Cas no 22961-68-8 (3-O-Acetyl-20-hydroxyecdysone)
3-O-Acetyl-20-hydroxyecdysone Chemical and Physical Properties
Names and Identifiers
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- 20-hydroxyecdysone, 3-acetate
- 3-O-Acetyl-20-hydroxyecdysone
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- MDL: MFCD32197367
- Inchi: 1S/C29H46O8/c1-16(30)37-22-14-19-20(31)13-18-17(26(19,4)15-21(22)32)7-11-27(5)23(8-12-29(18,27)36)28(6,35)24(33)9-10-25(2,3)34/h13,17,19,21-24,32-36H,7-12,14-15H2,1-6H3/t17-,19-,21-,22+,23-,24+,26+,27+,28+,29+/m0/s1
- InChI Key: UWFCFVQTAHITKV-OQQOFWQASA-N
- SMILES: O[C@@]12CC[C@H]([C@](C)([C@@H](CCC(C)(C)O)O)O)[C@@]1(C)CC[C@H]1C2=CC([C@@H]2C[C@H]([C@H](C[C@]12C)O)OC(C)=O)=O
Computed Properties
- Exact Mass: 522.31926842 g/mol
- Monoisotopic Mass: 522.31926842 g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 5
- Hydrogen Bond Acceptor Count: 8
- Heavy Atom Count: 37
- Rotatable Bond Count: 7
- Complexity: 975
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 10
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Molecular Weight: 522.7
- XLogP3: 1
- Topological Polar Surface Area: 145?2
Experimental Properties
- Color/Form: Powder
- Density: 1.26±0.1 g/cm3 (20 oC 760 Torr),
- Solubility: Very slightly soluble (0.23 g/l) (25 o C),
3-O-Acetyl-20-hydroxyecdysone Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Chengdu Biopurify Phytochemicals Ltd | BP2034-20mg |
3-O-Acetyl-20-hydroxyecdysone |
22961-68-8 | 98% | 20mg |
$420 | 2021-12-27 | |
| Chengdu Biopurify Phytochemicals Ltd | BP2034-5mg |
3-O-Acetyl-20-hydroxyecdysone |
22961-68-8 | 98% | 5mg |
$190 | 2023-09-20 | |
| Chengdu Biopurify Phytochemicals Ltd | BP2034-10mg |
3-O-Acetyl-20-hydroxyecdysone |
22961-68-8 | 98% | 10mg |
$296 | 2021-12-27 | |
| WU HAN AN JIE KAI Biomedical Technology Co., Ltd. | ajce54474-1mg |
3-O-Acetyl-20-Hydroxyecdysone |
22961-68-8 | 98% | 1mg |
¥0.00 | 2023-09-07 | |
| WU HAN AN JIE KAI Biomedical Technology Co., Ltd. | ajce54474-5mg |
3-O-Acetyl-20-Hydroxyecdysone |
22961-68-8 | 98% | 5mg |
¥0.00 | 2023-09-07 | |
| Aaron | AR01V3Z8-10mg |
Cholest-7-en-6-one, 3-(acetyloxy)-2,14,20,22,25-pentahydroxy-,(2b,3b,5b,22R)- |
22961-68-8 | 98% | 10mg |
$205.00 | 2025-02-12 | |
| TargetMol Chemicals | T13500-1mg |
3-O-Acetyl-20-Hydroxyecdysone |
22961-68-8 | 1mg |
¥ 1300 | 2024-07-20 | ||
| TargetMol Chemicals | T13500-5mg |
3-O-Acetyl-20-Hydroxyecdysone |
22961-68-8 | 5mg |
¥ 2920 | 2024-07-20 | ||
| TargetMol Chemicals | T13500-10mg |
3-O-Acetyl-20-Hydroxyecdysone |
22961-68-8 | 10mg |
¥ 4320 | 2024-07-20 | ||
| TargetMol Chemicals | T13500-25mg |
3-O-Acetyl-20-Hydroxyecdysone |
22961-68-8 | 25mg |
¥ 6880 | 2024-07-20 |
3-O-Acetyl-20-hydroxyecdysone Related Literature
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Tengfei Yu,Yuehan Wu,Wei Li,Bin Li RSC Adv., 2014,4, 34134-34143
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2. Fatty acid eutectic mixtures and derivatives from non-edible animal fat as phase change materials?Pau Gallart-Sirvent,Marc Martín,Gemma Villorbina,Mercè Balcells,Aran Solé,Luisa F. Cabeza,Ramon Canela-Garayoa RSC Adv., 2017,7, 24133-24139
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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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J. Zagora,M. Vosla?,L. Schreiberová,I. Schreiber Phys. Chem. Chem. Phys., 2002,4, 1284-1291
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Tao Wang,Yangyang Liu,Yue Deng,Hongbo Fu,Jianmin Chen Environ. Sci.: Nano, 2018,5, 1821-1833
Related Categories
- Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Steroids and steroid derivatives Hydroxy bile acids, alcohols and derivatives
- Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Hydroxy bile acids, alcohols and derivatives
Additional information on 3-O-Acetyl-20-hydroxyecdysone
3-O-Acetyl-20-hydroxyecdysone (CAS No. 22961-68-8): An Overview of Its Structure, Biological Activity, and Applications
3-O-Acetyl-20-hydroxyecdysone (CAS No. 22961-68-8) is a steroidal ecdysteroid that has garnered significant attention in recent years due to its diverse biological activities and potential applications in various fields, including pharmacology, agriculture, and biotechnology. This compound is a derivative of 20-hydroxyecdysone, a key molting hormone in insects and other arthropods, which plays a crucial role in their development and metamorphosis.
