4-tert-オクチルフェノール
Based on 2 publication(s) in Google Scholar
4-tert-Octylphenol, a endocrine-disrupting chemical, is an estrogenic agent. 4-tert-Octylphenol is also a biodegradation product of non-ionic surfactants alkylphenol polyethoxylates. 4-tert-Octylphenol induces apoptosis in neuronal progenitor cells in offspring mouse brain. 4-tert-Octylphenol reduces bromodeoxyuridine (BrdU), mitotic marker Ki67, and phospho-histone H3 (p-Histone-H3), resulting in a reduction of neuronal progenitor proliferation. 4-tert-Octylphenol disrupts brain development and behavior in mice, which is promising for reserch of immune response, neuro-related diseases and ethology.
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研究用途以外に使用した場合、当社は一切の責任を負いかねます。
- 純度 : 99.70%
- CAS 番号: 140-66-9
- 分子式: C14H22O
- 分子量:206.32
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保管条件:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
To place orders, for customer services and technical support, please contact: MedChemExpress USA
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生物活性
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化学情報
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溶剤 & 溶解度
- プロトコル
- 純度とドキュメンテーション
- 参考文献
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Help & FAQs
MedChemExpress（MCE）の使用を引用している文献 4-tert-Octylphenol
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生物活性
製品説明
IC50 & Target
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Human Endogenous Metabolite |
体外実験
4-tert-Octylphenol (0.01 and 1 μM, 24 h) may inhibit proliferation and promote apoptosis of neuronal progenitor cells during the early stage of brain development[1].
4-tert-Octylphenol (10 μM, 6 h) down-regulates the expression of IL-12p35, IFN-γ2 and CXCb2 in LPS-stimulated monocytes/macrophages and decreases the levels of nitric oxide (NO) released from LPS-stimulated cells[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
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Cell Line:Primary cortical neurons
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Concentration:0.01 and 1 μM
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Incubation Time:24 h
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Result:The numbers of primary and secondary dendrites in the 4-tert-Octylphenol-treated groups were markedly higher than those in the vehicle group in neuron cells.
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Cell Line:LPS-stimulated monocytes/macrophages
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Concentration:0.1, 1, 10 μM
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Incubation Time:6 h
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Result:Down-regulated the expression of IL-12p35, IFN-γ2 and CXCb2 in LPS-stimulated monocytes/macrophages and decreased the levels of NO released from LPS-stimulated cells.
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Cell Line:Primary cortical neuronal cells
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Concentration:0.01 and 1 μM
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Incubation Time:12 h
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Result:The percentage of BrdU+ cells in the OP 1 μM group was significantly lower than that in the OP 0.01 μM group in primary cortical neuronal cells.
体内実験
4-tert-Octylphenol (10, 50 mg/kg, s.c., a single dose for 24 h) promotes cell cycle exit and inhibits cell cycle reentry of dentate gyrus (DG) neural progenitors in embryonic and adult neurogenesis[1].
4-tert-Octylphenol (2.5 μg/kg, feed, daily for 14 days) lowers numbers of peritoneal leukocytes/phagocytes compared to those in control infected animals in peritoneal and head kidney leukocytes of fish[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Pathogen-free C57BL/6J male and female mice (8 weeks old, 25-30 g)[1]
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Dosage:10, 50 mg/kg
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Administration:s.c., a single dose
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Result:Elevated apoptosis in offspring mouse brain and impaired cognitive functioning in areas such as spatial and nonspatial learning and memory.
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Animal Model:Sexually immature, young (9–12 months) common carp[3]
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Dosage:2.5 μg/kg food
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Administration:feed, daily for 14 days
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Result:Lowed numbers of peritoneal leukocytes/phagocytes in peritoneal and head kidney leukocytes of fish.
化学情報
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CAS 番号 140-66-9
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性状 Solid
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分子量 206.32
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分子式 C14H22O
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Color White to off-white
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SMILES
OC1=CC=C(C(C)(C)CC(C)(C)C)C=C1
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別名
4-tert-Octylphenol
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Structure Classification
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Initial Source
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輸送条件
Room temperature in continental US; may vary elsewhere.
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保管条件
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Publications (2)
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Journal Impact Factor
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Most Recent
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Environ Health (Wash)
Fish Skin Mucus Vitellogenin as a Noninvasive, Sensitive Biomarker for Aquatic Xenoestrogens. [Abstract]2025 Jan 10;3(4):414-424. PMID: 40270534 -
Environ Pollut
ERα-mediated endoplasmic reticulum stress drives 4-tert-octylphenol-induced cardiac developmental toxicity in zebrafish. [Abstract]2026 Apr 15:395:127832. PMID: 41713771
溶剤 & 溶解度
体外:
DMSO : 100 mg/mL (484.68 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
濃度 (開始) × 体積 (開始) = 濃度 (終了) × 体積 (終了)
体内:
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (12.12 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (12.12 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL.
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
プロトコル
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Apoptosis
Apoptosis, also called programmed cell death, is generally characterized by distinct morphological characteristics.
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TUNEL staining for apoptotic DNA fragmentation
TUNEL staining detects DNA strand breaks by using terminal deoxynucleotidyl transferase to add labeled nucleotides to exposed 3′-OH DNA termini, generating either microscopic staining in fixed cells or tissue sections, or fluorescence/cytometric signal in cell suspensions. TUNEL positivity reflects DNA fragmentation but should not be interpreted alone as definitive apoptosis, because TUNEL can also label necrotic, autolytic, mechanically damaged, or DNA-repair-associated DNA breaks.
