GlpBio

4-Vinylcyclohexene dioxide

目录号: GC25018纯度: >96.00%同义词: Vinylcyclohexene dioxide, VCD
4-Vinylcyclohexene dioxide（VCD）是4-乙烯基环己烯（VCH）的代谢产物，在工业上被合成为环氧树脂和其他环氧化物的中间稀释剂。
4-Vinylcyclohexene dioxide
Cas No.: 106-87-6
规格价格库存数量操作
100ml¥1,998.00现货
1
25ml¥701.00现货
1
250ml¥4,314.00现货
1
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产品描述 Description

4-Vinylcyclohexene dioxide (VCD), a metabolite of 4-vinylcyclohexene (VCH), is synthesized in industries as an intermediate diluent for epoxy resins and other epoxides[1]. VCD induces caspase-dependent apoptosis of oocytes in primordial and primary follicles[2]. VCD in low-dose has hormone-like effects and can activate primordial follicles, leading to rapid depletion of primordial follicles[2]. It can be used to study premature ovarian insufficiency and menopause[2][3].

4-Vinylcyclohexene dioxide (0.5, 1, 1.5, and 2mM; 24h) dose-dependently reduces the viability of goat ovarian granulosa cells (GCs), alters their cell cycle distribution, and triggers caspase-dependent apoptosis[2].

4-Vinylcyclohexene dioxide (100, 250 and 500mg/kg/day, 28 days, p.o.) enhanced lipid peroxidation in rats by increasing the malondialdehyde (MDA) levels in ovary and uterus[4]. 4-Vinylcyclohexene dioxide (100, 250 and 500mg/kg/day, 28 days, p.o.) significantly decreased the body weight gain and organo-somatic indices of the testes and epididymis in matured male Wistar rats[5].

References:
[1] Dhillon S, Von Burg R. Vinylcyclohexene dioxide. Journal of Applied Toxicology: JAT. 1996 Sep 1;16(5):465-8.
[2] Miao Y, Wan W, Zhu K, et al. Effects of 4-vinylcyclohexene diepoxide on the cell cycle, apoptosis, and steroid hormone secretion of goat ovarian granulosa cells. In Vitro Cellular & Developmental Biology-Animal. 2022 Mar;58(3):220-31.
[3] Brooks HL, Pollow DP, Hoyer PB. The VCD mouse model of menopause and perimenopause for the study of sex differences in cardiovascular disease and the metabolic syndrome. Physiology. 2016 Jul;31(4):250-7.
[4] Abolaji AO, Adedara IA, Abajingin AO, et al. Evidence of oxidative damage and reproductive dysfunction accompanying 4-vinylcyclohexene diepoxide exposure in female Wistar rats. Reproductive Toxicology. 2016 Dec 1;66:10-9.
[5] Adedara IA, Abolaji AO, Ladipo EO, et al. 4-Vinylcyclohexene diepoxide disrupts sperm characteristics, endocrine balance and redox status in testes and epididymis of rats. Redox Report. 2017 Nov 2;22(6):388-98.

4-Vinylcyclohexene dioxide（VCD）是4-乙烯基环己烯（VCH）的代谢产物，在工业上被合成为环氧树脂和其他环氧化物的中间稀释剂[1]。VCD诱导原始卵泡和初级卵泡中卵母细胞的caspase依赖性凋亡[2]。低剂量的VCD具有激素样作用，可以激活原始卵泡，导致原始卵泡迅速耗竭[2]。它可用于研究卵巢功能不全和更年期[2][3]。

4-Vinylcyclohexene dioxide（0.5、1、1.5和2mM，24小时）剂量依赖性地降低山羊卵巢颗粒细胞（GCs）的活力，改变其细胞周期分布，并引发caspase依赖性细胞凋亡[2]。

4-Vinylcyclohexene dioxide（100、250和500mg/kg/天，28天，口服）通过增加卵巢和子宫中的丙二醛（MDA）水平增强大鼠的脂质过氧化[4]。4-Vinylcyclohexene dioxide（100、250和500mg/kg/天，28天，口服）显著降低成熟雄性Wistar大鼠的体重增加和睾丸和附睾的器官体质指数[5]。

实验参考方法 Experimental Reference Method

Cell experiment [1]:

Cell lines

 Ovarian granulosa cells (GCs)

Preparation Method

 In order to study the effect of 4-Vinylcyclohexene dioxide (VCD) on goat ovarian GC’s viability, 6 groups were set up, including the control group, DMSO group, 0.5mM VCD group, 1mM VCD group, 1.5mM VCD group, and 2mM VCD group. Among these groups, control group cells were incubated without VCD and its solvent DMSO. DMSO group cells were incubated with the same volume of DMSO as in the VCD treatment groups. 0.5, 1, 1.5, and 2mM groups cells were incubated with 0.5mM, 1mM, 1.5mM, and 2mM VCD respectively. After incubation for 24h, the CCK-8 assay was used to assess the viability of goat GCs.

