bis(2,5-dioxopyrrolidin-1-yl) 3,6,9,12,15,18,21,24,27,30-decaoxadotriacontanedioate

• ChemBase ID: 165495
• Molecular Formular: C30H48N2O18
• Molecular Mass: 724.70472
• Monoisotopic Mass: 724.29021271
• SMILES: C(=O)(COCCOCCOCCOCCOCCOCCOCCOCCOCCOCC(=O)ON1C(=O)CCC1=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)COCCOCCOCCOCCOCCOCCOCCOCCOCCOCC(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C30H48N2O18/c33-25-1-2-26(34)31(25)49-29(37)23-47-21-19-45-17-15-43-13-11-41-9-7-39-5-6-40-8-10-42-12-14-44-16-18-46-20-22-48-24-30(38)50-32-27(35)3-4-28(32)36/h1-24H2
• InChIKey: IHGHYIIMSJDCOS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(2,5-dioxopyrrolidin-1-yl) 3,6,9,12,15,18,21,24,27,30-decaoxadotriacontanedioate
• IUPAC Traditional name: bis(2,5-dioxopyrrolidin-1-yl) 3,6,9,12,15,18,21,24,27,30-decaoxadotriacontanedioate
• Synonyms: 3,6,9,12,15,18,21,24,27,30-Decaoxadotriacontadioic Acid 1,32-Bis(2,5-dioxo-1-pyrrolidinyl) Ester; Decaoxadotriacontadioic Acid Bis(N-Hydroxysuccinimide) Ester

Database IDs

• PubChem SID: 162259628
• PubChem CID: 57369454

CALCULATED PROPERTIES

• Acid pKa: 17.401377
• H Acceptors: 16
• H Donor: 0
• LogD (pH = 5.5): -2.6030927
• LogD (pH = 7.4): -2.6030927
• Log P: -2.6030927
• Molar Refractivity: 165.6808 cm^3
• Polarizability: 66.175415 Å^3
• Polar Surface Area: 219.66 Å^2
• Rotatable Bonds: 35
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D212700

Oligomers of ethylene glycol have found widespread applications in a number of areas of chemistry, including the synthesis of crown ethers and podands, use as surfactants and more recently as biocompatible polymers which are capable of modifying the prope

REFERENCES

• Norgard, K., et al.: J. Biol. Chem., 268, 12764 (1993)
• Lin, C., et al.: Bioorg. Med. Chem., 3, 1625 (1993)
• Steegmaier, M., et al.: Nature, 373, 615 (1993)
• Murray, B., et al.: Biochemistry, 35, 11183 (1993)