2,5-dioxopyrrolidin-1-yl 4-benzoylbenzoate

• ChemBase ID: 177932
• Molecular Formular: C18H13NO5
• Molecular Mass: 323.29952
• Monoisotopic Mass: 323.07937252
• SMILES: c1(ccccc1)C(=O)c1ccc(cc1)C(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C1CCC(=O)N1OC(=O)c1ccc(cc1)C(=O)c1ccccc1
• InChI: InChI=1S/C18H13NO5/c20-15-10-11-16(21)19(15)24-18(23)14-8-6-13(7-9-14)17(22)12-4-2-1-3-5-12/h1-9H,10-11H2
• InChIKey: MVQNJLJLEGZFGP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 4-benzoylbenzoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 4-benzoylbenzoate
• Synonyms: 4-Benzoylbenzoic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; 1-[(4-Benzoylbenzoyl)oxy]-2,5-pyrrolidinedione; N-Succinimidyl 4-Benzoylbenzoate; 4-(N-Succinimidylcarboxy)benzophenone

Database IDs

• CAS Number: 91990-88-4
• PubChem SID: 164233842
• PubChem CID: 2762595

CALCULATED PROPERTIES

• Acid pKa: 17.697294
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.6597672
• LogD (pH = 7.4): 2.6597672
• Log P: 2.6597672
• Molar Refractivity: 84.4435 cm^3
• Polarizability: 32.5057 Å^3
• Polar Surface Area: 80.75 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: White Solid
• Melting Point: 202-203°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - S690283

A photoactivatable analog of glutathione disulfide.

REFERENCES

• Parker, J.M.R., et al.: J. Protein Chem., 3, 479 (1985)
• Rajasekharan, K.N., et al.: Arch. Biochem. Biophys., 288, 584 (1991)