144879-84-5

Basic information

• Product Name: evomonoside α-L-rhamnopyranoside tribenzoate
• Synonyms: evomonoside α-L-rhamnopyranoside tribenzoate
• CAS NO: 144879-84-5
• Molecular Weight: 832.988
• Mol File: 144879-84-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: evomonoside α-L-rhamnopyranoside tribenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: evomonoside α-L-rhamnopyranoside tribenzoate(144879-84-5)
• EPA Substance Registry System: evomonoside α-L-rhamnopyranoside tribenzoate(144879-84-5)

Safety Data

• Hazardous Substances Data: 144879-84-5(Hazardous Substances Data)

Upstream product

• 161007-95-0 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyltrichloroacetimidate 
• 143-62-4 (+)-digitoxigenin 
• 14218-08-7 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl bromide 

Downstream Products

• 144879-87-8 14-hydroxy-3β-(tri-O-benzoyl-α-L-rhamnopyranosyloxy)-5β,14β-pregnan-20-one trans-oxime 
• 144879-85-6 14-hydroxy-3β-(tri-O-benzoyl-α-L-rhamnopyranosyloxy)-5β,14β-pregnan-20-one 
• 145345-82-0 C₄₈H₅₇NO₁₂ 
• 145345-70-6 14-hydroxy-3β-<(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy>-21-nor-5β,14β-pregnane-20-carboxaldehyde 
• 188976-60-5 3-<(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy>-17β-(hydroxymethyl)-5β-androstane-3β,14β-diol 
• 144879-86-7 3β-(tri-O-benzoyl-α-L-rhamnopyranosyloxy)-5β,14β-pregnane-14,20β-diol 
• 508-93-0 digitoxigenin 3-(α-L-rhamnopyranoside) 

Relevant articles and documents

Modular Total Synthesis and Cell-Based Anticancer Activity Evaluation of Ouabagenin and Other Cardiotonic Steroids with Varying Degrees of Oxygenation

A Cu(II)-catalyzed diastereoselective Michael/aldol cascade approach is used to accomplish concise total syntheses of cardiotonic steroids with varying degrees of oxygenation including cardenolides ouabagenin, sarmentologenin, 19-hydroxysarmentogenin, and 5-epi-panogenin. These syntheses enabled the subsequent structure activity relationship (SAR) studies on 37 synthetic and natural steroids to elucidate the effect of oxygenation, stereochemistry, C3-glycosylation, and C17-heterocyclic ring. Based on this parallel evaluation of synthetic and natural steroids and their derivatives, glycosylated steroids cannogenol-l-α-rhamnoside (79a), strophanthidol-l-α-rhamnoside (92), and digitoxigenin-l-α-rhamnoside (97) were identified as the most potent steroids demonstrating broad anticancer activity at 10-100 nM concentrations and selectivity (nontoxic at 3 μM against NIH-3T3, MEF, and developing fish embryos). Further analyses indicate that these molecules show a general mode of anticancer activity involving DNA-damage upregulation that subsequently induces apoptosis.