Art. -Nr.: HY-N5060

Estragole

(Synonyms: 4-Allylanisole)

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Estragole (4-Allylanisole) is a relatively nontoxic volatile terpenoid ether and major component of the essential oil from many plants. Estragole significantly triggers Apoptosis, suppresses LPS-induced intracellular ROS production. Estragole activats Nrf-2 and regulates NF-κB. Estragole has anti-toxoplasma, anti-inflammatory, anti-edema, antioxidant and immunomodulatory properties. Estragole blocks DRG neuron excitability. Estragole has improves gastric ulcer activity.

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Reinheit: 99.21%
CAS. Nr.: 140-67-0
Formel: C₁₀H₁₂O
Molecular Weight:148.20

Speicherung:

Pure form -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month

Estragole Chemical Structure

CAS. Nr.: 140-67-0

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Biologische Aktivität
- Beschreibung
- IC₅₀ & Target
- In Vitro
- In Vivo
Chemical Information
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

IC₅₀ & Target

Toxoplasma

Alle Parasite Isoform-spezifische Produkte anzeigen :

Alle NF-κB Isoform-spezifische Produkte anzeigen :

In Vitro

Estragole (0-200 μg/mL, 24 h) exhibits a dose-dependent cytotoxic activity in the monolayer culture of MCF7 cell line with IC₅₀ value of 74 μg/mL^[3].
Estragole (2000 μM, 24 h) induces apoptosis in AA8 and EM9 cells^[4].
Estragole (84.5-674 μM, 2 h) exhibits anti-inflammatory activity with the regulation of NF-κB and activation of Nrf-2 signaling pathways in LPS-induced RAW 264.7 cells^[5].
Estragole (1-300 μM) increases micronuclei counts (3.2-7.1 fold) in HepG2-CYP1A2 cells^[6].
Estragole (31.25-500 μg/mL, 24 h) does not exhibit significant cytotoxic effects in the A. Salina and hemolysis tests^[7].
Estragole (3-60 μg/mL, 30 min) inhibits neutrophil migration toward fMLP^[8].
Estragole (0.6-14 mM) blocks DRG neuronal excitability by direct inhibition of Na⁺ channels^[9].

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

Apoptosis Analysis^[3]

Cell Line:

MCF7
Concentration:

25, 37, 50, 74, 75, 100 μg/mL
Incubation Time:

4 h
Result:

Showed apparent apoptotic morphological changes such as nuclear fragmentation, chromatin condensation, and destruction of cell membrane integrity.
Triggered apoptosis.
Showed the early apoptotic cells population of 43% after treatment with IC50/2 (IC50: 74 μg/mL) concentration for 4 h.
Increased and reached 55% after treatment with IC50 (74 μg/mL) concentration for 4 h.
Increased the activity of caspase-3.

In Vivo

Estragole (250-750 mg/kg, p.o., 30 min before the intraperitoneal injection carrageenan solution) significantly reduces the number of rolling, adherent leukocytes and decreases number of leukocyte migrated to perivascular tissue in mice^[8].
Estragole (30-60 mg/kg, p.o.) shows anti-inflammatory and antiedematogenic activity, with reducing paw edema in mice^[10].
Estragole (31.2-250 mg/kg, p.o., pre-treated 30 min- 1 h) prevents gastric ulcers via cytoprotective, antioxidant and immunoregulatory mechanisms in Swiss mice^[11].
Estragole (100 mg/kg, p.o., daily, 6 consecutive days) shows anti-toxoplasma activity in murine models of congenital and noncongenital toxoplasmosis^[12].
Estragole (100 g, i.p., once a week for 17 weeks) decreases the HNF4 and FOXA DNA-binding activities and inhibits the induction of tyrosine aminotransferase and tryptophan oxygenase only in susceptible female mice^[13].

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

Animal Model:

Carrageenan-induced peritonitis model^[8]
Dosage:

250, 500, 750 mg/kg
Administration:

Oral gavage (p.o.), 30 min before the intraperitoneal injection carrageenan solution
Result:

Inhibited the leukocyte migration at doses of 500 (51%) and 750 mg/kg (52%).
Had a similar effect on anethole.

Chemical Information

CAS. Nr. 140-67-0
Appearance Liquid (Density: 0.965 g/cm³ )
Molecular Weight 148.20
Formel C₁₀H₁₂O
Color Colorless to light yellow
SMILES

C=CCC1=CC=C(OC)C=C1
Synonyms

4-Allylanisole
Structure Classification
- Phenylpropanoids
- Simple Phenylpropanols
Initial Source
Versand

Room temperature in continental US; may vary elsewhere.

Speicherung

Pure form	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : 100 mg/mL (674.76 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

6.7476 mL

33.7382 mL

67.4764 mL

5 mM

1.3495 mL

6.7476 mL

13.4953 mL

10 mM

0.6748 mL

3.3738 mL

6.7476 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 (16.87 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 (16.87 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.

