Thymol
(Synonyms: 百里酚) 目录号 : GC38667
A terpenoid with diverse biological activities
Cas No.:89-83-8
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
Thymol is a terpenoid that has been found in T. vulgaris and has diverse biological activities.1,2,3,4,5 It activates transient receptor potential vanilloid 3 (TRPV3) currents in HEK293 cells expressing mouse or human TRPV3 when used at a concentration of 500 ?M.2 Thymol is active against a variety of plant pathogenic fungi, including A. niger, A. ochraceus, Cladosporium, and F. oxysporum (MICs = 200, 125, 100, and 300 ?g/ml, respectively).3 It is also active against the bacteria E. coli and S. aureus but not P. aeruginosa (MICs = 500, 500, and >1,000 ?g/ml, respectively).4 Thymol inhibits lipid peroxidation in ox brain phospholipid liposomes by 45-82% when used at concentrations ranging from 0.067 to 0.664 mM and scavenges trichloromethylperoxyl (CCl3O2-) radicals.5 It also reduces inflammatory cell infiltration into the airway, decreases the levels of IL-4, IL-5, and IL-13 in bronchoalveolar lavage fluid (BALF), and prevents airway hyperresponsiveness in a mouse model of ovalbumin-induced allergic asthma when administered at a dose of 16 mg/kg.1 Formulations containing thymol have been used as food flavorings, antiseptics, and pesticides.
1.Zhou, E., Fu, Y., Wei, Z., et al.Thymol attenuates allergic airway inflammation in ovalbumin (OVA)-induced mouse asthmaFitoterapia96131-137(2014) 2.Xu, H., Delling, M., Jun, J.C., et al.Oregano, thyme and clove-derived flavors and skin sensitizers activate specific TRP channelsNat. Neurosci.9(5)628-635(2006) 3.Abbaszadeh, S., Sharifzadeh, A., Shokri, H., et al.Antifungal efficacy of thymol, carvacrol, eugenol and menthol as alternative agents to control the growth of food-relevant fungiJ. Mycol. Med.24(2)e51-e56(2014) 4.Walsh, S.E., Maillard, J.-Y., Russell, A.D., et al.Activity and mechanisms of action of selected biocidal agents on Gram-positive and -negative bacteriaJ. Appl. Microbiol.94(2)240-247(2003) 5.Aeschbach, R., Loliger, J., Scott, B.C., et al.Antioxidant actions of thymol, carvacrol, 6-gingerol, zingerone and hydroxytyrosolFood Chem. Toxicol.32(1)31-36(1994)
| Cas No. | 89-83-8 | SDF | |
| 别名 | 百里酚 | ||
| Canonical SMILES | OC1=CC(C)=CC=C1C(C)C | ||
| 分子式 | C10H14O | 分子量 | 150.22 |
| 溶解度 | DMSO: 125 mg/mL (832.11 mM) | 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 | 6.6569 mL | 33.2845 mL | 66.569 mL |
| 5 mM | 1.3314 mL | 6.6569 mL | 13.3138 mL |
| 10 mM | 0.6657 mL | 3.3285 mL | 6.6569 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。
Antibacterial and antifungal activities of Thymol: A brief review of the literature
Food Chem 2016 Nov 1;210:402-14.PMID:27211664DOI:10.1016/j.foodchem.2016.04.111.
Thymol (2-isopropyl-5-methylphenol) is the main monoterpene phenol occurring in essential oils isolated from plants belonging to the Lamiaceae family (Thymus, Ocimum, Origanum, and Monarda genera), and other plants such as those belonging to the Verbenaceae, Scrophulariaceae, Ranunculaceae, and Apiaceae families. These essential oils are used in the food industry for their flavouring and preservative properties, in commercial mosquito repellent formulations for their natural repellent effect, in aromatherapy, and in traditional medicine for the treatment of headaches, coughs, and diarrhea. Many different activities of Thymol such as antioxidant, anti-inflammatory, local anaesthetic, antinociceptive, cicatrizing, antiseptic, and especially antibacterial and antifungal properties have been shown. This review aims to critically evaluate the available literature regarding the antibacterial and antifungal effects of Thymol.
Thymol and carvacrol supplementation in poultry health and performance
Vet Med Sci 2022 Jan;8(1):267-288.PMID:34761555DOI:10.1002/vms3.663.
