1069120-28-0

Basic information

• Product Name: (S,Z)-N-((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)-4-hydroxypent-2-enamide
• Synonyms: (S,Z)-N-((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)-4-hydroxypent-2-enamide
• CAS NO: 1069120-28-0
• Molecular Weight: 417.589
• Mol File: 1069120-28-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (S,Z)-N-((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)-4-hydroxypent-2-enamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S,Z)-N-((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)-4-hydroxypent-2-enamide(1069120-28-0)
• EPA Substance Registry System: (S,Z)-N-((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)-4-hydroxypent-2-enamide(1069120-28-0)

Safety Data

• Hazardous Substances Data: 1069120-28-0(Hazardous Substances Data)

Upstream product

• 1508307-47-8 2-((((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)methyl)thio)benzo[d]thiazole 
• 1069120-38-2 (7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)methanol 
• 1069120-17-7 (3R,5S)-butyl 7,7-dimethyl-1,6-dioxaspiro[2.5]octane-5-carboxylate 
• 1577225-38-7 C₂₀H₃₃NO₂ 
• 1069120-16-6 (S)-butyl 6,6-dimethyl-4-oxotetrahydro-2H-pyran-2-carboxylate 
• 1508307-48-9 2-((((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)methyl)sulfonyl)benzo[d]thiazole 
• 878673-32-6 (S,Z)-4-((tert-butyldimethylsilyl)oxy)pent-2-enoic acid 
• 112980-49-1 (Z)-(S)-4-(tert-butyldimethylsilanyloxy)pent-2-enoic acid methyl ester 
• 1508307-54-7 (3R,7S)-7-((1E,3E)-5-((1s,4s)-4-azidocyclohexyl)-3-methylpenta-1,3-dien-1-yl)-5,5-dimethyl-1,6-dioxaspiro[2.5]octane 
• 1508307-53-6 (E)-4-((1s,4s)-4-azidocyclohexyl)-2-methylbut-2-enal 
• 1508307-52-5 (E)-4-((1s,4s)-4-azidocyclohexyl)-2-methylbut-2-en-1-ol 
• 1508307-51-4 (E)-ethyl 4-((1s,4s)-4-azidocyclohexyl)-2-methylbut-2-enoate 
• 1508307-50-3 2-((1s,4s)-4-azidocyclohexyl)ethanol 
• 1613337-69-1 C₈H₁₃N₃O 

Downstream Products

• 1069120-13-3 (S,Z)-N-((1R,4R)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dienyl)cyclohexylamino)-5-oxopent-3-en-2-yl acetate 
• 1510837-66-7 (S,Z)-5-(((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)-amino)-5-oxopent-3-en-2-yl dimethylcarbamate 
• 1197054-29-7 (S,Z)-5-((1R,4R)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dienyl)cyclohexylamino)-5-oxopent-3-en-2-yl isobutyrate 
• 1197054-51-5 C₃₂H₄₃ClN₂O₈ 
• 1197054-30-0 (S,Z)-5-(((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)amino)-5-oxopent-3-en-2-yl(4-nitrophenyl)carbonate 
• 1197054-39-9 (S,Z)-5-((1R,4R)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dienyl)cyclohexylamino)-5-oxopent-3-en-2-yl 1-methyl-1H-pyrrole-2-carboxylate 
• 1197054-40-2 (S,Z)-5-((1R,4R)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dienyl)cyclohexylamino)-5-oxopent-3-en-2-yl benzoate 
• 1197054-43-5 (S,Z)-5-((1R,4R)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dienyl)cyclohexylamino)-5-oxopent-3-en-2-yl pivalate 
• 1197054-42-4 (S,Z)-5-((1R,4R)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dienyl)cyclohexylamino)-5-oxopent-3-en-2-yl 1-(2-(trifluoromethyl)pyrimidin-4-yl)piperidine-4-carboxylate 
• 1197054-36-6 (S,Z)-5-((1R,4R)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dienyl)cyclohexylamino)-5-oxopent-3-en-2-yl 1-methylpiperidine-4-carboxylate 
• 1197054-37-7 (S,Z)-5-((1R,4R)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dienyl)cyclohexylamino)-5-oxopent-3-en-2-yl tetrahydro-2H-pyran-4-carboxylate 
• 1197054-38-8 (S,Z)-5-((1R,4R)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dienyl)cyclohexylamino)-5-oxopent-3-en-2-yl furan-2-carboxylate 

Relevant articles and documents

Optimization of antitumor modulators of pre-mRNA splicing

The spliceosome regulates pre-mRNA splicing, which is a critical process in normal mammalian cells. Recently, recurrent mutations in numerous spliceosomal proteins have been associated with a number of cancers. Previously, natural product antitumor agents have been shown to interact with one of the proteins that is subject to recurrent mutations (SF3B1). We report the optimization of a class of tumor-selective spliceosome modulators that demonstrate significant in vivo antitumor activity. This optimization culminated in the discovery of sudemycin D6, which shows potent cytotoxic activity in the melanoma line SK-MEL-2 (IC50 = 39 nM) and other tumor cell lines, including JeKo-1 (IC50 = 22 nM), HeLa (IC50 = 50 nM), and SK-N-AS (IC 50 = 81 nM). We also report improved processes for the synthesis of these compounds. Our work supports the idea that sudemycin D6 is worthy of further investigation as a novel preclinical anticancer agent with application in the treatment of numerous human cancers.