Beta-mangostinCAS# 20931-37-7 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 20931-37-7 | SDF | Download SDF |
| PubChem ID | 5495925 | Appearance | Yellow powder |
| Formula | C25H28O6 | M.Wt | 424.49 |
| Type of Compound | Xanthones | Storage | Desiccate at -20°C |
| Synonyms | β-Mangostin | ||
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 1,6-dihydroxy-3,7-dimethoxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one | ||
| SMILES | CC(=CCC1=C(C=C2C(=C1O)C(=O)C3=C(C(=C(C=C3O2)O)OC)CC=C(C)C)OC)C | ||
| Standard InChIKey | YRKKJHJIWCRNCW-UHFFFAOYSA-N | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Beta-mangostin has cytotoxic, and anti-inflammatory effects, it exhibits strong antibacterial activity against B. cereus, and Mycobacterium tuberculosis with the MIC value of 0.25, and 6.25 microg/ml, respectively. It also shows antimalarial activity against Plasmodium falciparum with IC(50) values of 7.2 microg/ml. |
| Targets | COX | TNF-α | PGE | NF-kB | IL Receptor | Antifection |
| In vitro | β Mangostin suppress LPS-induced inflammatory response in RAW 264.7 macrophages in vitro and carrageenan-induced peritonitis in vivo.[Pubmed: 24607509]J Ethnopharmacol. 2014 Apr 28;153(2):435-45.The fruit hull of Garcinia mangostana Linn. has been used in traditional medicine for treatment of various inflammatory diseases. Hence, this study aims to investigate the in vitro and in vivo anti-inflammatory effect of β mangostin (βM), a major compound present in Garcinia mangostana.
Antibacterial tetraoxygenated xanthones from the immature fruits of Garcinia cowa.[Pubmed: 25110196]Fitoterapia. 2014 Oct;98:179-83.
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| Cell Research | In vitro antiplasmodial activity of benzophenones and xanthones from edible fruits of Garcinia species.[Pubmed: 24963617]Planta Med. 2014 Jun;80(8-9):676-81.Species of Garcinia have been used to combat malaria in traditional African and Asian medicines, including Ayurveda.
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| Structure Identification | Chem Pharm Bull (Tokyo). 2006 May;54(5):745-7.Cytotoxic and antimalarial prenylated xanthones from Cratoxylum cochinchinense.[Pubmed: 16651783]
Chem Pharm Bull (Tokyo). 2003 Jul;51(7):857-9.Antimycobacterial activity of prenylated xanthones from the fruits of Garcinia mangostana.[Pubmed: 12843596]
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Beta-mangostin Dilution Calculator
Beta-mangostin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.3558 mL | 11.7788 mL | 23.5577 mL | 47.1154 mL | 58.8942 mL |
| 5 mM | 0.4712 mL | 2.3558 mL | 4.7115 mL | 9.4231 mL | 11.7788 mL |
| 10 mM | 0.2356 mL | 1.1779 mL | 2.3558 mL | 4.7115 mL | 5.8894 mL |
| 50 mM | 0.0471 mL | 0.2356 mL | 0.4712 mL | 0.9423 mL | 1.1779 mL |
| 100 mM | 0.0236 mL | 0.1178 mL | 0.2356 mL | 0.4712 mL | 0.5889 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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beta-Mangostin is a natural product.
References:
[1]. D Xu, et al. A concise and efficient total synthesis of α-mangostin and β-mangostin from Garcinia mangostana. Natural Product Communications, 2013, 8(8):1101-3
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beta Mangostin suppress LPS-induced inflammatory response in RAW 264.7 macrophages in vitro and carrageenan-induced peritonitis in vivo.[Pubmed:24607509]
J Ethnopharmacol. 2014 Apr 28;153(2):435-45.
ETHNOPHARMACOLOGICAL RELEVANCE: The fruit hull of Garcinia mangostana Linn. has been used in traditional medicine for treatment of various inflammatory diseases. Hence, this study aims to investigate the in vitro and in vivo anti-inflammatory effect of beta mangostin (betaM), a major compound present in Garcinia mangostana. MATERIALS AND METHODS: The in silico analysis of inflammatory mediators such as cyclooxygenase (COX) and nuclear factor-kappa B (NF-kB) were performed via molecular docking. Further evaluation of anti-inflammatory effect was conducted in lipopolysaccharide (LPS) induced RAW 264.7 macrophages. Suppression of activated NF-kB was analyzed by high content screening. betaM triggered inhibition of COX-1 and COX-2 in vitro were studied using biochemical kit. The in vivo model used in this study was carrageenan-induced peritonitis model, where reduction in carrageenan-induced peritonitis is measured by leukocyte migration and vascular permeability. In addition, the evaluation of betaMs effect on carrageenan induced TNF-alpha and IL-1beta release on peritoneal fluid was also carried out. RESULTS: Treatment with betaM could inhibit the LPS-induced NO production but not the viability of RAW 264.7. Similarly, betaM inhibited PGE2 production and the cytokines: TNF-alpha and IL-6. The COX catalyzed prostaglandin biosynthesis assay had showed selective COX-2 inhibition with a 53.0+/-6.01% inhibition at 20 microg/ml. Apart from this, betaM was capable in repressing translocation of NF-kB into the nucleus. These results were concurrent with molecular docking which revealed COX-2 selectivity and NF-kB inhibition. The in vivo analysis showed that after four hours of peritonitis, betaM was unable to reduce vascular permeability, yet could decrease the total leukocyte migration; particularly, neutrophils. Meanwhile, dexamethasone 0.5 mg/kg, successfully reduced vascular permeability. The levels of TNF-alpha and IL-1beta in peritoneal fluid was reduced significantly by betaM treatment. CONCLUSION: The current study supports the traditional use of Garcinia mangostana fruit hull for treatment of inflammatory conditions. In addition, it is clear that the anti-inflammatory efficacy of this plant is not limited to the presence of alpha and gamma, but beta also with significant activity.
