2-(pyrrolidin-2-yl)acetic acid

• ChemBase ID: 169939
• Molecular Formular: C6H11NO2
• Molecular Mass: 129.15704
• Monoisotopic Mass: 129.0789786
• SMILES: C1CC(NC1)CC(=O)O
• Canonical SMILES: OC(=O)CC1CCCN1
• InChI: InChI=1S/C6H11NO2/c8-6(9)4-5-2-1-3-7-5/h5,7H,1-4H2,(H,8,9)
• InChIKey: ADSALMJPJUKESW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(pyrrolidin-2-yl)acetic acid
• IUPAC Traditional name: pyrrolidin-2-ylacetic acid
• Synonyms: 2-pyrrolidinylacetic acid; 2-Pyrrolidineacetic Acid; (+/-)-Homoproline; 2-(Pyrrolidin-2-yl)acetic acid

Database IDs

• CAS Number: 56879-46-0
• MDL Number: MFCD08458431
• PubChem SID: 162264071
• PubChem CID: 123784

CALCULATED PROPERTIES

• Acid pKa: 3.8372939
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.4915314
• LogD (pH = 7.4): -2.483942
• Log P: -2.4840326
• Molar Refractivity: 32.6886 cm^3
• Polarizability: 13.120767 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - H605000

It was isolated from Melampodium divaricatum; a new GABA-uptake inhibitor derived from proline.

REFERENCES

• Dann, A., et al.: Nature, 186, 1051 (1960)
• Passreiter, C., et al.: Planta Med., 58, 556 (1960)
• Roeder, E., et al.: Pharmazie, 48, 953 (1960)
• Wernery, U., et al.: Fitoterapia, 68, 278 (1960)