Magnoflorine

Base Information

• Chemical Name: Magnoflorine
• CAS No.: 2141-09-5
• Deprecated CAS: 7224-58-0
• Molecular Formula: C20H24NO4
• Molecular Weight: 469.31
• European Community (EC) Number: 683-157-3
• UNII: NI8K6962K4
• DSSTox Substance ID: DTXSID90943972
• Nikkaji Number: J9.488I
• Wikipedia: Magnoflorine
• Wikidata: Q15426208
• Metabolomics Workbench ID: 67911
• ChEMBL ID: CHEMBL235428
• Mol file: 2141-09-5.mol

Synonyms:magnoflorine;magnoflorine iodide, (S)-isomer;magnoflorine perchlorate, (S)-isomer

Chemical Property of Magnoflorine

Chemical Property:

• Melting Point: 252oC
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 58.92000
• Density: g/cm³
• LogP: 2.97050
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 342.17053325
• Heavy Atom Count: 25
• Complexity: 498

Purity/Quality:

99%, ^*data from raw suppliers

Magnoflorine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+]1(CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)OC)O)O)OC)C
• Isomeric SMILES: C[N+]1(CCC2=CC(=C(C3=C2[C@@H]1CC4=C3C(=C(C=C4)OC)O)O)OC)C
• Description: A wide variety of species contain this quaternary alkaloid which is widespread among the families, Aquilegia, Magnolia and Michelia. It has been isolated and characterized as the iodide, m.p. 248-9°C (dec.); [0:11>5 + 200.1° (MeOH). The optically inactive base also yields an iodide which crystallizes with 1.5 H20, m.p. 243°C (dec.). Magnoflorine is an alkaloid and a major constituent of S. acutum that has diverse biological activities. It reduces hemolysis induced by lysophosphatidylcholine (LPC), but not NaCl, in a rat erythrocyte suspension when used at concentrations ranging from 0.01 to 10 μM. Magnoflorine (10 μM) induces intracellular chloride influx in neuroblastoma cells, an effect that is reversed by the GABAA receptor antagonist bicuculline . It reduces TNF-α-induced NF-κB expression as well as production of IL-6 and IL-8 in BEAS-2B cells. In vivo, magnoflorine (20 mg/kg, i.p.) improves short- and long-term memory acquisition in a passive avoidance test in a mouse model of scopolamine-induced memory impairment.