2,5-dioxopyrrolidin-1-yl tetradecanoate

• ChemBase ID: 177937
• Molecular Formular: C18H31NO4
• Molecular Mass: 325.44304
• Monoisotopic Mass: 325.22530848
• SMILES: CCCCCCCCCCCCCC(=O)ON1C(=O)CCC1=O
• Canonical SMILES: CCCCCCCCCCCCCC(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C18H31NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-18(22)23-19-16(20)14-15-17(19)21/h2-15H2,1H3
• InChIKey: NZEDHZOVUDEBGW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl tetradecanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl tetradecanoate
• Synonyms: 1-[(1-oxotetradecyl)oxy]-2,5-Pyrrolidinedione; Myristic acid N-hydroxysuccinimide ester; N-Hydroxysuccinimide myristate; Tetradecanoic acid N-hydroxysuccinimide ester; N-Succinimidyl Myristate

Database IDs

• CAS Number: 69888-86-4
• PubChem SID: 164233847
• PubChem CID: 4229289

CALCULATED PROPERTIES

• Acid pKa: 17.709124
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.737031
• LogD (pH = 7.4): 4.737031
• Log P: 4.737031
• Molar Refractivity: 88.4354 cm^3
• Polarizability: 35.214638 Å^3
• Polar Surface Area: 63.68 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Toluene
• Apperance: White Solid
• Melting Point: 80-81°C

Safety Information

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

DETAILS

Toronto Research Chemicals - S690800

Used to make cationic polysaccharide compositions for transfection

REFERENCES

• Faroux-Corlay, B., et al.: J. Med. Chem., 44, 2188 (2001)
• Georgiades, S.N., et al.: Bioorg. Med. Chem. Lett., 18, 3117 (2001)