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

Tebuconazole 

Cat. No.: HY-B0852 Purity: 99.66%
COA Handling Instructions

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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10 mM * 1 mL in DMSO
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Customer Review

Based on 1 publication(s) in Google Scholar

Other Forms of Tebuconazole:

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  • Purity & Documentation

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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.

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)

H2O : 0.1 mg/mL (0.32 mM; Need ultrasonic)

*"≥" 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
10 mM 0.3249 mL 1.6243 mL 3.2487 mL
*Please refer to the solubility information to select the appropriate solvent.
In Vivo:
  • 1.

    Add each solvent one by one:  0.5% CMC-Na/saline water

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

  • 2.

    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

  • 3.

    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

  • 4.

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

    Solubility: ≥ 2.5 mg/mL (8.12 mM); Clear solution

*All of the co-solvents are available by MedChemExpress (MCE).
Purity & Documentation
References
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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.

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Tebuconazole
Cat. No.:
HY-B0852
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