7-Ketocholesterol

Name: 7-Ketocholesterol
Brand: MedChemExpress
SKU: HY-113342
Rating: 4.5 (1 reviews)

Cat. No.: HY-113342 Purity: 99.87%: FAQs
Data Sheet SDS COA Handling Instructions

Molarity Calculator

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).

For research use only. We do not sell to patients.

7-Ketocholesterol Chemical Structure

CAS No. : 566-28-9

Size	Stock	Quantity

Free Sample (0.1 - 0.5 mg)	Apply Now
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO ready for reconstitution	In-stock	Estimated Time of Arrival: December 31
Solution
10 mM * 1 mL in DMSO	In-stock	Estimated Time of Arrival: December 31
Solid
5 mg	In-stock	Estimated Time of Arrival: December 31
10 mg	In-stock	Estimated Time of Arrival: December 31
25 mg	In-stock	Estimated Time of Arrival: December 31
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Customer Review

Based on 1 publication(s) in Google Scholar

Other Forms of 7-Ketocholesterol:

7-Keto Cholesterol-d₇ Get quote

1 Publications Citing Use of MCE 7-Ketocholesterol

•Cell Chem Biol. 2024 May 16;31(5):920-931.e6. [Abstract]

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Biological Activity
Purity & Documentation
References
Customer Review

Description

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.

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.

566-28-9

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

Endogenous metabolite

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
10 mM	0.2496 mL	1.2480 mL	2.4960 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.

Molarity Calculator
Dilution Calculator

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

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

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

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In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Calculation results:

Working solution concentration: mg/mL

Purity & Documentation

Purity: 99.87%

Select Batch:

Data Sheet (278 KB) SDS (393 KB)

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

Handling Instructions (2659 KB)

References

[1]. M A Lyons, et al. 7-Ketocholesterol. Int J Biochem Cell Biol. Mar-Apr 1999;31(3-4):369-75. [Content Brief]

[2]. Amelia Anderson, et al. 7-Ketocholesterol in disease and aging. Redox Biol. 2020 Jan;29:101380. [Content Brief]

[3]. Amaral J, et al. 7-Ketocholesterol induces inflammation and angiogenesis in vivo: a novel rat model. PLoS One. 2013;8(2):e56099. [Content Brief]

[4]. Tani M, et al. 7-Ketocholesterol enhances leukocyte adhesion to endothelial cells via p38MAPK pathway. PLoS One. 2018 Jul 31;13(7):e0200499. [Content Brief]

[5]. Luthra S, et al. 7-Ketocholesterol activates caspases-3/7,-8, and-12 in human microvascular endothelial cells in vitro[J]. Microvascular research, 2008, 75(3): 343-350. [Content Brief]

Complete Stock Solution Preparation Table

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