Хлорантолид D

Substance identification

Chlorantholide D is a natural sesquiterpene lactone of the eudesmane type, isolated from the aerial part of Chloranthus elatior (according to other sources, from Chloranthus spicatus, chloranthaceae). The systematic name according to the naphtho[2,3-b]furan nomenclature is (4aR,8aR,9aS)-4,4a,8,8a,9,9a-hexahydro-9a-hydroxy-3,5,8a-trimethylnaphtho[2,3-b]furan-2,7-dione; the structure is also described as 8beta-hydroxy-2-oxoeudesma-3,7(11)-dien-12,8-olid.

Basic Attributes

• CAS No: 1253106-58-9
• Chemical formula: C15H18O4
• English name: Chlorantholide D
• Molecular Weight: 262.30102
• Exact weight: 262.12050905

Physico-chemical characteristics

• Density: 1.27±0.1 g/cm3 (predicted value)
• Boiling point: 486.8±45.0 °C (predicted value)

Substance class

Refers to eudesmane sesquiterpene lactones - derivatives of a fifteen-carbon terpene skeleton with a lactone (furanone/pyranone) ring. Chlorantholide D is one of six related lactones (chlorantholides A–F) obtained from a single plant extract, and is structurally the parent compound for chlorantholide E (9alpha-hydroxychlorantholide D is a direct derivative with an additional hydroxy group).

Biological activity

For chlorantholide D, activity against a number of bacterial strains has been described in the scientific literature, which makes the compound a candidate for pharmacological studies of antimicrobial action. Anti-inflammatory potential is also reported - reducing the severity of inflammatory processes, which is relevant for the study of arthritis-like conditions. The specified data was obtained in research, not clinical work and does not imply registration of the substance as a medicinal product.

Botanical source

Plants of the genus Chloranthus (chloranthaceae) are a source of a variety of sesquiterpenoids: eudesmanolides (as chlorantholide D), lindenanolides and dimeric lindanes. The presence of these metabolites is used in chemotaxonomic studies of the genus.

Application

Used as a reference and analytical standard in phytochemical studies of Chloranthus extracts, for comparison of chromatographic and mass spectral characteristics with related compounds of the series, as well as in screening panels for the antibacterial and anti-inflammatory activity of natural lactones.

Missing data

Refractive index, solubility in water and organic solvents, melting and flash points, vapor pressure, toxicological parameters (LD50), GHS phrases and transport codes were not published in the sources and are deliberately not given so as not to replace missing facts with assumptions.

Storage and transportation

Specific storage temperature conditions and special transportation conditions are not specified by the supplier. As a compound with hydroxyl and lactone functional groups, sensitive to oxidation and hydrolysis, the substance is by default stored in a container protected from light and moisture without specifying numerical parameters that are not available in open sources.