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  3. 4,4'-Sulfonyldiphenol

4,4'-Sulfonyldiphenol  (Synonyms: 双酚 S; Bisphenol S; Bis(4-hydroxyphenyl) sulfone)

目录号: HY-W011927 纯度: 99.44%
COA 产品使用指南 技术支持

4,4'-Sulfonyldiphenol (Bisphenol S; Bis(4-hydroxyphenyl) sulfone) 是一种 Bisphenol A (HY-18260) 的替代品,常被广泛应用于工业和消费品中。4,4'-Sulfonyldiphenol 是一种口服有效的雌激素受体 (ER) 激动剂,且能够竞争性结合甲状腺激素受体 (TR),其对于 TRαTRβIC50 值分别为 2650 μM 和 2294 μM,从而影响乳腺发育,降低小鼠胎儿睾丸中雄激素受体 (AR) 的表达。4,4'-Sulfonyldiphenol 通过上调 EZH2 介导的 PI3K/AKT/mTOR 通路促进胶质母细胞瘤的进展。4,4'-Sulfonyldiphenol 在慢性暴露下可通过上调 JunBAtf3 导致小鼠肝脏显著脂质沉积和血脂异常,低剂量时具有致肥胖作用。4,4'-Sulfonyldiphenol 通过改变肠道微生物组诱发肠道炎症。4,4'-Sulfonyldiphenol 加速斑马鱼胚胎幼虫动脉粥样硬化的进展。

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4,4'-Sulfonyldiphenol

4,4'-Sulfonyldiphenol Chemical Structure

CAS No. : 80-09-1

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Other Forms of 4,4'-Sulfonyldiphenol:

  • 生物活性

  • 纯度 & 产品资料

  • 参考文献

生物活性

4,4'-Sulfonyldiphenol (Bisphenol S; Bis(4-hydroxyphenyl) sulfone), a substitute for Bisphenol A (HY-18260), is widely used in industrial and consumer products. 4,4'-Sulfonyldiphenol is an oally ative estrogen receptor (ER) agonist and can competitively bind to thyroid hormone receptors (TR) with IC50 values for TRα and TRβ are 2650 μM and 2294 μM respectively, thereby affecting breast development and reducing the expression of androgen receptor (AR) in fetal testes. 4,4'-Sulfonyldiphenol promotes the progression of glioblastoma by upregulating the EZH2 mediated PI3K/AKT/mTOR pathway. Under chronic exposure, 4,4'-Sulfonyldiphenol can cause significant lipid deposition and dyslipidemia in the mouse liver by upregulating JunB and Atf3, and has a role in causing obesity at low doses. 4,4'-Sulfonyldiphenol induces intestinal inflammation by altering the intestinal microbiome. 4,4'-Sulfonyldiphenol accelerates the progression of atherosclerosis in zebrafish embryo larvae[1][2][3][4][5][6][7].

体外研究
(In Vitro)

4,4’-Sulfonyldiphenol (0-50 μM) 可诱导甲状腺激素 (TH) 依赖性 GH3 细胞增殖,并在存在 T3 的情况下抑制 T3 (HY-A0070A) 诱导[3]
4,4’-Sulfonyldiphenol (100 μM,24 小时) 通过 JunB/ATF3 轴显著增加 AML12 和原代肝细胞中的脂质沉积[4]
4,4’-Sulfonyldiphenol (0.001-100 μM,4-24 小时) 在 0.1 µM 浓度下促进 U-87 MG 细胞的增殖和迁移,并且似乎与 EZH2 介导的 PI3K/AKT/mTOR 的激活有关途径[6]
4,4’-Sulfonyldiphenol (0.01-1 μM,0-24 小时) 可增强巨噬细胞中氧化低密度脂蛋白 (oxLDL) 的泡沫细胞形成[7]

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

Cell Proliferation Assay[6]

Cell Line: U-87 MG cells
Concentration: 0, 0.001, 0.01, 0.1, 1, 10 and 100 μM
Incubation Time: 4 and 8 h
Result: Significantly increased the proliferation rate at 0.1 μM, and the effect was more significant after 8 hours of treatment than after 4 hours.

Cell Migration Assay [6]

Cell Line: U-87 MG cells
Concentration: 0.1 μM
Incubation Time: 0, 2, 4, 6, 8, 10 and 12 h
Result: Significantly increased the mobility within 12 hours.

Cell Invasion Assay[6]

Cell Line: U-87 MG cells
Concentration: 0.1, 1 and 10 μM
Incubation Time: 24 h
Result: Induced glioblastoma invasion in U-87 MG cells.

RT-PCR[6]

Cell Line: U-87 MG cells
Concentration: 0.1 μM
Incubation Time: 4 and 8 h
Result: Increased the mRNA level of EZH2.

