2. Metabolic Enzyme/Protease Anti-infection Apoptosis
  3. Cytochrome P450 Fungal Apoptosis
  4. Tebuconazole

Tebuconazole is an orally active agricultural azole fungicide which can also inhibit CYP51 with IC50s of 0.9 and 1.3 μM for Candida albicans CYP51 (CaCYP51) and truncated Homo sapiens CYP51 (Δ60HsCYP51), respectively. Tebuconazole induces lipid accumulation and oxidative stress in HepG2 Cells. Tebuconazole decreases MAC-T cells viability and proliferation, induces ER-stress-mediated apoptosis and increases oxidative stress levels in MAC-T cells.

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Tebuconazole Chemical Structure

Tebuconazole Chemical Structure

CAS No. : 107534-96-3

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Based on 1 publication(s) in Google Scholar

Other Forms of Tebuconazole:

Tebuconazole Related Antibodies

Top Publications Citing Use of Products

View All Cytochrome P450 Isoform Specific Products:

View All Isoforms
CYP1 CYP2 CYP3 CYP4 CYP11 CYP17 Aromatase/CYP19A1 CYP26 CYP51 CYP2D6 CYP3A4 CYP17A1

  • Biological Activity

  • Purity & Documentation

  • References

  • Customer Review

Description

Tebuconazole is an orally active agricultural azole fungicide which can also inhibit CYP51 with IC50s of 0.9 and 1.3 μM for Candida albicans CYP51 (CaCYP51) and truncated Homo sapiens CYP51 (Δ60HsCYP51), respectively. Tebuconazole induces lipid accumulation and oxidative stress in HepG2 Cells. Tebuconazole decreases MAC-T cells viability and proliferation, induces ER-stress-mediated apoptosis and increases oxidative stress levels in MAC-T cells[1][2][3][4][5][6].

IC50 & Target

CYP51

 

In Vitro

Tebuconazole (TEB) (20–80 μM, 24 h) shows lipid accumulation in HepG2 cells[2].
Tebuconazole (20–80 μM, 12 h) increases the nuclear translocation of peroxisome proliferator-activated receptors and the expression of lipid uptake and oxidation-related markers in HepG2 cells[2].
Tebuconazole (20–80 μM, 24 h) increases oxidative stress levels, induces the loss of mitochondrial membrane potential and lower levels of microsomal triglyceride transfer protein in the HepG2 cells[2].
Tebuconazole (0-750 μM, 24 hours) decreases MAC-T cells viability and proliferation and induced mitochondria-mediated apoptotic MAC-T cell death by activating ER stress[3].
Tebuconazole (0-100 μM, 24 hours) induces dose-dependent cell death in H9c2 cardiomyoblasts and in adult rat ventricular myocytes (ARVM)[4].
Tebuconazole (30-60 μM, 24 hours) induces DNA damage and ROS generation and lipid peroxidation in H9c2 cells[4].

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

Tebuconazole Related Antibodies

Western Blot Analysis[2]

Cell Line: HepG2 cells
Concentration: 20,40,80 μM
Incubation Time: 1–12 hours
Result: Increased the nuclear translocation of peroxisome proliferator-activated receptors and the expression of cluster of differentiation 36, fatty acid transport protein (FATP) 2, FATP5, and carnitine palmitoyltransferase 1.

Apoptosis Analysis[3]

Cell Line: Bovine mammary gland epithelial cells (MAC-T cells)
Concentration: 100,150,200,250,500,750 μM
Incubation Time: 24 hours
Result: Decreased cells viability and proliferation and activates apoptotic cell death via the upregulation of pro-apoptotic proteins, such as cleaved caspases 3 and 8 and BAX.
Induced loss of mitochondrial membrane potential in MAC-T cells.
Induced mitochondria-mediated apoptotic MAC-T cell death by activating ER stress.
Induced endoplasmic reticulum (ER) stress via the upregulation of Bip/GRP78; PDI; ATF4; CHOP; and ERO1-Lα.
In Vivo

Tebuconazole (TEB) (10-50 mg/kg, p.o., once daily for 28 days) induces a multiplicity of CYPs and oxidative stress in liver; inhibits testicular P450 and glutathione S-transferase activities; and produces anti-androgenic effects in male rats[5].
Tebuconazole (25-100 mg/kg, p.o., daily for 10 days) causes the proliferation of fetal Leydig cells and increases fetal serum testosterone and progesterone levels in gestational rat[6].

