CAS 59613-51-3 Cholesterol-[3-18O] - Isotope / BOC Sciences

General Information
Catalog: BLP-007252
CAS: 59613-51-3
Molecular Formula: C27H46[18O]
Molecular Weight: 388.65

General Information

Catalog: BLP-007252

CAS: 59613-51-3

Molecular Formula: C27H46[18O]

Molecular Weight: 388.65

Chemical Structure

Description	Cholesterol-[3-18O] is the labelled analogue of Cholesterol, which is an animal sterol found in human bodies and Olea europaea L. It is a precursor of other steroid compounds.
Synonyms	Cholesterol-3-18O; Cholesterol-18O; (3β)-Cholest-5-en-3-ol-18O; (-)-Cholesterol-18O; 3β-Hydroxycholest-5-ene-18O; Cholest-5-en-3β-ol-18O; Cholesterin-18O; Cholesteryl-18O alcohol; Dythol-18O; Lidinite-18O; NSC 8798-18O; Provitamin D-18O; 5-Cholesten-3β-ol-18O
IUPAC Name	(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol-18O
Related CAS	57-88-5 (unlabelled)
Canonical SMILES	CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
InChI	InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1/i28+2
InChI Key	HVYWMOMLDIMFJA-XLQSOFFQSA-N
Purity	98% by CP; 95% atom 18O
Solubility	Slightly soluble in Chloroform, Ethyl Acetate, Methanol
Appearance	Pale Yellow Solid
Application	[18O] Cholesterol can be used as a practical tracer for studies of cholesterol metabolism in humans.
Storage	Store at 2-8°C

Cholesterol-[3-18O], an isotopically labeled variant of cholesterol, is utilized across various specialized research domains. Here are key applications of Cholesterol-[3-18O] presented with a high level of perplexity and burstiness:

Lipid Metabolism Studies: In the realm of cholesterol biosynthesis and catabolism exploration, researchers heavily lean on Cholesterol-[3-18O] to delve deeply into the intricate metabolic pathways. By tracking the isotopic label, detailed insights into cholesterol metabolism pathways and rates are unraveled. This enhanced understanding sheds light on conditions associated with cholesterol imbalances, such as hypercholesterolemia and atherosclerosis.

Steroid Hormone Research: Serving as a crucial precursor to steroid hormones, Cholesterol-[3-18O] provides a unique vantage point into hormone biosynthesis and metabolism. Researchers can meticulously trace the incorporation of labeled cholesterol into hormone production pathways, illuminating conditions like adrenal and gonadal disorders. This application aids in formulating therapeutic strategies targeted at addressing steroid hormone dysregulation.

Cell Membrane Dynamics: Playing a pivotal role in understanding the dynamics of cholesterol in cell membrane structure and function, Cholesterol-[3-18O] takes center stage. By integrating the labeled cholesterol into cell membranes, scientists meticulously examine its distribution and dynamics within the lipid bilayer. These in-depth studies are essential for unraveling membrane-related processes such as signal transduction and membrane protein functionality.

Stable Isotope Labeling: Teamed up with cutting-edge analytical techniques like mass spectrometry, Cholesterol-[3-18O] acts as a steadfast isotope tracer for quantitative proteomics and lipidomics. This sophisticated method enables precise measurement of cholesterol-related metabolites across diverse biological samples. The resulting data plays a pivotal role in biomarker discovery and unveiling metabolic shifts in various disease states.