10247-98-0

Usage

Uses

Used in Pharmaceutical Industry:
1,7,8,10,11,12,13,15,16,17-decahydro-10,13-dimethyl-2H-cyclopenta[a]phenanthren-3(6H,9H,14H)-one is used as a pharmaceutical compound for its potential biological activities. Its unique structure and properties may contribute to the development of new drugs and therapies.
Used in Organic Chemistry Research:
In the field of organic chemistry, 1,7,8,10,11,12,13,15,16,17-decahydro-10,13-dimethyl-2H-cyclopenta[a]phenanthren-3(6H,9H,14H)-one serves as a subject of study for understanding its synthesis, reactions, and properties. This knowledge can be applied to the development of new synthetic methods and the discovery of novel compounds with potential applications.

InChI:InChI=1/C19H28O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h12,15-17H,3-11H2,1-2H3/t15-,16-,17-,18-,19-/m0/s1

Upstream product

• 1476-64-8 androst-5-en-3β-ol 
• 53-43-0 dehydroepiandrosterone 

Downstream Products

• 181770-82-1 (5R,6R,8S,9S,10R,13S,14S)-6-(Dimethyl-phenyl-silanyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-one 

Relevant academic research and scientific papers

Antenna-initiated photochemistry in polyfunctional steroids. Intramolecular singlet and triplet energy transfer between aryl, ketone, and alkene groups in 6β-(Dimethylphenylsiloxy)-5β-androstanes 1

Steroids have been prepared that bear a dimethylphenylsiloxy (DPSO) group and additional C3 and/or C17 ketone functionalities. The DPSO group has been used to harvest 266 nm photons and then activate the ketone functionalities through intramolecular singlet-singlet energy transfer (intra-SSET). Thus, the monoketones 3,3-(ethylenedioxy)-6β-(DPSO)-5β-androstan-17-one (6) and 6β-(DPSO)-5β-androstan-3-one (8) both exhibit DPSO-initiated photochemistry at the carbonyl groups. Irradiation of the diketone, 6β-(DPSO)-5β-androstane-3,17-dione (5), gives two ring D-derived photoproducta, an epimer (19) and an enal (18), both coming from the C17 ketone excited singlet state. Here Φintra-SSET from the aryl antenna to the carbonyl groups is ca. 88% efficients and occurs with a rate of ca. 6.5 × 109 s-1, with the chemistry indicative of facile intra-SSET between the C3 and C17 ketones. The alkylidene group at C3 (i.e., as in 6β-(DPSO)-3(E)-ethylidene-5β-androstan-17-one (33) and its Z isomer (34)) has no effect on the rate or efficiency of aryl activation of the C17 ketone.