38254-15-8

Usage

Uses

Used in Pharmaceutical Industry:
(17S,22R)-5,6β-Epoxy-14,17,20,22-tetrahydroxy-1-oxo-5β-ergosta-2,24-dien-26-oic acid δ-lactone is used as a therapeutic agent for the treatment of various diseases, including cancer, inflammation, and cardiovascular diseases. Its unique structure and bioactivities contribute to its potential as a promising candidate for drug development.
Used in Chemical Synthesis:
(17S,22R)-5,6β-Epoxy-14,17,20,22-tetrahydroxy-1-oxo-5β-ergosta-2,24-dien-26-oic acid δ-lactone is used as a valuable target for chemical synthesis due to its complex structure and multiple functional groups. This allows for the exploration of various synthetic pathways and the development of novel compounds with potential applications in different fields.
Used in Drug Discovery:
(17S,22R)-5,6β-Epoxy-14,17,20,22-tetrahydroxy-1-oxo-5β-ergosta-2,24-dien-26-oic acid δ-lactone is used as a molecule of interest in drug discovery efforts. Its potential interactions with enzymes and biological receptors make it a promising candidate for the development of new drugs targeting various diseases and conditions.

InChI:InChI=1/C28H38O7/c1-15-13-20(34-22(30)16(15)2)25(5,31)28(33)12-11-26(32)18-14-21-27(35-21)9-6-7-19(29)24(27,4)17(18)8-10-23(26,28)3/h6-7,17-18,20-21,31-33H,8-14H2,1-5H3/t17-,18+,20-,21+,23-,24-,25-,26+,27+,28-/m0/s1

Upstream product

• 131759-40-5 C₃₃H₃₉NO₉ 
• 131759-40-5 C₃₃H₃₉NO₉ 
• 131759-45-0 (1aR,3S,3aR,3bS,5aR,6S,8aR,8bR,10R,10aR)-6-((R)-1-Hydroxy-ethyl)-10-methoxy-3,8a-bis-methoxymethoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-ol 
• 131791-50-9 (R)-2-Methoxymethoxy-2-((1aR,3S,3aR,3bS,5aS,6S,8aR,8bR,10R,10aR)-10-methoxy-3,6,8a-tris-methoxymethoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-propionaldehyde 
• 131759-49-4 C₃₀H₄₂O₈ 
• 131759-48-3 C₃₀H₄₄O₈ 
• 131759-39-2 Acetic acid (1S,3R,8R,9S,10R,13S)-3,17-diacetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13-decahydro-1H-cyclopenta[a]phenanthren-1-yl ester 
• 131759-47-2 (R)-6-[(S)-1-Hydroxy-1-((1S,3R,8R,9S,10R,13S,14R,17S)-1,3,14,17-tetrahydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl]-3,4-dimethyl-5,6-dihydro-pyran-2-one 
• 131791-14-5 (1aR,3S,3aR,3bS,5aR,6S,8aR,8bR,10R,10aR)-6-((S)-1-Hydroxy-1-methyl-allyl)-10-methoxy-3,8a-bis-methoxymethoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-ol 
• 131759-41-6 Acetic acid (1S,3R,8R,9S,10R,13S,14R)-3-acetoxy-14-hydroxy-10,13-dimethyl-17-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl ester 
• 131759-44-9 (1aR,3S,3aR,3bS,5aR,8aR,8bR,10R,10aR)-6-Eth-(Z)-ylidene-10-methoxy-3,8a-bis-methoxymethoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene 
• 131759-42-7 (1S,3R,8R,9S,10R,13S,14R)-1,3,14-Trihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-cyclopenta[a]phenanthren-17-one 
• 131759-43-8 (1aR,3S,3aR,3bS,5aS,8aR,8bR,10R,10aR)-3,8a-Dihydroxy-10-methoxy-3a,5a-dimethyl-tetradecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-one 
• 114028-19-2 1α,3α-diacetoxyandrost-5-ene-17-one 

Downstream Products

• 108030-78-0 withanolide C 
• 63139-16-2 withanolide S 
• 81644-34-0 withaperuvin C 

Relevant academic research and scientific papers

Synthetic Modifications of Withanolides with an α-Orientated Side-Chain

In view of the antitumour activity of withanolide E and 4β-hydroxywithanolide E, synthetically modified analogues were prepared.In these compounds, the α-orientation of the side-chain was retained.Its degree of bending with respect to the carbocyclic skeleton depends on the presence or absence of the 14α-OH group.Elimination of this group leads to the formation of the 14,20-oxido-bridged and Δ14-compounds.Epoxidation of the latter afforded 14α,15α-epoxides.With the exception of several 5,6-chlorohydrins, most compounds possess an epoxide ring, allylic or homoallylic with respect to the ring A enone.