3-IsomangostinCAS# 19275-46-8 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
Cas No. | 19275-46-8 | SDF | Download SDF |
PubChem ID | 13873655 | Appearance | Yellow powder |
Formula | C24H26O6 | M.Wt | 410.46 |
Type of Compound | Xanthones | Storage | Desiccate at -20°C |
Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
Chemical Name | 5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-enyl)-3,4-dihydropyrano[3,2-b]xanthen-6-one | ||
SMILES | CC(=CCC1=C2C(=CC(=C1OC)O)OC3=CC4=C(CCC(O4)(C)C)C(=C3C2=O)O)C | ||
Standard InChIKey | KJCDBAVVDILRMP-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 | 3-Isomangostin is a potent human aldose reductase inhibitor with an IC50 of 3.48 uM; it is also an acetylcholinesterase selective inhibitor. 3-Isomangostin has free radical scavenging activity; it shows antiplasmodial activity with IC50 values in the range of 4.71-11.40 uM. |
Targets | ATPase | Potassium Channel | Antifection |
In vitro | 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. Health and Wellness Product from Mangosteen (Garcinia mangostana L.) Rind: Bioactive Potentials[Reference: WebLink]International Journal of Biotechnology for Wellness Industries, 2015, 3(4):111-20.70% AE contained phenolics 60.08± 0.213 mg/g and xanthones 22.56± 0.317 mg/g. HPLC analysis revealed a spectrum of phenolic acids such as gallic, chlorogenic, caffeic, epicatechin, catechin and ferulic acids at various levels. |
Kinase Assay | Inhibitory effects of α-mangostin on mammalian DNA polymerase, topoisomerase, and human cancer cell proliferation.[Pubmed: 23811100]The inhibitory activity of aldose reductase in vitro by constituents of Garcinia mangostana Linn.[Pubmed: 25636870]Prenylated xanthones from mangosteen as promising cholinesterase inhibitors and their molecular docking studies.[Pubmed: 25172794]Phytomedicine. 2014 Sep 25;21(11):1303-9.Garcinia mangostana is a well-known tropical plant found mostly in South East Asia. The present study investigated acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitory activities of G. mangostana extract and its chemical constituents using Ellman's colorimetric method. Phytomedicine. 2015 Jan 15;22(1):49-51.
Food Chem Toxicol. 2013 Sep;59:793-800.We found that the ethanol extract of mangosteen (Garcinia mangostana L.) fruit rind had a strong inhibitory effect on mammalian DNA polymerase (pol) activity and isolated α-mangostin as a potent pol inhibitor from the extract. |
3-Isomangostin Dilution Calculator
3-Isomangostin Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 2.4363 mL | 12.1815 mL | 24.3629 mL | 48.7258 mL | 60.9073 mL |
5 mM | 0.4873 mL | 2.4363 mL | 4.8726 mL | 9.7452 mL | 12.1815 mL |
10 mM | 0.2436 mL | 1.2181 mL | 2.4363 mL | 4.8726 mL | 6.0907 mL |
50 mM | 0.0487 mL | 0.2436 mL | 0.4873 mL | 0.9745 mL | 1.2181 mL |
100 mM | 0.0244 mL | 0.1218 mL | 0.2436 mL | 0.4873 mL | 0.6091 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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Prenylated xanthones from mangosteen as promising cholinesterase inhibitors and their molecular docking studies.[Pubmed:25172794]
Phytomedicine. 2014 Sep 25;21(11):1303-9.
Garcinia mangostana is a well-known tropical plant found mostly in South East Asia. The present study investigated acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitory activities of G. mangostana extract and its chemical constituents using Ellman's colorimetric method. Cholinesterase inhibitory-guided approach led to identification of six bioactive prenylated xanthones showing moderate to potent cholinesterases inhibition with IC50 values of lower than 20.5 muM. The most potent inhibitor of AChE was garcinone C while gamma-mangostin was the most potent inhibitor of BChE with IC50 values of 1.24 and 1.78 muM, respectively. Among the xanthones, mangostanol, 3-Isomangostin, garcinone C and alpha-mangostin are AChE selective inhibitors, 8-deoxygartanin is a BChE selective inhibitor while gamma-mangostin is a dual inhibitor. Preliminary structure-activity relationship suggests the importance of the C-8 prenyl and C-7 hydroxy groups for good AChE and BChE inhibitory activities. The enzyme kinetic studies indicate that both alpha-mangostin and garcinone C are mixed-mode inhibitors, while gamma-mangostin is a non-competitive inhibitor of AChE. In contrast, both gamma-mangostin and garcinone C are uncompetitive inhibitors, while alpha-mangostin is a mixed-mode inhibitor of BChE. Molecular docking studies revealed that alpha-mangostin, gamma-mangostin and garcinone C interacts differently with the five important regions of AChE and BChE. The nature of protein-ligand interactions is mainly hydrophobic and hydrogen bonding. These bioactive prenylated xanthones are worthy for further investigations.
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.
The inhibitory activity of aldose reductase in vitro by constituents of Garcinia mangostana Linn.[Pubmed:25636870]
Phytomedicine. 2015 Jan 15;22(1):49-51.
We investigated aldose reductase inhibition of Garcinia mangostana Linn. from Indonesia. Dichloromethane extract of the root bark of this tree was found to demonstrate an IC50 value of 11.98 microg/ml for human aldose reductase in vitro. From the dichloromethane fraction, prenylated xanthones were isolated as potent human aldose reductase inhibitors. We discovered 3-Isomangostin to be most potent against aldose reductase, with an IC50 of 3.48 microM.
Inhibitory effects of alpha-mangostin on mammalian DNA polymerase, topoisomerase, and human cancer cell proliferation.[Pubmed:23811100]
Food Chem Toxicol. 2013 Sep;59:793-800.
We found that the ethanol extract of mangosteen (Garcinia mangostana L.) fruit rind had a strong inhibitory effect on mammalian DNA polymerase (pol) activity and isolated alpha-mangostin as a potent pol inhibitor from the extract. In this study, the inhibitory activities against mammalian pols by alpha-mangostin and its related five compounds, 3-Isomangostin, xanthone, 9,10-anthraquinone, 9-anthracenecarboxylic acid, and anthracene, were investigated. alpha-Mangostin was the most potent inhibitor of the mammalian pol species among the tested compounds, with IC(5)(0) values of 14.8-25.6 muM. This compound also inhibited human DNA topoisomerases (topos) I and II activities with IC(5)(0) values of 15.0 and 7.5 muM, respectively, but did not inhibit the activities of other DNA metabolic enzymes tested. alpha-Mangostin also did not directly bind to double-stranded DNA as determined by thermal transition analysis. alpha-Mangostin was found to suppress human colon HCT116 carcinoma cell proliferation with an LC(5)(0) of 18.5 muM, inhibit the activity of cellular topos, halt cell cycle in the G2/M phase, and induce apoptosis. These results suggest that decreased proliferation by alpha-mangostin may be a result of the inhibition of cellular topos rather than pols, and alpha-mangostin might be an anticancer chemotherapeutic agent.