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

• ChemBase ID: 175791
• Molecular Formular: C26H40N2O16
• Molecular Mass: 636.5996
• Monoisotopic Mass: 636.23778321
• SMILES: O(C(=O)COCCOCCOCCOCCOCCOCCOCCOCC(=O)ON1C(=O)CCC1=O)N1C(=O)CCC1=O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)COCCOCCOCCOCCOCCOCCOCCOCC(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C26H40N2O16/c29-21-1-2-22(30)27(21)43-25(33)19-41-17-15-39-13-11-37-9-7-35-5-6-36-8-10-38-12-14-40-16-18-42-20-26(34)44-28-23(31)3-4-24(28)32/h1-20H2
• InChIKey: KYSBEXZPYUIJLU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(2,5-dioxopyrrolidin-1-yl) 3,6,9,12,15,18,21,24-octaoxahexacosanedioate
• IUPAC Traditional name: bis(2,5-dioxopyrrolidin-1-yl) 3,6,9,12,15,18,21,24-octaoxahexacosanedioate
• Synonyms: 3,6,9,12,15,18,21,24-Octaoxahexacosanedioic Acid 1,26-Bis(2,5-dioxo-1-pyrrolidinyl) Ester; Octaoxahexacosanedioic Acid Bis(N-Hydroxysuccinimide) Ester

Database IDs

• PubChem SID: 164231701
• PubChem CID: 57369366

CALCULATED PROPERTIES

• Acid pKa: 17.401377
• H Acceptors: 14
• H Donor: 0
• LogD (pH = 5.5): -2.5091417
• LogD (pH = 7.4): -2.5091417
• Log P: -2.5091417
• Molar Refractivity: 143.5938 cm^3
• Polarizability: 57.39984 Å^3
• Polar Surface Area: 201.2 Å^2
• Rotatable Bonds: 29
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - O238650

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)