Category: ethers-buliding-blocks

Bisdemethoxycurcumin Promotes Apoptosis and Inhibits the Epithelial-Mesenchymal Transition through the Inhibition of the G-Protein-Coupled Receptor 161/Mammalian Target of Rapamycin Signaling Pathway in Triple Negative Breast Cancer Cells was written by Chou, Chun-Hung;Wang, Hao-Kuang;Lin, Ying-Chao;Tsai, Dai-Hua;Lu, Meng-Tien;Ho, Chi-Tang;Hseu, You-Cheng;Yang, Hsin-Ling;Way, Tzong-Der. And the article was included in Journal of Agricultural and Food Chemistry in 2021.SDS of cas: 33171-05-0 The following contents are mentioned in the article:

Triple neg. breast cancer (TNBC) is one of the leading causes of cancer death in the world and lacks an effective targeted therapy. G protein-coupled receptor 161 (GPR161) has been demonstrated to perform the functional regulations on TNBC progression and might be a potential new target for TNBC therapy. This study showed the effects of bisdemethoxycurcumin (BDMC) on GPR161 regulation, indicating BDMC effectively inhibited GPR161 expression and downregulated GPR161-driven signaling. BDMC showed the potent inhibitory effects on TNBC proliferation through suppressing GPR161-mediated mammalian target of rapamycin (mTOR)/70-kDa ribosomal protein S6 kinase (p70S6K) activation. Besides, in this study, we discover the mechanism of GPR161-driven TNBC metastasis, linking to GPR161-mediated Twist-related protein 1 (Twist1)/ Matrix metallopeptidase 9 (MMP9) contributed to epithelial-mesenchymal transition (EMT). BDMC effectively repressed GPR161-mediated TNBC metastasis via inhibiting Twist1/MMP9-induced EMT. The three-dimensional invasion assay also showed that BDMC significantly inhibited TNBC invasion. The combination treatment of BDMC and rapamycin enhanced the inhibition of TNBC proliferation and metastasis through increasing the blockage of mTOR activation. Furthermore, this study also observed that BDMC activated caspase 3/9 signaling pathway to induce TNBC apoptosis. Therefore, BDMC could be applicable to anticancer therapy especially targeting on GPR161-driven cancer type. This study involved multiple reactions and reactants, such as Bisdemethoxycurcumin (cas: 33171-05-0SDS of cas: 33171-05-0).

Bisdemethoxycurcumin (cas: 33171-05-0) belongs to ethers. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.SDS of cas: 33171-05-0

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Epigenetic compound screening uncovers small molecules for reactivation of latent HIV-1 was written by Zutz, Ariane;Chen, Lin;Sippl, Franziska;Humpe, Andreas;Schoelz, Christian. And the article was included in Antimicrobial Agents and Chemotherapy in 2021.Recommanded Product: Bisdemethoxycurcumin The following contents are mentioned in the article:

During infection with the human immunodeficiency virus type 1 (HIV-1), latent reservoirs are established that circumvent full eradication of the virus by antiretroviral therapy (ART) and are the source for viral rebound after cessation of therapy. Here, we employed a simple and convenient cell-based reporter system, which enables sample handling under biosafety level (BSL)-1 conditions, to screen for compounds that were able to reactivate latent HIV-1. The assay showed a high dynamic signal range and reproducibility with an average Z-factor of 0.77, classifying the system as robust. The assay was used for high-throughput screening (HTS) of an epigenetic compound library in combination with titration and cell-toxicity studies and revealed several potential new latency-reversing agents (LRAs). Further validation in well-known latency model systems verified earlier studies and identified two novel compounds with very high reactivation efficiencies and low toxicity. Both drugs, namely, N-hydroxy-4-(2-[(2-hydroxyethyl)(phenyl)amino]-2-oxoethyl)benzamide (HPOB) and 2′,3′-difluoro-[1,1′-biphenyl]-4-carboxylic acid, 2-butylhydrazide (SR-4370), showed comparable performances to other already known LRAs, did not activate CD4+ T cells, and did not cause changes in the composition of peripheral blood mononuclear cells (PBMCs), as shown by flow cytometry analyses. Both compounds may represent effective new treatment possibilities for reversal of latency in HIV-1-infected individuals. This study involved multiple reactions and reactants, such as Bisdemethoxycurcumin (cas: 33171-05-0Recommanded Product: Bisdemethoxycurcumin).

