Art. -Nr.: HY-W099725

Sarmentine

Sarmentine is a broad-spectrum contact herbicide and PSII inhibitor, with an IC₅₀ of 3.0 μM and a K_i 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 Q_B 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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CAS. Nr.: 78910-33-5
Formel: C₁₄H₂₃NO
Molecular Weight:221.34

Speicherung:

Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month

Sarmentine Chemical Structure

CAS. Nr.: 78910-33-5

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Biologische Aktivität
- Beschreibung
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

Cellular Effect

Cell Line	Type	Value	Description	References
DU-145	IC₅₀	>40 μM Compound: 17	Antiproliferative activity against human DU145 cells after 3 days by SRB assay Antiproliferative activity against human DU145 cells after 3 days by SRB assay	[PMID: 25241925]
HL-60	IC₅₀	>50 μM Compound: 7	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	[PMID: 22985027]
KB	IC₅₀	>40 μM Compound: 17	Antiproliferative activity against human KB cells after 3 days by SRB assay Antiproliferative activity against human KB cells after 3 days by SRB assay	[PMID: 25241925]
MCF7	IC₅₀	>40 μM Compound: 17	Antiproliferative activity against human MCF7 cells after 3 days by SRB assay Antiproliferative activity against human MCF7 cells after 3 days by SRB assay	[PMID: 25241925]
MDA-MB-231	IC₅₀	>40 μM Compound: 17	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	[PMID: 25241925]
SK-BR-3	IC₅₀	>40 μM Compound: 17	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	[PMID: 25241925]
ZR-75-1	IC₅₀	>40 μM Compound: 17	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	[PMID: 25241925]

In Vitro

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 Q_B site of PSII in isolated spinach thylakoid membranes, with an apparent K_i 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.

In Vivo

Sarmentine (10 mgmg/mL-300 μM; foliar spray, dark incubation, dark incubation followed by high light exposure; single application) acts as a potent broad-spectrum contact herbicide, causing >90% injury to sensitive weeds, disrupting plant membranes (I₅₀ 38-80 μM across broadleaf species and cucumber) and inhibiting photosynthetic electron transport to drive weed desiccation, with light-dependent enhancement of activity at lower concentrations^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Chemical Information

CAS. Nr. 78910-33-5
Appearance Solid
Molecular Weight 221.34
Formel C₁₄H₂₃NO
SMILES

C(/C=C/C=C/CCCCC)(=O)N1CCCC1
Structure Classification
- Alkaloids
- Pyrrole Alkaloids
Initial Source
Versand

Room temperature in continental US; may vary elsewhere.

Speicherung

Powder	-20°C	3 years
In solvent	-80°C	6 months
	-20°C	1 month

Lösungsmittel & Löslichkeit

In Vitro:

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)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

4.5179 mL

22.5897 mL

45.1794 mL

5 mM

0.9036 mL

4.5179 mL

9.0359 mL

10 mM

0.4518 mL

2.2590 mL

4.5179 mL

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.

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

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.

Protocol 1

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.

Protocol 2

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.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.5 mg/mL (11.29 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
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

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (269 KB)
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)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[1]. Dayan FE, et al. Sarmentine, a natural herbicide from Piper species with multiple herbicide mechanisms of action. Front Plant Sci. 2015;6:222. Published 2015 Apr 8. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

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

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Sarmentine

High-Throughput Bioactive Compound Library

Biologische Aktivität

Chemical Information

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Sarmentine Related Classifications

HY-W099725 Related Classifications