Western Blot Analysis[6]

Cell Line: U-87 MG cells
Concentration: 0.1 μM
Incubation Time: 4 and 8 h
Result: Increased the expression of EZH2, p-PI3K, p-AKT, p-mTOR and p-4E-BP1.
Decreased the expression of PIK3IP1.
体内研究
(In Vivo)

4,4’-Sulfonyldiphenol (2-2000 μg/kg,口服,从妊娠第 9 天开始直至哺乳期第 2 天或第 20 天) 会改变乳腺上皮的生长,并使雄性小鼠对青春期遇到的额外雌激素暴露更加敏感[1]
4,4’-Sulfonyldiphenol (0.2-50 μg/kg,口服,从妊娠第 0 天开始每日一次,持续至子代 23 周龄) 在低剂量以及围产期和慢性暴露后,可导致雄性小鼠肥胖[2]
4,4’-Sulfonyldiphenol (0-10 μM,单剂量) 可诱导黑斑侧褶蝌蚪的 TH 反应基因转录,但在T3 以双相浓度反应方式改变 T3 诱导的基因转录[3]
4,4’-Sulfonyldiphenol (0.1-1 mg/kg,例如,每日一次,持续 3 个月) 诱导小鼠肝脏出现显著脂质沉积和血脂异常,并易患代谢功能障碍相关脂肪变性肝病 (MASLD)[4]
4,4’-Sulfonyldiphenol (0.1-1 mg/kg,例如,每日一次,持续 3 个月) 通过改变小鼠肠道微生物群诱发肠道炎症[5]
4,4’-Sulfonyldiphenol (0-100 μg/L,持续 15-45 天) 在斑马鱼胚胎幼虫模型中加速了动脉粥样硬化性心血管疾病的进展 (ASCVD)[7]

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

Animal Model: Long-term and short-term exposure effect assessment established in female CD-1 mice[1]
Dosage: 2 and 200 μg/kg (long-term); 2, 200, and 2000 μg/kg (short-term)
Administration: Oral administration (p.o.), once daily starting on pregnancy day 9 through lactation day 20 (long-term) and starting on pregnancy day 9 through lactation day 2 (short-term)
Result: Showed signs of ductal formation in the mammary gland and significantly enlarged the intercellular spaces between the tissues.
Increased ERα expression in epithelial cells and dose-dependently decreased AR expression in the stroma.
Increased the right duct area in all groups, and the left duct area also increased significantly in the high-dose group.
Altered the response of male mice to a pre-pubertal estrogen challenge.
Animal Model: High fat diet model established in pregnant C57Bl/6J mice[2]
Dosage: 0.2, 1.5, 50 µg/kg
Administration: Oral administration (p.o.) with water, once daily beginning at gestational day 0 and continuing in offspring up to 23-weeks old
Result: Significant increased in body weight and fat mass on a high-fat diet.
Had no effect on the food intake and energy expenditure.
Exhibited a weak but significant hypercholesterolemia with a fold increase of 1.21 and 1.29 at 1.5 and 50 µg/kg, respectively.
Showed a significant decrease of the AUC (increase of blood TG clearance).
Significantly increased the calculated HOMA-IR index in mice exposed to 1.5 and 50 µg/kg.
Induced a significant overexpression of SOCS3 mRNA and a significant mRNA down-regulation of INSR and adiponectin.
Induced a weak but significant decrease in mRNA expression of HSL and PPARγ genes in adipose tissue of male mice fed with a HFD.
Animal Model: MASLD model established in 7-week-old C57BL/6 male mice[4]
Dosage: 0.1 and 1 mg/kg
Administration: Oral gavage (i.g.), once daily for 3 months
Result: Induced MASLD phenotype: elevated LDL, increased NEFA, and elevated ALT.
Showed obvious lipid droplet accumulation.
Animal Model: Intestinal inflammation model established in 6-7 week old male C57BL/6 mice[5]
Dosage: 0.1 and 1 mg/kg alone and 1 mg/kg with antibiotic cocktail (ABX)
Administration: Oral gavage (i.g.), once daily for 3 months alone and also for 3 months, during the exposure process, every two-week ABX treatment was followed by a two-week recovery in cycles
Result: Led to typical features of intestinal inflammation: significant shortening of colon length, tissue pathological damage, increased immune cell infiltration and apoptosis.
Induced bacterial imbalance, increasing pro-inflammatory bacteria and decreasing anti-inflammatory bacteria.
Caused an increase in arachidonic acid (pro-inflammatory) and a decrease in madecainic acid (anti-inflammatory).
Normalized intestinal inflammation, improved metabolism after antibiotic intervention.
分子量

250.28

Formula

C12H10O4S

CAS 号
性状

固体

颜色

White to yellow

中文名称

双酚 S; 4,4'-磺酰基二苯酚

运输条件

Room temperature in continental US; may vary elsewhere.

