Granatonine

Base Information

• Chemical Name: Granatonine
• CAS No.: 552-70-5
• Molecular Formula: C9H15 N O
• Molecular Weight: 153.224
• Hs Code.: 2933990090
• UNII: USN3FV3Z9X
• Nikkaji Number: J3.051.676A
• Wikidata: Q105236666
• Metabolomics Workbench ID: 123317
• ChEMBL ID: CHEMBL1329064
• Mol file: 552-70-5.mol

Synonyms:pseudo-Pelletierine;USN3FV3Z9X;Granatonine;CHEBI:8607;28861-13-4;N-Methylgranatonine;UNII-USN3FV3Z9X;Granatanone;MFCD00078161;NSC-116056;.OMEGA.-PELLETIERINE;MLS002695916;PSEUDOPELLETIERINE [MI];(1R,5S)-9-methyl-9-azabicyclo[3.3.1]nonan-3-one;CHEMBL1329064;SCHEMBL13908059;RHWSKVCZXBAWLZ-OCAPTIKFSA-N;AKOS006345936;Pseudopelletierine, >=98.0% (GC);NCGC00016671-01;BP-12522;SMR001562106;CAS-6164-62-1;rac-(1r,5s)-9-methyl-9-azabicyclo[3.3.1]nonan-3-one

Chemical Property of Granatonine

Chemical Property:

• Appearance/Colour: colorless (yellows on exposure)
• Vapor Pressure: 0.0267mmHg at 25°C
• Melting Point: 63-65°C
• Refractive Index: 1.4760
• Boiling Point: 246.7 °C at 760 mmHg
• PKA: 8.99±0.20(Predicted)
• Flash Point: 95.9 °C
• PSA: 20.31000
• Density: 1.033 g/cm³
• LogP: 1.14010
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Sparingly), Water
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 153.115364102
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

97% ^*data from raw suppliers

Pseudopelletierine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2CCCC1CC(=O)C2
• Isomeric SMILES: CN1[C@@H]2CCC[C@H]1CC(=O)C2
• Uses: It was found in the root bark of Punica granatum It was found in the root bark of Punica granatum L., Punicaceae. Used as a enzyme substrate.

Technology Process of Granatonine

There total 26 articles about Granatonine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

cis,cis-2,7-cyclooctadienone (35242-04-7,1073-76-3) + methylamine hydrochloride (593-51-1) → pseudopelletierine (552-70-5)

Guidance literature:

With potassium carbonate; In methanol; at 25 ℃; for 2h;

DOI:10.1021/ja012127+

Reference yield:

acetonedicarboxylic acid (542-05-2) + methylamine hydrochloride (593-51-1) + Glutaraldehyde (111-30-8,29257-65-6,79215-57-9) → pseudopelletierine (552-70-5)

Guidance literature:

acetonedicarboxylic acid; methylamine hydrochloride; Glutaraldehyde; With disodium hydrogenphosphate; In water; at 0 - 25 ℃; for 25h; Large scale;

With hydrogenchloride; In water; at 75 ℃; for 1h; pH=Ca. 3; Large scale;

Reference yield:

9-methyl-9-azabicyclo[3.3.1]nonan-3-one hydrochloride (6164-62-1) → pseudopelletierine (552-70-5)

Guidance literature:

With triethylamine; In diethyl ether; for 0.25h;

upstream raw materials:

acetonedicarboxylic acid

Glutaraldehyde

methylamine

N-methylpelletierine

Downstream raw materials:

endo-N,9-dimethyl-9-azabicyclo<3.3.1>nonan-3-amine

(3-endo)-9-methyl-9-azabicyclo[3.3.1]nonan-3-ol

exo-9-methyl-9-azabicyclo[3.3.1]nonan-3-ol

9-methyl-9-aza-bicyclo[3.3.1]nonane