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4-Cumylphenol

目录号 : GC68235

4-Cumylphenol 是一种 polycarbonate 链终止剂。4-Cumylphenol 被广泛用作聚碳酸酯塑料、表面活性剂、杀菌剂和防腐剂的材料。4-Cumylphenol 还能在小鼠脂肪细胞中诱发脂质的积累。

4-Cumylphenol Chemical Structure

Cas No.:599-64-4

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5g
¥450.00
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产品描述

4-Cumylphenol is a polycarbonate chain terminator. 4-Cumylphenol is widely used as a material for polycarbonate plastics, surfactants, fungicides and preservatives. 4-Cumylphenol also induces lipid accumulation in mouse adipocytes[1][2][3].

4-Cumylphenol (1, 5, 10, 20, 40 µM; 6 days) increase lipid accumulation in 3 T3-L1 cells[3].

Cell Viability Assay[3]

Cell Line: 3 T3-L1 cells
Concentration: 1, 5, 10, 20, 40 µM
Incubation Time: 6 days
Result: Increase lipid accumulation, which peaked at10 μM with a 204% increase.

[1]. Yue W, et al. Biodegradation of bisphenol-A polycarbonate plastic by Pseudoxanthomonas sp. strain NyZ600. J Hazard Mater. 2021 Aug 15;416:125775.
[2]. Chiha M, et al. Sonolytic degradation of endocrine disrupting chemical 4-cumylphenol in water. Ultrason Sonochem. 2011 Sep;18(5):943-50.
[3]. Ramskov Tetzlaff CN, Svingen T, et al. Bisphenols B, E, F, and S and 4-cumylphenol induce lipid accumulation in mouse adipocytes similarly to bisphenol A. Environ Toxicol. 2020 May;35(5):543-552.

Chemical Properties

Cas No. 599-64-4 SDF Download SDF
分子式 C15H16O 分子量 212.29
溶解度 储存条件 4°C, stored under nitrogen
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1 mg 5 mg 10 mg
1 mM 4.7105 mL 23.5527 mL 47.1054 mL
5 mM 0.9421 mL 4.7105 mL 9.4211 mL
10 mM 0.4711 mL 2.3553 mL 4.7105 mL
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Research Update

Ecotoxicological Estimation of 4-Cumylphenol, 4- t-Octylphenol, Nonylphenol, and Volatile Leachate Phenol Degradation by the Microscopic Fungus Umbelopsis isabellina Using a Battery of Biotests

Int J Environ Res Public Health 2022 Mar 30;19(7):4093.PMID:35409777DOI:10.3390/ijerph19074093.

The phenolic xenobiotics nonylphenol (NP), 4-tert-octylphenol (4-t-OP), and 4-Cumylphenol (4-CP) have the potential to seriously disrupt the endocrine system. Volatile phenols (VPs), especially those present in landfill leachate, also adversely affect the health of numerous organisms. Microbial degradation of xenobiotics can result in the formation of intermediates with higher toxicity than the precursor substrates. Therefore, the main aim of this study was to assess the changes in environmental ecotoxicity during the biotransformation of nonylphenol, 4-tert-octylphenol, 4-Cumylphenol and volatile phenols by Umbelopsis isabellina using a battery of biotests. The application of bioindicators belonging to different taxonomic groups and diverse trophic levels (producers, consumers, and reducers) indicated a significant reduction in toxicity during the cultivation of fungus cultures both for nonylphenol, 4-tert-octylphenol, 4-Cumylphenol and volatile phenols. The rate of toxicity decline was correlated with the degree of xenobiotic biotransformation. Removal of 4-Cumylphenol and 4-tert-octylphenol also led to a decrease in the anti-androgenic potential. Moreover, this is the first report demonstrating the anti-androgenic properties of 4-Cumylphenol. The results showed that U. isabellina is an attractive tool for the bioremediation and detoxification of contaminated environments.

Simultaneous identification and quantification of 4-Cumylphenol, 2,4-bis-(dimethylbenzyl)phenol and bisphenol A in prawn Macrobrachium rosenbergii

Chemosphere 2014 Jul;107:447-453.PMID:24560775DOI:10.1016/j.chemosphere.2014.01.058.

