7-KETOCHOLESTEROL
- CAS No.
- 566-28-9
- Chemical Name:
- 7-KETOCHOLESTEROL
- Synonyms
- 7-oxocholesterol;Ketocholesterol;5-cholesten-3B-ol-7-one;5-cholesten-3β-ol-7-one;5-Cholesten-3β-ol-7-one;sc4722;7-KetoC;7-oxo-cholestero;7-KETOCHOLESTEROL;7-Ketocholesterolk
- CBNumber:
- CB7158120
- Molecular Formula:
- C27H44O2
- Molecular Weight:
- 400.65
- MDL Number:
- MFCD00010474
- MOL File:
- 566-28-9.mol
- MSDS File:
- SDS
| Melting point | 158-160°C |
|---|---|
| Boiling point | 463.26°C (rough estimate) |
| Density | 1.0044 (rough estimate) |
| refractive index | 1.4480 (estimate) |
| storage temp. | room temp |
| solubility | Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly) |
| form | Solid |
| pka | 14.68±0.70(Predicted) |
| color | Crystals from CHCl3/Et2O |
| FDA UNII | O7676FE78M |
7-KETOCHOLESTEROL price More Price(14)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | C2394 | 5-Cholesten-3β-ol-7-one ≥90% | 566-28-9 | 100mg | $89.9 | 2024-03-01 | Buy |
| Sigma-Aldrich | C2394 | 5-Cholesten-3β-ol-7-one ≥90% | 566-28-9 | 1g | $511 | 2024-03-01 | Buy |
| Cayman Chemical | 16339 | 7-keto Cholesterol ≥98% | 566-28-9 | 5mg | $57 | 2024-03-01 | Buy |
| Cayman Chemical | 16339 | 7-keto Cholesterol ≥98% | 566-28-9 | 10mg | $107 | 2024-03-01 | Buy |
| Sigma-Aldrich | C2394 | 5-Cholesten-3β-ol-7-one ≥90% | 566-28-9 | 250mg | $172 | 2024-03-01 | Buy |
7-KETOCHOLESTEROL Chemical Properties,Uses,Production
Description
7-keto Cholesterol is a bioactive sterol and a major oxysterol component of oxidized LDL. It is produced by oxidation of cholesterol via ethanol-mediated lipid peroxidation or photodamage as well as oxidation of 7-dehydro cholesterol by the cytochrome P450 (CYP) isoform CYP7A1. 7-keto Cholesterol inhibits CYP7A1 (IC50 = ~1 μM). It induces activation and chemotaxis of retinal microglia as well as polarization to a pro-inflammatory state via NLRP3 inflammasome activation in vitro. Intraocular implantation of 7-keto cholesterol coated wafers increases ocular levels of VEGF, IL-1β, and GRO/KC, macrophage infiltration, and neovascularization in rat eye. Levels of 7-keto cholesterol in lipid deposits are increased in a variety of chronic diseases, including atherosclerosis, Alzheimer''s disease, and age-related macular degeneration.
Chemical Properties
Off-White Solid
Uses
A metabolite of Cholesterol
Uses
5-Cholesten-3β-ol-7-one was used as a standard in the determination of cholesterol derivatives by GC-MS and HPLC.
Definition
ChEBI: A cholestanoid that consists of cholesterol bearing an oxo substituent at position 7.
General Description
7-ketocholesterol is a major oxidation product of cholesterol.
Biochem/physiol Actions
7-ketocholesterol is a strong inhibitor of cytochrome P450 7A1. It modulates cholesterol homeostasis, cytotoxicity and apoptosis. 7-ketocholesterol stimulates inflammation, growth inhibition and vascular endothelial growth factor. Cellular accumulation of 7-ketocholesterol enhances oxidative stress, endoplasmic reticulum stress and apoptosis in macrophages.
Safety Profile
Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits acrid smoke and irritating fumes
7-KETOCHOLESTEROL Preparation Products And Raw materials
Raw materials
Preparation Products
7-KETOCHOLESTEROL Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Chengdu Biopurify Phytochemicals Ltd. | +8618080483897 | sales@biopurify.com | China | 3424 | 58 |
| Aktin Chemicals, Inc. | 028-85159085 | info@aktinchem.com | CHINA | 1025 | 58 |
| Shaanxi Didu New Materials Co. Ltd | +86-89586680 +86-13289823923 | 1026@dideu.com | China | 9116 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 | support@targetmol.com | United States | 19973 | 58 |
| Shanghai Acmec Biochemical Technology Co., Ltd. | +undefined18621343501 | product@acmec-e.com | China | 33349 | 58 |
| Aladdin Scientific | +1-833-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
| Shanghai Taopu Industrial Co., LTD | 18018507602 15900573766 | 394643792@qq.com | China | 3154 | 58 |
| J & K SCIENTIFIC LTD. | 010-82848833 400-666-7788 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32344 | 50 |
| Chengdu Biopurify Phytochemicals Ltd. | +86-028-82633397 18982077548 | cwb1@biopurify.cn | China | 2376 | 60 |