Bisdemethoxycurcumin (cas: 33171-05-0) belongs to ethers. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Recommanded Product: Bisdemethoxycurcumin

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Production of 4-Ethylphenol from Lignin Depolymerization in a Novel Surfactant-Free Microemulsion Reactor was written by Kong, Juanhua;Li, Lixia;Zeng, Qiang;Long, Jinxing;He, Hongyan;Wang, Yingying;Liu, Sijie;Li, Xuehui. And the article was included in Industrial & Engineering Chemistry Research in 2021.Computed Properties of C9H12O3 The following contents are mentioned in the article:

In order to meet the requirements of sustainable development, the production of aromatic compounds from renewable biomass is of great concern. Herein, a surfactant-free microemulsion (SFME) system composed of n-octane, 2-propanol, and water was explored for the depolymerization of lignin though a hydrogen transfer reaction of 2-propanol with acidic ionic liquids (ILs) as catalysts. Exptl. results show that the phenol monomer yield from bagasse lignin in the SFME system is at least 4 times higher than that in its corresponding water-free binary system, together with a high selectivity for 4-ethylphenol of 67.8%. In particular, the results also reveal that the controllable polarity and large surface area of the SFME and the aggregation of lignin at the SFME surface are key factors in response to the enhanced yields of phenolic monomers through intensive characterizations. Mechanism studies imply that this system tailors mainly the esterified p-coumarate unit in lignin, and 4-ethylphenol is produced by a cascade reaction, involving hydrolysis, decarboxylation, and hydrogenation. Furthermore, this SFME system also exhibits excellent performance for the depolymerization of other herbaceous lignins, yielding 128.1 mg g^-1 phenolic monomers with 59.1% 4-ethylphenol selectivity for corncob lignin. It is thus believed that the process intensification by microemulsion can significantly demonstrate unprecedented potential to accomplish highly efficient lignin conversion. This study involved multiple reactions and reactants, such as 4-Hydroxy-3-methoxyphenethanol (cas: 2380-78-1Computed Properties of C9H12O3).

4-Hydroxy-3-methoxyphenethanol (cas: 2380-78-1) belongs to ethers. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Computed Properties of C9H12O3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Involvement of catechols in acteoside in the activation of promatrix metalloproteinase-2 and membrane type-1-matrix metalloproteinase expression via a phosphatidylinositol-3-kinase pathway in human dermal fibroblasts was written by Si, Nan;Kanazawa, Hajime;Okuyama, Katsuki;Imada, Keisuke;Wang, Hongjie;Yang, Jian;Zhao, Haiyu;Bian, Baolin;Ito, Akira;Sato, Takashi. And the article was included in Biological & Pharmaceutical Bulletin in 2018.Quality Control of 4-Hydroxy-3-methoxyphenethanol The following contents are mentioned in the article:

Granulation tissue formation during skin wound healing requires the migration and proliferation of dermal libroblasts in the wound site, where a subsequent remodeling of extracellotar matrixes (ECM) occurs. An abnormality of ECM remodeling wilhin the healing wound leads to fibrosis and a contracted scar. To evaluate whether acteoside, a phenylethanoid glycoside isolated from the leaves of Rehmannia glutinosa LIBOSCH., exhibits wound-healing actions, we examined the effect of aeteoside on the expression of matrix metalloproteinases (MMPs) in normal human dermal fibroblasts (NHDF). Aeteoside dose- anti time-dependently augmented the activation of the precursor of MMP-2 (proMMP-2/progelatinase A) in untreated- and interleukin-1-treated NHDF, while the alteration of the MMP-2 gene expression was negligible. ′[he acteoside-induced proMMP-2 activation was associated with the augmented membrane-type I MMP (MT1-NIMP) expression in the NHDF. However, there was no change in the proMMP-2 activation in olher catechol derivatives: homovanillyl alc.- and homovanillie acid-treated NHDF, indicating that catechols in acteoside were requisite for the regulation of the IMP aclivalion and expression in NHDF. These results provide novel evidence that acteoside augments proMMP-2 activation along with an increase in MT1-MMP expression through a PI3K signal pathway in NHDF. Thus, acteoside is likely to be an attractive candidate that facilitates ECM remodeling in the skin wound repair process. This study involved multiple reactions and reactants, such as 4-Hydroxy-3-methoxyphenethanol (cas: 2380-78-1Quality Control of 4-Hydroxy-3-methoxyphenethanol).

