22149-69-5

Basic information

• Product Name: Stigmastane-3,6-dione,(5.a
• Synonyms: Stigmastane-3,6-dione,(5.a;5α-Stigmastane-3,6-dione;Stigmastane-3,6-dione
• CAS NO: 22149-69-5
• Molecular Formula: C29H48O2
• Molecular Weight: 428.69
• Product Categories: Steroids
• Mol File: 22149-69-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 206-208 °C
• Boiling Point: 519.5±33.0 °C(Predicted)
• Appearance: /
• Density: 0.984±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Stigmastane-3,6-dione,(5.a(CAS DataBase Reference)
• NIST Chemistry Reference: Stigmastane-3,6-dione,(5.a(22149-69-5)
• EPA Substance Registry System: Stigmastane-3,6-dione,(5.a(22149-69-5)

Safety Data

• Hazardous Substances Data: 22149-69-5(Hazardous Substances Data)

Usage

General Description

Stigmastane-3,6-dione, also known as (5α), is a chemical compound that is derived from plants, specifically those in the phytosterol family which includes nuts, seeds, legumes, and some types of vegetable oils. As a product of the degradation of beta-sitosterol, it has 28 carbon atoms, typically arranged in a chemical structure of four fused rings. It is often used in research as a biomarker to help trace organic carbon flow and decomposition. Beyond this, information about possible applications and the further biological or chemical properties of Stigmastane-3,6-dione is limited, indicating that it is a fairly specialized and less well-known compound.

Upstream product

• 23670-94-2 stigmast-4-ene-3,6-dione 
• 83-46-5 β-sitosterol 
• 178394-80-4 2α,3α-epoxy-24(R)-ethyl-5α-cholestan-6-one 
• 136319-13-6 (24R)-3α-bromo-5α-stigmastan-6-one 
• 28398-88-1 24(R)-ethyl-5α-cholest-2-en-6-one 
• 64-19-7 acetic acid 
• 402593-59-3 (24R)-5α-stigmastane-3α,6β-diol 
• 16137-56-7 3,5,6-trihydroxysitostane 

Relevant articles and documents

SYNTHESIS OF 3α-HYDROXY-6-KETOBRASSINOSTEROIDS

The synthesis has been effected of the new brassinosteroids (22S,23S)-28-homotyphasterol, 24-epityphasterol, and (22S,23S)-24-epityphasterol, which belong to the 3α-hydroxy-6-oxosteroids.For obtaining (22S,23S)-28-homotyphasterol from stigmasterol, a new scheme of synthesis has been developed the key stages of which are the reduction of a 2α,3α-epoxy-6-ketone with lithium tetrahydroaluminate and the selective oxidation of the resulting 3α,6β-diol to the 3α-hydroxy-6-ketone.

A LABDANE DITERPENOID AND STEROL FROM LAGERSTROEMIA LANCASTERI

A new labdane diterpenoid, lagerstronolide, having a β-substituted γ-butyrolactone moiety, and stimast-4-ene-3β,6α-diol were isolated together with sitosterol glucoside from Lagerstroemia lancasteri.The structures of the new compounds were determined by means of spectral and chemical analysis.This is the first report of labdane diterpenoid in the Lythraceae family.Key Word Index - Lagerstroemia lancasteri; Lythraceae; labdane diterpenoid; sterol; lagerstronolide; stigmast-4-ene-3β,6α-diol.