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7Beta-Hydroxycholesterol

CAS# 566-27-8

7Beta-Hydroxycholesterol

Catalog No. BCN2751----Order now to get a substantial discount!

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Chemical structure

7Beta-Hydroxycholesterol

3D structure

Chemical Properties of 7Beta-Hydroxycholesterol

Cas No. 566-27-8 SDF Download SDF
PubChem ID 91473 Appearance Powder
Formula C27H46O2 M.Wt 402.65
Type of Compound Steroids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (7R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol
SMILES CC(C)CCCC(C)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)O)C
Standard InChIKey OYXZMSRRJOYLLO-ISPKDCJXSA-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.
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.

Biological Activity of 7Beta-Hydroxycholesterol

Description7beta-Hydroxycholesterol, a major cytotoxin in oxidized LDL, induces Ca(2+) oscillations, MAP kinase activation and apoptosis in human aortic smooth muscle cells. 7beta-Hydroxycholesterol and 7-ketocholesterol have dual cytotoxic effects on the cells of the vascular wall by their ability to induce apoptosis in endothelial and smooth muscle cells and necrosis in fibroblasts. 7beta-Hydroxycholesterol can inhibit the proliferation of NCI-H460 cells through apoptosis via caspase activation. It can reinforce the susceptibility of K562 adriamycin-resistant cells to this drug, it also can enhance radiosensitivity in RDM4 cells.
TargetsLDL | Calcium Channel | MAPK | Caspase | ROS
In vitro

Cytotoxic effect of 7beta-hydroxycholesterol on human NCI-H460 lung cancer cells.[Pubmed: 16079477]

Biol. Pharm. Bull., 2005, 28(8):1377-80.

The cytotoxic activity of 7Beta-Hydroxycholesterol (7beta-OHC) was evaluated on human NCI-H460 lung cancer cells.
METHODS AND RESULTS:
7beta-OHC decreased clonogenic survival of NCI-H460 in a dose dependent pattern. 7beta-OHC induced apoptosis in NCI-H460, with the characteristic features like increase in sub-G(1) hypodiploid (apoptotic) cells, and apoptotic body formation, as evidenced by flow cytometry and fluorescence microscope, respectively. Apoptosis was also associated with loss of mitochondrial transmembrane potential, and the activation of caspases 9 and 3. 7beta-OHC resulted in generation of reactive oxygen species (ROS) during apoptosis.
CONCLUSIONS:
On the whole, the results indicated that 7beta-OHC inhibited the proliferation of NCI-H460 cells through apoptosis via caspase activation.

Effects of combinations of 7beta-hydroxycholesterol and anticancer drugs or ionizing radiation on the proliferation of cultured tumor cells.[Pubmed: 12014676]

Anticancer Res., 2002, 22(2A):943-8.

Oxysterols compose a large class of natural substances endowed in a number of cases with marked antiproliferative and cytotoxic activities.
METHODS AND RESULTS:
The consequences of treatments combining 7Beta-Hydroxycholesterol (7beta-OHC) or XG-142 (a galactose-linked hydrosoluble derivative of 7beta-OHC) with drugs used in cancer chemotherapy or gamma radiation has been evaluated upon a variety of tumor cell lines: Hep-G2, U937, K562 cells, its adriamycin-resistant variant K562 Adr+ and RDM4. Proliferation was assessed by the Uptiblue assay and the [3H]Thymidine incorporation test.
CONCLUSIONS:
Results indicated that 7beta-OHC increased the sensitivity of tumor cells to adriamycin, VP-16, 5-FU and bleomycin to various degrees. 7beta-OHC was found to reinforce the susceptibility of K562 adriamycin-resistant cells to this drug. In RDM4 cells, an enhanced radiosensitivity by 7beta-OHC was also obtained, whereas XG-142 was less efficient in provoking such an effect.

7Beta-Hydroxycholesterol Dilution Calculator

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7Beta-Hydroxycholesterol Molarity Calculator

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Preparing Stock Solutions of 7Beta-Hydroxycholesterol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.4835 mL 12.4177 mL 24.8355 mL 49.6709 mL 62.0887 mL
5 mM 0.4967 mL 2.4835 mL 4.9671 mL 9.9342 mL 12.4177 mL
10 mM 0.2484 mL 1.2418 mL 2.4835 mL 4.9671 mL 6.2089 mL
50 mM 0.0497 mL 0.2484 mL 0.4967 mL 0.9934 mL 1.2418 mL
100 mM 0.0248 mL 0.1242 mL 0.2484 mL 0.4967 mL 0.6209 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 7Beta-Hydroxycholesterol

Cytotoxic effect of 7beta-hydroxycholesterol on human NCI-H460 lung cancer cells.[Pubmed:16079477]

Biol Pharm Bull. 2005 Aug;28(8):1377-80.

The cytotoxic activity of 7Beta-Hydroxycholesterol (7beta-OHC) was evaluated on human NCI-H460 lung cancer cells. 7beta-OHC decreased clonogenic survival of NCI-H460 in a dose dependent pattern. 7beta-OHC induced apoptosis in NCI-H460, with the characteristic features like increase in sub-G(1) hypodiploid (apoptotic) cells, and apoptotic body formation, as evidenced by flow cytometry and fluorescence microscope, respectively. Apoptosis was also associated with loss of mitochondrial transmembrane potential, and the activation of caspases 9 and 3. 7beta-OHC resulted in generation of reactive oxygen species (ROS) during apoptosis. On the whole, the results indicated that 7beta-OHC inhibited the proliferation of NCI-H460 cells through apoptosis via caspase activation.

Effects of combinations of 7beta-hydroxycholesterol and anticancer drugs or ionizing radiation on the proliferation of cultured tumor cells.[Pubmed:12014676]

Anticancer Res. 2002 Mar-Apr;22(2A):943-8.

Oxysterols compose a large class of natural substances endowed in a number of cases with marked antiproliferative and cytotoxic activities. The consequences of treatments combining 7Beta-Hydroxycholesterol (7beta-OHC) or XG-142 (a galactose-linked hydrosoluble derivative of 7beta-OHC) with drugs used in cancer chemotherapy or gamma radiation has been evaluated upon a variety of tumor cell lines: Hep-G2, U937, K562 cells, its adriamycin-resistant variant K562 Adr+ and RDM4. Proliferation was assessed by the Uptiblue assay and the [3H]Thymidine incorporation test. Results indicated that 7beta-OHC increased the sensitivity of tumor cells to adriamycin, VP-16, 5-FU and bleomycin to various degrees. 7beta-OHC was found to reinforce the susceptibility of K562 adriamycin-resistant cells to this drug. In RDM4 cells, an enhanced radiosensitivity by 7beta-OHC was also obtained, whereas XG-142 was less efficient in provoking such an effect.

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