Хризотол

Description

Chrysothol (Chrysothol, CAS 911714-91-5) is a sesquiterpene compound, chemical formula C15H26O2. According to the IUPAC nomenclature - (1R,3aS,4S,7R,8R,8aS)-decahydro-1,4-dimethyl-7-(1-methylethyl)-4,8-epoxyazulen-1-ol.

Basic Attributes

• CAS No.: 911714-91-5
• Chemical formula: C15H26O2
• Molecular Weight: 238.36574
• Exact weight: 238.193283
• PSA: 29.5
• XLogP3: 3.16

Physico-chemical characteristics

• Density: 1.0±0.1 g/cm3
• Boiling point: 317.6±10.0 °C at 760 mm Hg. Art.
• Flash point: 121.1±13.2°C
• Refractive index: 1.506

Substance class

A sesquiterpenoid with an epoxyazulene skeleton (decahydro-epoxyazulene core) is a structural type characteristic of terpenoids from plants of the Asteraceae family.

Source and origin

First described as a new compound during the phytochemical study of the aerial parts of the plant Chrysothamnus viscidiflorus var. viscidiflorus (glutinous goldenrod).

Biological activity

Chrysotol exhibits pronounced antimicrobial activity (minimum inhibitory concentrations of 50–100 μg/ml) against enterobacteria Escherichia coli and Salmonella enteritidis. Additionally, the compound showed anticancer activity against human breast cancer cells.

Scope of application

It is used for research purposes as an object for studying the antimicrobial and antitumor activity of sesquiterpenoids from plants of the Asteraceae family, and also as a reference compound for phytochemical analysis of the genus Chrysothamnus.

Storage and transportation

Store in a dry place, protected from light, in a sealed container, taking into account the moderate volatility of the compound (flash point 121.1±13.2 °C). Data on UN transport codes, hazard class and GHS phrases for the connection were not found in available sources and are not provided in order to avoid false information.

Significance among Chrysothamnus terpenoids

Plants of the genus Chrysothamnus (goldenrod or rubber bush) are traditionally considered as a source of a variety of sesquiterpenoids with antimicrobial and cytotoxic effects. Isolation of chrysotol as a new individual compound expands the known chemical composition of the species Chrysothamnus viscidiflorus and provides the basis for further screening of related structures for biological activity.

Practical significance of antimicrobial activity

Activity against the enterobacteria Escherichia coli and Salmonella enteritidis is of interest for the search for new natural antimicrobial agents against the backdrop of increasing resistance of pathogens to traditional antibiotics, although the translation of such in vitro activity into clinical use requires further toxicological and pharmacokinetic studies.

Role in the chemical composition of the genus

In addition to chrysotol itself, other sesquiterpenoids and flavonoids are isolated from Chrysothamnus viscidiflorus plants; The combined phytochemical study of these components helps to link specific molecules to the observed biological activity of the plant extract as a whole.