Bisphenol A (BPA), 4-Cumylphenol (4-CP) and 2,4-bis-(dimethylbenzyl)phenol (2,4-DCP) are all high production volume chemicals and widely used in plastic and other consumer products. During the past two decades, BPA has attracted a great deal of scientific and public attention due to its presence in the environment and estrogenic property. Although 4-CP and 2,4-DCP are much more estrogenic and toxic than BPA, little information is available about their occurrence and fate in the environment. In this study, a rapid, selective, accurate and reliable analytical method was developed for the simultaneous determination of 4-CP, 2,4-DCP and BPA in prawn Macrobrachium rosenbergii. The method comprises an ultrasound-accelerated extraction followed by capillary gas chromatographic (GC) separation. The detection limits range from 1.50 to 36.4 ng kg(-1) for the three alkylphenols. The calibration curves are linear over the concentration range tested with the coefficients of determination, R(2), greater than 0.994. The developed method was successfully applied to the simultaneous determination of 4-CP, 2,4-DCP and BPA in prawn samples. The peak identification was confirmed using GC-MS. Bisphenol A, 2,4-bis-(dimethylbenzyl)phenol and 4-Cumylphenol were found in prawn samples in the concentration ranges of 0.67-5.51, 0.36-1.61, and 0.00-1.96 ng g(-1) (wet weight), respectively. All relative standard deviations are less than 4.8%. At these environmentally relevant concentration levels, 4-CP, 2,4-DCP and BPA may affect the reproduction and development of aquatic organisms, including negative influence on crustaceans' larval survival, molting, metamorphosis and shell hardening. This is the first study reported on the occurrence of 4-CP, 2,4-DCP and BPA in prawn M. rosenbergii.

Degradation and toxicity reduction of the endocrine disruptors nonylphenol, 4-tert-octylphenol and 4-Cumylphenol by the non-ligninolytic fungus Umbelopsis isabellina

Bioresour Technol 2016 Jan;200:223-9.PMID:26492175DOI:10.1016/j.biortech.2015.10.034.

Nonylphenol (NP), 4-tert-octylphenol (4-t-OP) and 4-Cumylphenol (4-CP) are pollutants that are known as endocrine disruptors mainly due to their estrogen-mimicking activity. These phenolic substances are used in a wide range of industrial and commercial applications. In the present study, biodegradation of tNP, 4-t-OP and 4-CP using the non-ligninolytic fungus Umbelopsis isabellina was investigated. After 12h of incubation, more than 90% of initially applied tNP, 4-t-OP and 4-CP (25mgL(-1)) were eliminated. GC-MS analysis revealed several derivatives mainly (hydroxyalkyl)phenols. Moreover, xenobiotic biotransformation led to the formation of intermediates with less harmful effects than the parent compounds. For all xenobiotics, a decrease in growth medium toxicity was observed, using Artemia franciscana and Daphnia magna as bioindicators. The results indicate that U. isabellina has potential in the degradation and detoxification of contaminants with endocrine activity. Moreover, this is the first report demonstrating that a microorganism is capable of effective 4-CP elimination.

Improving Mildew Resistance of Soy Meal by Nano-Ag/TiO2, Zinc Pyrithione and 4-Cumylphenol

Polymers (Basel) 2020 Jan 9;12(1):169.PMID:31936509DOI:10.3390/polym12010169.

As a byproduct from the soybean oil industry, soy meal can be reproduced into value-added products to replace formaldehyde as a plywood adhesive. However, the use of soy meal has been limited by its poor antifungal and antiseptic properties. In this work, three kinds of material, namely nano-Ag/TiO2, zinc pyrithione, and 4-Cumylphenol were applied to enhance the mildew resistance of soy meal via breakdown of the cellular structure of mildew. The fungi and mold resistance, morphology, thermal properties, and mechanism of the modified soy meal were evaluated. The success of the antifungal and antiseptic properties was confirmed by Fourier transform infrared spectroscopy (FTIR) and scanning electron microscopy. The results indicated that all three kinds of material improved the fungi and mold resistance of soy meal, and sample B, which was modified with a compound of nano-Ag/TiO2 and zinc pyrithione, was the effective antifungal raw material for the soy-based adhesives. FTIR indicated that the great improvement of antifungal properties of soy meal modified with 4-Cumylphenol might be caused by the reaction between COO- groups of soy protein. This research can help understand the effects of the chemical modification of nano-Ag/TiO2, zinc pyrithione, and 4-Cumylphenol on soy meal, and the modified soy meal exhibits potential for utilization in the plywood adhesive industry.

Bisphenols B, E, F, and S and 4-Cumylphenol induce lipid accumulation in mouse adipocytes similarly to bisphenol A

Environ Toxicol 2020 May;35(5):543-552.PMID:31820560DOI:10.1002/tox.22889.

Bisphenol A (BPA) has been widely reported to exert endocrine disrupting effects, including the induction of adipogenesis in cultured preadipocytes and intact animals. Because of the potential harm to human health, BPA is being substituted by structurally related bisphenols. Whether or not such BPA analogues are safe substitutes, however, remains largely unknown. Here, we investigated the potential of bisphenol B (BPB), bisphenol E (BPE), bisphenol F (BPF), bisphenol S (BPS), and 4-Cumylphenol (4-CP) to affect lipid and hormone levels in 3 T3-L1 cells. We found that BPB, BPE, BPF, BPS, and 4-CP all affected lipid accumulation and leptin levels to the same extent and potencies as BPA. Based on these and other results, we conclude that these BPA analogues and 4-CP most likely will elicit similar effects on adipocytes as BPA. Using them to substitute BPA in products should be done with caution.