4-Ethylresorcinol
(Synonyms: 4-乙基间苯二酚) 目录号 : GC61688
4-Ethylresorcinol是一种间苯二酚的衍生物，可以作为酪氨酸酶的底物。4-Ethylresorcinol具有色素减退作用。4-Ethylresorcinol减弱酪氨酸酶相关蛋白(TRP)-2的mRNA和蛋白表达，并通过抑制脂质过氧化而具有抗氧化作用。
Cas No.:2896-60-8
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
4-Ethylresorcinol, a derivative of resorcinol, can act as substrates of tyrosinase. 4-Ethylresorcinol possess hypopigmentary effects. 4-Ethylresorcinol attenuates mRNA and protein expression of tyrosinase-related protein (TRP)-2, and possessed antioxidative effect by inhibiting lipid peroxidation[1][2].
[1]. Jimenez AG, et, al. Characterization of the action of tyrosinase on resorcinols. Bioorg Med Chem. 2016 Sep 15;24(18):4434-4443. [2]. Lam RYY, et, al. Mechanistic studies of anti-hyperpigmentary compounds: elucidating their inhibitory and regulatory actions. Int J Mol Sci. 2014 Aug 21;15(8):14649-68.
| Cas No. | 2896-60-8 | SDF | |
| 别名 | 4-乙基间苯二酚 | ||
| Canonical SMILES | OC1=CC=C(CC)C(O)=C1 | ||
| 分子式 | C8H10O2 | 分子量 | 138.17 |
| 溶解度 | DMSO : 100 mg/mL (723.75 mM; Need ultrasonic) | 储存条件 | 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℃，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 | 7.2375 mL | 36.1873 mL | 72.3746 mL |
| 5 mM | 1.4475 mL | 7.2375 mL | 14.4749 mL |
| 10 mM | 0.7237 mL | 3.6187 mL | 7.2375 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。
Human insulin polymorphism upon ligand binding and pH variation: the case of 4-Ethylresorcinol
IUCrJ 2015 Aug 4;2(Pt 5):534-44.PMID:26306195DOI:10.1107/S2052252515013159.
This study focuses on the effects of the organic ligand 4-Ethylresorcinol on the crystal structure of human insulin using powder X-ray crystallography. For this purpose, systematic crystallization experiments have been conducted in the presence of the organic ligand and zinc ions within the pH range 4.50-8.20, while observing crystallization behaviour around the isoelectric point of insulin. High-throughput crystal screening was performed using a laboratory X-ray diffraction system. The most representative samples were selected for synchrotron X-ray diffraction measurements, which took place at the European Synchrotron Radiation Facility (ESRF) and the Swiss Light Source (SLS). Four different crystalline polymorphs have been identified. Among these, two new phases with monoclinic symmetry have been found, which are targets for the future development of microcrystalline insulin drugs.
Characterization of the action of tyrosinase on resorcinols
Bioorg Med Chem 2016 Sep 15;24(18):4434-4443.PMID:27480027DOI:10.1016/j.bmc.2016.07.048.
The action of tyrosinase on resorcinol and some derivatives (4-Ethylresorcinol, 2-methylresorcinol and 4-methylresorcinol) was investigated. If the catalytic cycle is completed with a reductant such as ascorbic acid or an o-diphenol such as 4-tert-butylcatechol, these compounds act as substrates of tyrosinase in all cases. The reaction can also be carried out, adding hydrogen peroxide to the medium. All the above compounds were characterized as substrates of the enzyme and their kinetic constants, KM (Michaelis constant) and kcat (catalytic constant) were determined. Measurement of the activity of the enzyme after pre-incubation with resorcinol, 4-Ethylresorcinol or 4-methylresorcinol points to an apparent loss of activity at short times, which could correspond to an enzymatic inactivation process. However, if the measurements are extended over longer times, a burst is observed and the enzymatic activity is recovered, demonstrating that these compounds are not suicide substrates of the enzyme. These effects are not observed with 2-methylresorcinol. The docking results indicate that the binding of met-tyrosinase with these resorcinols occurs in the same way, but not with 2-methylresorcinol, due to steric hindrance.
Marine bacteria-mediated abiotic-biotic coupling degradation mechanism of ibuprofen
J Hazard Mater 2022 Aug 5;435:128960.PMID:35472552DOI:10.1016/j.jhazmat.2022.128960.
