Bisacurone ACAS# 127214-84-0 |
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Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
Cas No. | 127214-84-0 | SDF | Download SDF |
PubChem ID | 14287398 | Appearance | Oil |
Formula | C15H24O3 | M.Wt | 252.35 |
Type of Compound | Sesquiterpenoids | Storage | Desiccate at -20°C |
Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
Chemical Name | (6S)-6-[(1R,4R,5S)-4,5-dihydroxy-4-methylcyclohex-2-en-1-yl]-2-methylhept-2-en-4-one | ||
SMILES | CC(CC(=O)C=C(C)C)C1CC(C(C=C1)(C)O)O | ||
Standard InChIKey | QJOWFYQIUZMPRY-MYZSUADSSA-N | ||
Standard InChI | InChI=1S/C15H24O3/c1-10(2)7-13(16)8-11(3)12-5-6-15(4,18)14(17)9-12/h5-7,11-12,14,17-18H,8-9H2,1-4H3/t11-,12+,14-,15+/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. |
Bisacurone A Dilution Calculator
Bisacurone A Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 3.9628 mL | 19.8138 mL | 39.6275 mL | 79.255 mL | 99.0688 mL |
5 mM | 0.7926 mL | 3.9628 mL | 7.9255 mL | 15.851 mL | 19.8138 mL |
10 mM | 0.3963 mL | 1.9814 mL | 3.9628 mL | 7.9255 mL | 9.9069 mL |
50 mM | 0.0793 mL | 0.3963 mL | 0.7926 mL | 1.5851 mL | 1.9814 mL |
100 mM | 0.0396 mL | 0.1981 mL | 0.3963 mL | 0.7926 mL | 0.9907 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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Hypolipidemic and Anti-Inflammatory Effects of Curcuma longa-Derived Bisacurone in High-Fat Diet-Fed Mice.[Pubmed:37298318]
Int J Mol Sci. 2023 May 27;24(11):9366.
Turmeric (Curcuma longa) contains various compounds that potentially improve health. Bisacurone is a turmeric-derived compound but has been less studied compared to other compounds, such as curcumin. In this study, we aimed to evaluate the anti-inflammatory and lipid-lowering effects of bisacurone in high-fat diet (HFD)-fed mice. Mice were fed HFD to induce lipidemia and orally administered bisacurone daily for two weeks. Bisacurone reduced liver weight, serum cholesterol and triglyceride levels, and blood viscosity in mice. Splenocytes from bisacurone-treated mice produced lower levels of the pro-inflammatory cytokines IL-6 and TNF-alpha upon stimulation with a toll-like receptor (TLR) 4 ligand, lipopolysaccharide (LPS), and TLR1/2 ligand, Pam3CSK4, than those from untreated mice. Bisacurone Also inhibited LPS-induced IL-6 and TNF-alpha production in the murine macrophage cell line, RAW264.7. Western blot analysis revealed that bisacurone inhibited the phosphorylation of IKKalpha/beta and NF-kappaB p65 subunit, but not of the mitogen-activated protein kinases, p38 kinase and p42/44 kinases, and c-Jun N-terminal kinase in the cells. Collectively, these results suggest that bisacurone has the potential to reduce serum lipid levels and blood viscosity in mice with high-fat diet-induced lipidemia and modulate inflammation via inhibition of NF-kappaB-mediated pathways.
Bisacurone attenuates diabetic nephropathy by ameliorating oxidative stress, inflammation and apoptosis in rats.[Pubmed:36510688]
Hum Exp Toxicol. 2022 Jan-Dec;41:9603271221143713.
