9-methyl-9-azabicyclo[3.3.1]nonan-3-one

• ChemBase ID: 8574
• Molecular Formular: C9H15NO
• Molecular Mass: 153.2215
• Monoisotopic Mass: 153.11536411
• SMILES: N1(C2CC(=O)CC1CCC2)C
• Canonical SMILES: O=C1CC2CCCC(C1)N2C
• InChI: InChI=1S/C9H15NO/c1-10-7-3-2-4-8(10)6-9(11)5-7/h7-8H,2-6H2,1H3
• InChIKey: RHWSKVCZXBAWLZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-methyl-9-azabicyclo[3.3.1]nonan-3-one
• IUPAC Traditional name: pseudopelletierine
• Synonyms: pseudo-Pelletierine; Pseudopunicine; Granatonine; Pseudopelletrierin; Granatan-3-one; Pseudopelletierin; psi-Pelletierine; 9-Methyl-3-granatanone; Pseudopelletierine; 9-Methyl-9-azabicyclo[3.3.1]nonan-3-one; 9-Methyl-3-granataninone; NSC 116056

Database IDs

• CAS Number: 552-70-5
• MDL Number: MFCD00078161
• PubChem SID: 160971881
• PubChem CID: 11096
• Wikipedia Title: Pseudopelletierine

CALCULATED PROPERTIES

• Acid pKa: 18.05042
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -1.8831013
• LogD (pH = 7.4): -0.17808506
• Log P: 1.143033
• Molar Refractivity: 43.9459 cm^3
• Polarizability: 17.446566 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Colorless (yellows on exposure); Tan Solid
• Melting Point: 50-57°C; 54°C; 63-65°C
• Boiling Point: Sublimes at 40 °C (0.3 mmHg)

Safety Information

• Storage Condition: Refrigerator
• TSCA Listed: false

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - P839600

It was found in the root bark of Punica granatum L., Punicaceae. Used as a enzyme substrate.

REFERENCES

• Hunt, R., et al.: J. Pharm. Pharmacol., 22, 29S (1970)
• Hashimoto, T., et al.: Plant Physiol., 100, 836 (1970)
• Boswell, H., et al.: Phytochemistry, 52, 855 (1970)