1-[(2R)-1-(2H3)methylpyrrolidin-2-yl]-3-[(2S)-1-(2H3)methylpyrrolidin-2-yl]propan-2-ol

• ChemBase ID: 167554
• Molecular Formular: C13H26N2O
• Molecular Mass: 226.35834
• Monoisotopic Mass: 226.20451346
• SMILES: C1C[C@@H](N(C1)C)CC(C[C@@H]1CCCN1C)O
• Canonical SMILES: OC(C[C@@H]1CCCN1C)C[C@H]1CCCN1C
• InChI: InChI=1S/C13H26N2O/c1-14-7-3-5-11(14)9-13(16)10-12-6-4-8-15(12)2/h11-13,16H,3-10H2,1-2H3/t11-,12+,13?
• InChIKey: UOJNOOLFFFFKNA-FUNVUKJBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R)-1-(^2H₃)methylpyrrolidin-2-yl]-3-[(2S)-1-(^2H₃)methylpyrrolidin-2-yl]propan-2-ol
• IUPAC Traditional name: 1-[(2R)-1-(^2H₃)methylpyrrolidin-2-yl]-3-[(2S)-1-(^2H₃)methylpyrrolidin-2-yl]propan-2-ol
• Synonyms: meso-Dihydrocuscohygrine-d6; 1-Methyl-α-[(1-methyl-2-pyrrolidinyl)methyl]-2-pyrrolidineethanol-d6; Dihydrocuscohygrine-d6

Database IDs

• PubChem SID: 162261687
• PubChem CID: 71316145

CALCULATED PROPERTIES

• Acid pKa: 15.160843
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -5.9620686
• LogD (pH = 7.4): -3.2017279
• Log P: 0.62952757
• Molar Refractivity: 68.1229 cm^3
• Polarizability: 26.893944 Å^3
• Polar Surface Area: 26.71 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Light Brown Solid

DETAILS

Toronto Research Chemicals - D448832

pro-pro-(s) Dihydrocuscohygrine and pro-pro-(r) Dihydrocuscohygrine mixture. Cuscohygrine (C845000) derivative. An alkaloid compound found in Convolvulus lanatus.

REFERENCES

• El-Shazly, A. et al.: J. Bioscienc. 63, 321 (2008)