1672-65-7

Basic information

• Product Name: (25R)-spirosta-3,5-dien
• Synonyms: (25R)-Spirosta-3,5-diene; Spirosta-3,5-diene, (25R)-
• CAS NO: 1672-65-7
• Molecular Formula: C₂₇H₄₀O₂
• Molecular Weight: 396.6053
• Mol File: 1672-65-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 504.1°C at 760 mmHg
• Flash Point: 293.3°C
• Density: 1.09g/cm³
• Vapor Pressure: 8.62E-10mmHg at 25°C
• Refractive Index: 1.563
• CAS DataBase Reference: (25R)-spirosta-3,5-dien(CAS DataBase Reference)
• NIST Chemistry Reference: (25R)-spirosta-3,5-dien(1672-65-7)
• EPA Substance Registry System: (25R)-spirosta-3,5-dien(1672-65-7)

Safety Data

• Hazardous Substances Data: 1672-65-7(Hazardous Substances Data)

Usage

General Description

"(25R)-spirosta-3,5-dien" is a chemical compound classified as a spirostanic steroid. It belongs to a class of compounds known as spirostanols, which are found in various plants and have been the subject of medical research due to their potential pharmaceutical properties. This particular compound has a spirostane backbone and a conjugated diene system, giving it unique structural and chemical properties. It has been identified in several plant species and may have potential applications in pharmacology and medicine. Further research is needed to fully understand the biological activities and potential uses of "(25R)-spirosta-3,5-dien".

Upstream product

• 108-24-7 acetic anhydride 
• 898285-95-5 (25R)-spirost-4-en-3α-ol 
• 511-91-1 chlorogenin 
• 512-04-9 diosgenin 
• 470-05-3 diosgenin 
• 14144-06-0 3-epi-diosgenin-3-β-D-glucopyranoside 
• 91652-81-2 C₅₅H₉₄O₁₇ 
• 91574-93-5 afromontoside 
• 16653-41-1 trigonegenin B 
• 6870-79-7 (25R)-spirost-4-ene-3-one 
• 67-64-1 acetone 
• 108881-88-5 (25R)-1β,3β-bis-methanesulfonyloxy-5β-spirostan 
• 7647-01-0 hydrogenchloride 
• 512-06-1 yamogenin 

Downstream Products

• 5012-14-6 (25R)-5α-Spirostan 

Relevant articles and documents

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Diosgenone synthesis, anti-malarial activity and QSAR of analogues of this natural product

Solanum nudum Dunal steroids have been reported as being antimalarial compounds; however, their concentration in plants is low, meaning that the species could be threatened by over-harvesting for this purpose. Swern oxidation was used for hemisynthesis of diosgenone (one of the most active steroidal sapogenin diosgenin compounds). Eighteen structural analogues were prepared; three of them were found to be more active than diosgenone (IC50 27.9 μM vs. 10.1 μM, 2.9 μM and 11.3 μM). The presence of a 4-en-3-one grouping in the A-ring of the compounds seems to be indispensable for antiplasmodial activity; progesterone (having the same functional group in the steroid A-ring) has also displayed antiplasmodial activity. Quantitative correlations between molecular structure and bioactivity were thus explored in diosgenone and several derivatives using well-established 3D-QSAR techniques. The models showed that combining electrostatic (70%) and steric (30%) fields can explain most variance regarding compound activity. Malarial parasitemia in mice became reduced by oral administration of two diosgenone derivatives.

REGIOSELECTIVE CLEAVAGE OF THE "E" RING IN DIOSGENIN

Diosgenin, under a variety of acidic conditions, has been found to undergo an anomalous regioselective cleavage of the "E" ring affording a 16-keto derivative.