148409-36-3

Basic information

• Product Name: (+/-)-MATAIRESINOL
• Synonyms: (+/-)-MATAIRESINOL;(2S,3S)-2alpha-(4''-Hydroxy-3''-methoxybenzyl)-3beta-(4'-hydroxy-3'-methoxybenzyl)-gamma-butyrolactone
• CAS NO: 148409-36-3
• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.39
• Mol File: 148409-36-3.mol
• Article Data: 19

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (+/-)-MATAIRESINOL(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-MATAIRESINOL(148409-36-3)
• EPA Substance Registry System: (+/-)-MATAIRESINOL(148409-36-3)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 148409-36-3(Hazardous Substances Data)

Usage

General Description

(+/-)-Matairesinol is a lignan compound found in the bark of pine trees and in various plant-based foods such as sesame seeds, flaxseeds, and whole grains. It has shown antioxidant and anti-inflammatory properties, and has been studied for its potential health benefits in preventing chronic diseases such as cancer, cardiovascular diseases, and diabetes. (+/-)-Matairesinol has also been investigated for its estrogenic effects and potential role in hormone-related health conditions. Research suggests that this compound may have potential therapeutic applications in the treatment and prevention of various diseases, although further studies are needed to fully understand its mechanisms of action and potential side effects.

Upstream product

• 111194-07-1 (3R,4R)-3,4-bis(4-benzyloxy-3-methoxybenzyl)dihydrofuran-2(3H)-one 
• 3688-23-1 (-)-secoisolariciresinol 
• 111194-09-3 (2S,3R)-3-(4-benzyloxy-3-methoxybenzyl)-2-[(S)-(4-benzyloxy-3-methoxyphenyl)(hydroxy)methyl]-4-butanolide 
• 111266-04-7 (2S,3R)-3-(4-benzyloxy-3-methoxybenzyl)-2-[(R)-(4-benzyloxy-3-methoxyphenyl)(hydroxy)methyl]-4-butanolide 
• 347359-71-1 (7RS,8R,8'R)-4,4',7-trihydroxy-3,3'-dimethoxylignano-9,9'-lactone 
• 3688-23-1 2,3-Bis(3-methoxy-4-hydroxybenzyl)butane-1,4-diol 
• 689277-80-3 (-)-(2S,5S)-2-{(tert-butyldimethylsilanyloxy)-[4'-(tert-butyldimethylsilanyloxy)-3'-methoxyphenyl]methyl}but-3-en-1-ol 
• 69404-94-0 O-tert-butyldimethylsilylvanillin 
• 67-63-0 isopropyl alcohol 
• 20268-71-7 (7’S,8R,8’R)-4,4’,7’-trihydroxy-3,3’-dimethoxylignano-9,9’-lactone 
• 141-78-6 ethyl acetate 
• 20268-71-7 (3RS)-trans-4-(4,α-dihydroxy-3-methoxy-benzyl)-3-vanillyl-dihydro-furan-2-one 
• 111798-12-0 (3RS)-3c-hydroxymethyl-3r,4ξ-divanillyl-dihydro-furan-2-one 
• 106647-14-7 matairesinol 4'-O-β-gentiobioside 

Downstream Products

• 121-34-6 3-methoxy-4-hydroxybenzoic acid 
• 121-33-5 vanillin 
• 73354-08-2 (2R,3R)-2-(4-hydroxy-3-methoxybenzyl)-3-(3,4-dimethoxybenzyl)-1,4-butanediol 
• 7770-78-7 trans-2-(4''-hydroxy-3''-methoxybenzyl)-3-(3',4'-dimethoxybenzyl)butyrolactone 
• 119030-66-9 (+/-)-isoarctigenin 
• 10352-26-8 trans-3,4-bis(3,4,-dimethoxybenzyl)tetrahydrofuran 
• 25488-59-9 dimethylmatairesinol 
• 119098-95-2 (-)-(2R,3R)-2-(3',4'-dihydroxybenzyl)-3-(3'',4''-dihydroxybenzyl)butyrolactone 
• 347359-71-1 7'-hydroxymatairesinol 
• 3688-23-1 2,3-Bis(3-methoxy-4-hydroxybenzyl)butane-1,4-diol 
• 54797-70-5 matairesinol diacetate 
• 136466-44-9 C₂₀H₂₀⁽²⁾H₂O₆ 
• 1186043-20-8 7'-hydroxymatairesinol 
• 479030-50-7 L_g-threo-4-hydroxy-2.3-bis-(4-hydroxy-3-methoxy-benzyl)-butyric acid 

Relevant articles and documents

Asymmetric total synthesis of four bioactive lignans using donor-acceptor cyclopropanes and bioassay of (?)- and (+)-niranthin against hepatitis B and influenza viruses

The asymmetric total synthesis of four lignans, dimethylmatairesinol, matairesinol, (?)-niranthin, and (+)-niranthin has been achieved using reductive ring-opening of cyclopropanes. Moreover, we performed bioassays of the synthesized (+)- and (?)-niranthins using hepatitis B and influenza viruses, which revealed the relationship between the enantiomeric structure and the anti-viral activity of niranthin.

Cytotoxic activity of dietary lignan and its derivatives: Structure-cytotoxic activity relationship of dihydroguaiaretic acid

Cytotoxic activities of synthesized lignan derivatives were estimated by WST-8 reduction assay against HL-60 and HeLa cells to show the structure-activity relationship. The activities of some effective compounds were examined against Colon 26 and Vero cel

Synthesis of sterically hindered chiral 1,4-diols from different lignan-based backbones

Methods for synthetic modifications of the natural dibenzylbutyrolactone lignan hydroxymatairesinol into chiral 1,4-diols with different lignan-derived backbones have been developed. A stepwise procedure, involving alkylation and oxidation, was shown to b