Sarmentine
Sarmentine is a broad-spectrum contact herbicide and PSII inhibitor, with an IC50 of 3.0 μM and a Ki of 1.5 μM against spinach, an IC50 of 1.72 μM against wild-type Amaranthus retroflexus, and an IC50 of 0.97 μM against triazine-resistant Amaranthus retroflexus. Sarmentine competitively binds to the QB binding site of plastoquinone on PSII, thereby blocking photosynthetic electron transport. Sarmentine inhibits enoyl-ACP reductase in Arabidopsis thaliana by targeting the early fatty acid synthesis process, with an IC50 of 18.3 μM. Sarmentine induces light-independent loss of plasma membrane integrity and electrolyte leakage. Sarmentine also exhibits antiplasmodial, antimycobacterial, antituberculous, and antiplatelet aggregation activities.
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- No. CAS: 78910-33-5
- Fòrmula: C14H23NO
- Peso molecular:221.34
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Almacenamiento:Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month
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Actividad biológica
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Chemical Information
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Solvente y solubilidad
- Pureza y Documentación
- Referencias
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Help & FAQs
Actividad biológica
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| DU-145 | IC50 |
>40 μM
Compound: 17
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Antiproliferative activity against human DU145 cells after 3 days by SRB assay
Antiproliferative activity against human DU145 cells after 3 days by SRB assay
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[PMID: 25241925] |
| HL-60 | IC50 |
>50 μM
Compound: 7
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Cytotoxicity against human HL60 cells after 18 hrs by annexin-V labeling-based flow cytometry
Cytotoxicity against human HL60 cells after 18 hrs by annexin-V labeling-based flow cytometry
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[PMID: 22985027] |
| KB | IC50 |
>40 μM
Compound: 17
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Antiproliferative activity against human KB cells after 3 days by SRB assay
Antiproliferative activity against human KB cells after 3 days by SRB assay
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[PMID: 25241925] |
| MCF7 | IC50 |
>40 μM
Compound: 17
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Antiproliferative activity against human MCF7 cells after 3 days by SRB assay
Antiproliferative activity against human MCF7 cells after 3 days by SRB assay
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[PMID: 25241925] |
| MDA-MB-231 | IC50 |
>40 μM
Compound: 17
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Antiproliferative activity against human MDA-MB-231 cells after 3 days by SRB assay
Antiproliferative activity against human MDA-MB-231 cells after 3 days by SRB assay
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[PMID: 25241925] |
| SK-BR-3 | IC50 |
>40 μM
Compound: 17
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Antiproliferative activity against human SK-BR-3 cells after 3 days by SRB assay
Antiproliferative activity against human SK-BR-3 cells after 3 days by SRB assay
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[PMID: 25241925] |
| ZR-75-1 | IC50 |
>40 μM
Compound: 17
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Antiproliferative activity against human ZR-75-1 cells after 3 days by SRB assay
Antiproliferative activity against human ZR-75-1 cells after 3 days by SRB assay
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[PMID: 25241925] |
Sarmentine (3-300 μM; 24 h; dark incubation) induces light-independent plasma membrane disruption at ≥100 μM across cucumber, redroot pigweed, mustard, velvetleaf, and large crabgrass, with I50 values ranging from 38.3 to 91.8 μM after 24 h dark incubation, and its 30 μM activity is light-stimulated in cucumber[1].
Sarmentine (30 μM; 4 h dark; incubation) completely inhibits photosynthetic electron transport in cucumber cotyledons after 4 h dark incubation, reducing activity to 11% of controls[1].
Sarmentine inhibits photosynthetic oxygen evolution in isolated spinach, wild-type redroot pigweed, and triazine-resistant redroot pigweed thylakoid membranes with I50 values of 3.0 μM, 1.72 μM, and 0.97 μM, respectively[1].
Sarmentine (10 μM; 15 min; on ice) competes with Atrazine (HY-N7091) for binding to the QB site of PSII in isolated spinach thylakoid membranes, with an apparent Ki of 1.5 μM[1].
Sarmentine (100 μM; 15 min; 37°C) does not inhibit L-amino acid oxidase activity[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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No. CAS 78910-33-5
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Appearance Solid
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Peso molecular 221.34
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Fòrmula C14H23NO
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SMILES
C(/C=C/C=C/CCCCC)(=O)N1CCCC1
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Structure Classification
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Initial Source
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Envío
Room temperature in continental US; may vary elsewhere.
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Almacenamiento
Powder -20°C 3 years In solvent -80°C 6 months -20°C 1 month
Solvente y solubilidad
DMSO : 100 mg/mL (451.79 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. 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. 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 (11.29 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 (11.29 mM); Suspended solution; Need ultrasonic
This protocol yields a suspended solution of 2.5 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.
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.
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.
Pureza y Documentación
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Ficha de datos (269 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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Instrucciones de manejo (2659 KB)
Referencias
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. 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 | 4.5179 mL | 22.5897 mL | 45.1794 mL | 112.9484 mL |
| 5 mM | 0.9036 mL | 4.5179 mL | 9.0359 mL | 22.5897 mL | |
| 10 mM | 0.4518 mL | 2.2590 mL | 4.5179 mL | 11.2948 mL | |
| 15 mM | 0.3012 mL | 1.5060 mL | 3.0120 mL | 7.5299 mL | |
| 20 mM | 0.2259 mL | 1.1295 mL | 2.2590 mL | 5.6474 mL | |
| 25 mM | 0.1807 mL | 0.9036 mL | 1.8072 mL | 4.5179 mL | |
| 30 mM | 0.1506 mL | 0.7530 mL | 1.5060 mL | 3.7649 mL | |
| 40 mM | 0.1129 mL | 0.5647 mL | 1.1295 mL | 2.8237 mL | |
| 50 mM | 0.0904 mL | 0.4518 mL | 0.9036 mL | 2.2590 mL | |
| 60 mM | 0.0753 mL | 0.3765 mL | 0.7530 mL | 1.8825 mL | |
| 80 mM | 0.0565 mL | 0.2824 mL | 0.5647 mL | 1.4119 mL | |
| 100 mM | 0.0452 mL | 0.2259 mL | 0.4518 mL | 1.1295 mL |
Sarmentine Related Classifications
HY-W099725 Related Classifications
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