Protocol 3

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

Solubility: ≥ 2.5 mg/mL (16.87 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 (278 KB)
SDS (620 KB)
- English - EN (620 KB)
- Français - FR (620 KB)
- Deutsch - DE (620 KB)
- Norwegian - NO (620 KB)
- Español - ES (620 KB)
- Swedish - SV (620 KB)
- Italian - IT (620 KB)
- Korean - KR (620 KB)
- Portuguese - PT (620 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]. Leal-Cardoso JH, et al. Effects of estragole on the compound action potential of the rat sciatic nerve. Braz J Med Biol Res. 2004 Aug;37(8):1193-8. [Content Brief]

[2]. Oliveira CB, et al. Anti-Toxoplasma Activity of Estragole and Thymol in Murine Models of Congenital and Noncongenital Toxoplasmosis. J Parasitol. 2016 Jun;102(3):369-76. [Content Brief]

[3]. Lashkari A, et al. Evaluating the In vitro anti-cancer potential of estragole from the essential oil of Agastache foeniculum [Pursh.] Kuntze. Biocatalysis and Agricultural Biotechnology, 2020, 27: 101727.

[4]. Martins C, et al. Estragole: a weak direct-acting food-borne genotoxin and potential carcinogen. Mutat Res. 2012 Aug 30;747(1):86-92. [Content Brief]

[5]. Roy A, et al. Estragole exhibits anti-inflammatory activity with the regulation of NF-κB and Nrf-2 signaling pathways in LPS-induced RAW 264.7 cells. Natural Product Sciences, 2018, 24(1): 13-20.

[6]. Schulte-Hubbert R, et al. Estragole: DNA adduct formation in primary rat hepatocytes and genotoxic potential in HepG2-CYP1A2 cells. Toxicology. 2020 Nov;444:152566. [Content Brief]

[7]. Coêlho ML, et al. Cytotoxic and Antioxidant Properties of Natural Bioactive Monoterpenes Nerol, Estragole, and 3,7-Dimethyl-1-Octanol. Adv Pharmacol Pharm Sci. 2022 Nov 23;2022:8002766. [Content Brief]

[8]. Silva-Comar FM, et al. Effect of estragole on leukocyte behavior and phagocytic activity of macrophages. Evid Based Complement Alternat Med. 2014;2014:784689. [Content Brief]

[9]. Silva-Alves KS, et al. Estragole blocks neuronal excitability by direct inhibition of Na+ channels. Braz J Med Biol Res. 2013 Dec;46(12):1056-1063. [Content Brief]

[10]. Rodrigues LB, et al. Anti-inflammatory and antiedematogenic activity of the Ocimum basilicum essential oil and its main compound estragole: In vivo mouse models. Chem Biol Interact. 2016 Sep 25;257:14-25. [Content Brief]

[11]. Alves Júnior EB, et al. Estragole prevents gastric ulcers via cytoprotective, antioxidant and immunoregulatory mechanisms in animal models. Biomed Pharmacother. 2020 Oct;130:110578. [Content Brief]

[12]. Oliveira CB, et al. Anti-Toxoplasma Activity of Estragole and Thymol in Murine Models of Congenital and Noncongenital Toxoplasmosis. J Parasitol. 2016 Jun;102(3):369-76. [Content Brief]

[13]. Kaledin VI, et al. Effect of hepatocarcinogenicity of estragole on the glucocorticoid-mediated induction of liver-specific enzymes and the activity of the transcription factors FOXA and HNF4 in the liver of mouse and rat. Biofizika. 2010 Mar-Apr;55(2):326-35. Russian. [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	6.7476 mL	33.7382 mL	67.4764 mL	168.6910 mL
	5 mM	1.3495 mL	6.7476 mL	13.4953 mL	33.7382 mL
	10 mM	0.6748 mL	3.3738 mL	6.7476 mL	16.8691 mL
	15 mM	0.4498 mL	2.2492 mL	4.4984 mL	11.2461 mL
	20 mM	0.3374 mL	1.6869 mL	3.3738 mL	8.4345 mL
	25 mM	0.2699 mL	1.3495 mL	2.6991 mL	6.7476 mL
	30 mM	0.2249 mL	1.1246 mL	2.2492 mL	5.6230 mL
	40 mM	0.1687 mL	0.8435 mL	1.6869 mL	4.2173 mL
	50 mM	0.1350 mL	0.6748 mL	1.3495 mL	3.3738 mL
	60 mM	0.1125 mL	0.5623 mL	1.1246 mL	2.8115 mL
	80 mM	0.0843 mL	0.4217 mL	0.8435 mL	2.1086 mL
	100 mM	0.0675 mL	0.3374 mL	0.6748 mL	1.6869 mL

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Estragole

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Alle Parasite Isoform-spezifische Produkte anzeigen

Alle NF-κB Isoform-spezifische Produkte anzeigen

Biologische Aktivität

Chemical Information

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Estragole Related Classifications

HY-N5060 Related Classifications