97640-44-3

Usage

Uses

Used in Pharmaceutical Research:
(-)-4,4,8-Trimethyl-18-nor-15-oxa-5α-androsta-13,16-diene-19-oic acid is used as a research compound for studying androgen and estrogen receptors. Its unique structure and potential biological activity make it a valuable tool for understanding the mechanisms of action and developing new drugs targeting these receptors.
Used in Drug Development:
(-)-4,4,8-Trimethyl-18-nor-15-oxa-5α-androsta-13,16-diene-19-oic acid may be used in the development of new drugs, particularly those targeting hormonal imbalances or conditions related to androgen and estrogen receptor activity. Further research is needed to fully understand its properties and potential applications in this field.

Upstream product

• 129444-74-2 (5S,6S)-5-Isopropenyl-2,6-dimethyl-cyclohex-2-enone 
• 212185-22-3 (5R,6R)-6-(3,3-diethoxypropyl)-2,6-dimethyl-5-(1-methylethenyl)-2-cyclohexen-1-one 
• 2244-16-8 (S)-p-mentha-6,8-dien-2-one 
• 1382088-13-2 C₂₁H₂₆O₅ 
• 1382088-01-8 methyl 3,12-dioxoisospongia-13,15-dien-20-oate 
• 1382088-00-7 methyl 3β-((tert-butyldimethylsilyl)oxy)-12-oxo-3α,18-cycloisospongia-13,15-dien-20-oate 
• 1382087-99-1 methyl 3β-((tert-butyldimethylsilyl)oxy)-12α-hydroxy-3α,18-cycloisospongia-13,15-dien-20-oate 
• 1382087-98-0 methyl 3β-((tert-butyldimethylsilyl)oxy)-12α-hydroxy-3α,18-cycloisospongia-13(15)-en-20-oate 
• 1382087-97-9 (1aS,1bS,3aR,4S,6S,7aS,7bS,9aR)-methyl 4-(allyloxy)-9a-((tert-butyldimethylsilyl)oxy)-6-hydroxy-1a,3a-dimethyl-5-methylenetetradecahydro-1H-cyclopropa[a]phenanthrene-7b-carboxylate 
• 1382087-96-8 (1aS,1bS,3aR,4S,4aS,5aS,6aS,6bS,8aR)-methyl 4-(allyloxy)-8a-((tert-butyldimethylsilyl)oxy)-1a,3a,4a-trimethyltetradecahydro-1H-cyclopropa[7,8]phenanthro[2,3-b]oxirene-6b-carboxylate 
• 1382087-95-7 (1aS,1bS,3aR,4S,4aR,5aS,6aS,6bS,8aR)-methyl 8a-((tert-butyldimethylsilyl)oxy)-4-hydroxy-1a,3a,4a-trimethyltetradecahydro-1H-cyclopropa[7,8]phenanthro[2,3-b]oxirene-6b-carboxylate 
• 1382087-94-6 (1aS,1bS,3aR,4aS,5aS,6aS,6bR,8aR)-methyl 8a-((tert-butyldimethylsilyl)oxy)-1a,3a,4a-trimethyl-4-oxotetradecahydro-1H-cyclopropa[7,8]phenanthro[2,3-b]oxirene-6b-carboxylate 
• 1382087-92-4 (4aS,6aR,7aS,8aS,9aS,9bR)-methyl 3-((tert-butyldimethylsilyl)oxy)-4,6a,7a-trimethyl-7-oxo-1,2,4a,5,6,6a,7,7a,8a,9,9a,9b-dodecahydrophenanthro[2,3-b]-oxirene-9b-carboxylate 
• 1382087-91-3 methyl 2-((1S,3S,4R,6S)-4-((E)-5-((tert-butyldimethylsilyl)-oxy)-4-methylhexa-3,5-dien-1-yl)-4,6-dimethyl-5-oxo-7-oxabicyclo[4.1.0]heptan-3-yl)acrylate 

Relevant academic research and scientific papers

General diastereoselective synthetic approach toward isospongian diterpenes. Synthesis of (-)-marginatafuran, (-)-marginatone, and (-)-20-acetoxymarginatone

This work describes a synthetic approach to the carbocyclic skeleton of isospongian diterpenes that uses the commercially available monoterpene (S)-carvone as a C-ring synthon, which is incorporated into the tetracyclic isospongian framework via a C→ABC→ABCD ring annulation strategy using intramolecular Diels-Alder and ring-closing metathesis reactions. This approach has been successfully used to prepare both the title natural isospongians and several nonnatural oxygenated analogues. A preliminary evaluation of the inhibitory activity of the small collection of synthesized isospongians on the mammalian mitochondrial respiratory chain revealed that most were able to inhibit the integrated electron transfer chain (NADH oxidase activity) in the micromolar range.