24699-16-9

Basic information

• Product Name: isomangiferin
• Synonyms: 4-(β-D-Glucopyranosyl)-1,3,6,7-tetrahydroxy-9H-xanthen-9-one;4-beta-D-Glucopyranosyl-1,3,6,7-tetrahydroxy-9H-xanthen-9-one;4-C-Glucosyl-1,3,6,7-tetrahydroxyxanthone;4-Glucosyl-1,3,6,7-tetrahydroxyxanthone;9H-Xanthen-9-one, 4-b-D-glucopyranosyl-1,3,6,7-tetrahydroxy-
• CAS NO: 24699-16-9
• Molecular Formula: C₁₉H₁₈O₁₁
• Molecular Weight: 422.34
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 24699-16-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 798.8oC at 760 mmHg
• Flash Point: 288.1oC
• Appearance: /
• Density: 1.843
• Vapor Pressure: 6.41E-27mmHg at 25°C
• Refractive Index: 1.788
• Storage Temp.: 2-8°C
• PKA: 6.40±0.20(Predicted)
• CAS DataBase Reference: isomangiferin(CAS DataBase Reference)
• NIST Chemistry Reference: isomangiferin(24699-16-9)
• EPA Substance Registry System: isomangiferin(24699-16-9)

Safety Data

• Hazardous Substances Data: 24699-16-9(Hazardous Substances Data)

Usage

Uses

Isomangiferin is abundant in fibrous root that may be mainly responsible for α-glucosidase inhibitory activity.

Definition

ChEBI: A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3, 6 and 7 and a 1,5-anhydro-D-glucitol moiety at position 1.

InChI:InChI=1/C19H18O11/c20-4-11-15(26)16(27)17(28)19(30-11)13-9(24)2-8(23)12-14(25)5-1-6(21)7(22)3-10(5)29-18(12)13/h1-3,11,15-17,19-24,26-28H,4H2/t11-,15-,16+,17-,19+/m1/s1

Upstream product

• 92631-83-9 3-glucosyl-2,3′,4,4′,6-pentahydroxybenzophenone 

Downstream Products

• 3542-72-1 norathyriol 

Relevant articles and documents

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