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22(R)-hydroxycholesterol-[d7]

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Category	Standards
Catalog NO.	BPG-3140
Product Name	22(R)-hydroxycholesterol-[d7]
CAS	1246302-93-1
Molecular Formula	C27H39D7O2
Molecular Weight	409.70

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Product Information

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
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
InChIKey	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
Related CAS	17954-98-2 (unlabelled)
Appearance	Powder
Shelf Life	1 Year
Storage	Store at -20°C
Exact Mass	409.394
Hygroscopic	No
Light Sensitive	No
Percent Composition	C 79.15%, H 13.04%, O 7.81%

22(R)-hydroxycholesterol-[d7], a labeled variant of 22(R)-hydroxycholesterol, finds common usage as a stable isotope in research investigations. Here are four key applications elucidated with a high degree of perplexity and burstiness:

Lipid Metabolism Studies: Found at the core of cholesterol metabolism inquiries, 22(R)-hydroxycholesterol-[d7] acts as a potent tool for unraveling the intricate pathways and transformations within biological lipid systems. This labeled compound allows researchers to meticulously trace and quantify the metabolic journeys and conversions of 22(R)-hydroxycholesterol, shedding light on the intricate workings of lipid regulation and the significance of cholesterol in the realm of health and disease.

Steroid Hormone Research: Serving as a beacon in the exploration of steroid hormone biosynthesis and metabolism, this isotope-labeled component aids in deciphering the routes through which 22(R)-hydroxycholesterol metamorphoses into various bioactive steroids with diverse physiological functions. These inquiries are pivotal in untangling the complex pathways implicated in hormone production and unveiling novel regulatory mechanisms governing these essential biological processes.

Pharmacokinetic Studies: In the realm of pharmacokinetics research, 22(R)-hydroxycholesterol-[d7] emerges as a valuable asset for investigating the absorption, distribution, metabolism, and excretion (ADME) attributes of cholesterol-related therapeutics and compounds. By monitoring the trajectory of this labeled compound, scientists can piece together the dynamic behavior of these substances within the human body, furnishing crucial insights for drug formulation development and optimizing therapeutic interventions.

Mass Spectrometry Calibration: Employed as an internal standard in mass spectrometry analyses, this stable isotope plays a pivotal role in ensuring the precision and reliability of analytical results. In the realm of lipidomics and metabolomics explorations, 22(R)-hydroxycholesterol-[d7] guarantees consistent and accurate quantification of cholesterol and its myriad derivatives, thereby fortifying the trustworthiness of analytical outcomes and fostering the generation of high-quality data essential for groundbreaking scientific discoveries.

References

1. Solheim S, Hutchinson SA, Lundanes E, Wilson SR, Thorne JL, Roberg-Larsen H. Fast liquid chromatography-mass spectrometry reveals side chain oxysterol heterogeneity in breast cancer tumour samples. J Steroid Biochem Mol Biol. 2019 Feb 16. pii: S0960-0760(18)30754-4. doi: 10.1016/j.jsbmb.2019.02.004. [Epub ahead of print]...PubMed ID: 30779932.
2. Fontana R, Raccosta L, Rovati L, Steffensen KR, Paniccia A, Jakobsson T, Melloni G, Bandiera A, Mangili G, Bergamini A, Maggioni D, Doglioni C, Crocchiolo R, Cella M, Mattioli M, Battaglia C, Colonna M, Russo V. Nuclear receptor ligands induce TREM-1 expression on dendritic cells: analysis of their role in tumors. Oncoimmunology. 2018 Dec 13;8(3):1554967. doi: 10.1080/2162402X.2018.1554967. eCollection 2019. PubMed ID: 30723587.

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