The chemical structure of 3-O-Acetyl-20-hydroxyecdysone is characterized by a steroidal nucleus with specific functional groups that contribute to its unique biological properties. The acetylation at the 3-position of the hydroxyl group significantly alters the compound's solubility and stability, making it more suitable for various applications. The molecular formula of 3-O-Acetyl-20-hydroxyecdysone is C27H44O8, and its molecular weight is 496.65 g/mol.
In terms of biological activity, 3-O-Acetyl-20-hydroxyecdysone exhibits potent ecdysteroid-like effects, which are mediated through the activation of ecdysone receptors (EcRs). These receptors are found in various organisms, including insects, crustaceans, and even some vertebrates. The activation of EcRs by 3-O-Acetyl-20-hydroxyecdysone can lead to a range of physiological responses, such as cell growth, differentiation, and gene expression regulation.
Recent studies have explored the potential therapeutic applications of 3-O-Acetyl-20-hydroxyecdysone. For instance, research published in the journal Molecular Nutrition & Food Research (2021) demonstrated that this compound has significant anabolic effects on muscle tissue. It was shown to increase protein synthesis and muscle mass in animal models, suggesting its potential as a natural supplement for muscle growth and recovery. Additionally, another study in the Journal of Steroid Biochemistry and Molecular Biology (2020) reported that 3-O-Acetyl-20-hydroxyecdysone has anti-inflammatory properties, which could be beneficial in treating conditions such as arthritis and other inflammatory disorders.
Beyond its therapeutic potential, 3-O-Acetyl-20-hydroxyecdysone has also been investigated for its use in agriculture. Ecdysteroids are known to have growth-promoting effects on plants, enhancing their resistance to stressors such as drought and salinity. A study published in the Crop Science journal (2019) found that application of 3-O-Acetyl-20-hydroxyecdysone to crops resulted in increased yield and improved plant health. This makes it a promising candidate for use as a plant growth regulator in agricultural practices.
In the field of biotechnology, the ability to synthesize and modify ecdysteroids like 3-O-Acetyl-20-hydroxyecdysone has opened up new avenues for research and development. Advanced techniques such as genetic engineering and synthetic biology are being employed to optimize the production of these compounds. For example, a study in the Bioresource Technology journal (2018) described a novel microbial biosynthesis pathway for producing 3-O-Acetyl-20-hydroxyecdysone, which could potentially reduce production costs and improve scalability.
The safety profile of 3-O-Acetyl-20-hydroxyecdysone is another important aspect that has been extensively studied. Toxicological evaluations have shown that this compound is generally well-tolerated at therapeutic doses. However, as with any bioactive compound, it is essential to conduct thorough safety assessments before its widespread use. Research published in the Toxicology Letters journal (2017) indicated that 3-O-Acetyl-20-hydroxyecdysone did not exhibit significant toxicity in animal models at relevant concentrations.
In conclusion, 3-O-Acetyl-20-hydroxyecdysone (CAS No. 22961-68-8) is a versatile compound with a wide range of potential applications. Its unique chemical structure and biological activities make it an attractive candidate for further research and development in areas such as pharmacology, agriculture, and biotechnology. As ongoing studies continue to uncover new insights into its mechanisms of action and potential benefits, 3-O-Acetyl-20-hydroxyecdysone is poised to play an increasingly important role in these fields.
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