(2S)-1-nitrosopyrrolidine-2-carboxylic acid

• ChemBase ID: 175508
• Molecular Formular: C5H8N2O3
• Molecular Mass: 144.12862
• Monoisotopic Mass: 144.05349213
• SMILES: C1C[C@H](N(C1)N=O)C(=O)O
• Canonical SMILES: O=NN1CCC[C@H]1C(=O)O
• InChI: InChI=1S/C5H8N2O3/c8-5(9)4-2-1-3-7(4)6-10/h4H,1-3H2,(H,8,9)/t4-/m0/s1
• InChIKey: WLKPHJWEIIAIFW-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-nitrosopyrrolidine-2-carboxylic acid
• IUPAC Traditional name: no-pro
• Synonyms: 1-Nitroso-D-proline; N-Nitroso-D-proline; 1-Nitroso-L-proline; NSC 109545; N-Nitroso-L-proline

Database IDs

• CAS Number: 42022-03-7; 7519-36-0
• PubChem SID: 164231418
• PubChem CID: 10419304

CALCULATED PROPERTIES

• Acid pKa: 3.73295
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.697471
• LogD (pH = 7.4): -3.1844702
• Log P: 0.013406265
• Molar Refractivity: 33.4214 cm^3
• Polarizability: 12.385032 Å^3
• Polar Surface Area: 69.97 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Ethanol; Ethyl Acetate; Methanol
• Apperance: Off-White Solid; Pale Yellow Solid
• Melting Point: 109-110°C; 96-99°C

Safety Information

• Storage Condition: -20°C Freezer; Refrigerator

DETAILS

Toronto Research Chemicals - N545451

A nitrosoamino acid with oncogenic activity. The LD50 of a single ip dose given to Swiss-Webster mice is 203 +/- 22 mg / kg.

Toronto Research Chemicals - N545450

A nitrosoamino acid with oncogenic activity. The LD50 of a single ip dose given to Swiss-Webster mice is 203 +/- 22 mg / kg.

REFERENCES

• Nagasawa, H.T., et al.: J. Med. Chem., 16 (5)
• 583-585 (1973)
• Nagasawa, H.T., et al.: J. Med. Chem., 16 (5)
• 583-585 (1973)