Antimycobacterial activity of prenylated xanthones from the fruits of Garcinia mangostana.[Pubmed:12843596]
Chem Pharm Bull (Tokyo). 2003 Jul;51(7):857-9.
Prenylated xanthones, isolated from the fruit hulls and the edible arils and seeds of Garcinia mangostana, were tested for their antituberculosis potential. Alpha- and Beta-mangostins and garcinone B exhibited strong inhibitory effect against Mycobacterium tuberculosis with the minimum inhibitory concentration (MIC) value of 6.25 microg/ml. Tri- and tetra-oxygenated xanthones with di-C5 units or with a C5 and a modified C5 groups are essential for high activities. Substitution in the A and C rings has been shown to modify the bioactivity of the compounds.
Antibacterial tetraoxygenated xanthones from the immature fruits of Garcinia cowa.[Pubmed:25110196]
Fitoterapia. 2014 Oct;98:179-83.
A phytochemical investigation of the acetone extract from the immature fruits of Garcinia cowa led to the isolation of two novel tetraoxygenated xanthones, garcicowanones A (1) and B (2), together with eight known tetraoxygeanted xanthones. Their structures were determined by spectroscopic analysis. All isolated compounds were evaluated for their antibacterial activity against Bacillus cereus TISTR 688, Bacillus subtilis TISTR 008, Micrococcus luteus TISTR 884, Staphylococcus aureus TISTR 1466, Escherichia coli TISTR 780, Pseudomonas aeruginosa TISTR 781, Salmonella typhimurium TISTR 292 and Staphylococcus epidermidis ATCC 12228. alpha-Mangostin showed potent activity (MIC 0.25-1 mug/mL) against three Gram-positive strains and garcicowanone A and Beta-mangostin exhibited strong antibacterial activity against B. cereus with the same MIC values of 0.25 mug/mL.
Cytotoxic and antimalarial prenylated xanthones from Cratoxylum cochinchinense.[Pubmed:16651783]
Chem Pharm Bull (Tokyo). 2006 May;54(5):745-7.
A new prenylated xanthone, 5-O-methylcelebixanthone (1), together with six known compounds; celebixanthone (2), 1,3,7-trihydroxy-2,4-di(3-methylbut-2-enyl)xanthone (3), cochinchinone A (4), alpha-mangostin (5), Beta-mangostin (6) and cochinchinone C (7) were isolated from roots of Cratoxylum cochinchinense. Their structures were elucidated by spectroscopic methods. Compounds 2 and 4-7 showed cytotoxic activity against the human lung cancer cell line (NCI-H187) with IC(50) values ranging from 0.65 to 5.2 microg/ml. Compounds 1, 2, 6 and 7 also showed antimalarial activity against Plasmodium falciparum with IC(50) values of 3.2, 4.9, 7.2 and 2.6 microg/ml, respectively.
In vitro antiplasmodial activity of benzophenones and xanthones from edible fruits of Garcinia species.[Pubmed:24963617]
Planta Med. 2014 Jun;80(8-9):676-81.
Species of Garcinia have been used to combat malaria in traditional African and Asian medicines, including Ayurveda. In the current study, we have identified antiplasmodial benzophenone and xanthone compounds from edible Garcinia species by testing for in vitro inhibitory activity against Plasmodium falciparum. Whole fruits of Garcinia xanthochymus, G. mangostana, G. spicata, and G. livingstonei were extracted and tested for antiplasmodial activity. Garcinia xanthochymus was subjected to bioactivity-guided fractionation to identify active partitions. Purified benzophenones (1-9) and xanthones (10-18) were then screened in the plasmodial lactate dehydrogenase assay and tested for cytotoxicity against mammalian (Vero) cells. The benzophenones guttiferone E (4), isoxanthochymol (5), and guttiferone H (6), isolated from G. xanthochymus, and the xanthones alpha-mangostin (15), Beta-mangostin (16), and 3-isomangostin (17), known from G. mangostana, showed antiplasmodial activity with IC50 values in the range of 4.71-11.40 microM. Artemisinin and chloroquine were used as positive controls and exhibited IC50 values in the range of 0.01-0.24 microM. The identification of antiplasmodial benzophenone and xanthone compounds from G. xanthochymus and G. mangostana provides evidence for the antiplasmodial activity of Garcinia species and warrants further investigation of these fruits as dietary sources of chemopreventive compounds.
