36450-01-8

Usage

Uses

Used in Pharmaceutical Industry:
6-Hydroxystigmasta-4,22-dien-3-one is used as a therapeutic agent for its anti-inflammatory and anti-tumor properties, particularly in the treatment of various diseases and cancer cells.
Used in Traditional Medicine:
6-Hydroxystigmasta-4,22-dien-3-one is used for its medicinal properties in traditional medicine.
Used in Antioxidant and Anti-aging Applications:
6-Hydroxystigmasta-4,22-dien-3-one is used as an antioxidant and anti-aging compound due to its potential in promoting overall health and well-being.

Upstream product

• 83-48-7 Stigmasterol 
• 50868-51-4 stigmasta-4,22-diene-3,6-dione 

Relevant academic research and scientific papers

Synthesis of a novel class of steroidal tetrazolo[1,5-a]pyridines via intramolecular 1,3-dipolar cycloadditions

A facile synthesis of a novel class of steroidal A/B/D-ring annulated tetrazolo[1,5-a]pyridine derivatives has been accomplished via intramolecular 1,3-dipolar cycloaddition reaction of azide with nitrile in aprotic solvent. The synthesis of D-ring annulated tetrazolo[1,5-a]pyridine in alcohol showed incorporation of an alcohol molecule into the heterocyclic system.

Stereospecific oxidation of 3β-hydroxysteroids by persolvent fermentation with Pseudomonas sp. ST-200

Pseudomonas sp. strain ST-200 isolated from a humus soil effectively oxidizes cholesterol dissolved in organic solvents but not that suspended in the growth medium. The organism does not assimilate cholesterol. This organism oxidized a variety of 5α- or 5-ene-steroids dissolved in organic solvent. First, the 3β-OH group was oxidized to a ketone group. The 3α-OH group was scarcely oxidized. Successively, C-6 position of 5-ene-steroids was hydroxylated, and a double bond of 5-ene-steroids was transferred from Δ5 to Δ4. Then, the 6-OH group was oxidized to a ketone group. Persolvent fermentation with ST-200 would provide an effective, convenient, and stereospecific method to oxidize the C-3 and C-6 positions of steroids.

Microbial transformation of β-sitosterol and stigmasterol into 26-oxygenated derivatives

The genetically modified Mycobacterium sp. BCS 396 strain has been used to transform sterols with stigmastane side chain in order to obtain 26-oxidized metabolites. β-Sitosterol (I) was transformed to 4-stigmasten-3-one (II), 26-hydroxy-4-stigmasten-3-one (III), and 3-oxo-4-stigmasten-26-oic acid (IV), while stigmasterol (V) was converted to 4,22-stigmastadien-3-one (VI), 6β-hydroxy-4,22-stigmastadien-3-one (VII), 26-hydroxy-4,22-stigmastadien-3-one (VIII), 3-oxo-4,22-stigmastadien-26-oic acid methyl ester (IX), and 3-oxo-1,4,22-stigmastatrien-26-oic acid methyl ester (X) with that strain. In both β-sitosterol and stigmasterol, 26-oxidation generates the R-configuration on C-25.