4-Hydroxy-3-methoxyphenethanol (cas: 2380-78-1) belongs to ethers. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Quality Control of 4-Hydroxy-3-methoxyphenethanol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Olive Oil Phenols Prevent Mercury-Induced Phosphatidylserine Exposure and Morphological Changes in Human Erythrocytes Regardless of Their Different Scavenging Activity was written by Notariale, Rosaria;Perrone, Pasquale;Mele, Luigi;Lettieri, Gennaro;Piscopo, Marina;Manna, Caterina. And the article was included in International Journal of Molecular Sciences in 2022.Safety of 4-Hydroxy-3-methoxyphenethanol The following contents are mentioned in the article:

Phosphatidylserine (PS) translocation to the external membrane leaflet represents a key mechanism in the pathophysiol. of human erythrocytes (RBC) acting as an”eat me” signal for the removal of aged/stressed cells. Loss of physiol. membrane asymmetry, however, can lead to adverse effects on the cardiovascular system, activating a prothrombotic activity. The data presented indicate that structurally related olive oil phenols prevent cell alterations induced in intact human RBC exposed to HgCl₂ (5-40μM) or Ca²+ ionophore (5μM), as measured by hallmarks including PS exposure, reactive oxygen species generation, glutathione depletion and microvesicles formation. The protective effect is observed in a concentration range of 1-30μM, hydroxytyrosol being the most effective; its in vivo metabolite homovanillic alc. still retains the biol. activity of its dietary precursor. Significant protection is also exerted by tyrosol, in spite of its weak scavenging activity, indicating that addnl. mechanisms are involved in the protective effect. When RBC alterations are mediated by an increase in intracellular calcium, the protective effect is observed at higher concentrations, indicating that the selected phenols mainly act on Ca²+-independent mechanisms, identified as protection of glutathione depletion. Our findings strengthen the nutritional relevance of olive oil bioactive compounds in the claimed health-promoting effects of the Mediterranean Diet. This study involved multiple reactions and reactants, such as 4-Hydroxy-3-methoxyphenethanol (cas: 2380-78-1Safety of 4-Hydroxy-3-methoxyphenethanol).

4-Hydroxy-3-methoxyphenethanol (cas: 2380-78-1) belongs to ethers. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Safety of 4-Hydroxy-3-methoxyphenethanol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Compositional differences and similarities between typical chinese baijiu and western liquor as revealed by mass spectrometry-based metabolomics was written by Fang, Cheng;Du, Hai;Jia, Wei;Xu, Yan. And the article was included in Metabolites in 2019.Application In Synthesis of 4-Hydroxy-3-methoxyphenethanol The following contents are mentioned in the article:

Distilled liquors are important products, both culturally and economically. Chem., as a complex mixture, distilled liquor comprises various chem. compounds in addition to ethanol. However, the chem. components of distilled liquors are still insufficiently understood and compositional differences and similarities of distilled liquors from different cultures have never been compared. For the first time, both volatile organic compounds (VOCs) and non-VOCs in distilled liquors were profiled using mass spectrometry-based metabolomic approaches. A total of 879 VOCs and 268 non-VOCs were detected in 24 distilled liquors including six typical Chinese baijiu and 18 typical Western liquors. Principal component anal. and a correlation network revealed important insights into the compositional differences and similarities of the distilled liquors that were assessed. Et esters, a few benzene derivatives, and alcs. were shared by most distilled liquors assessed, suggesting their important contribution to the common flavor and mouthfeel of distilled liquors. Sugars and esters formed by fatty alc. differ significantly between the assessed Chinese baijiu and Western liquors, and are potential marker compounds that could be used for their discrimination. Factors contributing to the differences in chem. composition are proposed. Our results improve our understanding of the chem. components of distilled liquors, which may contribute to more rigorous quality control of alc. beverages. This study involved multiple reactions and reactants, such as 4-Hydroxy-3-methoxyphenethanol (cas: 2380-78-1Application In Synthesis of 4-Hydroxy-3-methoxyphenethanol).