储存方式

Store at room temperature 3 years

In solvent -80°C 2 years
-20°C 1 year
溶解性数据
细胞实验: 

DMSO 中的溶解度 : 100 mg/mL (399.55 mM; 超声助溶; 吸湿的 DMSO 对产品的溶解度有显著影响,请使用新开封的 DMSO)

配制储备液
浓度 溶剂体积 质量 1 mg 5 mg 10 mg
1 mM 3.9955 mL 19.9776 mL 39.9552 mL
5 mM 0.7991 mL 3.9955 mL 7.9911 mL
查看完整储备液配制表

* 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, 2 years; -20°C, 1 year。-80°C储存时,请在2年内使用,-20°C储存时,请在1年内使用。

  • 摩尔计算器

  • 稀释计算器

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

质量
=
浓度
×
体积
×
分子量 *

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

This equation is commonly abbreviated as: C1V1 = C2V2

浓度 (start)

C1

×
体积 (start)

V1

=
浓度 (final)

C2

×
体积 (final)

V2

动物实验:

请根据您的 实验动物和给药方式 选择适当的溶解方案。

以下溶解方案都请先按照 In Vitro 方式配制澄清的储备液,再依次添加助溶剂:
——为保证实验结果的可靠性,澄清的储备液可以根据储存条件,适当保存;体内实验的工作液,建议您现用现配,当天使用
以下溶剂前显示的百分比是指该溶剂在您配制终溶液中的体积占比;如在配制过程中出现沉淀、析出现象,可以通过加热和/或超声的方式助溶

  • 方案 一

    请依序添加每种溶剂: 10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 2.5 mg/mL (9.99 mM); 澄清溶液

    此方案可获得 ≥ 2.5 mg/mL(饱和度未知)的澄清溶液。

    1 mL 工作液为例,取 100 μL 25.0 mg/mL 的澄清 DMSO 储备液加到 400 μL PEG300 中,混合均匀;再向上述体系中加入 50 μL Tween-80,混合均匀;然后再继续加入 450 μL 生理盐水 定容至 1 mL

    生理盐水的配制:将 0.9 g 氯化钠,溶解于 ddH₂O 并定容至 100 mL,可以得到澄清透明的生理盐水溶液。
  • 方案 二

    请依序添加每种溶剂: 10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: ≥ 2.5 mg/mL (9.99 mM); 澄清溶液

    此方案可获得 ≥ 2.5 mg/mL(饱和度未知)的澄清溶液。

    1 mL 工作液为例,取 100 μL 25.0 mg/mL 的澄清 DMSO 储备液加到 900 μL 20% 的 SBE-β-CD 生理盐水水溶液 中,混合均匀。

    2 g SBE-β-CD(磺丁基醚 β-环糊精)粉末定容于 10 mL 的生理盐水中,完全溶解至澄清透明。
动物溶解方案计算器
请输入动物实验的基本信息:

给药剂量

mg/kg

动物的平均体重

g

每只动物的给药体积

μL

动物数量

由于实验过程有损耗,建议您多配一只动物的量
请输入您的动物体内配方组成:
%
DMSO +
+
%
Tween-80 +
%
Saline
如果您的动物是免疫缺陷鼠或者体弱鼠,建议 DMSO 中的在最后工作液体系中的占比尽量不超过 2%。
方案所需 助溶剂 包括:DMSO ,均可在 MCE 网站选购。 Tween 80,均可在 MCE 网站选购。
计算结果
工作液所需浓度 : mg/mL
储备液配制方法 : mg 药物溶于 μL  DMSO(母液浓度为 mg/mL)。
您所需的储备液浓度超过该产品的实测溶解度,以下方案仅供参考,如有需要,请与 MCE 中国技术支持联系。
动物实验体内工作液的配制方法 : 取 μL DMSO 储备液,加入 μL  μL ,混合均匀至澄清,再加 μL Tween 80,混合均匀至澄清,再加 μL 生理盐水
连续给药周期超过半月以上,请谨慎选择该方案。
请确保第一步储备液溶解至澄清状态,从左到右依次添加助溶剂。您可采用超声加热 (超声清洗仪,建议频次 20-40 kHz),涡旋吹打等方式辅助溶解。
纯度 & 产品资料

纯度: 99.81%

参考文献

完整储备液配制表

* 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, 2 years; -20°C, 1 year。-80°C储存时,请在2年内使用,-20°C储存时,请在1年内使用。

可选溶剂 浓度 溶剂体积 质量 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 3.9955 mL 19.9776 mL 39.9553 mL 99.8881 mL
5 mM 0.7991 mL 3.9955 mL 7.9911 mL 19.9776 mL
10 mM 0.3996 mL 1.9978 mL 3.9955 mL 9.9888 mL
15 mM 0.2664 mL 1.3318 mL 2.6637 mL 6.6592 mL
20 mM 0.1998 mL 0.9989 mL 1.9978 mL 4.9944 mL
25 mM 0.1598 mL 0.7991 mL 1.5982 mL 3.9955 mL
30 mM 0.1332 mL 0.6659 mL 1.3318 mL 3.3296 mL
40 mM 0.0999 mL 0.4994 mL 0.9989 mL 2.4972 mL
50 mM 0.0799 mL 0.3996 mL 0.7991 mL 1.9978 mL
60 mM 0.0666 mL 0.3330 mL 0.6659 mL 1.6648 mL
80 mM 0.0499 mL 0.2497 mL 0.4994 mL 1.2486 mL
100 mM 0.0400 mL 0.1998 mL 0.3996 mL 0.9989 mL
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产品名称:
4,4'-Sulfonyldiphenol
目录号:
HY-W011927
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