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25-Hydroxy-Cholesterol

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Category Cholesterol
Catalog NO. BPG-3287
Product Name 25-Hydroxy-Cholesterol
CAS 2140-46-7
Molecular Formula C27H46O2
Molecular Weight 402.65
25-Hydroxy-Cholesterol

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Catalog Number Name Size / Price Stock Quantity
BPG-3287 25-Hydroxy-Cholesterol In stock
BPG-3287 25-Hydroxy-Cholesterol In stock
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Product Information

Description 25-hydroxycholesterol is an inhibitor of human immunodeficiency virus replication in vitro. It induces apoptosis in human monocytic cell lines as well as in CEM cells associated with negative regulation of c-Myc.
Synonyms (3β)-Cholest-5-ene-3,25-diol; Cholest-5-ene-3β,25-diol; 25-Hydroxy-5-cholestene-3β-ol; 5-Cholesten-3β,25-diol
IUPAC Name (3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-6-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES CC(CCCC(C)(C)O)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
InChI InChI=1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1
InChIKey INBGSXNNRGWLJU-ZHHJOTBYSA-N
Boiling Point 513.1±23.0°C (Predicted)
Melting Point 164-169°C
Purity >98%
Density 1.03±0.1 g/cm3 (Predicted)
Solubility Soluble in Chloroform (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly, Sonicated)
Appearance White to Off-white Solid
Shelf Life 1 Year
Storage Store at -20°C
Exact Mass 402.35
Hygroscopic No
Light Sensitive No
Percent Composition C 80.54%, H 11.51%, O 7.95%
Pictogram(s) Irritant, Health Hazard
Signal Warning
Precautionary Statement Codes P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

25-Hydroxy-Cholesterol (25-HC), an oxysterol with a pivotal role in diverse biological processes ranging from cholesterol metabolism to immune response modulation, offers a myriad of applications. Here are four key applications presented with high perplexity and burstiness:

Immunology Research: At the forefront of immunological studies, 25-Hydroxy-Cholesterol serves as a potent tool for probing its intricate involvement in regulating immune responses. Demonstrated to impede the replication of select viruses like HIV and Zika virus by modulating antiviral pathways, researchers explore the therapeutic potential of 25-HC in combating viral infections and immune-related disorders.

Cholesterol Homeostasis: Within the realm of lipid metabolism investigations, 25-Hydroxy-Cholesterol emerges as a crucial player in unraveling the intricacies of cholesterol regulation within cellular frameworks. Operating as a feedback inhibitor of cholesterol synthesis through the repression of sterol regulatory element-binding proteins (SREBPs), it stands as a valuable asset in deciphering the mechanisms underpinning cholesterol homeostasis and the development of treatments for hypercholesterolemia.

Atherosclerosis Research: Delving into the complexities of atherosclerosis, researchers harness 25-Hydroxy-Cholesterol to dissect its implications on foam cell formation and plaque progression. By scrutinizing the impact of 25-HC on macrophages and endothelial cells, scientists unveil the underlying mechanisms driving cardiovascular disease progression. This knowledge is paramount in devising innovative strategies to mitigate and combat atherosclerosis effectively.

Cancer Research: In the domain of oncological exploration, 25-Hydroxy-Cholesterol emerges as a pivotal molecule in unraveling the intricate web of cancer cell proliferation and apoptosis regulatory processes. Its role in modulating cellular functions such as lipid metabolism and immune responses renders it a significant player in cancer biology. Scientists leverage the study of 25-HC to pinpoint potential therapeutic targets and spearhead the development of groundbreaking cancer treatments.

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