Птеродондиол

Description

Pterodondiol is a sesquiterpene diol of the eudesmane series from the plant Laggera pterodonta. The structure of the compound was revised based on X-ray diffraction analysis and chemical transformations - simultaneously with the refinement of the structure of the related pterodontriol B. It accompanies pterodontic acid in the plant and is part of the active antiviral fraction.

Basic Attributes

• CAS No.: 60132-35-6
• Chemical formula: C15H28O2
• Exact weight: 240.208923
• PSA specifications: 40.46
• XLogP3: 3.09

Attention to the molecular weight field: the original product card shows a value of 180, which does not agree with the exact mass of 240.208923, nor with the formula of eudesmane diol C15H28O2 (calculated molecular mass 240.38). When ordering, the size should be checked with the supplier; Rely on CAS and accurate mass for identification.

Physical properties

• Density: 1.0 ± 0.1 g/cm³
• Boiling point: 317.3 ± 10.0 °C at 760 mmHg. Art.
• Flash point: 137.3 ± 13.6 °C
• Refractive index: 1.506

Calculated values. Two hydroxyl groups give the polar surface of PSA 40.46, while the lipophilicity remains high - XLogP3 3.09. The compound is soluble in methanol, ethanol, DMSO, chloroform; solubility in water is low.

Structure

The saturated bicyclic skeleton of eudesmane consists of two fused six-membered rings with methyl groups and an isopropyl moiety. The oxygen functions are represented by two hydroxyls, hence the name "diol". The absence of double bonds and carbonyls makes the molecule chemically inert under normal conditions: it is resistant to hydrolysis, but, like any secondary and tertiary alcohol, it is susceptible to dehydration in an acidic environment when heated.

Activity studied

• moderate antibacterial effect against Staphylococcus aureus, Pseudomonas aeruginosa, Bacillus subtilis, Mycobacterium phlei and Bacillus circulans
• as part of the active component of Laggera pterodonta together with pterodontic acid - suppression of influenza A virus infection through the TLR7 / MyD88 / TRAF6 / NF-κB signaling pathway

Purpose and storage

Analytical standard for standardization of Laggera pterodonta extracts, reference compound in structural studies of eudesmane sesquiterpenoids, substance for microbiological and antiviral screening. Storage - in a tightly closed container at sub-zero temperatures, without light. Solutions in DMSO are frozen in aliquots. The card does not contain a separate set of danger phrases; Handling is carried out with gloves and glasses, work with powder is carried out in a fume hood.