SesamolinCAS# 526-07-8 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
Cas No. | 526-07-8 | SDF | Download SDF |
PubChem ID | 101746 | Appearance | White powder |
Formula | C20H18O7 | M.Wt | 370.36 |
Type of Compound | Lignans | Storage | Desiccate at -20°C |
Solubility | Soluble in chloroform | ||
Chemical Name | 5-[[(3S,3aR,6R,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]oxy]-1,3-benzodioxole | ||
SMILES | C1C2C(COC2OC3=CC4=C(C=C3)OCO4)C(O1)C5=CC6=C(C=C5)OCO6 | ||
Standard InChIKey | ZZMNWJVJUKMZJY-AFHBHXEDSA-N | ||
Standard InChI | InChI=1S/C20H18O7/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)27-12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19+,20+/m0/s1 | ||
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 | Sesaminol possesses antioxidative activity, can inhibit lipid peroxidation in rat liver and kidney. It also shows neuroprotection effect on hypoxic neuronal and PC12 cells through the suppression of ROS generation and MAPK activation. |
Targets | p38MAPK | Caspase | ERK | JNK | ROS |
In vitro | Neuroprotective Effects of Sesamin and Sesamolin on Gerbil Brain in Cerebral Ischemia[Pubmed: 23674992]Int J Biomed Sci. 2006 Sep; 2(3): 284–8.Sesamin and Sesamolin, abundant lignans found in sesame oil, have been demonstrated to possess several bioactivities beneficial for human health.
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In vivo | Comparative analysis of sesame lignans (sesamin and sesamolin) in affecting hepatic fatty acid metabolism in rats.[Pubmed: 17217563]Br J Nutr. 2007 Jan;97(1):85-95.Effects of sesamin and Sesamolin (sesame lignans) on hepatic fatty acid metabolism were compared in rats.
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Cell Research | Protective effects of sesamin and sesamolin on hypoxic neuronal and PC12 cells.[Pubmed: 13130514 ]J Neurosci Res. 2003 Oct 1;74(1):123-33.Reactive oxygen species (ROS) are important mediators of a variety of pathological processes, including inflammation and ischemic injury. The neuroprotective effects of sesame antioxidants, sesamin and Sesamolin, against hypoxia or H2O2-induced cell injury were evaluated by cell viability or lactate dehydrogenase (LDH) activity.
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Animal Research | Sesamolin inhibits lipid peroxidation in rat liver and kidney.[Pubmed: 9614163]J Nutr. 1998 Jun;128(6):1018-22.Although the sesame lignans, sesaminol and Sesamolinol, have been shown to possess antioxidative activity, less is known about the metabolism and antioxidative properties of Sesamolin, a major constituent of sesame oil.
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Sesamolin Dilution Calculator
Sesamolin Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 2.7001 mL | 13.5004 mL | 27.0008 mL | 54.0015 mL | 67.5019 mL |
5 mM | 0.54 mL | 2.7001 mL | 5.4002 mL | 10.8003 mL | 13.5004 mL |
10 mM | 0.27 mL | 1.35 mL | 2.7001 mL | 5.4002 mL | 6.7502 mL |
50 mM | 0.054 mL | 0.27 mL | 0.54 mL | 1.08 mL | 1.35 mL |
100 mM | 0.027 mL | 0.135 mL | 0.27 mL | 0.54 mL | 0.675 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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Protective effects of sesamin and sesamolin on murine BV-2 microglia cell line under hypoxia.[Pubmed:15308287]
Neurosci Lett. 2004 Aug 26;367(1):10-3.
Sesamin and Sesamolin were tested for their ability to protect BV-2 microglia from hypoxia-induced cell death. These antioxidants dose-dependently reduced hypoxia-induced lactate dehydrogenase (LDH) release and dichlorofluorescein (DCF)-sensitive reactive oxygen species (ROS) production. Their effects on signaling pathway mitogen-activated protein kinases (MAPKs) and caspase-3 in hypoxia-induced cell death were further examined. Extracellular signal-regulated protein kinases (ERK1/2), c-jun NH(2)-terminal kinase (JNK), and p38 MAPKs were activated during hypoxia. The sesamin or Sesamolin reduced caspase-3 and MAPK activation correlated well with diminished LDH release in BV-2 cells under hypoxia. Furthermore, they preserved superoxide dismutase (SOD) and catalase activities in BV-2 cells under hypoxia. Taken together, these results indicate that the mechanism of sesame antioxidants involves inhibition of MAPK pathways and apoptosis through scavenging of ROS in hypoxia-stressed BV-2 cells.
Protective effects of sesamin and sesamolin on hypoxic neuronal and PC12 cells.[Pubmed:13130514]
J Neurosci Res. 2003 Oct 1;74(1):123-33.
