17α,20β-Dihydroxy-4-pregnen-3-one
Based on 1 Customer Validation
17α,20β-Dihydroxy-4-pregnen-3-one (17,20β-P; 17,20β-DHP) acts as the maturation-inducing hormone (MIH) in salmonid fish and rainbow trout. 17α,20β-Dihydroxy-4-pregnen-3-one binds to oocyte-specific plasma membrane receptors and pertussis toxin-sensitive inhibitory G proteins in fish, inhibits Adenylate Cyclase and reduces intracellular cAMP via the membrane receptor-G protein coupling pathway, thereby initiating downstream signal transduction. 17α,20β-Dihydroxy-4-pregnen-3-one induces de novo synthesis of cyclin B, mediates the translation of cyclin B mRNA and the phosphorylation of cdc2, and promotes the production of maturation-promoting factor (MPF). 17α,20β-Dihydroxy-4-pregnen-3-one drives meiotic maturation of fish oocytes. 17α,20β-Dihydroxy-4-pregnen-3-one is applicable for development-related research.
For research use only. We do not sell to patients.
- Purity: 96.69%
- CAS No.: 1662-06-2
- Formula: C21H32O3
- Molecular Weight:332.48
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Storage:
-20°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
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Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
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Biological Activity
17α,20β-Dihydroxy-4-pregnen-3-one (17a,20β-DP) binds to two types of receptors with high affinity (Kd = 18 nM) and low affinity (Kd = 0.3 μM) on the oocyte membrane of rainbow trout at the late vitellogenic stage, and its signal transduction pathway involves pertussis toxin-sensitive inhibitory G protein (Gi)[1].
17α,20β-Dihydroxy-4-pregnen-3-one is the most potent steroid inducing oocyte maturation in amago salmon, and its endogenous levels increase sharply during oocyte maturation and ovulation. It inhibits adenylate cyclase activity in the oocyte membrane of rainbow trout, and this effect is partially mediated by the α subunit of inhibitory G protein (Gi)[1].
17α,20β-Dihydroxy-4-pregnen-3-one (17a,20β-DP) (100 nM-1 μM) selectively reduces pertussis toxin-catalyzed ADP-ribosylation of the 40 kDa Gi α subunit in the cell membrane of late vitellogenic oocytes in rainbow trout, indicating that it activates inhibitory G proteins[2].
17α,20β-Dihydroxy-4-pregnen-3-one induces maturation of fully grown immature goldfish oocytes via a membrane-mediated pathway, and initiates de novo synthesis of cyclin B through cytoplasmic 3'poly (A) elongation of pre-existing cyclin B mRNA[1].
17α,20β-Dihydroxy-4-pregnen-3-one induces the activation of maturation-promoting factor (MPF) in goldfish oocytes by triggering de novo synthesis of cyclin B; the newly synthesized cyclin B binds to inactive 35-kDa cdc2 kinase and promotes the phosphorylation of Thr161, thereby generating active cdc2 kinase[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 1662-06-2
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Appearance Solid
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Molecular Weight 332.48
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Formula C21H32O3
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Color White to off-white
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SMILES
C[C@@]12[C@](CC[C@]2(O)[C@H](O)C)([H])[C@@]3([H])[C@@](CC1)([H])[C@@]4(C(CC3)=CC(CC4)=O)C
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Synonyms
17,20β-P; 17,20β-DHP
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
-20°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Solvent & Solubility
DMSO : 100 mg/mL (300.77 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (7.52 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (7.52 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL. * In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation
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Data Sheet (279 KB)
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SDS (394 KB)
- English - EN (394 KB)
- Français - FR (394 KB)
- Deutsch - DE (394 KB)
- Norwegian - NO (394 KB)
- Español - ES (394 KB)
- Swedish - SV (394 KB)
- Italian - IT (394 KB)
- Korean - KR (394 KB)
- Portuguese - PT (394 KB)
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Handling Instructions (2659 KB)
References
[1]. Nagahama Y, et al. 17 alpha,20 beta-dihydroxy-4-pregnen-3-one, a maturation-inducing hormone in fish oocytes: mechanisms of synthesis and action. Steroids. 1997 Jan;62(1):190-6. [Content Brief]
[2]. Yoshikuni M, et al. Involvement of an inhibitory G-protein in the signal transduction pathway of maturation-inducing hormone (17 alpha,20 beta-dihydroxy-4-pregnen-3-one) action in rainbow trout (Oncorhynchus mykiss) oocytes. Developmental biology. 1994 Dec;166(2):615-22. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.0077 mL | 15.0385 mL | 30.0770 mL | 75.1925 mL |
| 5 mM | 0.6015 mL | 3.0077 mL | 6.0154 mL | 15.0385 mL | |
| 10 mM | 0.3008 mL | 1.5038 mL | 3.0077 mL | 7.5192 mL | |
| 15 mM | 0.2005 mL | 1.0026 mL | 2.0051 mL | 5.0128 mL | |
| 20 mM | 0.1504 mL | 0.7519 mL | 1.5038 mL | 3.7596 mL | |
| 25 mM | 0.1203 mL | 0.6015 mL | 1.2031 mL | 3.0077 mL | |
| 30 mM | 0.1003 mL | 0.5013 mL | 1.0026 mL | 2.5064 mL | |
| 40 mM | 0.0752 mL | 0.3760 mL | 0.7519 mL | 1.8798 mL | |
| 50 mM | 0.0602 mL | 0.3008 mL | 0.6015 mL | 1.5038 mL | |
| 60 mM | 0.0501 mL | 0.2506 mL | 0.5013 mL | 1.2532 mL | |
| 80 mM | 0.0376 mL | 0.1880 mL | 0.3760 mL | 0.9399 mL | |
| 100 mM | 0.0301 mL | 0.1504 mL | 0.3008 mL | 0.7519 mL |
17α,20β-Dihydroxy-4-pregnen-3-one Related Classifications
HY-W587733 Related Classifications
Powered by Bioz
- 17α,20β-Dihydroxy-4-pregnen-3-one
- 1662-06-2
- 17,20β-P
- 17,20β-DHP
- Endogenous Metabolite
- Adenylate Cyclase
- CDK
- salmonid fishes
- adenylate cyclase
- rainbow trout
- fish oocyte membranes
- fish oocyte meiotic maturation
- inhibitory G protein
- cyclin B
- cAMP
- fish oocyte plasma membrane receptor
- maturation-promoting factor
- Inhibitor
- inhibitor
- inhibit