Reactivos e instrumentos para inmunología, biología celular y biología molecular.

Thymol [89-83-8]

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Referencia HY-N6810-5g

embalaje : 5g

Marca : MedChemExpress

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Descripciòn

Thymol is a TRPA1 agonist. Thymol induces cancer cell apoptosis. Thymol is the main monoterpene phenol occurring in essential oils isolated from plants belonging to the Lamiaceae family, and other plants such as those belonging to the Verbenaceae, Scrophulariaceae, Ranunculaceae and Apiaceae families. Thymol has antioxidant, anti-inflammatory, antibacterial and antifungal effects^[1].

Cellular Effect

Cell Line	Type	Value	Description	References
B16-F10	IC₅₀	160 μM Compound: 5	Cytotoxicity against mouse B16-F10 cells Cytotoxicity against mouse B16-F10 cells	[PMID: 39026645]
HEK293	EC₅₀	20 μM Compound: Thymol	Agonist activity at human TRPA1 expressed in HEK293 cells assessed as increase in calcium influx by calcium-3 dye based FLIPR analysis Agonist activity at human TRPA1 expressed in HEK293 cells assessed as increase in calcium influx by calcium-3 dye based FLIPR analysis	[PMID: 30878828]
HEK293	EC₅₀	286.6 μM Compound: 1	Activation of rat TRPA1 expressed in HEK293 cells assessed as stimulation of intracellular Ca2+ levels Activation of rat TRPA1 expressed in HEK293 cells assessed as stimulation of intracellular Ca2+ levels	[PMID: 22503249]
HEK293	EC₅₀	29 μM Compound: Thymol	Activation of rat TRPV3 overexpressed in HEK293 cells assessed as increase in 2-aminoethoxydiphenyl borate-induced intracellular calcium concentration by Fluo-4AM dye-based spectrofluorometry Activation of rat TRPV3 overexpressed in HEK293 cells assessed as increase in 2-aminoethoxydiphenyl borate-induced intracellular calcium concentration by Fluo-4AM dye-based spectrofluorometry	[PMID: 27352042]
HEK293	EC₅₀	52.2 μM Compound: 1	Activation of rat TRPM8 expressed in HEK293 cells assessed as stimulation of intracellular Ca2+ levels Activation of rat TRPM8 expressed in HEK293 cells assessed as stimulation of intracellular Ca2+ levels	[PMID: 22503249]
HEK293	EC₅₀	6 μM Compound: 23	Agonist activity at human TRPA1 channel expressed in HEK293 cells assessed as increase in intracellular calcium influx Agonist activity at human TRPA1 channel expressed in HEK293 cells assessed as increase in intracellular calcium influx	[PMID: 20356305]
HEK293	EC₅₀	60 μM Compound: Thymol	Agonist activity at human TRPA1 expressed in HEK293 cells assessed as increase in calcium influx by Fluo-4-AM dye based fluorescence assay Agonist activity at human TRPA1 expressed in HEK293 cells assessed as increase in calcium influx by Fluo-4-AM dye based fluorescence assay	[PMID: 30878828]
HEK293	EC₅₀	84.1 μM Compound: 1	Activation of rat TRPV3 expressed in HEK293 cells assessed as stimulation of intracellular Ca2+ levels Activation of rat TRPV3 expressed in HEK293 cells assessed as stimulation of intracellular Ca2+ levels	[PMID: 22503249]
HEK293	IC₅₀	125.4 μM Compound: 1	Inhibition of rat TRPA1 expressed in HEK293 cells assessed as reduction in 100 uM allyl isothiocyanate-stimulated increase in intracellular Ca2+ levels Inhibition of rat TRPA1 expressed in HEK293 cells assessed as reduction in 100 uM allyl isothiocyanate-stimulated increase in intracellular Ca2+ levels	[PMID: 22503249]
HEK293	IC₅₀	169.1 μM Compound: 1	Inhibition of rat TRPM8 expressed in HEK293 cells assessed as reduction in 20 uM menthol-stimulated increase in intracellular Ca2+ levels Inhibition of rat TRPM8 expressed in HEK293 cells assessed as reduction in 20 uM menthol-stimulated increase in intracellular Ca2+ levels	[PMID: 22503249]
HEK293	IC₅₀	314.6 μM Compound: 1	Inhibition of rat TRPM8 expressed in HEK293 cells assessed as reduction in 0.25 uM icilin-stimulated increase in intracellular Ca2+ levels Inhibition of rat TRPM8 expressed in HEK293 cells assessed as reduction in 0.25 uM icilin-stimulated increase in intracellular Ca2+ levels	[PMID: 22503249]
RAW264.7	EC₅₀	12.85 μg/mL Compound: Thymol	Antileishmanial activity against axenically cultured Leishmania infantum chagasi MHOM/BR/00/1669 promastigotes infected in mouse RAW264.7 cells assessed as inhibition of parasite growth after 48 hrs Antileishmanial activity against axenically cultured Leishmania infantum chagasi MHOM/BR/00/1669 promastigotes infected in mouse RAW264.7 cells assessed as inhibition of parasite growth after 48 hrs	[PMID: 25281268]
RAW264.7	EC₅₀	23.93 μg/mL Compound: Thymol	Antileishmanial activity against intracellular Leishmania infantum chagasi MHOM/BR/00/1669 amastigotes infected in mouse RAW264.7 cells assessed as inhibition of parasite growth after 48 hrs Antileishmanial activity against intracellular Leishmania infantum chagasi MHOM/BR/00/1669 amastigotes infected in mouse RAW264.7 cells assessed as inhibition of parasite growth after 48 hrs	[PMID: 25281268]

In Vitro

Thymol (20 μM, 24-48 h) inhibits the IL4I1 expression (24 h), and inhibits aryl hydrocarbon receptor (AHR) signaling (48 h) in A549 cells^[2].
Thymol (5 μM, 48 h) inhibits epithelial‐mesenchymal transition and the motility activity in A549 cells^[2].
Thymol (0-600 μM, 48 h) inhibits cell proliferation in multiple cancer cell types (Cal27, SCC4, SCC9, HeLa, H460, MDA-231 and PC3 cells)^[3].
Thymol (200 μg/mL) induces a caspase-dependent conidial apoptosis in A. flavus^[4].

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

Western Blot Analysis^[2]

Cell Line:	A549 cells
Concentration:	20 μM
Incubation Time:	48 h
Result:	Inhibited the protein levels of IL4I1, and the nuclear translocation of AHR. Reduced total AHR level.

In Vivo

Thymol single (75 mg/kg, i.p.) inhibits the progression of LUAD in an orthotopic mouse lung adenocarcinoma (LUAD) model, and sensitizes the anti‐PD‐1 antibody treatment when in combination with anti‐PD‐1 antibody (10 mg/kg, i.p.)^[2].
Thymol (4.3 mM in 50 μL sterile saline, intra-tumor injection, every other day) shows antitumor effects in Cal27-derived xenografts mice^[3].

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

Animal Model:	orthotopic mouse LUAD model^[2]
Dosage:	75 mg/kg for Thymol, 10 mg/kg for anti‐PD‐1 antibody
Administration:	anti‐PD‐1 antibody: i.p., every 1 week from day 5 after tumor injection. Thymol: i.p., every 2 days from day 5 after tumor injection.
Result:	Inhibited the progression of LUAD, and increased the survival of mice. Decreases IL4I1 level in tumors. Improved the efficacy of anti‐PD‐1 antibody.

Ensayo clínico

Peso molecular

150.22

Fòrmula

C₁₀H₁₄O

No. CAS

89-83-8

Appearance

Solid

Color

White to off-white

SMILES

OC1=CC(C)=CC=C1C(C)C

Structure Classification

Initial Source

Envío

Room temperature in continental US; may vary elsewhere.

Almacenamiento

Store at room temperature 3 years

In solvent	-80°C	2 years
	-20°C	1 year

Solvente y solubilidad

In Vitro:

DMSO : 125 mg/mL (832.11 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	6.6569 mL	33.2845 mL	66.5690 mL
5 mM	1.3314 mL	6.6569 mL	13.3138 mL
10 mM	0.6657 mL	3.3285 mL	6.6569 mL

View the 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, 1 year; -20°C, 6 months. When stored at -80°C, please use it within 1 year. When stored at -20°C, please use it within 6 months.

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.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.08 mg/mL (13.85 mM); Clear solution

This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 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.
Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.08 mg/mL (13.85 mM); Clear solution

This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 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.
Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil
Solubility: ≥ 2.08 mg/mL (13.85 mM); Clear solution

This protocol yields a clear solution of ≥ 2.08 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 (20.8 mg/mL) to 900 μL Corn oil, and mix evenly.

Pureza y Documentación

Purity: 99.97%

Ficha de datos (279 KB) SDS (760 KB)

COA (249 KB) HNMR (128 KB) RP-HPLC (218 KB)

Instrucciones de manejo (2659 KB)

Referencias

[1]. Marchese A, et al. Antibacterial and antifungal activities of thymol: A brief review of the literature. Food Chem. 2016 Nov 1;210:402-14. [Content Brief]

[2]. Li T, et al. Thymol targeting interleukin 4 induced 1 expression reshapes the immune microenvironment to sensitize the immunotherapy in lung adenocarcinoma. MedComm (2020). 2023 Aug 30;4(5):e355. [Content Brief]

[3]. De La Chapa JJ, et al. Thymol inhibits oral squamous cell carcinoma growth via mitochondria-mediated apoptosis. J Oral Pathol Med. 2018 Aug;47(7):674-682. [Content Brief]

[4]. Hu LB, et al. Thymol Induces Conidial Apoptosis in Aspergillus flavus via Stimulating K+ Eruption. J Agric Food Chem. 2018 Aug 15;66(32):8530-8536. [Content Brief]

Thymol [89-83-8]

Referencia HY-N6810-5g

Marca : MedChemExpress

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