2. Metabolic Enzyme/Protease MAPK/ERK Pathway
  3. Endogenous Metabolite p38 MAPK
  4. 7-Ketocholesterol

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).

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7-Ketocholesterol Chemical Structure

7-Ketocholesterol Chemical Structure

CAS No. : 566-28-9

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Based on 1 publication(s) in Google Scholar

Other Forms of 7-Ketocholesterol:

7-Ketocholesterol Related Antibodies

Top Publications Citing Use of Products

1 Publications Citing Use of MCE 7-Ketocholesterol

View All p38 MAPK Isoform Specific Products:

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p38 MAPK p38α p38β MAPK13 p38δ p38γ

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  • Purity & Documentation

  • References

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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

 

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

White to off-white

SMILES

C[C@]1(CC2)[C@](CC[C@]1([H])[C@H](C)CCCC(C)C)([H])[C@@](C(C=C3C[C@H]4O)=O)([H])[C@@]2([H])[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: 

DMSO : 6.25 mg/mL (15.60 mM; ultrasonic and warming and heat to 60°C; 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.

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Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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In Vivo Dissolution Calculator
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Calculation results:
Working solution concentration: mg/mL
Purity & Documentation

Purity: 99.87%

COA (248 KB) HNMR (262 KB) RP-HPLC (1247 KB) LCMS (133 KB)

Handling Instructions (2659 KB)
References

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.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 2.4960 mL 12.4800 mL 24.9601 mL 62.4002 mL
5 mM 0.4992 mL 2.4960 mL 4.9920 mL 12.4800 mL
10 mM 0.2496 mL 1.2480 mL 2.4960 mL 6.2400 mL
15 mM 0.1664 mL 0.8320 mL 1.6640 mL 4.1600 mL
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7-Ketocholesterol Related Classifications

Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

7-Ketocholesterol566-28-9Endogenous Metabolitep38 MAPKHMG-CoA reductasecholesterol biosynthesisorphan diseasecoronary artery diseaseInhibitorinhibitorinhibit

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