165181-83-9

Basic information

• Product Name: Acetic acid (3S,8R,9S,10R,13S,14S)-3-acetoxy-10,13-dimethyl-7,17-dioxo-16-phenylselanyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl ester
• CAS NO: 165181-83-9
• Molecular Weight: 557.545
• Mol File: 165181-83-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Acetic acid (3S,8R,9S,10R,13S,14S)-3-acetoxy-10,13-dimethyl-7,17-dioxo-16-phenylselanyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid (3S,8R,9S,10R,13S,14S)-3-acetoxy-10,13-dimethyl-7,17-dioxo-16-phenylselanyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl ester(165181-83-9)
• EPA Substance Registry System: Acetic acid (3S,8R,9S,10R,13S,14S)-3-acetoxy-10,13-dimethyl-7,17-dioxo-16-phenylselanyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl ester(165181-83-9)

Safety Data

• Hazardous Substances Data: 165181-83-9(Hazardous Substances Data)

Upstream product

• 1449-61-2 3-O-acetyl-7-oxo-dehydroepiandrosterone 
• 5707-04-0 Phenylselenyl chloride 
• 108-24-7 acetic anhydride 
• 216484-82-1 Acetic acid (3S,8R,9S,10R,13S,14S,16R)-10,13-dimethyl-7,17-dioxo-16-phenylselanyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 

Relevant articles and documents

Ergosteroids III. Syntheses and biological activity of seco-steroids related to dehydroepiandrosterone

The unusual activity of some D-ring-seco estrogens led us to prepare several seco steroids related to dehydroepiandrosterone (DHEA) and to test for their ability to mimic thyroid hormone and 7-oxo-DHEA (1) as inducers of thermogenic enzymes in rats' livers. Only one, 3β-acetoxy-17a-oxa-androst- 5-ene-7,17-dione (17), was capable of inducing both mitochondrial glycerophosphate dehydrogenase and malic enzyme. The closely related 3β- hydroxy-17a-oxa-androsta-5,15-diene- 7,17-diones (both 14α and 14β, 14 and 15) induce the formation of malic enzyme but not of glycerophosphate dehydrogenase. The 3β-propionyl ester of the above 14α steroid was not active, presumably because it was not deacylated in vivo. The 16,17 dicarboxylic acid (9) produced by opening the D-ring also induced the formation of malic enzyme but not of glycerophosphate dehydrogenase. 3β- Acetoxyandrost-5-ene-7,16,17-trione, an intermediate in the synthesis of D- ring seco compounds enhanced the formation of both enzymes. Twelve other D- ring seco compounds were not active. Seco androstanes oxygenated at position 7 and with expanded A or B rings were not active.