(2S)-1-[(2S,3S)-3-(2-methylbutyl)-4-oxooxetan-2-yl]pentadecan-2-yl (2S)-2-formamido-4-methylpentanoate

• ChemBase ID: 171836
• Molecular Formular: C30H55NO5
• Molecular Mass: 509.7614
• Monoisotopic Mass: 509.40802387
• SMILES: C1(=O)[C@H]([C@@H](O1)C[C@@H](OC(=O)[C@H](CC(C)C)NC=O)CCCCCCCCCCCCC)CC(CC)C
• Canonical SMILES: CCCCCCCCCCCCC[C@@H](C[C@@H]1OC(=O)[C@H]1CC(CC)C)OC(=O)[C@H](CC(C)C)NC=O
• InChI: InChI=1S/C30H55NO5/c1-6-8-9-10-11-12-13-14-15-16-17-18-25(35-30(34)27(31-22-32)19-23(3)4)21-28-26(29(33)36-28)20-24(5)7-2/h22-28H,6-21H2,1-5H3,(H,31,32)/t24?,25-,26-,27-,28-/m0/s1
• InChIKey: HJYUNNNEBYSZMW-GTVUPVIPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S,3S)-3-(2-methylbutyl)-4-oxooxetan-2-yl]pentadecan-2-yl (2S)-2-formamido-4-methylpentanoate
• IUPAC Traditional name: (2S)-1-[(2S,3S)-3-(2-methylbutyl)-4-oxooxetan-2-yl]pentadecan-2-yl (2S)-2-formamido-4-methylpentanoate
• Synonyms: 5-[Acetyl(2-hydroxy-3-methoxypropyl)amino]-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide; 5-[Acetyl(2-hydroxy-3-methoxypropyl)amino]-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide; Imagopaque; Ivepaque; Iopentol

Database IDs

• CAS Number: 89797-00-2
• PubChem SID: 164227746
• PubChem CID: 71749577

CALCULATED PROPERTIES

• Acid pKa: 12.661691
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 8.393597
• LogD (pH = 7.4): 8.393595
• Log P: 8.393597
• Molar Refractivity: 144.4929 cm^3
• Polarizability: 57.990406 Å^3
• Polar Surface Area: 81.7 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - I821870

A nonionic radiocontrast agent.

REFERENCES

• Alonso-Silva, I.J. et al.: Anales Quim., 86, 294 (1990)
• Katayama, H. et al.: Invest. Radiol., 36, 87 (1990)
• Thesen, R. et al.: Pharm. Zeit., 139, 26 (1990)