Reagents and instruments for immunology, cell biology and molecular biology.
 
> 7-Ketocholesterol [566-28-9]

7-Ketocholesterol [566-28-9]

Print Print
Please log in

Cat# HY-113342-5mg

Size : 5mg

Brand : MedChemExpress

Contact local distributor :


Phone : +1 850 650 7790

Description

7-Ketocholesterol is an oxidation product of cholesterol, widely present in atherosclerotic plaques, and has a stronger atherogenic effect than cholesterol. 7-Ketocholesterol can inhibit the rate-limiting enzymes involved in bile acid and cholesterol synthesis, such as cholesterol 7α-hydroxylase and HMG-CoA reductase. 7-Ketocholesterol exhibits pro-inflammatory effects both in vivo and in vitro and can induce cell apoptosis (apoptosis)[1].

IC50 & Target

Human Endogenous Metabolite

 

Cellular Effect
Cell Line Type Value Description References
ARPE-19 IC50
32.3 μM
Compound: 4
Cytotoxicity against human ARPE19 cells assessed as cell viability after 48 hrs by alamar blue assay
Cytotoxicity against human ARPE19 cells assessed as cell viability after 48 hrs by alamar blue assay
[PMID: 21797280]
C6 IC50
20 μM
Compound: 7KC
Growth inhibition of rat C6 cells after 24 hrs by trypan blue-based cell counting method
Growth inhibition of rat C6 cells after 24 hrs by trypan blue-based cell counting method
[PMID: 24211631]
HEK293 EC50
8.7 μM
Compound: 9
Binding affinity to FLAG/tGFP-tagged NPC1 I1061T mutant (unknown origin) expressed in HEK293 cells assessed as localization after 24 hrs by fluorescence microscopy
Binding affinity to FLAG/tGFP-tagged NPC1 I1061T mutant (unknown origin) expressed in HEK293 cells assessed as localization after 24 hrs by fluorescence microscopy
[PMID: 24928400]
HEK293 EC50
9.7 μM
Compound: 6
Binding affinity to human GFP-tagged NPC1L1 L1072T/L1168I mutant expressed in HEK293 cells assessed as localization to endoplasmic reticulum and plasma membrane after 24 hrs by fluorescence microscopic analysis
Binding affinity to human GFP-tagged NPC1L1 L1072T/L1168I mutant expressed in HEK293 cells assessed as localization to endoplasmic reticulum and plasma membrane after 24 hrs by fluorescence microscopic analysis
[PMID: 23830695]
HT-29 IC50
25.7 μM
Compound: 4
Cytotoxicity against human HT-29 cells assessed as cell viability after 48 hrs by alamar blue assay
Cytotoxicity against human HT-29 cells assessed as cell viability after 48 hrs by alamar blue assay
[PMID: 21797280]
HT-29 IC50
25.7 μM
Compound: 6
Cytotoxicity against human HT-29 cells after 48 hrs by Alamar blue assay
Cytotoxicity against human HT-29 cells after 48 hrs by Alamar blue assay
[PMID: 20931970]
Vero IC50
75 μM
Compound: 1
Cytotoxicity against african green monkey Vero cells by tetrazolium dye reduction assay
Cytotoxicity against african green monkey Vero cells by tetrazolium dye reduction assay
[PMID: 24084159]
In Vitro

7-Ketocholesterol (50 μM, 2.5-2 hours) can enhance leukocyte-endothelial cell adhesion via the p38 MAPK pathway[4].
7-Ketocholesterol (2.5-40 μg/mL, 24 hours) induces apoptosis in a dose-dependent manner by activating caspase-3/7, -8, and -12 in human microvascular endothelial cells[5].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

7-Ketocholesterol Related Antibodies

Western Blot Analysis[4]

Cell Line: Human umbilical vein endothelial cells (HUVECs)
Concentration: 50 μM
Incubation Time: 0.5-2 h
Result: Stimulated the phosphorylation of p38 MAPK, reaching a peak within 30-120 minutes, with no significant effect on JNK.
Enhanced the adhesion of THP-1 cells to HUVECs and upregulated the expression of E-selectin.
Promoted the expression of E-selectin by activating the transcription factor ATF-2.

Cell Viability Assay[5]

Cell Line: Human umbilical vein endothelial cells (HUVECs)
Concentration: 2.5, 5, 10, 15, 20, 40 μg/mL
Incubation Time: 24 h
Result: The average cell viability of HMVEC cells treated with 7-Ketocholesterol at concentrations of 40, 20, 10, 5, and 2.5 μg/ml for 24 hours was 45.33%, 72.83% (p < 0.001), 82.7% (p < 0.05), 88.47%, and 88.5% (p > 0.05), respectively, while the untreated control was 88.83%.
In Vivo

7-Ketocholesterol (5-20 mg/mL, administered via biodegradable wafers implanted into the anterior chamber of rats' eyes, single dose) exhibited pro-angiogenic and pro-inflammatory effects in Brown Norway rats[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: Brown Norway rats (150-200 g)[3]
Dosage: 5, 10, 15, 20 mg/mL
Administration: Implanting biodegradable wafers containing 7-Ketocholesterol into the anterior chamber of rats' eyes, single dose
Result: Significantly increased angiogenesis, with a large infiltration of macrophages detected by immunohistochemistry.
Promoted the growth of new blood vessels originating from the limbus and extending through the cornea, peaking between days 7 and 10 after implantation.
Led to a marked increase in vascular endothelial growth factor (VEGF), IL-1b, and GRO/KC in the aqueous humor.
Molecular Weight

400.64

Formula

C27H44O2
CAS No.
Appearance

Solid

Color

Off-white to light yellow

SMILES

C[C@]1(CC2)[C@](CC[C@]1(23)[C@H](C)CCCC(C)C)(23)[C@@](C(C=C3C[C@H]4O)=O)(23)[C@@]2(23)[C@]3(CC4)C
Structure Classification
Initial Source

human
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

-20°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvent & Solubility
In Vitro: 

Ethanol : 25 mg/mL (62.40 mM; Need ultrasonic)

DMSO : 6.06 mg/mL (15.13 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 2.4960 mL 12.4800 mL 24.9601 mL
5 mM 0.4992 mL 2.4960 mL 4.9920 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 0.62 mg/mL (1.55 mM); Clear solution

    This protocol yields a clear solution of ≥ 0.62 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (6.2 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

    Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: ≥ 0.61 mg/mL (1.52 mM); Clear solution

    This protocol yields a clear solution of ≥ 0.61 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (6.1 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Purity & Documentation
References

You might also be interested by the following products:



Cat#
Description
Cond.
Price Bef. VAT
HY-N2371-5mg
27-Hydroxycholesterol [20380-11-4]
 5mg