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M3547

Sigma-Aldrich

Mangiferin Mangifera indica

Synonym(s):

1,3,6,7-Tetrahydroxyxanthone C2-β-D-glucoside

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About This Item

Empirical Formula (Hill Notation):
C19H18O11
CAS Number:
4773-96-0
Molecular Weight:
422.34
MDL number:
MFCD00075656
UNSPSC Code:
12352205
PubChem Substance ID:
24896855
NACRES:
NA.25
Pricing and availability is not currently available.

assay

≥98% (TLC)

Quality Level

200

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c2c(O)cc3Oc4cc(O)c(O)cc4C(=O)c3c2O

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

InChI key

AEDDIBAIWPIIBD-ZJKJAXBQSA-N

General description

Mangiferin (MGF) is a natural bioactive polyphenol predominantly isolated from the Mangifera indica (Mango) tree.[1] It has a xanthone glucoside structure.[2] Mangiferin can also be found in other angiosperm plants and herbs.[3]

Application

Mangiferin has been used:
  • as a reference standard for the characterization of mangiferin from Mangifera indica using ultrasound with three-phase partitioning (UTPP)[4]
  • to study its effects in promoting brown adipose phenotype murine C3H10T1/2 mesenchymal stem cells (MSCs) and its role in mitochondrial biogenesis and homeostasis[5]
  • as a reference standard for the quantitative determination of markers compounds in the culture Swertia paniculata shoot culture using high-performance thin-layer chromatography (HPTLC)[6]

Biochem/physiol Actions

Mangiferin has various pharmacological properties including antioxidant, anti-diabetic, anti-bacterial, cardioprotective, neuroprotective, and immunomodulatory activities.[1] It has also displayed antidiabetic, antihyperlipidemic, and antiatherogenic properties in streptozotocin-induced diabetic rats.[2] MGF exerts chemotherapeutic and chemo-preventative activities.[7] It displays antioxidant, analgesic, and hepatoprotective activity against carbon tetrachloride-induced liver injury.[8] MGF is a known accelerator of gastrointestinal transit (GIT).[9]

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 1 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000435909
0000435909
0000332966
0000276444
SLCM5579

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Md Shamim Rahman et al.
Metabolism: clinical and experimental, 107, 154228-154228 (2020-04-15)
Mangiferin (MF), a xanthonoid derived from Mangifera indica, has shown therapeutic effects on various human diseases including cancer, diabetes, and obesity. Nonetheless, the influence of MF on non-shivering thermogenesis and its underlying mechanism in browning remains unclear. Here, our aim
Zhongtao Wu et al.
The Journal of organic chemistry, 75(16), 5725-5728 (2010-08-14)
Mangiferin, isomangiferin, and homomangiferin, the xanthone C-glycosides with a wide spectrum of pharmacological effects, were synthesized concisely, featuring a C-glycosylation of a xanthene derivative with perbenzylglucopyranosyl N-phenyltrifluoroacetimidate.
Fuchsia Gold-Smith et al.
Nutrients, 8(7) (2016-07-02)
Mangiferin, a bioactive compound derived primarily from Anacardiaceae and Gentianaceae families and found in mangoes and honeybush tea, has been extensively studied for its therapeutic properties. Mangiferin has shown promising chemotherapeutic and chemopreventative potential. This review focuses on the effect
Ahsana Dar et al.
Biological & pharmaceutical bulletin, 28(4), 596-600 (2005-04-02)
Mangiferin, 2-beta-D-glucopyranosyl-1,3,6,7-tetrahydroxy-9H-xanthen-9-one, obtained directly from methanolic extracts of Bombax ceiba leaves in substantial amounts demonstrated strong antioxidant activity (EC(50) 5.8+/-0.96 mug/ml or 13.74 muM) using DPPH assay comparable to rutin, commonly used as antioxidant for medical purposes. The acetyl and
S Muruganandan et al.
Journal of ethnopharmacology, 97(3), 497-501 (2005-03-03)
In the present study, the effect of mangiferin (a xanthone glucoside, isolated from the leaves of Mangifera indica) on the atherogenic potential of streptozotocin (STZ)-diabetes was investigated. In addition, the effect of mangiferin on oral glucose tolerance in glucose-loaded normal
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