N-Benzoyl-(2R,3S)-3-phenylisoserine
Based on 1 Customer Validation
N-Benzoyl-(2R,3S)-3-phenylisoserine is the C-13 chiral side chain of paclitaxel and serves as a synthetic scaffold for constructing paclitaxel and related hybrid molecules. N-Benzoyl-(2R,3S)-3-phenylisoserine is used in studies on paclitaxel side chain synthesis and the design of anti-Plasmodium hybrid molecules.
For research use only. We do not sell to patients.
- Purity : 99.48%
- CAS No.: 132201-33-3
- Formula: C16H15NO4
- Molecular Weight:285.30
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Storage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 2 years , -20°C, 1 year
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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
Biological Activity
Description
In Vitro
N-Benzoyl-(2R,3S)-3-phenylisoserine (compound 2) exhibits an IC50 >10 μM in erythrocytic-stage assays against the chloroquine-resistant Plasmodium falciparum IndoChina W2 strain[2].
N-Benzoyl-(2R,3S)-3-phenylisoserine exhibits an IC50 >10 μM in erythrocytic stage assays against the multidrug-resistant Plasmodium falciparum Thailand K1 strain[2].
N-Benzoyl-(2R,3S)-3-phenylisoserine exhibits a cytotoxic IC50 >100 μM in L-6 rat skeletal muscle myoblasts[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 132201-33-3
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Appearance Solid
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Molecular Weight 285.30
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Formula C16H15NO4
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Color White to off-white
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SMILES
O=C(C1=CC=CC=C1)N[C@](C2=CC=CC=C2)([H])[C@@H](O)C(O)=O
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 2 years -20°C 1 year
Solvent & Solubility
In Vitro:
DMSO : ≥ 160 mg/mL (560.81 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
* "≥" means soluble, but saturation unknown.
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, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
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, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
In Vivo:
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: ≥ 2.67 mg/mL (9.36 mM); Clear solution
This protocol yields a clear solution of ≥ 2.67 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (26.7 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: ≥ 2.67 mg/mL (9.36 mM); Clear solution
This protocol yields a clear solution of ≥ 2.67 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (26.7 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.
In Vivo Dissolution Calculator
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.
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 (289 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
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, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
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| DMSO | 1 mM | 3.5051 mL | 17.5254 mL | 35.0508 mL | 87.6271 mL |
| 5 mM | 0.7010 mL | 3.5051 mL | 7.0102 mL | 17.5254 mL | |
| 10 mM | 0.3505 mL | 1.7525 mL | 3.5051 mL | 8.7627 mL | |
| 15 mM | 0.2337 mL | 1.1684 mL | 2.3367 mL | 5.8418 mL | |
| 20 mM | 0.1753 mL | 0.8763 mL | 1.7525 mL | 4.3814 mL | |
| 25 mM | 0.1402 mL | 0.7010 mL | 1.4020 mL | 3.5051 mL | |
| 30 mM | 0.1168 mL | 0.5842 mL | 1.1684 mL | 2.9209 mL | |
| 40 mM | 0.0876 mL | 0.4381 mL | 0.8763 mL | 2.1907 mL | |
| 50 mM | 0.0701 mL | 0.3505 mL | 0.7010 mL | 1.7525 mL | |
| 60 mM | 0.0584 mL | 0.2921 mL | 0.5842 mL | 1.4605 mL | |
| 80 mM | 0.0438 mL | 0.2191 mL | 0.4381 mL | 1.0953 mL | |
| 100 mM | 0.0351 mL | 0.1753 mL | 0.3505 mL | 0.8763 mL |
N-Benzoyl-(2R,3S)-3-phenylisoserine Related Classifications
HY-N2380 Related Classifications
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Keywords
- N-Benzoyl-(2R,3S)-3-phenylisoserine
- 132201-33-3
- Others
- Drug Intermediate
- multidrug-resistant Thailand K1 strain
- rat skeletal myoblast L-6 cell line
- antimicrotubular agent
- chemical synthesis
- chloroquine-resistant IndoChina W2 strain
- cancer
- P. falciparum
- antiplasmodial activity
- Taxol C-13 side chain
- paclitaxel
- Inhibitor
- inhibitor
- inhibit