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

• ChemBase ID: 171835
• Molecular Formular: C20H28I3N3O9
• Molecular Mass: 835.16443
• Monoisotopic Mass: 834.89597349
• SMILES: c1(c(c(c(c(c1I)C(=O)NCC(CO)O)I)N(C(=O)C)CC(COC)O)I)C(=O)NCC(CO)O
• Canonical SMILES: COCC(CN(c1c(I)c(C(=O)NCC(CO)O)c(c(c1I)C(=O)NCC(CO)O)I)C(=O)C)O
• InChI: InChI=1S/C20H28I3N3O9/c1-9(29)26(5-12(32)8-35-2)18-16(22)13(19(33)24-3-10(30)6-27)15(21)14(17(18)23)20(34)25-4-11(31)7-28/h10-12,27-28,30-32H,3-8H2,1-2H3,(H,24,33)(H,25,34)
• InChIKey: IUNJANQVIJDFTQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-N,3-N-bis(2,3-dihydroxypropyl)-5-[N-(2-hydroxy-3-methoxypropyl)acetamido]-2,4,6-triiodobenzene-1,3-dicarboxamide
• IUPAC Traditional name: iopentol
• Synonyms: Diphosphoric Acid Mono(3-methyl-3-butenyl-d5) Ester Triammonium Salt; Triammonium 3-Methyl-3-butenyl-d5 Pyrophosphate; Isopentenyl Pyrophosphate-d5 Triammonium Salt

Database IDs

• PubChem SID: 164227745
• PubChem CID: 56016

CALCULATED PROPERTIES

• Acid pKa: 11.731867
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -1.3076962
• LogD (pH = 7.4): -1.3077139
• Log P: -1.307696
• Molar Refractivity: 153.5902 cm^3
• Polarizability: 59.652687 Å^3
• Polar Surface Area: 188.89 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - I821852

Labelled Isopentenyl Pyrophosphate. Used for the preparation of antitumor agents phosphohalohydrins.

REFERENCES

• Dhe-Paganon, S., et al.: Biochem., 33, 13355 (1994)
• Tanaka, Y., et al.: Nature, 375 155 (1994)
• Wesch, D., et al.: Eur. J. Immunol., 27, 952 (1994)