Гомисин С

Identification

Gomisin S (Gomisin S, CAS 119239-49-5) is a dibenzocyclooctadiene series lignan found in the fruits of Schisandra chinensis. Chemical formula C23H30O7. Systematic name - (6S,7S,8S,12aS)-5,6,7,8-tetrahydro-1,2,10,11,12-pentamethoxy-6,7-dimethyldibenzo[a,c]cyclooctene-3,8-diol. The synonym found in Russian-language sources is Gomisin S.

Physico-chemical characteristics

• Molecular weight: 418.5
• Exact weight: 418.19915329
• Density (predicted): 1.172±0.06 g/cm3
• Boiling point (predicted): 594.3±50.0 °C

The dump for this product does not contain PSA, XLogP3, refractive index or solubility data - the source was limited to a basic set of attributes. These values ​​are not substituted or invented. The high predicted boiling point (594.3 °C) is typical for polycyclic lignans with five methoxy groups and a rigid eight-membered carbon ring, providing thermal stability of the framework up to temperatures significantly higher than typical for organic compounds of this molecular weight.

Substance class and biological activity

Gomisin C belongs to the group of dibenzocyclooctadiene lignans of Schisandra chinensis - along with homisins A, B, N and schisandrin, they constitute the main pool of biologically active substances of Schisandra fruits. A wide range of effects have been generally described for this class of lignans: antioxidant, hepatoprotective, anti-inflammatory, antitumor, immunomodulatory, cardioprotective and neuroprotective. For the closely related homisin C, inhibition of the human liver enzymes CYP3A4 and CYP3A5, as well as suppression of the JAK2-STAT signaling pathway during adipogenesis, with a decrease in the early stages of fat cell formation and the production of reactive oxygen species due to activation of the NRF2-KEAP1 signaling pathway, has been separately shown - these data relate to a structurally related compound and are presented here for understanding the pharmacological context of the group, and not as a direct characteristic specifically gomisin S, for which no separate clinical data were found in the sources.

Scope of application

• standard for phytochemical analysis of Schisandra chinensis extracts
• object of research on hepatoprotective and antioxidant activity of Schisandra lignans
• raw material for studying the interactions of lignans with drug metabolism enzymes (CYP3A)
• reference for comparative profiling of minor and major lignans of Schisandra

Like most minor Schisandra lignans, homisin C is used primarily in analytical and pharmacological laboratories rather than in finished consumer products; interest in it is due to its belonging to a well-studied pharmacologically active family of substances.

Storage and transportation

There is no information about transport codes, hazard class or GHS phrases in the dump. For lignans of this type, it is customary to store them in a dry place, protected from light and heat, in an airtight container - this reduces the risk of oxidation of phenolic and methoxy groups and prevents loss of activity during long-term storage of the sample.