Knowledge on the behavior and fate of pharmaceuticals and personal care products (PPCPs) is poorly explored in marine aphotic environment. In this study, the degradation mechanism of a typical PPCPs-ibuprofen (IBP) by a ubiquitous marine Pseudoalteromonas sp. was investigated based on transcriptome and key enzymes analysis. More importantly, a novel enzymatic-nonenzymatic coupling degradation mechanism was uncovered for the first time, namely, the degradation of IBP was firstly initiated by extracellular reactive oxygen species (ROS), then the intermediate (e.g.4-Ethylresorcinol) was further degraded by intracellular enzymes. It was showed that biogenic •OH, O2•-and H2O2 were responsible for extracellular nonenzymatic degradation, in which IBP was degraded to 4-Ethylresorcinol through hydrogenation, isobutyl moiety cleavage, oxidation and decarboxylation. 4-Hydroxyphenylpyruvate dioxygenase, homogentisate 1,2-dioxygenase, long-chain acyl-CoA synthetase, acetyl-CoA acyltransferase and enoyl-CoA hydratase were identified to be involved in intracellular degradation, leading 4-Ethylresorcinol cracked and eventually mineralized. Ultimately, this novel degradation mechanism was demonstrated to be amino acids-driven through KEGG enrichment analysis and experimental data. Overall, our work uncovered a yet undiscovered abiotic-biotic coupling degradation mechanism in PPCPs biotransformation, thereby updating the conventional concept that contaminants transformation is solely accomplished by enzymes or non-enzymes, which can also provide new insights into PPCPs environmental behavior and fate.
Mechanistic studies of anti-hyperpigmentary compounds: elucidating their inhibitory and regulatory actions
Int J Mol Sci 2014 Aug 21;15(8):14649-68.PMID:25196602DOI:10.3390/ijms150814649.
Searching for depigmenting agents from natural sources has become a new direction in the cosmetic industry as natural products are generally perceived as relatively safer. In our previous study, selected Chinese medicines traditionally used to treat hyperpigmentation were tested for anti-hyperpigmentary effects using a melan-a cell culture model. Among the tested chemical compounds, 4-Ethylresorcinol, 4-ethylphenol and 1-tetradecanol were found to possess hypopigmentary effects. Western blot analysis, reverse transcriptase polymerase chain reaction (RT-PCR), cyclic adenosine monophosphate (cAMP) assay, protein kinase A (PKA) activity assay, tyrosinase inhibition assay and lipid peroxidation inhibition assay were performed to reveal the underlying cellular and molecular mechanisms of the hypopigmentary effects. 4-Ethylresorcinol and 4-ethylphenol attenuated mRNA and protein expression of tyrosinase-related protein (TRP)-2, and possessed antioxidative effect by inhibiting lipid peroxidation. 1-Tetradecanol was able to attenuate protein expression of tyrosinase. The hypopigmentary actions of 4-Ethylresorcinol, 4-ethylphenol and 1-tetradecanol were associated with regulating downstream proteins along the PKA pathway. 4-Ethylresorcinol was more effective in inhibiting melanin synthesis when compared to 4-ethylphenol and 1-tetradecanol.
Application of a combined sulphorhodamine B and melanin assay to the evaluation of Chinese medicines and their constituent compounds for hyperpigmentation treatment
J Ethnopharmacol 2010 Oct 28;132(1):274-9.PMID:20723597DOI:10.1016/j.jep.2010.08.027.
Aim of the study: To investigate the efficacy of traditional Chinese medicine (TCM) in the treatment of hyperpigmentation problems, extracts of herbs selected based on traditional Chinese medical literature were screened. Materials and methods: Forty extracts were extracted from 10 selected herbs using hexane, dichloromethane, methanol and water. They were then screened using melan-a cells, an immortalized non-tumorigenic mouse melanocyte cell line. Sulphorhodamine B (SRB) assay and measurement of melanin production were performed to examine the effects of the extracts as well as some natural compounds from these herbs on melanogenesis in the melan-a cells. Results: The hexane and dichloromethane extracts of Angelica sinensis exhibited strong hypopigmentary effects. Conclusions: Natural compounds occurring in this herb were also investigated. Among them 4-Ethylresorcinol, 4-ethylphenol and 1-tetradecanol demonstrated positive effects in attenuating melanin synthesis in the cultured cells.