58508-38-6

Basic information

• Product Name: (2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal
• Synonyms: (2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal
• CAS NO: 58508-38-6
• Molecular Weight: 310.436
• Mol File: 58508-38-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal(CAS DataBase Reference)
• NIST Chemistry Reference: (2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal(58508-38-6)
• EPA Substance Registry System: (2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal(58508-38-6)

Safety Data

• Hazardous Substances Data: 58508-38-6(Hazardous Substances Data)

Upstream product

• 61630-49-7 (2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraen-1-ol 
• 697-82-5 2,3,5-trimethylphenol 
• 65527-85-7 ethyl (E)-4-hydroxy-3-methyl-2-butenoate 
• 51318-62-8 ethyl (E)-4-bromo-3-methyl-2-butenoate 
• 41891-54-7 diethyl 3-(ethoxycarbonyl)-3-methylprop-2-en-yl phosphate 
• 20469-61-8 2,3,5-trimethylanisole 
• 54344-92-2 2,3,6-trimethyl-4-methoxy-benzaldehyde 
• 62924-31-6 1-(2,5,6-trimethyl-4-methoxyphenyl)-but-1-en-3-one 
• 54350-48-0 etretinate 
• 63650-98-6 5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dien-1-ol 
• 1269259-99-5 (2E,4E)-ethyl 5-(-4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dienoate 
• 131980-79-5 methyl ethyl β-methylglutaconate 
• 127613-71-2 9-(4-methoxy-2,3,6-trimethylphenyl)-4-carboxy-3,7-dimethyl-2Z,4Z,6E,8E-nonatetraenoic acid 
• 69427-46-9 13-cis-Acitretin 

Downstream Products

• 1621284-01-2 4,4’-((1E,3E,5E,7E,9E,11E,13E)-3,7,12-trimethyltetradeca-1,3,5,7,9,11,13-heptaene-1,14-diyl)bis(1-methoxy-2,3,5-trimethylbenzene) 
• 1621283-97-3 4,4’-((1E,3E,5E,7E,9E,11E,13E)-3,7,12-trimethyltetradeca-1,3,5,7,9,11,13-heptaene-1,14-diyl)bis(1-methoxy-2,3,5-trimethylphenol) 
• 54168-33-1 3,5-dimethoxy-φ,φ-carotene 

Relevant articles and documents

Tailoring 3,3'-dihydroxyisorenieratene to hydroxystilbene: Finding a resveratrol analogue with increased antiproliferation activity and cell selectivity

Four novel compounds were designed by "tailoring" 3,3'-dihydroxyisorenieratene (a natural carotenoid) based on an isoprene unit retention truncation strategy. Among them, the smallest molecule 1 (2,3,6,2',3',6'-hexamethyl-4,4'-dihydroxy-trans-stilbene) was concisely synthesized in a one-pot Stille-Heck tandem sequence, and surfaced as a promising lead molecule in terms of its selective antiproliferative activity mediated by blocking the NCI-H460 cell cycle in G1 phase. Additionally, theoretical calculations and cell uptake experiments indicate that the unique polymethylation pattern of compound 1 significantly induces a conformational change shift out of planarity and increases its cell uptake and metabolic stability. The observation should be helpful to rationally design resveratrol-inspired antiproliferative agents. Four novel compounds were designed by "tailoring" 3,3'-dihydroxyisorenieratene (a natural carotenoid) based on an isoprene unit retention truncation strategy. Among them, the smallest molecule 1 was concisely synthesized by a one-pot Stille-Heck tandem sequence, and surfaced as a promising lead molecule in terms of its selective antiproliferative activity (see figure).

STEREOSELECTIVE SYNTHESIS OF THE AROMATIC ANALOGS OF RETINAL AND RETONOIC ACID

The stereoselective synthesis of 9-aryl-4-carboxy-3,7-dimethyl-2Z,4Z,6E,8E-nonatetraenoic acids and 9-aryl-3,7-dimethyl-2Z,4E,6E,8E-nonatetraenoic acids was realized.The latter isomerize readily and with good yields under the influence of iodine additions to 9-aryl-3,7-dimethyl-2E,4E,6E,8E-nonatetraenoic acids.The transition from the isomeric 9-aryl-3,7-dimethyl-2,4,6,8-nonatetraenoic acids to the corresponding isomeric 9-aryl-3,7-dimethyl-2Z,4E,6E,8E-nonatetraenals and 9-aryl-3,7-dimethyl-2E,4E,6E,8E-nonatetraenals was realized.