BACKGROUND: Diabetes nephropathy (DN) is a serious diabetic problem that may progress to renal failure. The root of Curcuma longa L., often known as turmeric, provides various health benefits. Bisacurone is a bioactive terpenoid found in small amounts in turmeric that possesses anti-inflammatory and antioxidant properties. The present study focuses on the potential protective effects of Bisacurone Against DN via reducing renal inflammation, oxidative stress, and apoptosis. METHODS: Type 2 diabetes was created in rats by feeding them a high-fat/high-sugar diet for 8 weeks, followed by a low dose of streptozotocin and Bisacurone (50 and 100 mug/kg bisacurone) given for 4 weeks. RESULTS: In diabetic rats, bisacurone reduced hyperglycemia, protected against body weight (BW) loss, lowered renal markers, reduced lipid profile alterations and avoided histological abnormalities. Bisacurone treatment reduced oxidative stress by decreasing malondialdehyde (MDA) levels while enhancing antioxidant defenses through superoxide dismutase (SOD), catalase (CAT), and glutathione peroxidase (GPx) levels. Furthermore, bisacurone treatment activated the renal Nrf2/Keap1 signaling pathway but attenuated the high levels of NFkappaB p65, TNF-alpha, IL-1beta, IL-6, Cox2, and iNOS. Bisacurone Also reduced Bax, caspase-3, caspase-9 and cytochrome c but increased Bcl-2 in the kidneys of diabetic rats. CONCLUSION: In the present study, bisacurone reduces DN by reducing hyperglycemia, oxidative stress, inflammation, and apoptosis, while also increasing Nrf2/HO-1 signaling.
Quantification of Bisacurone and Curcuminoids in Turmeric Products by Liquid Chromatography Coupled with Tandem Mass Spectrometry.[Pubmed:35491204]
J Nutr Sci Vitaminol (Tokyo). 2022;68(2):137-139.
Turmeric products have many useful physiological functions and are widely used as health food and food ingredient. Here, we report the use of HPLC-ESI-MS/MS to simultaneously quantify Bisacurone And three curcuminoids (curcumin, demethoxycurcumin, and bisdemethoxycurcumin) in turmeric products (high viscosity liquid, granular powder, tablet, and solution). The results showed that the standard values and measured values of curcumin in each product were almost same. Demethoxycurcumin and bisdemethoxycurcumin were contained in each products. Meanwhile, the content of bisacurone differed greatly among the products. In particular, the highest amount of bisacurone was found in the turmeric product A (high viscosity liquid, 9.48 g/100 g product). It would become important to consider the bisacurone content in turmeric products.
Bisacurone suppresses hepatic lipid accumulation through inhibiting lipogenesis and promoting lipolysis.[Pubmed:32801468]
J Clin Biochem Nutr. 2020 Jul;67(1):43-52.
Turmeric and its components have various health beneficial functions. However, little is known about function of bisacurone, which is one of the sesquiterpenes in turmeric, at the compound level. In this study, we investigated the preventive effect of bisacurone on hepatic lipid accumulation and its mechanism in HepG2 cells and ICR mice. In HepG2 cells, bisacurone significantly inhibited fatty acid-induced intracellular lipid accumulation in a dose-dependent manner. Bisacurone At 10 microM increased protein expression of peroxisome proliferator-activated receptor alpha and carnitine palmitoyltransferase-1A accompanied by phosphorylation of AMP-activated protein kinase. In the liver of ICR mice, bisacurone decreased total lipids, triglyceride, and cholesterol contents. Bisacurone At 10 mg/kg body weight increased phosphorylation of AMP-activated protein kinase, and its downstream acetyl-CoA carboxylase as a rate-limiting enzyme for lipogenesis, while it decreased the nuclear translocation level of sterol regulatory element-binding protein 1 and carbohydrate-responsive element-binding protein as the major transcription factors for lipogenesis. On the other hand, bisacurone promoted lipolysis by up-expression of peroxisome proliferator-activated receptor alpha and carnitine palmitoyltransferase-1A. Thus, bisacurone might be a valuable food factor for preventing hepatic lipid accumulation by inhibiting lipogenesis and promoting lipolysis through phosphorylation of AMP-activated protein kinase.