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

• ChemBase ID: 175557
• Molecular Formular: C28H44N2O17
• Molecular Mass: 680.65216
• Monoisotopic Mass: 680.26399796
• SMILES: O(C(=O)COCCOCCOCCOCCOCCOCCOCCOCCOCC(=O)ON1C(=O)CCC1=O)N1C(=O)CCC1=O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)COCCOCCOCCOCCOCCOCCOCCOCCOCC(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C28H44N2O17/c31-23-1-2-24(32)29(23)46-27(35)21-44-19-17-42-15-13-40-11-9-38-7-5-37-6-8-39-10-12-41-14-16-43-18-20-45-22-28(36)47-30-25(33)3-4-26(30)34/h1-22H2
• InChIKey: MGGJFYKYKVQGQG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(2,5-dioxopyrrolidin-1-yl) 3,6,9,12,15,18,21,24,27-nonaoxanonacosanedioate
• IUPAC Traditional name: bis(2,5-dioxopyrrolidin-1-yl) 3,6,9,12,15,18,21,24,27-nonaoxanonacosanedioate
• Synonyms: 3,6,9,12,15,18,21,24,27-Nonaoxanonacosanedioic Acid 1,29-Bis(2,5-dioxo-1-pyrrolidinyl) Ester; Nonaoxanonacosanedioic Acid Bis(N-Hydroxysuccinimide) Ester

Database IDs

• PubChem SID: 164231467
• PubChem CID: 57369360

CALCULATED PROPERTIES

• Acid pKa: 17.401377
• H Acceptors: 15
• H Donor: 0
• LogD (pH = 5.5): -2.5561173
• LogD (pH = 7.4): -2.5561173
• Log P: -2.5561173
• Molar Refractivity: 154.6373 cm^3
• Polarizability: 61.787285 Å^3
• Polar Surface Area: 210.43 Å^2
• Rotatable Bonds: 32
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - N649500

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)