17635-59-5

Basic information

• Product Name: DIHYDROPINOSYLVIN MONOMETHYL ETHER
• Synonyms: DIHYDROPINOSYLVIN MONOMETHYL ETHER;3-Methoxy-5-(2-phenylethyl)phenol;3-Methoxy-5-phenethyl-phenol;3-o-Methyldihydropinosylvin;5-Methoxy-bibenzyl-3-ol;Inchi=1/C15H16o2/C1-17-15-10-13(9-14(16)11-15)8-7-12-5-3-2-4-6-12/H2-6,9-11,16H,7-8H2,1h;Phenol, 3-methoxy-5-(2-phenylethyl)-;Dihydropisylvin methyl ether
• CAS NO: 17635-59-5
• Molecular Formula: C₁₅H₁₆O₂
• Molecular Weight: 228.29
• Mol File: 17635-59-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 49-53°C
• Boiling Point: 368.7 °C at 760 mmHg
• Flash Point: 194.3 °C
• Appearance: /
• Density: 1.111 g/cm³
• BRN: 1971738
• CAS DataBase Reference: DIHYDROPINOSYLVIN MONOMETHYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: DIHYDROPINOSYLVIN MONOMETHYL ETHER(17635-59-5)
• EPA Substance Registry System: DIHYDROPINOSYLVIN MONOMETHYL ETHER(17635-59-5)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-36-51/53
• Safety Statements: 26-61
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 17635-59-5(Hazardous Substances Data)

Usage

General Description

Dihydropinosylvin monomethyl ether, also known as DHME, is a natural chemical compound found in some plants such as Japanese red pine. It belongs to the class of stilbenoids, a type of polyphenolic compounds that are known for their antioxidant and anti-inflammatory properties. DHME has been studied for its potential medicinal uses, including its ability to inhibit the growth of certain cancer cells and its anti-inflammatory effects. It has also been investigated for its neuroprotective properties and potential applications in the treatment of neurodegenerative diseases. Overall, DHME shows promise as a natural compound with potential therapeutic benefits, but further research is needed to fully understand its mechanisms and potential applications.

InChI:InChI=1/C15H16O2/c1-17-15-10-13(9-14(16)11-15)8-7-12-5-3-2-4-6-12/h2-6,9-11,16H,7-8H2,1H3

Upstream product

• 1449-46-3 benzyltriphenylphosphonium bromide 
• 21956-56-9 (E)-3,5-dimethoxystilbene 
• 16721-45-2 triphenyl(phenylmethylene)phosphorane 
• 78916-49-1 1-phenyl-2-(3,5-dimethoxyphenyl)ethene 
• 7311-34-4 3,5-dimethoxybenzaldehdye 
• 78916-50-4 1,3-dimethoxy-5-(2-phenylethyl)benzene 
• 35302-70-6 3-methoxy-5-[(E)-2-phenylvinyl]phenol 

Downstream Products

• 78916-50-4 1,3-dimethoxy-5-(2-phenylethyl)benzene 
• 133462-46-1 2-((E)-3,7-Dimethyl-octa-2,6-dienyl)-1,5-dimethoxy-3-phenethyl-benzene 
• 120467-08-5 3,5-dihydroxy-2-[3,7-dimethyl-2(E),6-octadienyl]bibenzyl 
• 133462-82-5 7-Methoxy-2-methyl-2-(4-methyl-pent-3-enyl)-5-phenethyl-2H-chromene 
• 133462-42-7 3,5-dihydroxy-2-(3-methyl-2-butenyl)bibenzyl 
• 70610-15-0 2,2-dimethyl-5-hydroxy-7-(2-phenylethyl)chroman 
• 98156-06-0 dihydroamorphastilbol dimethyl ether 
• 133462-73-4 1,5-Dimethoxy-2-(3-methyl-but-2-enyl)-3-phenethyl-benzene 
• 133462-43-8 3-hydroxy-5-methoxy-2-(3-methyl-2-butenyl)bibenzyl 
• 133462-72-3 3-hydroxy-5-methoxy-2-(3-methyl-2-butenyl) bibenzyl 
• 133462-75-6 3,5-dihydroxy-2-(2,3-epoxy-3-methylbutyl)bibenzyl 
• 133462-93-8 2-bromo-3,5-dimethoxybibenzyl 
• 133462-79-0 5-Methoxy-2,2-dimethyl-7-phenethyl-2H-chromene 
• 133462-77-8 methyl ether 2,2-dimethyl-7-hydroxy-5-(2-phenylethyl)chromene 

Relevant articles and documents

Flavonoids and stilbenes from armand pine

Seven flavonoids and seven stilbenes were isolated from the heartwood of Pinus armandii Fr. var. mastersiana Hay. Among them, trans-3,5-dimethoxystilbene oxide is a new compound and 3-acetyloxy-5,7-dihydroxyflavanone is the first report of its occurrence

ENDOGENEOUS PINE WOOD NEMATICIDAL SUBSTANCES IN PINES, PINUS MASSONIANA, P. STROBUS AND P. PALUSTRIS

The presence of the repellents and nematicides to the pine wood nematode, Bursaphelenchus xylophilus, was found in the heartwood and bark of Pinus massoniana, P. strobus and P. palustris, which have a resistance to the pine wood nematode.The heartwood of P. massoniana contained a repellent, α-humulene and two nematicidal substances, pinosylvin monomethylether (PMS) and (-)-nortrachelogenin for the nematode.The bark of the pine contained two nematicides, methyl ferulate and (+)-pinoresinol.PMS, which showed the highest nematicidal activity (LD 50 was 4 ppm), was also contained in the heartwood of P. strobus and the heartwood and bark of P. palustris.The resistance of these pines to the pine wood nematode is considered to be attributed to the presence of these endogenously defending substances.Further, the relationship between the structure and the nematicidal activity was elucidated for PSM and methyl ferulate.Moreover, PSM showed little anti-acetylcholinesterase activity.

PRENYL BIBENZYLS FROM THE LIVERWORT RADULA KOJANA

Fourteen new bibenzyl derivatives have been isolated from the liverwort Radula kojana together with two previously known bis(bibenzyls) and their structures characterized by spectral and chemical evidence.Seven new bibenzyls, 3,5-dihydroxy-2-(3-methyl-2-b