51092-15-0

Basic information

• Product Name: (25R)-2α,3β,5α-Trihydroxyspirostan-6-one
• Synonyms: (25R)-2α,3β,5α-Trihydroxyspirostan-6-one;Alliogenone
• CAS NO: 51092-15-0
• Molecular Formula: C27H42O6
• Molecular Weight: 462.61878
• Mol File: 51092-15-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (25R)-2α,3β,5α-Trihydroxyspirostan-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: (25R)-2α,3β,5α-Trihydroxyspirostan-6-one(51092-15-0)
• EPA Substance Registry System: (25R)-2α,3β,5α-Trihydroxyspirostan-6-one(51092-15-0)

Safety Data

• Hazardous Substances Data: 51092-15-0(Hazardous Substances Data)

Upstream product

• 876908-23-5 (25R)-2α,3α-epoxy-5-hydroxy-5β-spirostan-6-one 
• 876908-20-2 (25R)-3β,5-dihydroxy-5β-spirostan-6-one 
• 876908-18-8 (25R)-3β-(t-butyldimethylsilyloxy)-5α-spirostane-5,6β-diol 
• 56816-69-4 (25R)-spirostan-22α-O-3β,5α,6β-triol 
• 56786-63-1 (25R)-3β,5-dihydroxy-5α-spirostan-6-one 
• 200353-19-1 (25R)-5-hydroxy-5β-spirost-2-en-6-one 
• 321857-67-4 (25R)-5-hydroxy-5α-spirostan-6-one 
• 523981-69-3 (25R)-3α,5-cyclo-5α-spirostan-6β-ol 
• 127128-79-4 (25R)-3α,5-cyclo-5α-spirostan-6-one 
• 16653-41-1 trigonegenin B 

Relevant articles and documents

Novel 5β-hydroxyspirostan-6-ones ecdysteroid antagonists: Synthesis and biological testing

Eight new 5β-hydroxy-spirostan-6-ones bearing hydroxy and amino functions in the A ring, i.e., 3β-OH, 3α-OH, 2β,3β-OH, 2α,3β-OH, 3β-NH2, 2α-NH2-3β-OH, 2β-NH2-3β-OH, and 2β-OH-3β-NH2, were efficiently synthesized, and their antiecdysteroid activities were evaluated on the metamorphosis bioassay of mosquito Aedes aegypti. To our knowledge, these new steroids represent the first 5β-hydroxy-spirostanes which have been tested for antiecdysteroid activity in mosquitoes. The higher antagonistic effect was found for compounds bearing the 3β-hydroxy and 2β,3β-dihydroxy functionality, which show promise as environmental friendly insecticides.

Synthesis of spirostanic analogues of brassinosteroids via homogeneous permanganate dihydroxylation

Homogeneous non-aqueous permanganate dihydroxylation is used to synthesize spirostanic analogues of brassinosteroids bearing a variety of oxygen functions on ring B.