CAS Number4773-96-0
SynonymsHedysaride; (1S)-1,5-Anhydro-1-(1,3,6,7-tetrahydroxy-9-oxo-9H-xanthen-2-yl)-D-glucitol; hedysarid; MANGIFERN; aphloiol; chinonin; chinomin; MFCD00075656; Alpizarine; alpizarin; Mangiferin; ChinoMine
Molecular FormulaC19H18O11
Molecular Weight422.34
Purity≥98 (TLC)%
Density1.8±0.1 g/cm3
Boiling Point842.7±65.0 °C at 760 mmHg
Melting Point269-270ºC
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 4773-96-0 |
| Catalog No. | 2A-0201502 |
| Chinese Name | 芒果苷 |
| Synonyms | Hedysaride; (1S)-1,5-Anhydro-1-(1,3,6,7-tetrahydroxy-9-oxo-9H-xanthen-2-yl)-D-glucitol; hedysarid; MANGIFERN; aphloiol; chinonin; chinomin; MFCD00075656; Alpizarine; alpizarin; Mangiferin; ChinoMine |
| Molecular Formula | C19H18O11 |
| Molecular Weight | 422.34 |
| Purity | ≥98 (TLC) |
| Density | 1.8±0.1 g/cm3 |
| Boiling Point | 842.7±65.0 °C at 760 mmHg |
| Melting Point | 269-270ºC |
| Appearance | powder |
| Storage Condition | 2-8°C |
| Application | Mangiferin is an Nrf2 activator. Mangiferin inhibits nuclear translocation of NF-κB subunits p65 and p50. |
| PubChem ID | 24896855 |
| MDL Number | MFCD00075656 |
| SMILES | 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 |
| NACRES Code | NA.25 |
| UNSPSC | 12352205 |
| Hazard Symbols | 6.1 |
| MSDS | msds/11285_1_4773_96_0.pdf |
| Bioactivity | Mangiferin is a Nrf2 activator. Mangiferin suppresses nuclear translocation of the NF-κB subunits p65 and p50. Related Catalog Signaling Pathways >> NF-κB >> Keap1-Nrf2 Research Areas >> Cancer Natural Products >> Flavonoids Target p65 p50 Nrf2 In Vitro Mangiferin is glucosylxanthone extracted from plants of the Anacardiaceae and Gentianaceae families. Mangiferin (50 μM) significantly increases Nrf2 protein accumulation in HL-60 cells, particularly in the nucleus. Mangiferin also enhances the binding of Nrf2 to an antioxidant response element (ARE), significantly up-regulates NAD(P)H:quinone oxidoreductase 1 (NQO1) expression and reduces intracellular ROS in HL60 cells. Mangiferin alone dose-dependently inhibits the proliferation of HL-60 cells. In mononuclear cells (MNCs), Mangiferin significantly relieves oxidative stress, but attenuates etoposide-induced cytotoxicity[1]. Mangiferin is a natural phytopolyphenol that exhibits various pharmacological properties. Mangiferin is present in several plant species such as Mangifera indica, Iris unguicularis, and Anemarrhena asphodeloides. Mangiferin downregulates TNF-α-induced MMP-9 mRNA and protein expression by suppressing NF-κB activity, consequently suppressing the invasion of LNCaP cells.To assess whether Mangiferin influences the viability of LNCaP cells, MTT assay is performed 24 h after treatment with different concentrations of Mangiferin in the presence or absence of TNF-α in serum and serum-free conditions. There are no cytotoxic evident in LNCaP cells treated with up to 400 μM of Mangiferin alone under both serum and serum-free conditions. Additionally, in the presence of TNF-α (20 ng/mL), Mangiferin does not affect cell viability. Mangiferin (400 μM) treatment significantly decreases the NF-κB luciferase activity in TNF-α-stimulated LNCaP cells. Pretreatment with Mangiferin (400 μM) for 1 h significantly decreases TNF-α-induced NF-κB activity. The RT-PCR shows that Mangiferin (400 μM) significantly suppresses the TNF-α-induced MMP-9 expression in LNCaP cells[2]. Cell Assay LNCaP cells are cultured at 37°C in 5% CO2 in RPMI supplemented with 10% FBS and antibiotics. Cell viability is determined by an MTT assay. Briefly, LNCaP cells (1×105 cells/mL) are plated onto 24 well plates and incubated overnight in serum and serum-free RPMI media. The cells are treated with the indicated concentrations of Mangiferin (100, 200, and 400 μM) for 1 h and then stimulated with TNF-α (20 ng/mL) for 24 h. Then, the cells are incubated with a solution of 0.5 mg/mL MTT and incubation for 45 min at 37°C and 5% CO2. Supernatant is removed and the formation of formazan is observed by monitoring the signal at 540 nm using a microplate reader[2]. References [1]. Zhang BP, et al. Mangiferin activates Nrf2-antioxidant response element signaling without reducing the sensitivity to etoposide of human myeloid leukemia cells in vitro. Acta Pharmacol Sin. 2014 Feb;35(2):257-66. [2]. Dilshara MG, et al. Mangiferin inhibits tumor necrosis factor-α-induced matrix metalloproteinase-9 expression and cellular invasion by suppressing nuclear factor-κB activity. BMB Rep. 2015 Oct;48(10):559-64. Chemical & Physical Properties Density 1.8±0.1 g/cm3 Boiling Point 842.7±65.0 °C at 760 mmHg Melting Point 269-270ºC Molecular Formula C19H18O11 Molecular Weight 422.340 Flash Point 303.6±27.8 °C Exact Mass 422.084900 PSA 201.28000 LogP 0.13 Vapour Pressure 0.0±3.3 mmHg at 25°C Index of Refraction 1.789 InChIKey AEDDIBAIWPIIBD-ZJKJAXBQSA-N SMILES O=c1c2cc(O)c(O)cc2oc2cc(O)c(C3OC(CO)C(O)C(O)C3O)c(O)c12 Storage condition 2-8°C |
| Use of | Mangiferin is a Nrf2 activator. Mangiferin suppresses nuclear translocation of the NF-κB subunits p65 and p50. Properties Articles48 Name mangiferin Synonym More Synonyms Mangiferin Biological Activity Description Mangiferin is a Nrf2 activator. Mangiferin suppresses nuclear translocation of the NF-κB subunits p65 and p50. Related Catalog Signaling Pathways >> NF-κB >> Keap1-Nrf2 Research Areas >> Cancer Natural Products >> Flavonoids References [1]. Zhang BP, et al. Mangiferin activates Nrf2-antioxidant response element signaling without reducing the sensitivity to etoposide of human myeloid leukemia cells in vitro. Acta Pharmacol Sin. 2014 Feb;35(2):257-66. [2]. Dilshara MG, et al. Mangiferin inhibits tumor necrosis factor-α-induced matrix metalloproteinase-9 expression and cellular invasion by suppressing nuclear factor-κB activity. BMB Rep. 2015 Oct;48(10):559-64. Chemical & Physical Properties Molecular Formula C19H18O11 Exact Mass 422.084900 PSA 201.28000 Index of Refraction 1.789 InChIKey AEDDIBAIWPIIBD-ZJKJAXBQSA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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