28893-44-9

Basic information

• Product Name: 1alpha,2alpha-epoxycholesta-4,6-dien-3-one
• Synonyms: 1alpha,2alpha-epoxycholesta-4,6-dien-3-one;1α,2α-Epoxy-4,6-cholestadien-3-one;1α,2α-Epoxycholesta-4,6-dien-3-one
• CAS NO: 28893-44-9
• Molecular Formula: C₂₇H₄₀O₂
• Molecular Weight: 396.6053
• EINECS: 249-291-8
• Mol File: 28893-44-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 514°Cat760mmHg
• Flash Point: 191.9°C
• Appearance: /
• Density: 1.06g/cm³
• CAS DataBase Reference: 1alpha,2alpha-epoxycholesta-4,6-dien-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1alpha,2alpha-epoxycholesta-4,6-dien-3-one(28893-44-9)
• EPA Substance Registry System: 1alpha,2alpha-epoxycholesta-4,6-dien-3-one(28893-44-9)

Safety Data

• Hazardous Substances Data: 28893-44-9(Hazardous Substances Data)

Usage

Structure

Cholesterol-like structure with an epoxide functional group

Source

Natural product derived from various plant and animal sources

Biological Activities

a. Anti-inflammatory
b. Antiproliferative
c. Antioxidant

Potential Applications

a. Treatment of cardiovascular diseases
b. Treatment of cancer
c. Treatment of neurodegenerative disorders

Investigation for Bioactivity

Studied as a potential bioactive compound in functional foods and dietary supplements

Upstream product

• 75981-10-1 cholesta-1,4,6-trien-3-one p-nitrophenylhydrazone 
• 566-93-8 cholesta-4,6-dien-3-one 
• 57-88-5 cholesterol 
• 106239-97-8 1α,2α-epoxycholesta-4,6-diene-3α-ol 
• 3464-60-6 cholesta-1,4,6-trien-3-one 

Downstream Products

• 26358-75-8 1α,3β-dihydroxycholest-5-ene 
• 3464-60-6 cholesta-1,4,6-trien-3-one 
• 35339-68-5 (5-Cholesten-1α,3β-diol)-diacetat 

Relevant articles and documents

Synthesis and evaluation of new 6-hydroximinosteroid analogs as cytotoxic agents

Taking into account the structural requirements for cytotoxicity, several new hydroximinosteroid derivatives have been prepared and evaluated for their cytotoxic activity against A-549, H116, PSN1, and T98G cultured tumor cell lines in order to obtain further information on the potential pharmacophoric core of this type of compound. The influence of the oxygenated position in the A ring, the presence of an additional oxygenated position at C-7 and C-16, and a fluorinated position at C-5 were considered in order to study the structure-activity relationships. The results reveal the importance of oxygenated positions in the A ring (e.g., 4,5-epoxide showed an IC50 value against HCT-116 under micromolar level) for an increase in cytotoxic activity in this type of compound. Furthermore, they showed an important selectivity toward colon tumor line (HCT-116).

1-α-hydroxy vitamin D compounds and process for preparing same

The invention provides novel 1α-hydroxy vitamin D compounds and a method for their preparation from 1α-hydroxy-25-hydrogen cholesta-5,7-dienes by irradiation and isomerization techniques. The invention also includes the said 1α-hydroxy-25-hydrogen-cholesta-5,7-dienes and the corresponding cholest-5-enes. The new compounds may be obtained in a crystalline form substantially free from isomeric or other impurities arising from manufacture.

Oxidation of Ketone and Aldehyde Hydrazones, Oximes, and Semicarbazones and of Hydroxylamines and Hydrazo-compounds, using Benzeneselenic Anhydride

Benzeneseleninic anhydride (1; BSA) is an effective reagent for the mild regeneration of the carbonyl group from ketone phenylhydrazones, p-nitrophenylhydrazones, tosylhydrazones, oximes, and semicarbazones at 40-50 deg C.Tosylhydrazones and oximes of aldehydes are also readily converted into the parent aldehyde.The phenylhydrazone and p-nitrophenylhydrazone derivatives of aldehydes afford ketoazo-compounds.The ketoazo-species could also be prepared by oxidation of the corresponding hydrazide with compound (1).Both aromatic and aliphatic hydrazo-compounds and hydroxylamines can be oxidised to azo- and nitrozo-derivatives respectively.