Дигидропашанон

Identification

Dihydropashanone (2',6'-dihydroxy-3',4'-dimethoxydihydrochalcone; English Dihydropashanone, CAS 41997-41-5) is a natural dihydrochalcone isolated from the plant Miliusa sinensis (family Annonaceae) - a genus of tropical trees and shrubs in Southeast Asia, actively studied for secondary metabolites with cytotoxic and antimicrobial activity. Chemical formula C17H18O5.

Molecular parameters

• Molecular weight: 302.32182
• Exact weight: 302.115417
• DSSTox ID: DTXSID70194804
• HS code: 2914509090
• PSA Specifications: 76
• XLogP3: 4.54

Physico-chemical properties

• Density: 1.2±0.1 g/cm3
• Boiling point: 499.2±45.0 °C at 760 mm Hg. Art.
• Flash point: 182.9±22.2°C
• Refractive index: 1.594

Scope of application

Dihydropashanone has been isolated from extracts of Miliusa sinensis along with other dihydrochalcones and related flavonoids; in the published study, the compound was among nine known substances that showed cytotoxic activity in a screen of extracts of this plant. Like other representatives of the dihydrochalcone group, the substance is of interest for pharmacological screening of antitumor and antimicrobial properties. Supplied as a reference standard for phytochemical studies, identification and quantification of dihydrochalcones in plant extracts by HPLC, as well as for clarifying the structure-function relationships within this group of flavonoids. Dimethoxylation at the 3',4'-positions in combination with two free hydroxyls 2',6' forms a pattern of substitution of the aromatic ring A characteristic of the Pachanone group, distinguishing this compound from related dihydrochalcones of Miliusa sinensis with a different arrangement of methoxy and hydroxy groups. The high value of XLogP3 (4.54) indicates the pronounced lipophilicity of the molecule among dihydrochalcones of comparable mass, which is taken into account when selecting a solvent for preparing working solutions in laboratory practice - the substance dissolves well in non-polar and weakly polar organic solvents (chloroform, ethyl acetate) with limited solubility in water and lower alcohols.

Security and storage

Hazard classification and transport code data are not available in the dump - public hazard information for this highly specialized phytochemical standard is limited. As a phenolic substance, dihydropashanone is stored in an airtight container, in a cool, dry place, protected from light, away from oxidizing agents; When working with powder, use gloves and avoid the formation of dust, re-close the container after sampling as quickly as possible, and carry out work in a fume hood. The supplier does not indicate any special transport requirements - it is important to protect the packaging from heat, moisture and mechanical damage during transportation. The plant Miliusa sinensis, in addition to dihydropashanone, also contains other structurally similar dihydrochalcones with a different arrangement of methoxy and hydroxy groups, which makes this group of compounds a convenient model for studying the dependence of activity on the pattern of substitution of the aromatic ring.