5996-03-2

Basic information

• Product Name: gitoxigenin 3,16-diacetate
• Synonyms: gitoxigenin 3,16-diacetate;3β,16β-Di(acetyloxy)-14-hydroxy-5β-card-20(22)-enolide;Diacetylgitoxigenin;Gitoxigenin acetate
• CAS NO: 5996-03-2
• Molecular Formula: C₂₇H₃₈O₇
• Molecular Weight: 474.59
• Mol File: 5996-03-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 589.2°C at 760 mmHg
• Flash Point: 190.9°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 2.46E-16mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: gitoxigenin 3,16-diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: gitoxigenin 3,16-diacetate(5996-03-2)
• EPA Substance Registry System: gitoxigenin 3,16-diacetate(5996-03-2)

Safety Data

• RIDADR: 2811
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 5996-03-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C27H38O7/c1-15(28)33-19-7-9-25(3)18(12-19)5-6-21-20(25)8-10-26(4)24(17-11-23(30)32-14-17)22(34-16(2)29)13-27(21,26)31/h11,18-22,24,31H,5-10,12-14H2,1-4H3/t18-,19+,20?,21?,22+,24+,25+,26-,27+/m1/s1

Upstream product

• 108-24-7 acetic anhydride 
• 545-26-6 gitoxigenin 

Downstream Products

• 52552-23-5 3β-acetoxy-14-hydroxy-16β-(toluene-4-sulfonyloxy)-5β,14β-card-20(22)-enolide 
• 1059-21-8 3-Acetylgitoxigenin 
• 443792-08-3 14-hydroxy-17β-[(2R)-1-methyl-5-oxo-2-(tosyloxy)-2,5-dihydropyrrol-3-yl]-5β,14β-androstane-3β,16β-diyl diacetate 

Relevant articles and documents

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.