4-Hydroxy-3-methoxyphenethanol (cas: 2380-78-1) belongs to ethers. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Application In Synthesis of 4-Hydroxy-3-methoxyphenethanol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Preparation and antimicrobial activities of new piperidine substituted benzothiazole derivatives was written by Shafi, S. Syed;Rajesh, R.;Subaash, R.;Gopinath, S.. And the article was included in Heterocyclic Letters in 2021.Electric Literature of C3H9NO The following contents are mentioned in the article:

Synthesis of piperidine substituted benzothiazole derivatives I [R = 1-piperidyl, (2-methoxyethylamino), (4-bromoanilino), etc.] was reported. The synthesis was done by the reaction of Et 2-aminobenzo[d]thiazole-6-carboxylate with copper (II) bromide followed by the addition of piperidine and get Et 2-(piperidin-1-yl)benzo[d]thiazole-6-caroxylate. The reaction of Et 2-(piperidin-1-yl)benzo[d]thiazole-6-caroxylate with NaOH produced 2-(piperidin-1-yl)benzo[d]thiazole-6-caroxylic acid. The intermediate 2-(piperidin-1-yl)benzo[d]thiazole-6-caroxylic acid was isolated as stable compounds The chem. structures of synthesized compounds were established based on spectral data of ¹H-NMR, ¹³C-NMR, and IR. The mass of the novel compounds was established with the help of the LCMS test. The biol. studies of synthesized compounds I showed that the piperidine, amine, and bromine substituted aniline substituted compounds had good antibacterial activity. The compound amine substituted compound exhibited good antifungal activity. The formation of the crystal was confirmed by powder XRD and the average crystalline size was 54 nm. The photoluminescence data explain the optical property of the compound The biol. studies of synthesized compounds showed that compound I [R = 4-bromoanilino] possesses good antibacterial activity and compound I [R = 2-methoxyethylamino] had good antifungal activity. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Electric Literature of C3H9NO).

2-Methoxyethylamine (cas: 109-85-3) belongs to ethers. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Electric Literature of C3H9NO

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Effect of Pyrolysis Temperature on the Characteristics of Wood Vinegar Derived from Chinese Fir Waste: A Comprehensive Study on Its Growth Regulation Performance and Mechanism was written by Lu, Xincheng;Jiang, Jianchun;He, Jing;Sun, Kang;Sun, Yunjuan. And the article was included in ACS Omega in 2019.Related Products of 2380-78-1 The following contents are mentioned in the article:

As a high value-added product from biomass pyrolysis, wood vinegar (WV) has been used as a growth regulator for many plant species in agriculture based on the diverse active chem. compounds present. To reveal the relationship between chem. constituents and regulation performance, four kinds of WVs were prepared by slow pyrolysis from Chinese fir waste at different temperature ranges. The chem. constituents of WVs were analyzed by gas chromatog.-mass spectrometry, and the regulation performance of WVs was investigated from the aspects of seed germination and root growth of wheat. The results indicated that the chem. constituents of WVs were affected obviously by pyrolysis temperature and the major components were acids and phenols. All types of WVs showed regulation performance but with different effects and levels. The WV collected from 20 to 150°C exhibited a promoting effect and other three WVs exhibited inhibiting effects. It was considered that the regulation performance of WV was relevant to acids and phenols through a synergy mechanism. Acids caused intercellular acidification and increased root activity, which promoted the seed germination and root growth, while phenols increased the content of malonaldehyde, indicating that phenols caused the oxidative stress to damage cell structure and inhibit growth. All these results could be a reference for further utilization of WVs as a sustainable alternative to chems. for plant growth regulation in agriculture. This study involved multiple reactions and reactants, such as 4-Hydroxy-3-methoxyphenethanol (cas: 2380-78-1Related Products of 2380-78-1).

