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

• ChemBase ID: 171724
• Molecular Formular: C18H24I3N3O9
• Molecular Mass: 807.11127
• Monoisotopic Mass: 806.86467336
• SMILES: c1(c(c(c(c(c1C(=O)NCC(CO)O)I)C(=O)NCC(CO)O)I)N(C(=O)CO)CCO)I
• Canonical SMILES: OCCN(c1c(I)c(C(=O)NCC(CO)O)c(c(c1I)C(=O)NCC(CO)O)I)C(=O)CO
• InChI: InChI=1S/C18H24I3N3O9/c19-13-11(17(32)22-3-8(29)5-26)14(20)16(24(1-2-25)10(31)7-28)15(21)12(13)18(33)23-4-9(30)6-27/h8-9,25-30H,1-7H2,(H,22,32)(H,23,33)
• InChIKey: AMDBBAQNWSUWGN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-N,3-N-bis(2,3-dihydroxypropyl)-5-[2-hydroxy-N-(2-hydroxyethyl)acetamido]-2,4,6-triiodobenzene-1,3-dicarboxamide
• IUPAC Traditional name: ioversol
• Synonyms: N,N'-bis(2,3-dihydroxypropyl)-5-[(hydroxyacetyl)(2-hydroxyethyl)amino]-2-1,3-benzenedicarboxamide; MP 328; Optiray; Optiray 320; P 530; Ioversol

Database IDs

• CAS Number: 87771-40-2
• PubChem SID: 164227634
• PubChem CID: 3741

CALCULATED PROPERTIES

• Acid pKa: 11.72408
• H Acceptors: 9
• H Donor: 8
• LogD (pH = 5.5): -2.1377358
• LogD (pH = 7.4): -2.137754
• Log P: -2.1377356
• Molar Refractivity: 144.5787 cm^3
• Polarizability: 56.045578 Å^3
• Polar Surface Area: 199.89 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 180-182°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - I737000

Nonionic, low osmolality, radiographic contrast agent. Diagnostic aid (radiopaque medium).

REFERENCES

• Wilkins, R.A., et al.: Invest. Radiol., 24, 781 (1989)
• Kaufman, A.J., et al.: Urol. Radiol., 12, 56 (1989)