Логанетин

Description

Loganetin is a loganin aglycone, that is, that part of the molecule that remains after the cleavage of the glucose residue. Cyclopenta[c]pyran iridoid with composition C11H16O5. In the literature and catalogs it is found under the names loganigenin, loganin aglycone, loganoside aglycone and loganol. It is obtained by enzymatic or acid hydrolysis of loganin, and is also isolated directly from plant materials of iridoid profile.

Basic Attributes

• CAS No: 29748-10-5
• Chemical formula: C11H16O5
• Molecular weight: 228.24
• Exact weight: 228.099777
• PSA Specifications: 75.99000
• XLogP3: −0.61

Physico-chemical characteristics

• Density: 1.3 ± 0.1 g/cm³
• Boiling point: 375.7 ± 42.0 °C at 760 mm Hg. Art.
• Flash point: 145.5 ± 21.4 °C
• Refractive index: 1.542

Removal of the sugar residue changes the physics of the substance compared to loganin and loganic acid: the polar surface drops to 75.99, XLogP3 rises to almost zero (−0.61). Loganetin is soluble in methanol, ethanol and DMSO and passes through lipophilic phases much better than the original glycoside. The given temperatures and densities are calculated, hence the confidence intervals.

Scope of application

• reference standard for studying the hydrolysis of iridoid glycosides and their metabolism
• marker in HPLC and LC-MS in the analysis of loganin degradation products
• substrate and model compound in works on iridoid chemistry
• starting material for the semisynthesis of iridoid derivatives

Storage and handling

Iridoid aglycones are noticeably less stable than their glycosides: the hemiacetal center is prone to opening, and the framework itself is prone to polymerization in an acidic environment. Store in a cold, dark place, in a tightly closed container, without contact with acids. Solutions are prepared before use or stored in frozen aliquots. Hazard statements, precautions, transport codes and hazard class codes are not provided in the product card; General laboratory measures are used - gloves, goggles, hood.