Mangiferin

Mangiferin is a glucosylxanthone (xanthonoid). This molecule is a glucoside of norathyriol.

Mangiferin
Chemical structure of mangiferin
Chemical structure of mangiferin 3D
Names
IUPAC name
2-(β-D-Glucopyranosyl)-1,3,6,7-tetrahydroxy-9H-xanthen-9-one
Systematic IUPAC name
1,3,6,7-Tetrahydroxy-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-9H-xanthen-9-one
Other names
(1S)-1,5-Anhydro-1-(1,3,6,7-tetrahydroxy-9-oxo-9H-xanthen-2-yl)-D-glucitol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.153.319 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C19H18O11/c20-4-11-15(25)17(27)18(28)19(30-11)12-8(23)3-10-13(16(12)26)14(24)5-1-6(21)7(22)2-9(5)29-10/h1-3,11,15,17-23,25-28H,4H2/t11-,15-,17+,18-,19+/m1/s1 ☒N
    Key: AEDDIBAIWPIIBD-ZJKJAXBQSA-N ☒N
  • InChI=1/C19H18O11/c20-4-11-15(25)17(27)18(28)19(30-11)12-8(23)3-10-13(16(12)26)14(24)5-1-6(21)7(22)2-9(5)29-10/h1-3,11,15,17-23,25-28H,4H2/t11-,15-,17+,18-,19+/m1/s1
    Key: AEDDIBAIWPIIBD-ZJKJAXBQBF
  • C1=C2C(=CC(=C1O)O)OC3=C(C2=O)C(=C(C(=C3)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
Properties
C19H18O11
Molar mass422.342 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Natural occurrences

Mangiferin was first isolated from the leaves and bark of Mangifera indica (the mango tree).[1] It can also be extracted from mango peels and kernels,[2][3] Iris unguicularis,[4] Anemarrhena asphodeloides rhizomes[5] and Bombax ceiba leaves.[6] It is also found in the genera Salacia and Cyclopia, as well as in coffee leaves and some species of Crocus.

Among the group of Asplenium hybrids known as the "Appalachian Asplenium complex", mangiferin and isomangiferin are produced only by Asplenium montanum and its hybrid descendants. The distinctive gold-orange fluorescence of these compounds under ultraviolet light has been used to aid in the chromatographic identification of hybrid Aspleniums.[7]

Research

Preliminary research is conducted on the potential biological properties of mangiferin,[8] although there are no confirmed anti-disease effects or prescription drugs approved, as of 2019.[9]

See also

References