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Mangiferin

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Mangiferin Basic information

Product Name:
Mangiferin
Synonyms:
  • 1,3,6,7-tetrahydroxy-2-[(3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one
  • 1,3,6,7-TETRAHYDROXYXANTHONE-2-C-GLUCOSIDE
  • 1,3,6,7-Tetrahydroxyxanthone C2-beta-D-glucoside
  • 2-beta-d-glucopyranosyl-1,3,6,7-tetrahydroxy-9h-xanthen-9-one
  • mangiferin from mangifera indica leaves
  • MANGIFERIN 98% HPLC
  • Mangiferin90%
  • 2-β-D-Glucopyranosyl-1,3,6,7-tetrahydroxy-9H-xanthen-9-one
CAS:
4773-96-0
MF:
C19H18O11
MW:
422.34
EINECS:
624-757-7
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • The group of Anemarrhenae
  • The group of Danshen
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • Xanthones
  • standardized herbal extract
  • Inhibitors
  • 4773-96-0
Mol File:
4773-96-0.mol
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Mangiferin Chemical Properties

Melting point:
269-270°C
storage temp. 
2-8°C
solubility 
DMSO (Slightly, Sonicated), Methanol (Slightly), Pyridine (Slightly, Heated)
form 
Solid
Boiling point:
842.7±65.0 °C(Predicted)
Density 
1.843±0.06 g/cm3(Predicted)
pka
6.09±0.20(Predicted)
color 
Pale Yellow
Stability:
Hygroscopic
InChI
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+/s3
InChIKey
AEDDIBAIWPIIBD-AZBPZEDSNA-N
SMILES
OC1=C([C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)C(O)=CC2OC3=CC(O)=C(O)C=C3C(=O)C1=2 |&1:3,4,5,7,9,r|
LogP
0.130 (est)
CAS DataBase Reference
4773-96-0(CAS DataBase Reference)
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Safety Information

Hazard Codes 
T+,Xi,Xn
Risk Statements 
28-36/37/38-22
Safety Statements 
22-28-36/37-45-36-26-24/25
RIDADR 
UN 3462 6.1/PG 1
WGK Germany 
3
RTECS 
OP1927800
HS Code 
29389090

MSDS

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Mangiferin Usage And Synthesis

Description

Mangiferin is a plant natural polyphenol of C-glycosylxanthone structure and various pharmacological activities. It can be found in many plant species, among which the mango tree (Mangifera indica) is one of the primary sources. Mangiferin is also present in some medicinal herbs, influencing their therapeutic and preventive properties, and in honeybush (Cyclopia sp.), a popular South African herbal tea. Mangiferin dissolves well in water, so it can be easily extracted into infusions and decoctions. In the mangiferin molecule, four aromatic hydroxyl groups determine its strong antiradical and antioxidant properties. Mangiferin is also an efficient iron chelator, therefore preventing the generation of hydroxyl radicals in Fenton-type reactions[1].

Chemical Properties

Yellow powder

Uses

MAO inhibitor, immunostimulant

Uses

Mangiferin is a xanthonoid, a chemical compound found in mangoes and in Anemarrhena asphodeloides rhizomes. Mangiferin has effect of hepatinica and choleretic, and is used to therapy hepatitis. Mangiferin is an anti-inflammatory, antivirotic, central nervous system inhibit function and immunologic suppression. Mangiferin has curative effect on chronic bronchitis. Mangiferin has cytotoxicity effect on hepatocellularcarcinoma ce1l, and may induce apoptosis. Mangiferin has the effect of antioxidation and delaying caducity.

Definition

ChEBI: A C-glycosyl compound consisting of 1,3,6,7-tetrahydroxyxanthen-9-one having a beta-D-glucosyl residue at the 6-position.

General Description

Mangiferin (MGF) is a natural bioactive polyphenol predominantly isolated from the Mangifera indica (Mango) tree. It has a xanthone glucoside structure. Mangiferin can also be found in other angiosperm plants and herbs.

Biochem/physiol Actions

Mangiferin has various pharmacological properties including antioxidant, anti-diabetic, anti-bacterial, cardioprotective, neuroprotective, and immunomodulatory activities. It has also displayed antidiabetic, antihyperlipidemic, and antiatherogenic properties in streptozotocin-induced diabetic rats. MGF exerts chemotherapeutic and chemo-preventative activities. It displays antioxidant, analgesic, and hepatoprotective activity against carbon tetrachloride-induced liver injury. MGF is a known accelerator of gastrointestinal transit (GIT).

References

[1] Adam Matkowski. “Mangiferin - a bioactive xanthonoid, not only from mango and not just antioxidant.” Mini reviews in medicinal chemistry 13 3 (2013): 439–55.

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