51828-10-5

Basic information

• Product Name: 2'-O-Methylisoliquiritigenin
• Synonyms: 2'-O-Methylisoliquiritigenin
• CAS NO: 51828-10-5
• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28
• Mol File: 51828-10-5.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2'-O-Methylisoliquiritigenin(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-O-Methylisoliquiritigenin(51828-10-5)
• EPA Substance Registry System: 2'-O-Methylisoliquiritigenin(51828-10-5)

Safety Data

• Hazardous Substances Data: 51828-10-5(Hazardous Substances Data)

Usage

General Description

2'-O-Methylisoliquiritigenin is a chemical compound that is mainly derived from plants, especially from the family of licorice plant species. It is a bioactive natural product that exhibits a variety of therapeutic effects. Several studies have reported the potential health benefits of this compound, such as its anti-cancer, anti-inflammatory, and antioxidant properties, as well as its ability to protect against neurodegenerative diseases. However, it also has certain estrogenic effects which could have implications in hormone-sensitive conditions. Despite these reported effects, human studies are limited, thus, its effectiveness and safety in humans remain uncertain.

Upstream product

• 961-29-5 isoliquirtigenin 
• 288856-48-4 1-(2-methoxy-4-(tetrahydro-2H-pyran-2-yloxy)phenyl)ethanone 
• 74189-56-3 4-(tetrahydropyran-2-yloxy)benzaldehyde 
• 84002-48-2 (E)-1-(4-(benzyloxy)-2-hydroxyphenyl)-3-(4-(benzyloxy)phenyl)prop-2-en-1-one 
• 651325-79-0 Acetic acid 4-[(E)-3-(2,4-dimethoxy-phenyl)-3-oxo-propenyl]-phenyl ester 
• 651325-80-3 3-bromo-1-(2,4-dimethoxy-phenyl)-propan-1-one 
• 151-10-0 1,3-Dimethoxybenzene 
• 67756-04-1 1-(2,4-dimethoxy-phenyl)-prop-2-en-1-one 
• 33527-94-5 4-acetoxyiodobenzene 
• 23423-35-0 (E)‐3‐(4‐hydroxyphenyl)‐1‐(2,4‐dimethoxyphenyl)prop‐2‐en‐1‐one 
• 493-33-4 1-(4-hydroxy-2-methoxy-phenyl)ethanone 
• 123-08-0 4-hydroxy-benzaldehyde 

Downstream Products

• 30925-62-3 metochalcone 

Relevant articles and documents

Chalcones as novel non-peptidic μ-calpain inhibitors

In order to extend the scaffold of non-peptidic calpain inhibitor, we have designed and synthesized 14 chalcone derivatives categorized into two groups based on their structures. Compounds 7 (IC50 = 16.67 ± 0.42 μM) and 8 (IC50 = 16.

Enzymic O-methylation of isoliquiritigenin and licodione in alfalfa and licorice cultures

S-Adenosyl-L-methionine (SAM): isoliquiritigenin (2',4,4'- trihydroxychalcone) 2'-O-methyltransferase (CHMT) of alfalfa (Medicago sativa) catalyses the formation of 4,4'-dihydroxy-2'-methoxychalcone, which is the most potent inducer of nodulation-genes of Rhizobium meliloti, the symbiont of alfalfa which forms nitrogen-fixing nodules. SAM: licodione 2'- O-methyltransferase (LMT) is involved in the biosynthesis of a retrochalcone in cultural licorice (Glycyrrhiza echinata) cells and has been shown to be induced as a defence response of the cells. Because licodione exists in an equilibrium mixture of tautomeric 2',4,4',β-tetrahydroxychalcone (major) and 1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1,3-propanedione (minor), the apparent mode of action of both enzymes is very similar. In this study, cultured alfalfa cells were shown to exhibit rapid and transient increases in the extractable activities of both CHMT and LMT after treatment with yeast extract (YE). Treatment of solution-cultured alfalfa seedlings with YE also resulted in a similar induction of both CHMT and LMT activities in the roots, but no activity was detected in the shoots. These activities were attributed to a single gene product, the CHMT protein, as extracts of Escherichia coli transformed with the CHMT cDNA exhibited both CHMT and LMT activities. In contrast, in G. echinata cells, LMT was induced after YE treatment, but no CHMT activity was observed. It is concluded that alfalfa CHMT and licorice LMT are distinct enzymes, the former displaying the wider- substrate specificity.

PISUM SATIVUM STRESS METABOLITES: TWO CINNAMYLPHENOLS AND A 2'-METHOXYCHALCONE

An HPLC study of copper(II) chloride treated Pisum sativum has shown that the cynnamylphenols obtustyrene and xenognosin as well as the chalcone 4,4'-dihydroxy-2'-methoxychalcone accumulate as de novo metabolites in the stressed plant.This chalcone has not previously been identified from a plant source.The biosynthetic and stress response relationships of these compounds are discussed. - Key Word Index: Pisum sativum; Leguminosae; garden pea; stress metabolism; cinnamylphenols; 2'-methoxychalcone; HPLC.