2,5-dioxopyrrolidin-1-yl (2,3,4,5,6-13C5,2H4)pyridine-3-carboxylate

• ChemBase ID: 175131
• Molecular Formular: C10H8N2O4
• Molecular Mass: 226.13744903
• Monoisotopic Mass: 226.06853577
• SMILES: [13cH]1[13cH]n[13cH][13c]([13cH]1)[13C](=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C1CCC(=O)N1O[13C](=O)[13c]1[13cH][13cH][13cH]n[13cH]1
• InChI: InChI=1S/C10H8N2O4/c13-8-3-4-9(14)12(8)16-10(15)7-2-1-5-11-6-7/h1-2,5-6H,3-4H2/i1+1,2+1,5+1,6+1,7+1,10+1
• InChIKey: CWBHSNGMXKJGSM-MCDWIBCPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl (2,3,4,5,6-^1^3C₅,^2H₄)pyridine-3-carboxylate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl (2,3,4,5,6-^1^3C₅,^2H₄)pyridine-3-carboxylate
• Synonyms: 3-Pyridinecarboxylic Acid-13C6,d4 2,5-Dioxo-1-pyrrolidinyl Ester; N-(3-Pyridinyloyloxy-13C6,d4)succinimide; N-(Nicotinoyloxy-13C6,d4)succinimide; Succinimidyl Nicotinate-13C6,d4; Nicotinic Acid-13C6,d4 N-Hydroxysuccinimide Ester

Database IDs

• PubChem SID: 164231041
• PubChem CID: 46782476

CALCULATED PROPERTIES

• Acid pKa: 17.69698
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.018963965
• LogD (pH = 7.4): -0.01727984
• Log P: -0.017258314
• Molar Refractivity: 51.7111 cm^3
• Polarizability: 20.090801 Å^3
• Polar Surface Area: 76.57 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Pale-Yellow Solid
• Melting Point: 132-134°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - N429257

Used for clinical pharmacokinetic studies.

REFERENCES

• Kyte, J., et al.: J. Mol. Biol., 157, 105 (1982)
• Kamo, M., et al.: Eur. J. Biochem., 255, 162 (1982)
• Wu, C., et al.: Nat. Biotechnol., 21, 532 (1982)