3,5-Di-tert-butylphenol
(Synonyms: 3,5-二叔丁基苯酚) 目录号 : GC61673
3,5-Di-tert-butylphenol是一种具有抗生物膜和抗真菌活性的挥发性有机化合物。3,5-Di-tert-butylphenol会引起活性氧(ROS)的积累。
Cas No.:1138-52-9
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
3,5-Di-tert-butylphenol is an volatile organic compound with anti-biofilm and antifungal activities. 3,5-Di-tert-butylphenol induces accumulation of reactive oxygen species (ROS).
[1]. Janarthanam Rathna, et al. Anti-biofilm mechanisms of 3,5-di-tert-butylphenol against clinically relevant fungal pathogens. Biofouling. 2016 Oct;32(9):979-93. [2]. Jian-Hua Chen, et al. Characterization of Volatile Organic Compounds Emitted from Endophytic Burkholderia cenocepacia ETR-B22 by SPME-GC-MS and Their Inhibitory Activity against Various Plant Fungal Pathogens. Molecules. 2020 Aug 19;25(17):3765.
| Cas No. | 1138-52-9 | SDF | |
| 别名 | 3,5-二叔丁基苯酚 | ||
| Canonical SMILES | OC1=CC(C(C)(C)C)=CC(C(C)(C)C)=C1 | ||
| 分子式 | C14H22O | 分子量 | 206.32 |
| 溶解度 | DMSO : 100 mg/mL (484.68 mM; Need ultrasonic) | 储存条件 | 4°C, stored under nitrogen |
| 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℃，然后在超声波浴中震荡一段时间。 |
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| 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。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.8468 mL | 24.2342 mL | 48.4684 mL |
| 5 mM | 0.9694 mL | 4.8468 mL | 9.6937 mL |
| 10 mM | 0.4847 mL | 2.4234 mL | 4.8468 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Anti-biofilm mechanisms of 3,5-Di-tert-butylphenol against clinically relevant fungal pathogens
Biofouling 2016 Oct;32(9):979-93.PMID:27535698DOI:10.1080/08927014.2016.1216103.
The methanolic extract (PFME) of Pleurotus florida was assessed for anti-biofilm activity against Candida species. 3,5-Di-tert-butylphenol (3,5-DTB) was identified as the major antifungal constituent in PFME. In its pure form 3,5-DTB inhibits, disrupts, and reduces the viability of biofilm cells as seen from scanning electron and confocal microscopy studies. Microscopic studies and propidium iodide uptake assays confirmed that 3,5-DTB damages the cell membrane of Candida cells. In addition, 3,5-DTB induces accumulation of reactive oxygen species (ROS) which contribute to its pronounced anti-biofilm activity. The results of the present study show that 3,5-DTB exhibits combined anti-biofilm and conventional fungicidal activity against Candida species and elucidate the underlying mechanisms.
Combining the benefits of homogeneous and heterogeneous catalysis with tunable solvents and nearcritical water
Molecules 2010 Nov 16;15(11):8400-24.PMID:21081860DOI:10.3390/molecules15118400.
The greatest advantage of heterogeneous catalysis is the ease of separation, while the disadvantages are often limited activity and selectivity. We report solvents that use tunable phase behavior to achieve homogeneous catalysis with ease of separation. Tunable solvents are homogeneous mixtures of water or polyethylene glycol with organics such as acetonitrile, dioxane, and THF that can be used for homogeneously catalyzed reactions. Modest pressures of a soluble gas, generally CO₂, achieve facile post-reaction heterogeneous separation of products from the catalyst. Examples shown here are rhodium-catalyzed hydroformylation of 1-octene and p-methylstyrene and palladium catalyzed C-O coupling to produce o-tolyl-3,5-xylyl ether and 3,5-Di-tert-butylphenol. Both were successfully carried out in homogeneous tunable solvents followed by separation efficiencies of up to 99% with CO₂ pressures of 3 MPa. Further examples in tunable solvents are enzyme catalyzed reactions such as kinetic resolution of rac-1-phenylethyl acetate and hydrolysis of 2-phenylethyl acetate (2PEA) to 2-phenylethanol (2PE). Another tunable solvent is nearcritical water (NCW), whose unique properties offer advantages for developing sustainable alternatives to traditional processes. Some examples discussed are Friedel-Crafts alkylation and acylation, hydrolysis of benzoate esters, and water-catalyzed deprotection of N-Boc-protected amine compounds.
