104669-02-5

Basic information

• Product Name: Iriflophene 3-C-beta-D-glucopyraside
• Synonyms: Iriflophene 3-C-beta-D-glucopyraside;Iriflophenone 3-C-beta-D-glucopyranoside;Iriflophenone 3-C-glucoside;Iriflophenone 3-C-β-D-glucopyranoside;(3-β-D-Glucopyranosyl-2,4,6-trihydroxyphenyl)(4-hydroxyphenyl)methanone;Iriflophenone 3-C-β-D-glucoside;Iriophenone 3-C-glucoside
• CAS NO: 104669-02-5
• Molecular Formula: C₁₉H₂₀O₁₀
• Molecular Weight: 408.3561
• Mol File: 104669-02-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 669.9°Cat760mmHg
• Flash Point: 239.9°C
• Appearance: /
• Density: 1.68g/cm³
• Vapor Pressure: 7.34E-19mmHg at 25°C
• Refractive Index: 1.734
• PKA: 7.04±0.50(Predicted)
• BRN: 5659115
• CAS DataBase Reference: Iriflophene 3-C-beta-D-glucopyraside(CAS DataBase Reference)
• NIST Chemistry Reference: Iriflophene 3-C-beta-D-glucopyraside(104669-02-5)
• EPA Substance Registry System: Iriflophene 3-C-beta-D-glucopyraside(104669-02-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 104669-02-5(Hazardous Substances Data)

Usage

Description

Iriflophene 3-C-beta-D-glucopyranoside is a bioactive compound derived from the extract of Mangifera indica leaves, which are commonly known as mango leaves. Iriflophene 3-C-beta-D-glucopyraside possesses antioxidant properties and is known for its potential in preventing and treating diseases associated with oxygen free radicals.

Uses

Used in Pharmaceutical Industry:
Iriflophene 3-C-beta-D-glucopyranoside is used as a therapeutic agent for preventing and treating oxygen free radical-associated diseases. Its antioxidant properties help in neutralizing harmful free radicals, thereby reducing the risk of oxidative stress-related disorders.
Used in Nutraceutical Industry:
Iriflophene 3-C-beta-D-glucopyranoside can be used as a functional ingredient in nutraceutical products, such as dietary supplements and health drinks, to provide antioxidant support and promote overall health.
Used in Cosmetic Industry:
Due to its antioxidant properties, Iriflophene 3-C-beta-D-glucopyranoside can be utilized in cosmetic products to protect the skin from oxidative damage, reduce the signs of aging, and maintain skin health.
Used in Agricultural Industry:
Iriflophene 3-C-beta-D-glucopyranoside can be employed as a natural antioxidant in the agricultural sector to enhance the shelf life of fruits and vegetables, as well as to improve the overall quality of agricultural products.

InChI:InChI=1/C19H20O10/c20-6-11-15(25)17(27)18(28)19(29-11)13-10(23)5-9(22)12(16(13)26)14(24)7-1-3-8(21)4-2-7/h1-5,11,15,17-23,25-28H,6H2/t11-,15-,17+,18-,19+/m1/s1

Upstream product

• 133-89-1 UDP-glucose 
• 52591-10-3 4,2',4',6'-tetrahydroxybenzophenone 
• 92631-88-4 iriflophenone 3-C-(2′,3′,6′-tri-O-galloyl)-glucoside 
• 92631-87-3 iriflophenone 3-C-(2′,6′-di-O-galloyl)-glucoside 

Relevant articles and documents

Benzophenone C - And O -glucosides from Cyclopia genistoides (Honeybush) inhibit mammalian α-glucosidase

An enriched fraction of an aqueous extract prepared from the aerial parts of Cyclopia genistoides Vent. yielded a new benzophenone di-C,O-glucoside, 3-C-β-d-glucopyranosyl-4-O-β-d-glucopyranosyliriflophenone (1), together with small quantities of a known benzophenone C-glucoside, 3-C-β-d-glucopyranosylmaclurin (2). The isolated compounds showed α-glucosidase inhibitory activity against an enzyme mixture extracted from rat intestinal acetone powder. Compound 2 exhibited significantly (p 0.05) higher inhibitory activity (54%) than 1 (43%) at 200 μM. In vitro tests in several cell models showed that 1 and its 3-C-monoglucosylated derivative (3-C-β-d-glucopyranosyliriflophenone) were marginally effective (p ≥ 0.05) in increasing glucose uptake.

Tannins and Related Compounds. XXI. Isolation and Characterization of Galloyl and p-Hydroxybenzoyl Esters of Benzophenone and Xanthone C-glucosides from Mangifera indica L.

Six new galloyl and p-hydroxybenzoyl esters (2-7) of benzophenone C-glucosides have been isolated, together with a new benzophenone C-glucoside (1), from the leaves of Mangifera indica L. (Anacardiaceae).On the basis of chemical and spectroscopic evidence, the structures of these compounds have been established as maclurin 3-C-β-D-glucoside (1), maclurin 3-C-(6''-O-p-hydroxybenzoyl)-β-D-glucoside (2), maclurin 3-C-(2''-O-galloyl-6''-O-p-hydroxybenzoyl)-β-D-glucoside (3), maclurin 3-C-(2''-O-p-hydroxybenzoyl-6''-O-galloyl)-β-D-glucoside (4), maclurin 3-C-(2'',3'',6''-tri-O-galloyl)-β-D-glucoside (5), iriflophenone 3-C(2'',6''-di-O-galloyl)-β-D-glucoside (6) and iriflophenone 3-C-(2'',3'',6''-tri-O-galloyl)-β-D-glucoside (7). (-)-Epicatechin 3-O-gallate (9), mangiferin (10), isomangiferin (11) and a new xanthone C-glucoside gallate, mangiferin 6'-O-gallate (8), have also been isolated and their structures have been similarly characterized.Furthermore, the above plant source contained polygalloylglucoses which were characterized on the basis of chemical and high performance liquid chromatographic analyses as a mixture of penta- to undecagalloylglucoses based on a 1,2,3,4,6-penta-O-galloyl-β-D-glucose core.Maclurin 3-C-glucoside (1) has been transformed enzymatically to mangiferin (10) and isomangiferin (11), and it has become clear that 1 is a key intermediate in the biosynthesis of 10 and 11. Keywords - Mangifera indica; Anacardiaceae; galloyl maclurin 3-C-glucoside p-hydroxybenzoate; galloyl iriflopenone 3-C-glucoside; galloyl mangiferin; benzophenone C-glucoside; biosynthesys; mangiferin; isomangiferin; galloylglucose