56882-05-4

Basic information

• Product Name: (4E,8E,12E,16E)-4,8,13,17,21-pentamethyldocosa-4,8,12,16,20-pentaenal
• Synonyms: (4E,8E,12E,16E)-4,8,13,17,21-pentamethyldocosa-4,8,12,16,20-pentaenal
• CAS NO: 56882-05-4
• Molecular Weight: 384.646
• Mol File: 56882-05-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (4E,8E,12E,16E)-4,8,13,17,21-pentamethyldocosa-4,8,12,16,20-pentaenal(CAS DataBase Reference)
• NIST Chemistry Reference: (4E,8E,12E,16E)-4,8,13,17,21-pentamethyldocosa-4,8,12,16,20-pentaenal(56882-05-4)
• EPA Substance Registry System: (4E,8E,12E,16E)-4,8,13,17,21-pentamethyldocosa-4,8,12,16,20-pentaenal(56882-05-4)

Safety Data

• Hazardous Substances Data: 56882-05-4(Hazardous Substances Data)

Upstream product

• 14050-42-1 2,3-Oxidosqualene 

Downstream Products

• 56882-00-9 (4E,8E,12E,16E)-4,8,13,17,21-pentamethyl-4,8,12,16,20-docosapentaenoic acid 
• 97232-74-1 (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosadeca-1,6,10,14,18,22-hexaen-3-ol 
• 86699-75-4 squalene diethylamine: N,N-diethyl-4,8,13,17,21-pentamethyl-4,8,12,16,20-docosapentaenylamine (all E) 
• 86699-73-2 2-aza-2,3-dihydrosqualene 
• 1223521-33-2 2-oxo-2-{[(4E,8E,12E,16E)-4,8,13,17,21-pentamethyldocosa-4,8,12,16,20-pentaen-1-yl]oxy}ethyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(phenyl-acetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 
• 1223521-29-6 3,3-dimethyl-7-oxo-6-[2-(4,8,13,17,21-pentamethyldocosa-4,8,12,16,20-pentaenoylamino)-2-(4-hydroxyphenyl)acetylamino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 
• 1223521-28-5 3,3-dimethyl-7-oxo-6-[2-(4,8,13,17,21-pentamethyldocosa-4,8,12,16,20-pentaenoylamino)-2-phenylacetylamino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 
• 100692-38-4 2-aza-2,3-dihydrosqualene N-oxide 
• 126267-95-6 (3E,7E,11E,15E)-2-methyl-3-(3,7,12,16,20-pentamethyl-3,7,11,15,19-henicosapentaenyl)oxaziridine 

Relevant articles and documents

Dioxidosqualenes: Characterization and Activity as Inhibitors of 2,3-Oxidosqualene-Lanosterol Cyclase

The preparation and characterization of dioxidosqualenes 4-10 is reported.Treatment of the appropriate epoxysqualene 1,2, or 3 with NBS followed by chromatographic purification afforded the corresponding epoxybromohydrins 11-14 as diastereomeric mixtures, with the exception of compound 11, which could be separated into the respective racemates 11a and 11b.Further dehydrobromination with NaH in THF led to the respective dioxidosqualenes 4-8 in good conversion yields.Dioxides 9 and 10 were isolated from the crude reaction mixture of the treatment of epoxide 2 with dimethyldioxirane.Characterization of compounds 4-10 was carried out by combining 1H and 13C NMR spectral means with positive GC-MS-CI analysis.The GC-MS-CI analysis included the identification of the carbonyl compounds resulting from the cleavage of dioxido derivatives 4-10 with periodic acid.Finally, data on the activity of dioxidosqualenes as oxidosqualene-lanosterol cyclase (OSLC) inhibitors in rat liver microsomes are also presented.In this respect, 2,3:18,19-dioxidosqualene (7) was found to be the best inhibitor within the compounds assayed (IC50=0.11 μM), although dioxides 4,5, and 9 also exhibited a potent inhibitory activity (IC50=21.3, 13.0, and 9.3 μM, respectively).The fact that these compounds could be potentially generated in an organism constitutes a remarkable difference relative to other OSLC inhibitors described to date.