Bisacurone

CAS# 120681-81-4

Bisacurone

2D Structure

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Quality Control of Bisacurone

3D structure

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Bisacurone

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Chemical Properties of Bisacurone

Cas No. 120681-81-4 SDF Download SDF
PubChem ID 14287397 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,4S,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-NEBZKDRISA-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.
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.
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.

Source of Bisacurone

The rhizome of Curcuma longa.

Biological Activity of Bisacurone

Description1. Bisacurone has anti-oxidant, anti-inflammatory, and anti-metastatic activities. 2. Bisacurone may have a protective effect against ethanol-induced liver injury by suppressing hepatic oxidation and inflammation.
TargetsTNF-α | IL Receptor | ROS | p65 | NF-kB | Akt | PKC | IkB | IKK

Bisacurone Dilution Calculator

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Bisacurone Molarity Calculator

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Preparing Stock Solutions of Bisacurone

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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References on Bisacurone

Bisacurone inhibits adhesion of inflammatory monocytes or cancer cells to endothelial cells through down-regulation of VCAM-1 expression.[Pubmed:18602074]

Int Immunopharmacol. 2008 Sep;8(9):1272-81.

Bisacurone, one of the active compounds of the traditionally used indigenous herb Curcuma longa Linne (Zingiberaceae), has anti-oxidant, anti-inflammatory, and anti-metastatic activities. We studied how the level of vascular cell adhesion molecule-1 (VCAM-1), one of the key molecules in the development of atherosclerosis as well as carcinogenesis and metastasis, might be affected by Bisacurone in tumor necrosis factor-alpha (TNF-alpha)-activated human umbilical vein endothelial cells (HUVECs). Bisacurone dose-dependently inhibited TNF-alpha-mediated expression of VCAM-1. It showed significant suppressive effect on ROS generation in response to TNF-alpha stimulation and it blocked nuclear factor-kappa B (NF-kappaB) p65 translocation into the nucleus and phosphorylation of inhibitory factor kappaBalpha (IkappaBalpha). It also inhibited phosphorylation of Akt and PKC, which are upstream in the regulation of VCAM-1 by TNF-alpha. Furthermore, Bisacurone decreased U937 monocyte and human oral cancer cell (Hep-2, QLL-I, SCC-15) adhesion to HUVECs stimulated by TNF-alpha, suggesting that it may inhibit the binding of these cells by regulating the expression of critical adhesion molecules by TNF-alpha. Thus, Bisacurone may be beneficial in the treatment of inflammatory diseases, such as atherosclerosis, where inflammatory monocytes are involved in their pathology, and, moreover, in the development of tumors.

A hot water extract of turmeric (Curcuma longa) suppresses acute ethanol-induced liver injury in mice by inhibiting hepatic oxidative stress and inflammatory cytokine production.[Pubmed:28620478]

J Nutr Sci. 2017 Jan 12;6:e3.

Turmeric (Curcuma longa) is a widely used spice that has various biological effects, and aqueous extracts of turmeric exhibit potent antioxidant activity and anti-inflammatory activity. Bisacurone, a component of turmeric extract, is known to have similar effects. Oxidative stress and inflammatory cytokines play an important role in ethanol-induced liver injury. This study was performed to evaluate the influence of a hot water extract of C. longa (WEC) or Bisacurone on acute ethanol-induced liver injury. C57BL/6 mice were orally administered WEC (20 mg/kg body weight; BW) or Bisacurone (60 microg/kg BW) at 30 min before a single dose of ethanol was given by oral administration (3.0 g/kg BW). Plasma levels of aspartate aminotransferase and alanine aminotransferase were markedly increased in ethanol-treated mice, while the increase of these enzymes was significantly suppressed by prior administration of WEC. The increase of alanine aminotransferase was also significantly suppressed by pretreatment with Bisacurone. Compared with control mice, animals given WEC had higher hepatic tissue levels of superoxide dismutase and glutathione, as well as lower hepatic tissue levels of thiobarbituric acid-reactive substances, TNF-alpha protein and IL-6 mRNA. These results suggest that oral administration of WEC may have a protective effect against ethanol-induced liver injury by suppressing hepatic oxidation and inflammation, at least partly through the effects of Bisacurone.

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