Reactive oxygen species (ROS) are important mediators of a variety of pathological processes, including inflammation and ischemic injury. The neuroprotective effects of sesame antioxidants, sesamin and Sesamolin, against hypoxia or H2O2-induced cell injury were evaluated by cell viability or lactate dehydrogenase (LDH) activity. Sesamin and Sesamolin reduced LDH release of PC12 cells under hypoxia or H2O2-stress in a dose-dependent manner. Dichlorofluorescein (DCF)-sensitive ROS production was induced in PC12 cells by hypoxia or H2O2-stress but was diminished in the presence of sesamin and Sesamolin. We evaluated further the role of mitogen-activated protein kinases (MAPKs) and caspase-3 in hypoxia-induced PC12 cell death. Extracellular signal-regulated protein kinase (ERK) 1, c-jun N-terminal kinase (JNK), and p38 MAPKs of signaling pathways were activated during hypoxia. We found that the inhibition of MAPKs and caspase-3 by sesamin and Sesamolin correlated well with the reduction in LDH release under hypoxia. Furthermore, the hypoxia-induced apoptotic-like cell death in cultured cortical cells as detected by a fluorescent DNA binding dye was reduced significantly by sesamin and Sesamolin. Taken together, these results suggest that the protective effect of sesamin and Sesamolin on hypoxic neuronal and PC12 cells might be related to suppression of ROS generation and MAPK activation.
Sesamolin inhibits lipid peroxidation in rat liver and kidney.[Pubmed:9614163]
J Nutr. 1998 Jun;128(6):1018-22.
Although the sesame lignans, sesaminol and Sesamolinol, have been shown to possess antioxidative activity, less is known about the metabolism and antioxidative properties of Sesamolin, a major constituent of sesame oil. To determine the ability of Sesamolin to act as an antioxidant in vivo, we fed rats a diet containing 1% Sesamolin for 2 wk and studied its metabolism and its effects on oxidative stress. About 75% of the ingested Sesamolin was excreted unmetabolized in feces, but it was not detected in urine. Sesamolin and its metabolites, sesamol and Sesamolinol, were excreted primarily as sulfates and glucuronides. The amount of Sesamolin and its metabolites was lower in the plasma than in the liver or kidneys. When we compared rats fed a diet containing 1% Sesamolin for 14 d with those fed a control diet, we found that liver weight was significantly greater in the former group. Lipid peroxidation activity, measured as 2-thiobarbituric acid reactive substances, was significantly lower in the kidneys and liver of the Sesamolin-fed rats than in the controls. In addition, the amount of 8-hydroxy-2'-deoxyguanosine excreted in the urine was significantly lower in the Sesamolin-fed rats. These results suggest that Sesamolin and its metabolites may contribute to the antioxidative properties of sesame seeds and oil and support our hypothesis that sesame lignans reduce susceptibility to oxidative stress.
Comparative analysis of sesame lignans (sesamin and sesamolin) in affecting hepatic fatty acid metabolism in rats.[Pubmed:17217563]
Br J Nutr. 2007 Jan;97(1):85-95.
Effects of sesamin and Sesamolin (sesame lignans) on hepatic fatty acid metabolism were compared in rats. Rats were fed either a lignan-free diet, a diet containing 0.6 or 2 g/kg lignan (sesamin or Sesamolin), or a diet containing both sesamin (1.4 g/kg) and Sesamolin (0.6 g/kg) for 10 d. Sesamin and Sesamolin dose-dependently increased the activity and mRNA abundance of various enzymes involved in hepatic fatty acid oxidation. The increase was much greater with Sesamolin than with sesamin. These lignans increased parameters of hepatic fatty acid oxidation in an additive manner when added simultaneously to an experimental diet. In contrast, they decreased the activity and mRNA abundance of hepatic lipogenic enzymes despite dose-dependent effects not being necessarily obvious. Sesamin and Sesamolin were equally effective in lowering parameters of lipogenesis. Sesamolin accumulated in serum at 33- and 46-fold the level of sesamin at dietary concentrations of 0.6 and 2 g/kg, respectively. The amount of Sesamolin accumulated in liver was 10- and 7-fold that of sesamin at the respective dietary levels. Sesamolin rather than sesamin can account for the potent physiological effect of sesame seeds in increasing hepatic fatty acid oxidation observed previously. Differences in bioavailability may contribute to the divergent effects of sesamin and Sesamolin on hepatic fatty acid oxidation. Sesamin compared to Sesamolin was more effective in reducing serum and liver lipid levels despite Sesamolin more strongly increasing hepatic fatty acid oxidation.
Neuroprotective effects of sesamin and sesamolin on gerbil brain in cerebral ischemia.[Pubmed:23674992]
Int J Biomed Sci. 2006 Sep;2(3):284-8.
Sesamin and Sesamolin, abundant lignans found in sesame oil, have been demonstrated to possess several bioactivities beneficial for human health. Excess generation of nitric oxide in lipopolysaccharide-stimulated rat primary microglia cells was significantly attenuated when they were pretreated with sesamin or Sesamolin. The neuroprotective effect of sesamin and Sesamolin was also observed in vivo using gerbils subjected to a focal cerebral ischemia induced by occlusion of the right common carotid artery and the right middle cerebral artery. Repeated treatment of sesamin or a crude sesame oil extract containing both sesamin and Sesamolin significantly reduced the infarct size, visualized via 2,3,5-triphenyltetrazolium chloride staining, by approximately 50% when compared with the control group. These results suggest that sesamin and Sesamolin exert effective neuroprotection against cerbral ischemia.