21255-69-6

Basic information

• Product Name: O-desmethylangolensin
• Synonyms: O-desmethylangolensin;ORTHO-DESMETHYLANGOLENSIN;ODESMETHYLANGIOLENSIN;DESMETHYLANGOLENSIN hplc;1-(2,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)propan-1-one
• CAS NO: 21255-69-6
• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.272
• Product Categories: Iso-Flavones
• Mol File: 21255-69-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 483.3°Cat760mmHg
• Flash Point: 260.2°C
• Appearance: /
• Density: 1.329g/cm³
• Vapor Pressure: 5.76E-10mmHg at 25°C
• Refractive Index: 1.652
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: DMSO (Slightly), Methsnol (Slightly)
• CAS DataBase Reference: O-desmethylangolensin(CAS DataBase Reference)
• NIST Chemistry Reference: O-desmethylangolensin(21255-69-6)
• EPA Substance Registry System: O-desmethylangolensin(21255-69-6)

Safety Data

• Hazardous Substances Data: 21255-69-6(Hazardous Substances Data)

Usage

Uses

1-(2,4-Dihydroxyphenyl)-2-(4-hydroxyphenyl)propan-1-one is an antioxidant and also has anti cancer effects on human breast cancer MCF-7 cells and Hep3B human hepatocellular carcinoma cells.

InChI:InChI=1/C15H14O4/c1-9(10-2-4-11(16)5-3-10)15(19)13-7-6-12(17)8-14(13)18/h2-9,16-18H,1H3

Upstream product

• 121-97-1 4-Methoxypropiophenone 
• 100-09-4 4-methoxybenzoic acid 
• 2901-41-9 2-(4-methoxyphenyl)ethyl propionate 
• 942-54-1 2-(4-methoxyphenyl)propanoic acid 
• 4842-52-8 1-(2,4-dimethoxyphenyl)-2-(4-methoxyphenyl)propan-1-one 
• 938-96-5 2-(4-Hydroxy-phenyl)-propionic acid 
• 108-46-3 recorcinol 
• 486-66-8 daidzein 

Downstream Products

• 944719-73-7 C₁₅H₁₁⁽²⁾H₃O₄ 
• 642-39-7 angolensin 
• 4842-56-2 1-(2-Hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)propan-1-one 
• 104411-15-6 1-(2,4-dihydroxyphenyl-3,5-d2)-2-(4-hydroxyphenyl-3,5-d2)propan-1-one-2-d1 

Relevant articles and documents

Catalytic Alkyne Arylation Using Traceless Directing Groups

By using Pd0/Mandyphos, we achieved a three-component aminoarylation of alkynes to generate enamines, which are then hydrolyzed to either α-arylphenones or α,α-diarylketones. This Pd-catalyzed method overcomes established known pathways to enable the use of amines as traceless directing groups for C?C bond formation.

Synthesis of various kinds of isoflavones, isoflavanes, and biphenyl- ketones and their 1,1-diphenyl-2-picrylhydrazyl radical-scavenging activities

Forty-eight kinds of isoflavones (8), thirty-one isoflavanes (9), and forty-seven biphenyl-ketones (10, 10') were synthesized from eleven kinds of substituted phenols (11) and six phenylacetic acids (12). Among them, seventy-five compounds are new. The radical scavenging activities of these compounds were evaluated using 1,1- diphenyl-2-picrylhydrazyl (DPPH) at pH 6.0. We found that thirty-nine out of forty-three compounds having a catechol moiety on either the A- or the B-ring exhibited a high activity (ED50=12-54 μM) similar to that of catechin. In these cases, the remaining part of their structure seemed to have little effect on their activity. Many 6- or 8-hydroxyisoflavanes (9E-I) and their biphenyl-ketone derivatives (10E-H) also showed a high activity (ED50=50=26-32 μM). This study suggests that natural isoflavones have the possibilities of exhibiting antioxidant activities through the hydroxylation at the C6-, C8-, or C3'-position or the formation of the isoflavanes (9) and/or the biphenyl-ketone derivatives (10') by metabolism or biotransformation.

Synthesis of α-methyldeoxybenzoins

Reduction of hydroxy and/or methoxy-substituted isoflavones using LiAlH4 in refluxing THF provides an easy access to a number of α-methyldeoxybenzoins, possible metabolites of phytoestrogens in man. The synthesis of O-demethylangolensin 2b, 6′-hydroxyangolensin 2c, angolensin 2d, 1-(2,4-dihydroxyphenyl)-2-phenylpropan-1-one 2e, 1-(2-hydroxy-4-methoxyphenyl)-2-(4-hydroxyphenyl)propan-1-one2f, 4′-O-methylangolensin 2g, 1-(2-hydroxy-4-methoxyphenyl)-2-phenylpropan-1-one 2h, and 1-(2-hydroxyphenyl)-2-phenylpropan-1-one 2i is described. The Royal Society of Chemistry 1999.