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

Description

(+/-)-Matairesinol, a lignan compound, is found in the bark of pine trees and various plant-based foods like sesame seeds, flaxseeds, and whole grains. It exhibits 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. Additionally, (+/-)-Matairesinol has been investigated for its estrogenic effects and potential role in hormone-related health conditions. Research indicates that this compound may have therapeutic applications in the treatment and prevention of various diseases, although further studies are required to fully understand its mechanisms of action and potential side effects.

Uses

Used in Pharmaceutical Industry:
(+/-)-Matairesinol is used as a potential therapeutic agent for the prevention and treatment of chronic diseases such as cancer, cardiovascular diseases, and diabetes. Its antioxidant and anti-inflammatory properties contribute to its potential health benefits in these areas.
Used in Hormone-Related Health Conditions:
(+/-)-Matairesinol is used as a compound with estrogenic effects for the potential management of hormone-related health conditions. Its role in hormone regulation is being investigated for its potential applications in this field.
Used in Nutraceutical Industry:
(+/-)-Matairesinol is used as a nutraceutical ingredient in various plant-based foods such as sesame seeds, flaxseeds, and whole grains. Its presence in these foods may contribute to their overall health benefits and support the prevention of chronic diseases.

Upstream product

• 111194-07-1 (3R,4R)-3,4-bis(4-benzyloxy-3-methoxybenzyl)dihydrofuran-2(3H)-one 
• 141-78-6 ethyl acetate 
• 111798-12-0 (3RS)-3c-hydroxymethyl-3r,4ξ-divanillyl-dihydro-furan-2-one 
• 20268-71-7 (3RS)-trans-4-(4,α-dihydroxy-3-methoxy-benzyl)-3-vanillyl-dihydro-furan-2-one 
• 347359-71-1 (7RS,8R,8'R)-4,4',7-trihydroxy-3,3'-dimethoxylignano-9,9'-lactone 
• 20268-71-7 (7’S,8R,8’R)-4,4’,7’-trihydroxy-3,3’-dimethoxylignano-9,9’-lactone 
• 67-63-0 isopropyl alcohol 
• 3688-23-1 (-)-secoisolariciresinol 
• 689277-82-5 (-)-(2S,5S)-thiocarbonic acid O-(2-{(tert-butyldimethylsilanyloxy)-[4'-(tert-butyldimethylsilanyloxy)-3'-methoxyphenyl]methyl}but-3-enyl) ester O-[4''-(tert-butyldimethylsilanyloxy)-3''-methoxyphenyl] ester 
• 689277-83-6 (-)-8-{(tert-butyldimethylsilanyloxy)-[4-(tert-butyldimethylsilanyloxy)-3-methoxyphenyl]methyl}-8'-[4'-(tert-butyldimethylsilanyloxy)-3'-methoxybenzyl]dihydrofuran-2-one 
• 72724-00-6 1-(benzyloxy)-4-(bromomethyl)-2-methoxybenzene 
• 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 
• 33693-48-0 4-benzyloxy-3-methoxybenzyl alcohol 

Downstream Products

• 121-34-6 3-methoxy-4-hydroxybenzoic acid 
• 121-33-5 vanillin 
• 25488-59-9 dimethylmatairesinol 
• 119098-95-2 (-)-(2R,3R)-2-(3',4'-dihydroxybenzyl)-3-(3'',4''-dihydroxybenzyl)butyrolactone 
• 3688-23-1 (-)-secoisolariciresinol 
• 54797-70-5 matairesinol diacetate 
• 501645-95-0 matairesinyl 4,4'-bistriflate 
• 136466-44-9 C₂₀H₂₀⁽²⁾H₂O₆ 
• 80704-91-2 (3R,4R)-3,4-bis<(3-methoxyphenyl)methyl>dihydro-2(3H)-furanone 
• 76543-15-2 (-)-enterolactone 
• 29388-33-8 (3R,4R)-3,4-bis(4-hydroxy-3-methoxybenzyl)-4-butanolide 
• 1186043-20-8 7'-hydroxymatairesinol 
• 479030-50-7 L_g-threo-4-hydroxy-2.3-bis-(4-hydroxy-3-methoxy-benzyl)-butyric acid 
• 1250860-87-7 (8R,8'R)-matairesinol 4,4'-di-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside 

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