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[1][2][3][4][5][6].

Product Specifications

CAS Number

[107534-96-3]

UNSPSC

12352005

Hazard Statement

H302, H361, H400, H410

Target

Apoptosis; Cytochrome P450; Fungal

Type

Reference compound

Related Pathways

Anti-infection; Apoptosis; Metabolic Enzyme/Protease

Applications

COVID-19-immunoregulation

Field of Research

Infection

Assay Protocol

https://www.medchemexpress.com/Tebuconazole.html

Purity

99.63

Solubility

DMSO : ≥ 50 mg/mL|H2O : < 0.1 mg/mL

Smiles

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

Molecular Formula

C16H22ClN3O

Molecular Weight

307.82

Precautions

H302, H361, H400, H410

References & Citations

[1]Warrilow AG, et al. Azole affinity of sterol 14α-demethylase (CYP51) enzymes from Candida albicans and Homo sapiens. Antimicrob Agents Chemother. 2013 Mar;57 (3) :1352-60.|[2]Kwon HC, et.al. Tebuconazole Fungicide Induces Lipid Accumulation and Oxidative Stress in HepG2 Cells. Foods. 2021 Sep 22;10 (10) :2242. |[3]Lee WY, et.al. Tebuconazole Induces ER-Stress-Mediated Cell Death in Bovine Mammary Epithelial Cell Lines. Toxics. 2023 Apr 21;11 (4) :397. |[4]Ben Othmène Y, et.al. Tebuconazole induces ROS-dependent cardiac cell toxicity by activating DNA damage and mitochondrial apoptotic pathway. Ecotoxicol Environ Saf. 2020 Nov;204:111040. |[5]Yang JD, et.al. Effects of tebuconazole on cytochrome P450 enzymes, oxidative stress, and endocrine disruption in male rats. Environ Toxicol. 2018 Jun 19. |[6]Ma F, et.al. Gestational exposure to tebuconazole affects the development of rat fetal Leydig cells. Chemosphere. 2021 Jan;262:127792.