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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:
Molecular Weight:
422.34
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25
Pricing and availability is not currently available.

Assay

≥98% (TLC)

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 1 Oral

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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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
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
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.
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
Extraction of mangiferin from Mangifera indica leaves using three phase partitioning coupled with ultrasound
Kulkarni VM and Rathod VK
Industrial Crops and Products, 52, 292-297 (2014)

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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