4-Hydroxy-3-methoxyphenethanol (cas: 2380-78-1) belongs to ethers. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Related Products of 2380-78-1

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Pharmacokinetics and bioavailability of hydroxytyrosol are dependent on the food matrix in humans was written by Aleman-Jimenez, Carolina;Dominguez-Perles, Raul;Medina, Sonia;Prgomet, Iva;Lopez-Gonzalez, Ivan;Simonelli-Munoz, Agustin;Campillo-Cano, Maria;Aunon, David;Ferreres, Federico;Gil-Izquierdo, Angel. And the article was included in European Journal of Nutrition in 2021.Reference of 2380-78-1 The following contents are mentioned in the article:

Abstract: Purpose: Several studies have demonstrated the properties of hydroxytyrosol, a phenolic compound present in olive oils and olives with a well-characterized impact on human health. Nevertheless, some knowledge gaps remain on its bioavailability and metabolism; overall concerning to the real rate per cent of absorption and biovailability of dietary hydroxytyrosol and the influence of the dietary food-containing hydroxytyrosol on it. Methods: A double-blind study was performed including 20 volunteers who ingested 5 mg of hydroxytyrosol through diverse food matrixes, to discover the influence on pharmacokinetics and bioavailability of HT metabolites (hydroxytyrosol acetate, 3,4-dihydroxyphenylacetic acid (DOPAC), tyrosol, and homovanillic alc.) of the distinct matrixes by UHPLC-ESI-QqQ-MS/MS. Results: The HT pharmacokinetics after consumption of different food matrixes was strongly dependent on the food matrix. In this aspect, the intake of extra virgin olive exhibited significantly higher plasma concentrations after 30 min of oral intake (3.79 ng/mL) relative to the control. Regarding the hydroxytyrosol bioavailability, the intake of extra virgin olive oil, as well as fortified refined olive, flax, and grapeseed oils provided significantly higher urinary contents (0.86, 0.63, 0.55, and 0.33μg/mg creatinine, resp.) compared with basal urine, whereas hydroxytyrosol metabolites showed no significant changes. No differences were found between men and women. This study involved multiple reactions and reactants, such as 4-Hydroxy-3-methoxyphenethanol (cas: 2380-78-1Reference of 2380-78-1).

4-Hydroxy-3-methoxyphenethanol (cas: 2380-78-1) belongs to ethers. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Reference of 2380-78-1

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Design and synthesis of novel benzothiophene analogs as selective estrogen receptor covalent antagonists against breast cancer was written by Bai, Chengfeng;Ren, Shengnan;Wu, Shuangjie;Zhu, Meiqi;Luo, Guoshun;Xiang, Hua. And the article was included in European Journal of Medicinal Chemistry in 2021.Recommanded Product: 4-Benzyloxyphenol The following contents are mentioned in the article:

Endocrine therapy (ET) has benefited patients with estrogen receptor alpha (ERα) pos. breast cancer for decades. Selective estrogen receptor modulator (SERM) such as Tamoxifen represents the clin. standard of care (SoC). Despite the therapeutic importance of current SoC agents, 30-50% of prolonged treatment patients inevitably generated resistant tumor cells, usually eventually suffered tumor relapse and developed into metastatic breast cancer (MBC), which was the leading cause of female cancer-related mortality. Among these, most resistant tumors remained dependent on ERα signaling, which reignited the need for the next generation of ERα related agents. Authors hypothesized that selective estrogen receptor covalent antagonists targeting ERα would provide a therapeutic alternative. In the current work, series of novel benzothiophene hybrids I (R₁ = H, Me; R₂ = Me; R₁R₂ = (CH₂)₃, (CH₂)₅, etc.) II, III (R₃ = R₄ = H, Me) and IV bearing electrophile moieties were synthesized and biol. evaluated. The representative analog I (R₁R₂ = (CH₂)₃) exhibited potent anti-proliferative effect in MCF-7 cell lines in vitro, and further mechanism studies confirmed the necessity of covalent bonding. More importantly, I could attenuate the expression of TFF-1, GREB-1 and down-regulate the levels of cellular ERα protein. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Recommanded Product: 4-Benzyloxyphenol).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Recommanded Product: 4-Benzyloxyphenol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem