Cas no 2515-18-6 (4b-Hydroxy Cholesterol 4-Acetate)
4b-Hydroxy Cholesterol 4-Acetate Chemical and Physical Properties
Names and Identifiers
-
- 4β-Hydroxy Cholesterol 4-Acetate
- [(3S,4S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate
- 4Β-HYDROXY CHOLESTEROL 4-ACETATE,WHITE SOLID
- A-Acetoxycholest-5-en-3
- A-Hydroxy Cholesterol 4-Acetate
- A-ol
- 4beta-Hydroxy Cholesterol 4-Acetate
- 2515-18-6
- (3beta,4beta)-Cholest-5-ene-3,4-diol 4-Acetate; 4beta-Acetoxycholest-5-en-3beta-ol
- (3beta,4alpha)-3-Hydroxycholest-5-en-4-yl acetate
- DTXSID90857742
- 4
- 4b-Hydroxy Cholesterol 4-Acetate
-
- Inchi: 1S/C29H48O3/c1-18(2)8-7-9-19(3)22-12-13-23-21-10-11-25-27(32-20(4)30)26(31)15-17-29(25,6)24(21)14-16-28(22,23)5/h11,18-19,21-24,26-27,31H,7-10,12-17H2,1-6H3/t19-,21+,22-,23+,24+,26+,27+,28-,29-/m1/s1
- InChI Key: CPAJTVKFJMIGFR-WAJRRKGPSA-N
- SMILES: O(C(C)=O)[C@@H]1[C@H](CC[C@@]2(C)C1=CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]21)O
Computed Properties
- Exact Mass: 444.36000
- Monoisotopic Mass: 444.36034539g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 32
- Rotatable Bond Count: 7
- Complexity: 726
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 9
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 8
- Topological Polar Surface Area: 46.5?2
Experimental Properties
- PSA: 46.53000
- LogP: 6.93030
4b-Hydroxy Cholesterol 4-Acetate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | H917985-5mg |
4b-Hydroxy Cholesterol 4-Acetate |
2515-18-6 | 5mg |
$ 110.00 | 2023-09-07 | ||
| TRC | H917985-10 mg |
4β-Hydroxy Cholesterol 4-Acetate |
2515-18-6 | 10mg |
140.00 | 2021-08-05 | ||
| TRC | H917985-25 mg |
4β-Hydroxy Cholesterol 4-Acetate |
2515-18-6 | 25mg |
325.00 | 2021-08-05 | ||
| TRC | H917985-50 mg |
4β-Hydroxy Cholesterol 4-Acetate |
2515-18-6 | 50mg |
625.00 | 2021-08-05 | ||
| TRC | H917985-100 mg |
4β-Hydroxy Cholesterol 4-Acetate |
2515-18-6 | 100MG |
1110.00 | 2021-08-05 | ||
| TRC | H917985-10mg |
4b-Hydroxy Cholesterol 4-Acetate |
2515-18-6 | 10mg |
$ 173.00 | 2023-09-07 | ||
| TRC | H917985-25mg |
4b-Hydroxy Cholesterol 4-Acetate |
2515-18-6 | 25mg |
$ 397.00 | 2023-09-07 | ||
| TRC | H917985-50mg |
4β-Hydroxy Cholesterol 4-Acetate |
2515-18-6 | 50mg |
$ 764.00 | 2023-04-15 | ||
| TRC | H917985-100mg |
4β-Hydroxy Cholesterol 4-Acetate |
2515-18-6 | 100mg |
$ 1355.00 | 2023-04-15 | ||
| SHENG KE LU SI SHENG WU JI SHU | sc-471492-10 mg |
4β-Hydroxy cholesterol 4-acetate, |
2515-18-6 | 10mg |
¥2,708.00 | 2023-07-11 |
4b-Hydroxy Cholesterol 4-Acetate Related Literature
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Xiaoming Liu,Zachary D. Hood,Wangda Li,Donovan N. Leonard,Arumugam Manthiram,Miaofang Chi J. Mater. Chem. A, 2021,9, 2111-2119
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Aloke Das,K. K. Mahato,Chayan K. Nandi,Tapas Chakraborty,Shridhar R. Gadre,Nikhil A. Gokhale Phys. Chem. Chem. Phys., 2002,4, 2162-2168
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Manickam Bakthadoss,Tadiparthi Thirupathi Reddy,Vishal Agarwal,Duddu S. Sharada Chem. Commun., 2022,58, 1406-1409
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J. Matthew Kurley,Phillip W. Halstenberg,Abbey McAlister,Stephen Raiman,Richard T. Mayes RSC Adv., 2019,9, 25602-25608
-
Guiying Zhang,Maosheng Cheng,Yanni Li,Keliang Liu,Lifeng Cai Chem. Commun., 2013,49, 11086-11088
Related Categories
- Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Steroids and steroid derivatives Cholestane steroids Cholesterols and derivatives
- Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Steroids and steroid derivatives Cholesterols and derivatives
Additional information on 4b-Hydroxy Cholesterol 4-Acetate
Introduction to 4b-Hydroxy Cholesterol 4-Acetate (CAS No. 2515-18-6)
4b-Hydroxy Cholesterol 4-Acetate, with the chemical formula C24H38O4 and CAS number 2515-18-6, is a significant compound in the field of biochemical research and pharmaceutical development. This sterol derivative has garnered considerable attention due to its structural uniqueness and its potential biological activities. The compound is characterized by a hydroxyl group at the 4b position and an acetate ester at the 4 position, which contribute to its distinct chemical properties and reactivity. Understanding its molecular structure, synthesis pathways, and biological functions is crucial for leveraging its applications in medicine and biotechnology.
The synthesis of 4b-Hydroxy Cholesterol 4-Acetate involves a series of well-defined chemical transformations that highlight the compound's stereochemistry and functional group compatibility. One of the most notable synthetic routes involves the oxidation of cholesterol followed by esterification. This process requires precise control over reaction conditions to ensure high yield and purity. Advanced techniques such as chiral resolution and enzymatic catalysis have been employed to enhance the selectivity and efficiency of the synthesis, making it a model system for studying sterol biochemistry.
Recent research has demonstrated that 4b-Hydroxy Cholesterol 4-Acetate exhibits several promising biological activities that make it a valuable candidate for therapeutic applications. Studies have shown that this compound can modulate cholesterol metabolism, which is critical in addressing conditions such as hypercholesterolemia and atherosclerosis. The hydroxyl group at the 4b position plays a pivotal role in these interactions, allowing the compound to engage with various enzymes and receptors involved in lipid homeostasis.
In addition to its role in cholesterol metabolism, 4b-Hydroxy Cholesterol 4-Acetate has been investigated for its potential anti-inflammatory properties. Emerging evidence suggests that this sterol derivative can inhibit key pro-inflammatory pathways, including NF-κB signaling. This mechanism has attracted interest for developing novel anti-inflammatory agents that could offer alternatives to traditional treatments. The acetate ester group further enhances its pharmacological profile by improving solubility and bioavailability, making it more suitable for drug formulation.
The pharmacokinetic behavior of 4b-Hydroxy Cholesterol 4-Acetate has been extensively studied to optimize its therapeutic efficacy. Research indicates that the compound exhibits moderate oral bioavailability, with a half-life that allows for sustained action in vivo. Metabolic studies have identified key pathways by which the compound is processed in the body, providing insights into potential side effects and drug-drug interactions. These findings are crucial for designing clinical trials that evaluate the safety and efficacy of 4b-Hydroxy Cholesterol 4-Acetate as a therapeutic agent.
One of the most exciting areas of research involving 4b-Hydroxy Cholesterol 4-Acetate is its potential application in neuroprotection. Preliminary studies have shown that this compound can cross the blood-brain barrier and protect neurons against oxidative stress-induced damage. This property makes it a promising candidate for treating neurodegenerative diseases such as Alzheimer's and Parkinson's disease. The ability of 4b-Hydroxy Cholesterol 4-Acetate to modulate cholesterol levels within neural cells may also contribute to its neuroprotective effects.
The development of 4b-Hydroxy Cholesterol 4-Acetate as a drug candidate has been supported by advancements in computational chemistry and molecular modeling. These tools have enabled researchers to predict how the compound interacts with biological targets at an atomic level, facilitating the design of analogs with enhanced activity or reduced toxicity. Such computational approaches are increasingly integral to modern drug discovery, streamlining the process from hypothesis generation to lead optimization.
Future directions in research on 4b-Hydroxy Cholesterol 4-Acetate include exploring its role in cellular signaling pathways beyond cholesterol metabolism. Investigating its interactions with non-steroidal receptors and enzymes could uncover new therapeutic applications in areas such as cancer biology and immunology. Additionally, studying the compound's effects on gut microbiota may reveal novel insights into how sterols influence overall health through gut-brain axis interactions.
The industrial production of 4b-Hydroxy Cholesterol 4-Acetate is also an area of growing interest, with manufacturers focusing on scalable synthetic routes that minimize environmental impact while maintaining high purity standards. Green chemistry principles are being applied to develop more sustainable processes, including biocatalytic methods that utilize enzymes for selective transformations. These efforts align with broader trends in pharmaceutical manufacturing aimed at reducing waste and energy consumption.
In conclusion, 4b-Hydroxy Cholesterol 4-Acetate (CAS No. 2515-18-6) represents a fascinating compound with diverse biological activities and therapeutic potential. Its unique structural features make it a valuable tool for studying lipid biochemistry, while its functional properties open doors for applications in medicine ranging from cardiovascular health to neuroprotection. As research continues to uncover new aspects of this compound's biology, it is likely to remain a cornerstone of investigations into sterol derivatives and their roles in human health.
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