7β-hydroxy Cholesterol (Synonyms: 7β-Hydroxycholesterol) |
| Catalog No.GC40419 |
7β-hydroxy Cholesterol is an oxysterol formed by enzymatic and non-enzymatic oxidation of cholesterol.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 566-27-8
Sample solution is provided at 25 µL, 10mM.
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7β-hydroxy Cholesterol is an oxysterol formed by enzymatic and non-enzymatic oxidation of cholesterol [1]. 7β-hydroxy Cholesterol increases the permeability of vascular endothelium to LDL and promotes the adhesion and extravasation of monocytes and lymphocytes by triggering endothelial cell apoptosis, IL-1β secretion and/or adhesion molecule expression [2-3]. 7β-hydroxy Cholesterol has anti-tumor activity [4].
In human umbilical venous endothelial cells (HUVECs), treatment of HUVECs with 7β-hydroxy Cholesterol (50 and 100μM; 20 and 48h) induced apoptosis in a concentration- and time-dependent manner [1]. In Caco-2 cells, 7β-hydroxy Cholesterol (30μM; 32h) inhibits Caco-2 cell proliferation [4]. In U937 cells, 7β-hydroxy Cholesterol (30μM; 24h) triggers apoptosis by enhancing Ca2+ influx through dihydropyridine-sensitive channels [5]. In U937 cells, 7β-hydroxy Cholesterol (30μM; 24h) exerts cytotoxic effects by inducing apoptosis and reducing cell viability and glutathione levels [6]. In HUVECs, 7β-hydroxy Cholesterol (2.5, 12.5, and 25μM; 15h) produces antiapoptotic and proliferative effects via activation of ERK [7].
References:
[1]. Lemaire S, Lizard G, Monier S, et al. Different patterns of IL-1β secretion, adhesion molecule expression and apoptosis induction in human endothelial cells treated with 7α-, 7β-hydroxycholesterol, or 7-ketocholesterol. FEBS letters. 1998 Dec 4; 440(3): 434-439.
[2]. Lizard G, Monier S, Cordelet C, et al. Characterization and comparison of the mode of cell death, apoptosis versus necrosis, induced by 7β-hydroxycholesterol and 7-ketocholesterol in the cells of the vascular wall. Arteriosclerosis, thrombosis, and vascular biology. 1999 May; 19(5): 1190-1200.
[3]. Ziedén B, Kaminskas A, Kristenson M, et al. Increased plasma 7β-hydroxycholesterol concentrations in a population with a high risk for cardiovascular disease. Arteriosclerosis, thrombosis, and vascular biology. 1999 Apr; 19(4): 967-971.
[4]. Roussi S, Winter A, Gosse F, et al. Different apoptotic mechanisms are involved in the antiproliferative effects of 7beta-hydroxysitosterol and 7beta-hydroxycholesterol in human colon cancer cells. Cell Death Differ. 2005 Feb; 12(2): 128-135.
[5]. Lordan S, O'Brien NM, Mackrill JJ. The role of calcium in apoptosis induced by 7β‐hydroxycholesterol and cholesterol‐5β, 6β‐epoxide. Journal of biochemical and molecular toxicology. 2009 Sep; 23(5): 324-332.
[6]. Maguire L, Konoplyannikov M, Ford A, et al. Comparison of the cytotoxic effects of β-sitosterol oxides and a cholesterol oxide, 7β-hydroxycholesterol, in cultured mammalian cells. British Journal of Nutrition. 2003 Oct; 90(4): 767-775.
[7]. Trevisi L, Bertoldo A, Agnoletto L, et al. Antiapoptotic and proliferative effects of low concentrations of 7β-hydroxycholesterol in human endothelial cells via ERK activation. Journal of vascular research. 2010 Apr 1; 47(3): 241-251.
| Cell experiment [1]: | |
Cell lines | Human umbilical venous endothelial cells (HUVECs) |
Preparation Method | HUVECs were isolated from human umbilical cord veins. Cells were seeded at a density of 2.5×10⁶ cells in 75cm² tissue culture flasks containing 15mL of culture medium composed of Medium 199 with Earle's salts, 2.2g/L NaHCO₃, amino acids, and Glutamax I, supplemented with antibiotics (10U/mL penicillin, 10μg/mL streptomycin) and 20% heat inactivated fetal calf serum. Once confluent, cells were detached using 0.05% trypsin/0.02% EDTA solution. From the first passage onward, cells were cultured in the same medium further supplemented with 100μg/mL endothelial cell growth supplement and 90μg/mL heparin. HUVECs were maintained at 37°C in a humidified atmosphere with 5% CO₂, and all experiments were performed using cells at the second passage. Cell proliferation was assessed by flow cytometry to ensure a non-proliferative state, with at least 80% of cells in the G0/G1 phase. For treatment, confluent nonproliferating HUVECs were exposed to 7β-hydroxy Cholesterol at final concentrations of 25, 50, and 100μM. Treatments were carried out for either 20 and 48h. |
Reaction Conditions | 25, 50, and 100μM; 20 and 48h |
Applications | 7β-hydroxy Cholesterol at concentrations of 50 and 100μM could induce typical apoptosis of HUVECs within 20 and 48h, including DNA fragmentation and nuclear condensation/fragmentation, while no obvious apoptosis was observed at a concentration of 25μM. |
References: | |
| Cas No. | 566-27-8 | SDF | |
| Synonyms | 7β-Hydroxycholesterol | ||
| Chemical Name | (3β,7β)-cholest-5-ene-3,7-diol | ||
| Canonical SMILES | O[C@H](C1)CC[C@@]2(C)C1=C[C@H](O)[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCCC(C)C | ||
| Formula | C27H46O2 | M.Wt | 402.7 |
| Solubility | 20mg/mL in ethanol, 0.1mg/mL in DMSO, 2mg/mL in DMF | Storage | Store at -20°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
|
1 mg | 5 mg | 10 mg |
| 1 mM | 2.4832 mL | 12.4162 mL | 24.8324 mL |
| 5 mM | 0.4966 mL | 2.4832 mL | 4.9665 mL |
| 10 mM | 0.2483 mL | 1.2416 mL | 2.4832 mL |
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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )
Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.
Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
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Quality Control & SDS
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- Purity: >98.00%
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- SDS (Safety Data Sheet)
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