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Ki-67 Immunostaining Proliferation Assay
Ki-67 immunostaining measures the growth fraction of a cell population by detecting Ki-67, a nuclear antigen present in proliferating cells and absent in quiescent G0 cells. The readout is the percentage of Ki-67-positive nuclei among total counted cells, commonly called the Ki-67 labeling index or proliferation index.
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Annexin V plus membrane-impermeant dye apoptosis staining
Annexin V-based apoptosis assays rely on the detection of phosphatidylserine (PS) externalization from the inner leaflet of the plasma membrane to the outer leaflet, an early biochemical hallmark of apoptosis. Fluorescently labeled Annexin V binds PS in a calcium-dependent manner, enabling identification of early apoptotic cells by flow cytometry or fluorescence microscopy. When combined with a membrane-impermeant DNA-binding dye (e. g. , propidium iodide), this approach allows discrimination between viable (Annexin V−/dye−), early apoptotic (Annexin V+/dye−), and late apoptotic or necrotic (Annexin V+/dye+) cell populations by assessing membrane integrity and PS exposure.
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BrdU Incorporation Assay
Bromodeoxyuridine (BrdU) incorporation assay is based on the principle that BrdU, a thymidine analog, is incorporated into newly synthesized DNA during the S phase of the cell cycle, thereby serving as a marker of DNA replication and cellular proliferation. Incorporated BrdU can be detected using anti-BrdU antibodies following DNA denaturation, enabling visualization or quantification of proliferating cells through immunochemical detection methods such as immunofluorescence or immunohistochemistry.
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Apoptosis Solutions
Apoptosis is a regulated, generally non-lytic cell-death pathway that removes unwanted, damaged, infected, or abnormal cells through coordinated morphological changes, caspase activation, DNA fragmentation, and membrane remodeling. The intrinsic apoptosis pathway is controlled mainly by mitochondrial outer membrane permeabilization, BCL-2 family proteins, cytochrome c release, apoptosome formation, caspase-9 activation, and downstream executioner caspase-3/7 activation. The extrinsic apoptosis pathway is initiated by death receptors such as Fas, TNFR, and TRAIL receptors, which recruit adaptor proteins and activate caspase-8 before engaging executioner caspases or mitochondrial amplification through BID cleavage. Apoptosis is linked to many phenotypes, including cancer cell killing, tissue homeostasis, immune regulation, neurodegeneration, infection response, and treatment-induced cytotoxicity; unresolved questions include how apoptosis interacts with necroptosis, pyroptosis, ferroptos
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Cell Viability Determination by MTT Colorimetric Assay
The following protocol uses the MTT colorimetric assay as a classic literature-established method for assessing cell viability/metabolic activity in cultured mammalian cells. MTT[3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide] is reduced by metabolically active cells to a colored formazan product; the amount of formazan is quantified spectrophotometrically and provides an indirect measure of metabolically active viable cells. Importantly, MTT reduction reflects cellular oxidoreductase/metabolic activity rather than an absolute direct count of living cells, so changes in cellular metabolism can alter the signal independently of cell number.
純度とドキュメンテーション
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データシート (279 KB)
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SDS (620 KB)
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取扱説明書 (2659 KB)
参考文献
[2]. Olaniyan LWB, et al. Environmental Water Pollution, Endocrine Interference and Ecotoxicity of 4-tert-Octylphenol: A Review[J]. Rev Environ Contam Toxicol. 2020;248:81-109. [Content Brief]
[3]. Maciuszek M, et al. 17α-ethinylestradiol and 4-tert-octylphenol concurrently disrupt the immune response of common carp[J]. Fish Shellfish Immunol. 2020 Dec;107(Pt A):238-250. [Content Brief]
[4]. Lee J, Zee S, et al. Effects of crosstalk between steroid hormones mediated thyroid hormone in zebrafish exposed to 4-tert-octylphenol: Estrogenic and anti-androgenic effects[J]. Ecotoxicol Environ Saf. 2024 Jun 1;277:116348. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
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| DMSO | 1 mM | 4.8468 mL | 24.2342 mL | 48.4684 mL | 121.1710 mL |
| 5 mM | 0.9694 mL | 4.8468 mL | 9.6937 mL | 24.2342 mL | |
| 10 mM | 0.4847 mL | 2.4234 mL | 4.8468 mL | 12.1171 mL | |
| 15 mM | 0.3231 mL | 1.6156 mL | 3.2312 mL | 8.0781 mL | |
| 20 mM | 0.2423 mL | 1.2117 mL | 2.4234 mL | 6.0585 mL | |
| 25 mM | 0.1939 mL | 0.9694 mL | 1.9387 mL | 4.8468 mL | |
| 30 mM | 0.1616 mL | 0.8078 mL | 1.6156 mL | 4.0390 mL | |
| 40 mM | 0.1212 mL | 0.6059 mL | 1.2117 mL | 3.0293 mL | |
| 50 mM | 0.0969 mL | 0.4847 mL | 0.9694 mL | 2.4234 mL | |
| 60 mM | 0.0808 mL | 0.4039 mL | 0.8078 mL | 2.0195 mL | |
| 80 mM | 0.0606 mL | 0.3029 mL | 0.6059 mL | 1.5146 mL | |
| 100 mM | 0.0485 mL | 0.2423 mL | 0.4847 mL | 1.2117 mL |
4-tert-Octylphenol 関連分類
HY-B1941 関連分類
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