7Keto-25-hydroxy cholesterol

Name: 7Keto-25-hydroxy cholesterol
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Category	Cholesterol
Catalog NO.	BPG-3312
Product Name	7Keto-25-hydroxy cholesterol
CAS	64907-23-9
Molecular Formula	C27H44O3
Molecular Weight	416.64

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Description	7-Keto-25-Hydroxy cholesterol is an oxysterol and a proposed metabolite of 7-keto cholesterol and 7-dehydro cholesterol.
Synonyms	25-hydroxy 7-keto cholesterol; 7-keto-25-hydroxycholesterol; cholest-5-ene-7-one-3ß,25-diol; 3β,25-dihydroxy-cholest-5-en-7-one
IUPAC Name	(3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-17-[(2R)-6-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one
SMILES	CC(CCCC(C)(C)O)C1CCC2C1(CCC3C2C(=O)C=C4C3(CCC(C4)O)C)C
InChI	InChI=1S/C27H44O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-22,24,28,30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,24+,26+,27-/m1/s1
InChIKey	NQBVGGWSAXBLBE-BYJKJZODSA-N
Melting Point	169-173°C
Purity	≥95%
Solubility	Soluble in Chloroform (Slightly), Methanol (Slightly)
Appearance	White to Pale Yellow Solid
Shelf Life	1 Year
Storage	Store at -20°C
Exact Mass	416.329
Hygroscopic	No
Light Sensitive	No
Percent Composition	C 77.83%, H 10.64%, O 11.52%

7Keto-25-hydroxy cholesterol, also known as 7-ketocholesterol, serves a critical role in several biomedical applications. One of its primary uses is as a biomarker in clinical diagnostics. This oxidized cholesterol derivative is commonly found in elevated levels in patients suffering from atherosclerosis, cardiovascular diseases, and certain neurodegenerative conditions like Alzheimer's disease. Its presence helps in the early detection and progression monitoring of these diseases, allowing for timely intervention and tailored therapeutic strategies. The reliability of 7Keto-25-hydroxy cholesterol as a biomarker stems from its stability and specificity in reflecting oxidative stress and lipid metabolism changes within the body.

Another profound application of 7Keto-25-hydroxy cholesterol is in the field of pharmacology, particularly in the development of drugs targeting oxidative stress-related conditions. Researchers are exploring its inhibitory effects on certain enzymes and pathways involved in lipid peroxidation and cholesterol biosynthesis. By understanding its molecular mechanisms and interactions, pharmaceutical companies can design novel therapeutics that leverage its modulating effects to counteract oxidative damage, potentially leading to new treatments for chronic inflammatory conditions, metabolic syndromes, and age-related diseases. This usage underscores its significant potential in expanding the horizon of oxidative stress intervention therapies.

Additionally, 7Keto-25-hydroxy cholesterol is being studied for its role in immunology and immune response modulation. It has been observed to influence various immune cells, such as macrophages and T-lymphocytes, altering their function and activity. This immunomodulatory capacity positions it as a candidate for therapies aimed at autoimmune disorders and transplantation medicine, where controlling the immune response is crucial. Through detailed examination of its impact on cytokine production and inflammatory pathways, scientists are uncovering ways to harness its properties to develop treatments that can mitigate adverse immune reactions and enhance immune tolerance, which is paramount in managing conditions like rheumatoid arthritis and lupus.

Beyond its biomedical and pharmacological implications, 7Keto-25-hydroxy cholesterol also holds significance in nutritional research, particularly in understanding the impact of diet on cholesterol metabolism and cardiovascular health. Dietary interventions and lifestyle changes often aim to reduce oxidized cholesterol levels to prevent disease progression. By studying the metabolic pathways and the dietary factors influencing the formation and breakdown of 7Keto-25-hydroxy cholesterol, researchers can better inform public health strategies and nutritional guidelines. This understanding helps in designing personalized nutrition plans that promote cardiovascular health and reduce the risk of diseases associated with cholesterol oxidation, further highlighting the compound's importance in preventive medicine.

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