1-N,3-N-bis(2,3-dihydroxypropyl)-5-[2-hydroxy-N-(2H3)methylacetamido]-2,4,6-triiodobenzene-1,3-dicarboxamide

• ChemBase ID: 171710
• Molecular Formular: C17H22I3N3O8
• Molecular Mass: 777.08529
• Monoisotopic Mass: 776.85410868
• SMILES: c1(c(c(c(c(c1I)C(=O)NCC(CO)O)I)N(C(=O)CO)C)I)C(=O)NCC(CO)O
• Canonical SMILES: OCC(CNC(=O)c1c(I)c(C(=O)NCC(CO)O)c(c(c1I)N(C(=O)CO)C)I)O
• InChI: InChI=1S/C17H22I3N3O8/c1-23(9(29)6-26)15-13(19)10(16(30)21-2-7(27)4-24)12(18)11(14(15)20)17(31)22-3-8(28)5-25/h7-8,24-28H,2-6H2,1H3,(H,21,30)(H,22,31)
• InChIKey: NJKDOADNQSYQEV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-N,3-N-bis(2,3-dihydroxypropyl)-5-[2-hydroxy-N-(^2H₃)methylacetamido]-2,4,6-triiodobenzene-1,3-dicarboxamide
• IUPAC Traditional name: 1-N,3-N-bis(2,3-dihydroxypropyl)-5-[2-hydroxy-N-(^2H₃)methylacetamido]-2,4,6-triiodobenzene-1,3-dicarboxamide
• Synonyms: 5-[Acetyl(2,3-dihydroxypropyl)amino]-N,N’-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide-d5; Accudenz-d5; Exypaque-d5; Iohexol-d5; Nycodenz-d5; Omnipaque-d5; Omnipaque 140-d5; Omnipaque 240-d5; Iohexol-d5

Database IDs

• PubChem SID: 164227620
• PubChem CID: 46781978

CALCULATED PROPERTIES

• Acid pKa: 11.7281475
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -1.4476337
• LogD (pH = 7.4): -1.4476516
• Log P: -1.4476335
• Molar Refractivity: 138.2864 cm^3
• Polarizability: 53.534515 Å^3
• Polar Surface Area: 179.66 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: >139°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - I729502

Deuterated Iohexol. Imaging agent.

REFERENCES

• Wolf, G.L., et al.: Invest. Radiol., 16, 320 (1981)
• Mancini, G.B.J., et al.: Am. J. Cardiol., 51, 1218 (1981)
• Bettmann, M.A., et al.: Radiology, 153, 583 (1981)
• Sullivan, I.D., et al.: Br. Heart J.,51, 643 (1981)