyl Iodixanol; Deacetyl Iodixanol

Database IDs

• CAS Number: 171897-74-8
• PubChem SID: 162259586
• PubChem CID: 15230869

CALCULATED PROPERTIES

• Acid pKa: 11.567958
• H Acceptors: 15
• H Donor: 14
• LogD (pH = 5.5): -1.6916374
• LogD (pH = 7.4): -1.6916555
• Log P: -1.6916292
• Molar Refractivity: 269.3768 cm^3
• Polarizability: 103.67516 Å^3
• Polar Surface Area: 330.81 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D198945

An impurity in the preparation of the x-ray contrast agent Iodixanol.

REFERENCES

• Priebe, H. et al.: Acta Chem. Scand., 49, 737 (1995)
• Priebe, H. et al.: J. Clin. Pharm. Therap., 24, 227 (1995)