176219-89-9

Usage

InChI:InChI=1/C18H24O6/c1-17-5-4-9-10-7-13(20)12(19)6-8(10)2-3-11(9)18(17,24)16(23)14(21)15(17)22/h6-7,9,11,14-16,19-24H,2-5H2,1H3/t9-,11-,14?,15?,16?,17-,18?/m1/s1

Upstream product

• 176219-99-1 (8R,9S,13R,14S,15R,16R,17S)-2,3-Bis-benzyloxy-13-methyl-6,7,8,9,11,12,13,15,16,17-decahydro-cyclopenta[a]phenanthrene-14,15,16,17-tetraol 
• 38781-50-9 2-(17β-acetoxy-2-hydroxy-estra-1,3,5(10)-trien-3-yloxy)-5-nitro-benzophenone 
• 176220-00-1 (8R,9S,13R,14S,15S,16S,17S)-2,3-Bis-benzyloxy-13-methyl-6,7,8,9,11,12,13,15,16,17-decahydro-cyclopenta[a]phenanthrene-14,15,16,17-tetraol 
• 16047-57-7 (((4-bromo-1,2-phenylene)bis(oxy))bis(methylene))dibenzene 
• 176219-98-0 Acetic acid (8R,9S,13R,14S,15S,16S,17S)-16,17-diacetoxy-2,3-bis-benzyloxy-14-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-15-yl ester 
• 176219-94-6 (8R,9S,13S,14S)-2,3-Bis-benzyloxy-14-hydroxy-13-methyl-6,7,8,9,11,12,13,14-octahydro-cyclopenta[a]phenanthren-17-one 
• 176219-95-7 (8R,9S,13R,14S,17R)-2,3-Bis-benzyloxy-13-methyl-6,7,8,9,11,12,13,17-octahydro-cyclopenta[a]phenanthrene-14,17-diol 
• 176219-92-4 (8R,9S,13S,14S)-2,3-Bis-benzyloxy-13-methyl-6,7,8,9,11,12,13,14-octahydro-cyclopenta[a]phenanthren-17-one 
• 176219-90-2 (17β)-17-acetoxy-3-(2'-benzoyl-4'-nitrophenyloxy)-2-benzyloxy-1,3,5(10)-estratriene 
• 176219-91-3 ((8R,9S,13S,14S)-2,3-Bis-benzyloxy-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthren-17-yloxy)-triethyl-silane 
• 176219-93-5 (8R,9S,13S)-2,3-Bis-benzyloxy-13-methyl-6,7,8,9,11,12,13,16-octahydro-cyclopenta[a]phenanthren-17-one 
• 51478-04-7 2,3-dibenzyloxy-1,3,5⁽¹⁰⁾-estratriene-17-one 
• 38781-43-0 (17β)-2,3-dibenzyloxy-1,3,5(10)-estratriene-17-ol 

Relevant academic research and scientific papers

De Novo Synthesis of Possible Candidates for the Inagami-Tamura Endogenous Digitalis-like Factor

De novo synthesis of possible candidates for the Inagami-Tamura endogenous digitalis-like factor (EDLF) was achieved to validate a previously proposed structure. Our synthetic approach involves a highly regio- and diastereoselective Mizoroki-Heck reaction and a Friedel-Crafts-type cyclodehydration to construct steroidal tetracycle 14 as a versatile common intermediate leading to seven 2,14β-dihydroxyestradiol analogues 1a-c, 2a-c, and 3 as possible candidates. By comparing the potency of inhibitory activity against Na+/K+-ATPase between the synthesized candidates and the EDLF, it was found that the proposed structure is not likely to be a true structure of the Inagami-Tamura EDLF.

Syntheses of (14β,15β,16β,17α)- and (14β,15α,16α,17α)-1,3,5(10)-Estratriene-2,3,14,15, 16,17-hexaols, Possible Candidates for the Inagami-Tamura Endogenous Digitalis-like Factor, and Their Activity

Structures are proposed for the Inagami-Tamura endogenous digitalis-like factor (EDLF), and two possible candidates, (14β,15β,16β,17α)- and (14β,15α,16α,17α)-2,3,14,15,16,17-hexahydroxy-1,3,5(10)- estratrienes, were synthesized. Both compounds were potent in inducing a contractile response in isolated rat aorta and guinea pig left atrium.