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22(R)-hydroxycholesterol-[d7]

General Information
Catalog: BLP-011215
CAS: 1246302-93-1
Molecular Formula: C27H39D7O2
Molecular Weight: 409.70
Chemical Structure
22(R)-hydroxycholesterol-[d7]
Synonyms cholest-5-ene-3beta,22(R)-diol-d7; 25,26,26,26,27,27,27-heptadeuterocholest-5-ene-3beta,22R-diol
IUPAC Name (3S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(2S,3R)-6,7,7,7-tetradeuterio-3-hydroxy-6-(trideuteriomethyl)heptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Related CAS 17954-98-2 (unlabelled)
Canonical SMILES CC(C)CCC(C(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)O
InChI InChI=1S/C27H46O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20-,21-,22+,23-,24-,25+,26-,27+/m0/s1/i1D3,2D3,17D
InChI Key RZPAXNJLEKLXNO-VBPFJDFISA-N
Boiling Point 513.1±23.0 °C at 760 mmHg
Purity 99% by CP; 99% atom D
Density 1.0±0.1 g/cm3
Appearance Powder
Shelf Life 1 Year
Storage Store at -20°C

22(R)-hydroxycholesterol-[d7], a deuterium-labeled derivative utilized in diverse research applications, particularly in the exploration of lipid metabolism, unveils its significance through key applications presented with a high degree of perplexity and burstiness:

Lipid Metabolism Research: Immersing into the realm of lipid metabolism, 22(R)-hydroxycholesterol-[d7] emerges as a stable isotope-labeled standard, essential for tracing cholesterol biosynthesis and metabolism pathways. Researchers harness this labeled compound to precisely gauge the turnover rates of cholesterol and its derivatives within cells and tissues, unraveling crucial insights into cholesterol homeostasis. This aids in detecting metabolic dysregulation linked to various diseases and sheds light on the intricate dance of lipid metabolism.

Steroidogenesis Studies: Embarking on investigations into steroid hormone biosynthesis, 22(R)-hydroxycholesterol-[d7] assumes a pivotal role as a precursor in the steroidogenesis pathway. By incorporating this labeled compound, researchers can meticulously monitor the conversion of hydroxycholesterol into diverse steroid hormones, unveiling the intricate regulation of steroid production. This sheds light on the profound impact of steroidogenesis on physiological processes, adding layers of complexity to our understanding of hormone synthesis.

Quantitative Mass Spectrometry: Harnessing the power of its deuterium labeling, 22(R)-hydroxycholesterol-[d7] finds extensive utility in quantitative mass spectrometry assays. Serving as a critical internal standard, it enables precise quantification of cholesterol and oxysterols in complex biological samples. This capability proves instrumental in biomarker discovery and the exploration of lipid-related disorders, propelling our understanding of lipid metabolism intricacies to new heights, unveiling the intricacies of lipid metabolism with a heightened degree of precision and clarity.

Cholesterol Transport Studies: Serving as a valuable asset in unraveling the mysteries of cholesterol transport, 22(R)-hydroxycholesterol-[d7] facilitates the probing of cholesterol dynamics within cells and across membranes. By tracing its intricate movements, researchers gain deeper insights into the complexities of intracellular cholesterol transport and the functions of specific transport proteins. This knowledge plays a pivotal role in deciphering the underlying mechanisms of disorders such as atherosclerosis and Niemann-Pick disease, offering promising new pathways for therapeutic exploration and heralding a new era of breakthroughs in cholesterol-related research.

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