Background: Thymol and carvacrol as natural essential oils and phenol compounds are components derived from some medicinal plants, such as thyme and oregano species. Objectives: The increasing demands in organic and healthy meat and egg consumption in human society have made it necessary to consider alternative natural compounds for the replacement of chemical compounds in poultry production. The chemical compounds can remain in meat and eggs and cause complications in human health. Therefore, these natural compounds can be fed with a higher safety in poultry production with specific effects. In this regard, the role of Thymol and carvacrol as natural compounds in the poultry production has been discussed in the review. Methods: In this study, by searching for keywords related to Thymol and carvacrol in poultry production in Google Scholar database, the articles related to different aspects of the biological effects of these two phytogenes in poultry production were selected and analyzed. Results: A review of previous studies has shown that Thymol and carvacrol possess a wide range of biological activities, including antibacterial, antiviral, antioxidant, anti-inflammatory, modulating of immunity response and regulating of the gut microbial population. Also, in meat type chickens can promote growth and influence feed utilization. The beneficial effect of this compound was evaluated in hepatic toxicity and demonstrated as a hepatoprotective compound in chickens. Furthermore, these compounds can affect the behavior of layers and influence egg composition, eggshell thickness, and the sensory quality of eggs. Conclusion: It seems that with the increasing demand for healthy protein products, these compounds can be used to improve performance as a substitute alternative for chemical compounds in healthy poultry farms.
The recent development of Thymol derivative as a promising pharmacological scaffold
Drug Dev Res 2021 Dec;82(8):1079-1095.PMID:34164828DOI:10.1002/ddr.21848.
Thymol (a phenol ring bearing active phytoconstituent) is a privileged scaffold, which is diversified in natural sources. This scaffold acts as an obligatory template for scheming and arriving at designing some newer drug-molecules with potential biological activities. In the pharmacological perspective, the promising active sites of the scaffold are the positions C-1, C-4, and C-6 of Thymol that would be accountable for developing potent drug candidates. This review aims to explore the various synthetic routes and the structural-activity relationship of Thymol scaffold with suitable active pharmacophore sites.
Thymol has anticancer effects in U-87 human malignant glioblastoma cells
Mol Biol Rep 2022 Oct;49(10):9623-9632.PMID:35997850DOI:10.1007/s11033-022-07867-3.
Background: Thymol (2-isopropyl-5-methylphenol) is a colorless crystalline derivative of cymene, that possesses pleotropic pharmacological properties, including analgesic, antibacterial, antispasmodic, and anti-inflammatory activities. Thymol has also been recognized for its beneficial effect as an anti-tumor agent, but the precise mechanism for this has not been fully elucidated. We aimed to identifying whether Thymol exerts anti-cancer activity in human U-87 malignant glioblastoma (GB) cells (U-87). Methods and results: Cell viability and apoptosis was evaluated in U-87 cells treated with Thymol at different concentrations. Reactive oxygen species (ROS) production, mRNA expressions of apoptosis-related genes and cell cycle characteristics were assessed. The cytotoxic activity of the co-exposure of Thymol and temozolomide (TMZ) was also evaluated. The half-maximal inhibitory concentration (IC50) of Thymol in the U-87 cells was 230 μM assessed at 24 h after exposure. Thymol did not exhibit any cytotoxic effects on normal L929 cells at this concentration. Thymol treatment increased the expression of Bax and p53, and also increased apoptotic cell death, and excessive generation of ROS. Moreover, the cytotoxic activity of Thymol on the U-87 cells may be related to the arrest of the cell cycle at the G0/G1 interface. Combination therapy showed that the cytotoxic effects of Thymol synergized with TMZ, and combined treatment had more cytotoxic potential compared to either of the agents alone. Conclusions: Our data indicate the potential cytotoxic activities of Thymol on U-87 cells. Further studies are required to evaluate the spectrum of the antitumor activity of Thymol on GB cells.
Anticancer activity of Thymol: A literature-based review and docking study with Emphasis on its anticancer mechanisms
IUBMB Life 2019 Jan;71(1):9-19.PMID:30308112DOI:10.1002/iub.1935.
This review aims to summarize the anticancer effects of the natural monoterpene phenol derivative of cymenethymol and its derivatives as well as further molecular docking study to correlate the interaction of Thymol and biomacromolecules that involved in cancer cell growth. For this, an up-to-date (till July 2018) literature study were made through using PubMed, Science Direct, Web of Science, Scopus, The American Chemical Society, Clinicaltrials.gov, and Google Scholar databases. Literature study demonstrated that Thymol, melasolv (3,4,5-Trimethoxycinnamate Thymol ester), and Mannich bases of Thymol have potential anticancer effects in various test systems, including mice, rats and cultured cancer cells through various anticancer pathways such as antioxidant/oxidative stress induction, apoptosis, anti-inflammatory/immunomodulatory, anti-genotoxicity, chemo-, and radiopreventive ways. A few earlier scientific evidences showed that Thymol is less toxic to mammalian systems. In silico study of Thymol and its derivatives against 17 essential proteins revealed that 6BVH (PARP-1) and 5LIH (protein kinase C) are the most efficient receptor protein for interaction and binding of Thymol and melaslov for the cancer prevention and initiation. On the basis of the summary of this review and docking study, it is evident that Thymol may be one of promising plant-derived cancer chemotherapeutic agents. © 2018 IUBMB Life, 71(1):9-19, 2019.