4-Vinylcyclohexene dioxide

4-Vinylcyclohexene dioxide (4-Vinylcyclohexene diepoxide) is an orally active metabolite of 4-vinylcyclohexene. 4-Vinylcyclohexene dioxide induces Apoptosis, increases intracellular ROS, and activates the PI3K/Akt/mTOR pathway. 4-Vinylcyclohexene dioxide selectively damages small ovarian follicles, inhibits granulosa cell function, and disrupts the male reproductive system. 4-Vinylcyclohexene dioxide can be used in the study of premature ovarian insufficiency, reproductive toxicity, and related fertility disorders[1][2][3][4][5][6].

Product Specifications

CAS Number

[106-87-6]

Product Name Alternative

Vinylcyclohexene diepoxide

UNSPSC

12352005

Hazard Statement

H302, H311+H331, H341, H350, H360

Target

Akt; Apoptosis; mTOR; PI3K; Reactive Oxygen Species (ROS)

Type

Reference compound

Related Pathways

Apoptosis; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB; PI3K/Akt/mTOR

Applications

Neuroscience-Neurodegeneration

Field of Research

Endocrinology

Assay Protocol

https://www.medchemexpress.com/4-vinylcyclohexene-dioxide.html

Purity

98.0

Solubility

DMSO : 50 mg/mL (ultrasonic)

Smiles

C1(C2CCC3OC3C2)CO1

Molecular Formula

C8H12O2

Molecular Weight

140.18

Precautions

H302, H311+H331, H341, H350, H360

References & Citations

[1]Hu X, et al. Apoptosis induced in rats by 4-vinylcyclohexene diepoxide is associated with activation of the caspase cascades. Biol Reprod. 2001 Jul;65 (1) :87-93. |[2]Song W, et al. 4-vinylcyclohexene diepoxide induces apoptosis by excessive reactive oxygen species and DNA damage in human ovarian granulosa cells. Toxicol In Vitro. 2023 Sep;91:105613. |[3]Cao LB, et al. Hormone-Like Effects of 4-Vinylcyclohexene Diepoxide on Follicular Development. Front Cell Dev Biol. 2020 Jul 31;8:587.|[4]Miao Y, et al. Effects of 4-vinylcyclohexene diepoxide on the cell cycle, apoptosis, and steroid hormone secretion of goat ovarian granulosa cells. In Vitro Cell Dev Biol Anim. 2022 Mar;58 (3) :220-231. |[5]Kao SW, et al. Early effects of ovotoxicity induced by 4-vinylcyclohexene diepoxide in rats and mice. Reprod Toxicol. 1999 Jan-Feb;13 (1) :67-75.|[6]Adedara IA, et al. 4-Vinylcyclohexene diepoxide disrupts sperm characteristics, endocrine balance and redox status in testes and epididymis of rats. Redox Rep. 2017 Nov;22 (6) :388-398.