125072-69-7

Basic information

• Product Name: Epinortrachelogenin
• Synonyms: Epinortrachelogenin;(3R-trans)-Dihydro-3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone
• CAS NO: 125072-69-7
• Molecular Formula: C₂₀H₂₂O₇
• Molecular Weight: 374.38448
• Mol File: 125072-69-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 170-172℃
• Appearance: /
• CAS DataBase Reference: Epinortrachelogenin(CAS DataBase Reference)
• NIST Chemistry Reference: Epinortrachelogenin(125072-69-7)
• EPA Substance Registry System: Epinortrachelogenin(125072-69-7)

Safety Data

• Hazardous Substances Data: 125072-69-7(Hazardous Substances Data)

Usage

General Description

Epinortrachelogenin is a naturally occurring steroid compound found in certain plants, and it belongs to a class of chemicals known as triterpenoids. It has been identified as having potential pharmacological properties, including anti-inflammatory and anti-cancer effects. Some research suggests that epinortrachelogenin may be able to inhibit the growth of cancer cells by inducing apoptosis and disrupting cell cycle progression. Additionally, it has been shown to have potential antioxidant and antifungal activities. Further study is needed to fully understand the therapeutic potential of epinortrachelogenin and its mechanisms of action.

Upstream product

• 116185-13-8 (3S,4S)-3,4-Bis-(4-benzyloxy-3-methoxy-benzyl)-dihydro-furan-2,5-dione 
• 111194-07-1 trans-(+/-)-dihydro-3,4-bis<<3-methoxy-4-(phenylmethoxy)phenyl>methyl>-2(3H)-furanone 
• 116185-11-6 benzyl 3-[4-(benzyloxy)-3-methoxyphenyl]propanoate 
• 116185-12-7 2,3-bis<<3-methoxy-4-(phenylmethoxy)phenyl>methyl>-butanedioic acid 
• 30034-49-2 β-(4-benzyloxy-3-methoxyphenyl)propionic acid 
• 1135-23-5 3-(4-hydroxy-3-methoxyphenyl)propionic acid 
• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 116185-15-0 dihydro-3-hydroxy-3,4-bis<<3-methoxy-4-(phenylmethoxy)phenyl>methyl>-2,(3H)-furanone 
• 111194-07-1 (3R,4R)-3,4-bis(4-benzyloxy-3-methoxybenzyl)dihydrofuran-2(3H)-one 
• 111266-03-6 (R)-(+)-3-(4-benzyloxy-3-methoxybenzyl)-γ-butyrolactone 
• 72724-00-6 1-(benzyloxy)-4-(bromomethyl)-2-methoxybenzene 
• 124988-57-4 (2R,3S)-2,3-bis(4-benzyloxy-3-methoxybenzyl)-2-hydroxy-4-butanolide 
• 336101-59-8 (2R,2'S,4'S)-2-{4-[4-(benzyloxy)-3-methoxybenzyl]-2-(tert-butyl)-5-oxo-1,3-dioxolan-4-yl}-3-[4'-(benzyloxy)-3'-methoxyphenyl]propanoic acid 
• 336101-58-7 (R)-3-(4-Benzyloxy-3-methoxy-phenyl)-2-((2S,4S)-2-tert-butyl-5-oxo-[1,3]dioxolan-4-yl)-propionic acid 

Downstream Products

• 58139-12-1 7-hydroxysecoisolariciresinol 
• 33464-73-2 3,4-bis<(3,4-dimethoxyphenyl)methyl>dihydro-3-hydroxy-2(3H)-furanone 
• 33464-73-2 3,4-bis<(3,4-dimethoxyphenyl)methyl>dihydro-3-hydroxy-2(3H)-furanone 
• 33464-73-2 (-)-O-methyltrachelogenine 
• 146196-54-5 (-)-O-dimethyltrachelogenine 

Relevant articles and documents

Radical and superoxide scavenging activities of matairesinol and oxidized matairesinol

The radical and superoxide scavenging activities of oxidized matairesinols were examined. It could be assumed that the free benzylic position was important for higher radical scavenging activity. The different level of activity was observed between 7′-oxomatairesinol (Mat 2) and 7-oxomatairesinol (Mat 3). The activity of 8-hydroxymatairesinol was lower than that of matairesinol (Mat 1). The superoxide scavenging activity of the oxidized matairesinols was also demonstrated for the first time. It is assumed that the pKa value of phenol in the oxidized matairesinols affected this activity.

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Racemic and optically active α,β-dibenzyl-γ-butyrolactones (of synthetic origin) were hydroxylated in the α position with respect to the carbonyl group, using oxygen in the presence of LHDS. This led to (-)-trachelogenin 1, (-)-nortrachelogenin 2 and (+)-

Total Synthesis of (+/-)-Wikstromol

The antineoplastic prototype lignan natural product wikstromol was synthesized in racemic form by a straightforward sequence involving, as its key transformations,oxidative coupling of a carboxylic acid dianion,generation and stereoselective oxidation of a potassium enolate,and a deprotection step.The overall yield for nine steps is 29percent.Depending on the choice of oxidants for the enolate,considerable modification in the ratio of stereoisomeric products is possible.