23670-94-2

Basic information

• Product Name: stigmast-4-ene-3,6-dione
• Synonyms: stigmast-4-ene-3,6-dione;(24R)-24-Ethylcholest-4-ene-3,6-dione
• CAS NO: 23670-94-2
• Molecular Formula: C₂₉H₄₆O₂
• Molecular Weight: 426.67
• Product Categories: Steroids
• Mol File: 23670-94-2.mol
• Article Data: 12

Chemical Properties

• Melting Point: 172-174℃
• Boiling Point: 523.4°Cat760mmHg
• Flash Point: 192.8°C
• Appearance: /
• Density: 1.01g/cm³
• Vapor Pressure: 4.73E-11mmHg at 25°C
• Refractive Index: 1.521
• CAS DataBase Reference: stigmast-4-ene-3,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: stigmast-4-ene-3,6-dione(23670-94-2)
• EPA Substance Registry System: stigmast-4-ene-3,6-dione(23670-94-2)

Safety Data

• Hazardous Substances Data: 23670-94-2(Hazardous Substances Data)

Usage

General Description

Stigmast-4-ene-3,6-dione is a naturally occurring organic compound that belongs to the class of steroids. It is commonly found in plants and is known for its potential biological and medicinal properties. Stigmast-4-ene-3,6-dione has been studied for its anti-inflammatory, antioxidant, and anti-cancer activities. It has also been investigated for its potential use in the treatment of diabetes and obesity. The compound has a unique structure and is considered a valuable target for pharmaceutical research and drug development. Overall, stigmast-4-ene-3,6-dione shows promise as a versatile and beneficial chemical compound with potential applications in various fields.

InChI:InChI=1/C29H46O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-17-27(31)26-16-21(30)12-14-29(26,6)25(22)13-15-28(23,24)5/h16,18-20,22-25H,7-15,17H2,1-6H3/t19-,20-,22+,23-,24+,25+,28-,29-/m1/s1

Upstream product

• 83-46-5 β-sitosterol 
• 64-19-7 acetic acid 
• 6035-62-7 (10R)-3c-Acetoxy-10r.13c-dimethyl-17c-((R)-1-methyl-4-isopropyl-hexen-(4t)-yl)-(8cH.9tH.14tH)-Δ⁵-tetradecahydro-1H-cyclopenta[a]phenanthren 
• 16137-56-7 3,5,6-trihydroxysitostane 
• 7647-01-0 hydrogenchloride 
• 67-66-3 chloroform 
• 74395-55-4 (24R)-24-ethyl-5α-cholestan-5-ol-3,6-dione 
• 67-56-1 methanol 

Relevant articles and documents

A ketonic steroid in roots of Sambucus ebulus L.

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Chromium Trioxide-3,5-Dimethylpyrazole Complex in the Oxidation of Δ5-Sterols to Steroidal Δ4-3,6-Diones

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Design, synthesis and evaluation of wound healing activity for β-sitosterols derivatives as potent Na+/K+-ATPase inhibitors

β-Sitosterols, is a common steroid that can be identified in a variety of plants and their efficacy in promoting wound healing has been demonstrated. Na+/K+-ATPase, more than a pump, its signal transduction function for involvement in cell growth regulation attracts widespread concern. The Na+/K+-ATPase/Src receptor complex can serve as a receptor involved in multiple signaling pathways including promoting wound healing pathways. To finding potent accelerating wound healing small molecular, we choose the high inhibitory activity of Na+/K+-ATPase and non-cardiotoxic natural compound, β-sitosterol as the substrate. A series of β-sitosterol derivatives were designed, synthesized and evaluated as potential Na+/K+-ATPase inhibitors. Among them, compounds 31, 47, 49, showed improved inhibitory activity on Na+/K+-ATPase, with IC50 value of 3.0 μM, 3.4 μM, 2.2 μM, which are more potent than β-sitosterol with IC50 7.6 μM. Especially, compound 49 can induce cell proliferation, migration and soluble collagen production in L929 fibroblasts. Compared to model, compound 49 can accelerate wound healing in SD rats. Further studies indicated that 49 can activate the sarcoma (Src), uptake the protein kinase B (Akt), extracellular signal-regulated kinase (ERK) proteins expression in a concentration dependent manner. Finally, binding mode of compound 49 with Na+/K+-ATPase was studied, which provides insights into the determinants of potency and selectivity. These results proved β-stitosterol derivative 49 can serve as an effective inhibitor of Na+/K+-ATPase and potential candidate for accelerating wound healing agents.

Synthesis and evaluation of some steroidal oximes as cytotoxic agents: Structure/activity studies (I)

The side chain of a compound plays an important role in its biological function. In our studies, we have found that hydroximinosteroid derivatives with different side chains and position of hydroximino on ring A and B displayed remarkable distinct cytotoxicities against a diversity of cancer cell types. Presence of an oxime group on ring B and a hydroxy on ring A or B resulted in a higher cytotoxicity than other structural motifs. In addition, a cholesterol-type side chain at position 17 was required for the biological activity. Our findings provide new evidence showing the relationship between the chemical structure and biological function. The information obtained from the studies may be useful for the design of novel chemotherapeutic drugs.