1059-21-8

Usage

Definition

ChEBI: A steroid ester that is the 3-acetyl derivative of gitoxigenin.

InChI:InChI=1/C25H36O6/c1-14(26)31-17-6-8-23(2)16(11-17)4-5-19-18(23)7-9-24(3)22(15-10-21(28)30-13-15)20(27)12-25(19,24)29/h10,16-20,22,27,29H,4-9,11-13H2,1-3H3/t16-,17+,18?,19?,20+,22+,23+,24-,25+/m1/s1

Upstream product

• 67-56-1 methanol 
• 109-86-4 2-methoxy-ethanol 
• 298-14-6 potassium hydrogencarbonate 
• 5996-03-2 gitoxigenin 3,16-diacetate 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 67-64-1 acetone 
• 545-26-6 gitoxigenin 
• 123-91-1 1,4-dioxane 
• 4562-36-1 gitoxin 

Downstream Products

• 52552-23-5 3β-acetoxy-14-hydroxy-16β-(toluene-4-sulfonyloxy)-5β,14β-card-20(22)-enolide 

Relevant academic research and scientific papers

Cardiac Glycosides. 6. Gitoxigenin C16 Acetates, Formates, Methoxycarbonates, and Digitoxosides. Synthesis and Na+, K+ -ATPase Inhibitory Activities

A series of 17 gitoxigenin 16β-formates, acetates, and methoxycarbonates was synthesized, including their 3β-acetates, formates, and digitoxosides.A 16β-formate group was generally found to increase activity 30 times, a 16β-acetate group 9-12 times, while a 16β-methoxycarbonate decreased activity by two-thirds. 3β-Formates and acetates had little effect on activity by themselves, but sometimes reduced the activity-increasing properties of 16β-formates and acetates.A 3β-digitoxoside increases the activity of ditoxigenin by 15 times, but the effect is less ifthe 16β-group is esterified.And finally, a 16-one decreases activity dramatically.These data suggest an important role for C16 esters and possibly the presence of a separate binding site on Na+, K+ -ATPase corresponding to the cardenolide C16 position.