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

Animal Model: Male Wistar rats[5]
Dosage: 10, 25, and 50 mg/kg
Administration: p. o. once daily for 28 days
Result: Induced CYP1A1/2, CYP2B1/2, CYP2E1, and CYP3A proteins in liver.
Decreased glutathione content and increased glutathione S-transferase, superoxide dismutase, catalase, and glutathione peroxidase activities in liver .
Increased superoxide dismutase activities in kidney and testis.
Decreased glutathione S-transferase activity in testis .
Decreased serum testosterone concentration and cauda epididymal sperm count .
Animal Model: Male and female Sprague-Dawley rats[6]
Dosage: 25, 50, and 100 mg/kg
Administration: Oral gavage (p.o.), for 10 days
Result: Increased fetal serum testosterone and progesterone levels.
Increased the number of fetal Leydig cells per testis without inducing cell aggregation.
Up-regulated the expression levels of Star, Cyp11a1, Hsd17b3, and Fshr.
Increased phosphorylation of AKT1, ERK1/2, and mTOR, the level of BCL2, as well as the decrease of Beclin1, LC3B, and BAX.
Molecular Weight

307.82

Formula

C16H22ClN3O
CAS No.
Appearance

Solid

Color

White to off-white

SMILES

CC(C)(C)C(O)(CCC1=CC=C(Cl)C=C1)CN2C=NC=N2
Shipping

Room temperature in continental US; may vary elsewhere.
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 : ≥ 50 mg/mL (162.43 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H2O : < 0.1 mg/mL (insoluble)

*"≥" means soluble, but saturation unknown.

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 3.2487 mL 16.2433 mL 32.4865 mL
5 mM 0.6497 mL 3.2487 mL 6.4973 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, 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.

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

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Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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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.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 2.5 mg/mL (8.12 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.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: ≥ 2.5 mg/mL (8.12 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.

    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.

For the following dissolution methods, please prepare the working solution directly. It is recommended to prepare fresh solutions and use them promptly within a short period of time.
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:  0.5% CMC-Na/saline water

    Solubility: 20 mg/mL (64.97 mM); Suspended solution; Need ultrasonic

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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Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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).
Calculation results:
Working solution concentration: mg/mL
Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).
The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
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
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
DMSO 1 mM 3.2487 mL 16.2433 mL 32.4865 mL 81.2163 mL
5 mM 0.6497 mL 3.2487 mL 6.4973 mL 16.2433 mL
10 mM 0.3249 mL 1.6243 mL 3.2487 mL 8.1216 mL
15 mM 0.2166 mL 1.0829 mL 2.1658 mL 5.4144 mL
20 mM 0.1624 mL 0.8122 mL 1.6243 mL 4.0608 mL
25 mM 0.1299 mL 0.6497 mL 1.2995 mL 3.2487 mL
30 mM 0.1083 mL 0.5414 mL 1.0829 mL 2.7072 mL
40 mM 0.0812 mL 0.4061 mL 0.8122 mL 2.0304 mL
50 mM 0.0650 mL 0.3249 mL 0.6497 mL 1.6243 mL
60 mM 0.0541 mL 0.2707 mL 0.5414 mL 1.3536 mL
80 mM 0.0406 mL 0.2030 mL 0.4061 mL 1.0152 mL
100 mM 0.0325 mL 0.1624 mL 0.3249 mL 0.8122 mL
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Tebuconazole Related Classifications

Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Tebuconazole107534-96-3Cytochrome P450FungalApoptosisCYPsInhibitorinhibitorinhibit

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