81202-36-0

Basic information

• Product Name: 4H-1-Benzopyran-4-one, 2-(4-(beta-D-glucopyranosyloxy)phenyl)-2,3-dihy dro-5,7-dihydroxy-, (2S)-
• Synonyms: 4H-1-Benzopyran-4-one, 2-(4-(beta-D-glucopyranosyloxy)phenyl)-2,3-dihy dro-5,7-dihydroxy-, (2S)-
• CAS NO: 81202-36-0
• Molecular Formula: C21H22 O10
• Molecular Weight: 434.39
• Mol File: 81202-36-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 191 °C
• Boiling Point: 780.8°C at 760 mmHg
• Flash Point: 276.9°C
• Appearance: /
• Density: 1.597g/cm³
• Vapor Pressure: 1.14E-25mmHg at 25°C
• Refractive Index: 1.691
• PKA: 7.50±0.40(Predicted)
• CAS DataBase Reference: 4H-1-Benzopyran-4-one, 2-(4-(beta-D-glucopyranosyloxy)phenyl)-2,3-dihy dro-5,7-dihydroxy-, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-4-one, 2-(4-(beta-D-glucopyranosyloxy)phenyl)-2,3-dihy dro-5,7-dihydroxy-, (2S)-(81202-36-0)
• EPA Substance Registry System: 4H-1-Benzopyran-4-one, 2-(4-(beta-D-glucopyranosyloxy)phenyl)-2,3-dihy dro-5,7-dihydroxy-, (2S)-(81202-36-0)

Safety Data

• Hazardous Substances Data: 81202-36-0(Hazardous Substances Data)

Usage

General Description

4H-1-Benzopyran-4-one, 2-(4-(beta-D-glucopyranosyloxy)phenyl)-2,3-dihydro-5,7-dihydroxy-, (2S)- is a chemical compound that belongs to the flavonoid family. It is a dihydroflavonol, which means that it has a flavonol structure with two hydroxyl groups in the 3-position of the C-ring. 4H-1-Benzopyran-4-one, 2-(4-(beta-D-glucopyranosyloxy)phenyl)-2,3-dihy dro-5,7-dihydroxy-, (2S)- is naturally occurring in various plants and has been found to possess antioxidant, anti-inflammatory, and anticancer properties. It has also been studied for its potential as a natural food colorant and as a therapeutic agent for treating a range of health conditions.

InChI:InChI=1/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-3-1-9(2-4-11)14-7-13(25)17-12(24)5-10(23)6-15(17)30-14/h1-6,14,16,18-24,26-28H,7-8H2/t14-,16+,18+,19-,20+,21+/m0/s1

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Relevant articles and documents

Microbial transformation of flavonoids by isaria fumosorosea ACCC 37814

Glycosylation is an efficient strategy to modulate the solubility, stability, bioavailability and bioactivity of drug-like natural products. Biological methods, such as whole-cell biocatalyst, promise a simple but highly effective approach to glycosylate biologically active small molecules with remarkable regio- and stereo-selectivity. Herein, we use the entomopathogenic filamentous fungus Isaria fumosorosea ACCC 37814 to biotransform a panel of phenolic natural products, including flavonoids and anthraquinone, into their glycosides. Six new flavonoid (4-O-methyl)glucopyranosides are obtained and structurally characterized using high resolution mass and nuclear magnetic resonance spectroscopic techniques. These compounds further expand the structural diversity of flavonoid glycosides and may be used in biological study.

Identification of metabolites of liquiritin in rats by UHPLC-Q-TOF-MS/MS: Metabolic profiling and pathway comparison: In vitro and in vivo

Liquiritin (LQ), the main bioactive constituent of licorice, is a common flavoring and sweetening agent in food products and has a wide range of pharmacological properties, including antidepressant-like, neuroprotective, anti-cancer and anti-inflammatory properties. This study investigated the metabolic pathways of LQ in vitro (rat liver microsomes) and in vivo (rat model) using ultra high-performance liquid chromatography coupled with hybrid triple quadrupole time-of-flight mass spectrometry (UHPLC-Q-TOF-MS/MS). Moreover, supplementary tools such as key product ions (KPIs) were employed to search for and identify compounds. As a result, 56 in vivo metabolites and 15 in vitro metabolites were structurally characterized. Oxidation, reduction, hydrolysis, methylation, acetylation, and sulfate and glucuronide conjugation were determined to be the major metabolic pathways of LQ, and there were differences in LQ metabolism in vitro and in vivo. In addition, the in vitro and in vivo metabolic pathways were compared in this study.