[Determination of 2,4,6-tri-tert-butylphenol and related compounds in foods]
Shokuhin Eiseigaku Zasshi 2001 Dec;42(6):359-66.PMID:11875820DOI:10.3358/shokueishi.42.359.
An analytical method has been developed for the determination of 2,4,6-tri-tert-butylphenol (TTBP) in foods. TTBP was determined by GC/MS (SIM) after extraction from food samples using a steam distillation technique. The developed method was able to determine simultaneously 2,4-di-tert-butylphenol (2,4-DTBP), 2,6-di-tert-butylphenol (2,6-DTBP), 3,5-Di-tert-butylphenol (3,5-DTBP) and 2,4-di-tert-pentylphenol (2,4-DTPP). The method was applied to analyze the residues of the 5 phenolic compounds in 101 food samples purchased from markets. TTBP was found in some samples of meat, liver and fish (muscle) at the levels of trace (tr)-0.50 ng/g, tr and tr-1.83 ng/g, respectively. 2,4-DTBP was found in some samples of vegetables, meat, liver, fish (muscle) and fish (viscera) at the levels of 1.4-10.6 ng/g, 2.7-26.4 ng/g, tr-34.2 ng/g, tr-21.6 ng/g and tr, respectively. 2,6-DTBP was found in some samples of fish (muscle) and fish (viscera) at the levels of tr-3.9 ng/g and tr, respectively. 3,5-DTBP and 2,4-DTPP were not found in any of the analyzed samples.
4-tert-butyl-2,6-diisopropylphenol: Another phenol inducing hemorrhage in rats
Toxicol Lett 1980 Feb;5(2):147-50.PMID:7466839DOI:10.1016/0378-4274(80)90164-2.
Male Sprague-Dawley rats were fed with 3,5-Di-tert-butylphenol, 2,4-di-tert-butylphenol, 4-tert-butyl-2,6-diisopropylphenol, 2-tert-butyl-4-sec-butylphenol or 2-,6-di-tert-butyl-4-methylphenol (BHT) at a level of 2.27 mmol% in the diet for 1 week. One rat given 4-tert-butyl-2,6diisopropylphenol died: post mortem examination revealed hematocoelia, intratesticular, intraepididymal and intramuscular hematoma. The other rats in this group suffered from severe hemorrhagic anemia; and the prothombin index was significantly decreased.
Evaluation of in vitro and in silico anti-inflammatory potential of some selected medicinal plants of Bangladesh against cyclooxygenase-II enzyme
J Ethnopharmacol 2022 Mar 1;285:114900.PMID:34896569DOI:10.1016/j.jep.2021.114900.
Ethnopharmacological relevance: Medicinal plants are sources of chemical treasures that can be used in treatment of different diseases, including inflammatory disorders. Traditionally, Heritiera littoralis, Ceriops decandra, Ligustrum sinense, and Polyscias scutellaria are used to treat pain, hepatitis, breast inflammation. The present research was designed to explore phytochemicals from the ethanol extracts of H. littoralis, C. decandra, L. sinense, and P. scutellaria to discern the possible pharmacophore (s) in the treatment of inflammatory disorders. Material and methods: The chemical compounds of experimental plants were identified through GC-MS analysis. Furthermore, in-vitro anti-inflammatory activity was assessed in human erythrocytes and an in-silico study was appraised against COX-2. Results: The experimental extracts totally revealed 77 compounds in GC-MS analysis and all the extracts showed anti-inflammatory activity in in-vitro assays. The most favorable phytochemicals as anti-inflammatory agents were selected via ADMET profiling and molecular docking with specific protein of the COX-2 enzyme. Molecular dynamics simulation (MDS) confirmed the stability of the selected natural compound at the binding site of the protein. Three phytochemicals exhibited the better competitive result than the conventional anti-inflammatory drug naproxen in molecular docking and MDS studies. Conclusion: Both experimental and computational studies have scientifically revealed the folklore uses of the experimental medicinal plants in inflammatory disorders. Overall, N-(2-hydroxycyclohexyl)-4-methylbenzenesulfonamide (PubChem CID: 575170); Benzeneethanamine, 2-fluoro-. beta., 3, 4-trihydroxy-N-isopropyl (PubChem CID: 547892); and 3,5-Di-tert-butylphenol (PubChem CID: 70825) could be the potential leads for COX-2 inhibitor for further evaluation of drug-likeliness.