Reaction Conditions

 0.5, 1, 1.5, and 2mM; 24h

Applications

 4-Vinylcyclohexene dioxide treatment decreases the viability of goat ovarian GCs in a concentration-dependent manner.
Animal experiment [2]:

Animal models

 VCD (4-Vinylcyclohexene dioxide)-induced reproductive dysfunction rat model

Preparation Method

Ten rats per cage were housed in a well-ventilated animal facility, with free access to rat pellets and water. They were maintained under a natural photoperiod of approximately 12 hours of light and 12 hours of darkness each day. Subsequently, the rats were divided into four groups, each consisting of 10 rats. Group 1 (control) received corn oil orally, while Groups 2, 3, and 4 received 100, 250, and 500mg/kg body weight of 4-Vinylcyclohexene dioxide orally, respectively. Each group was treated for 28 days.

After the 28-day treatment period, the rats were euthanized by cervical dislocation. Blood was then collected via cardiac puncture using sterilized needles and syringes into clean, anticoagulant-free centrifuge tubes. The blood was allowed to coagulate for about 30 minutes before the serum was separated by centrifugation at 4000g for 10 minutes using a table centrifuge. The samples were stored in a refrigerator, and hormonal assays were conducted the following day (within 24 hours). The ovaries and uterus were rapidly excised, rinsed in ice-cold 1.15% KCl, and then homogenized in 0.1M phosphate buffer (pH7.4) using a Potter-Elvehjem homogenizer. The homogenates were centrifuged at 10,000g for 10 minutes in a cold centrifuge at 4°C, and the supernatants (post-mitochondrial fractions) were used for the determination of oxidative stress and antioxidant markers.

Each of the ovarian and uterine samples (0.4ml) was mixed with Tris-KCl buffer (1.6ml) containing 0.5ml of Trichloroacetic acid (30%). This was followed by the addition of 0.5ml of 0.75% thiobarbituric acid to each of the tubes. The tubes were then incubated at 80°C for 45 minutes in a water bath, cooled in ice, and centrifuged at 3000g. Subsequently, the absorbance of the clear supernatant in each tube was read in a spectrophotometer against a reference blank at 532nm. The lipid peroxidation (LPO) status was then expressed in µmol MDA formed/mg protein using a molar extinction coefficient of 1.56×105 m-1cm-1.

Dosage form

 100, 250 and 500mg/kg/day, 28 days, p.o.

Applications

 4-Vinylcyclohexene dioxide enhanced lipid peroxidation in rats by increasing the malondialdehyde (MDA) levels in ovary and uterus.

References:
[1] Miao Y, Wan W, Zhu K, et al. Effects of 4-vinylcyclohexene diepoxide on the cell cycle, apoptosis, and steroid hormone secretion of goat ovarian granulosa cells. In Vitro Cellular & Developmental Biology-Animal. 2022 Mar;58(3):220-31.
[2] Abolaji AO, Adedara IA, Abajingin AO, et al. Evidence of oxidative damage and reproductive dysfunction accompanying 4-vinylcyclohexene diepoxide exposure in female Wistar rats. Reproductive Toxicology. 2016 Dec 1;66:10-9.

产品文档 Product Documents

Purity:>96.00%

化学性质Chemical Properties

CAS 号
106-87-6
同义词
Vinylcyclohexene dioxide, VCD
分子式
C8H12O2
分子量
140.18 g/mol
溶解性
150mg/mL in Water
保存条件
Store at -20°C
General tips
请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。
储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。
为了提高溶解度，请将管子加热至 37°C，然后在超声波浴中震荡一段时间。
Shipping Condition
评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备 RT，或根据请求配备蓝冰。

计算工具摩尔浓度 / 稀释 / 分子量 / 单位换算 / 体内配方 / 溶解度

g/mol