Methyl syringateCAS# 884-35-5 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 884-35-5 | SDF | Download SDF |
| PubChem ID | 70164 | Appearance | Powder |
| Formula | C10H12O5 | M.Wt | 212.2 |
| Type of Compound | Phenols | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | methyl 4-hydroxy-3,5-dimethoxybenzoate | ||
| SMILES | COC1=CC(=CC(=C1O)OC)C(=O)OC | ||
| Standard InChIKey | ZMXJAEGJWHJMGX-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C10H12O5/c1-13-7-4-6(10(12)15-3)5-8(14-2)9(7)11/h4-5,11H,1-3H3 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Methyl syringate is a specific and selective activator of hTRPA1, can regulate food intake and gastric emptying through a TRPA1-mediated pathway and, by extension, can contribute to weight suppression. Methyl syringate has a unique inhibitory activity toward aflatoxin production. Methyl syringate could be effective to suppress hypoxia-induced inflammation, it inhibits the hypoxic induction of COX-2 expression and cell invasion through TRPA1 activation. |
| Targets | COX | hTRPA1 | TRPA1 |
| In vitro | Isolation of methyl syringate as a specific aflatoxin production inhibitor from the essential oil of Betula alba and aflatoxin production inhibitory activities of its related compounds.[Pubmed: 22177852]Int J Food Microbiol. 2012 Feb 15;153(3):339-44.Methyl syringate was isolated from the essential oil of Betula alba as an aflatoxin production inhibitor.
Methyl syringate, a TRPA1 agonist represses hypoxia-induced cyclooxygenase-2 in lung cancer cells.[Pubmed: 26969386 ]Phytomedicine. 2016 Mar 15;23(3):324-9.We have previously found that Methyl syringate is a specific and selective agonist of the human transient receptor potential channel ankyrin 1 (TRPA1) and suppresses food intake and gastric emptying in imprinting control region mice. Because TRPA1 has been implicated in inflammatory responses, and inflammation and tumorigenesis are stimulated by the cyclooxygenase-2 (COX-2)/prostaglandin E2 pathway in hypoxic cancer cells.
This study examined the effects of Methyl syringate on hypoxia-induced COX-2 in human distal lung epithelial A549 cells.
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| Kinase Assay | The TRPA1 agonist, methyl syringate suppresses food intake and gastric emptying.[Pubmed: 23990963]PLoS One. 2013 Aug 21;8(8):e71603.Transient receptor potential channel ankryn 1 (TRPA1) expressed in the gastrointestinal tract is associated with gastric motility, gastric emptying, and food intake.
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Methyl syringate Dilution Calculator
Methyl syringate Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 4.7125 mL | 23.5627 mL | 47.1254 mL | 94.2507 mL | 117.8134 mL |
| 5 mM | 0.9425 mL | 4.7125 mL | 9.4251 mL | 18.8501 mL | 23.5627 mL |
| 10 mM | 0.4713 mL | 2.3563 mL | 4.7125 mL | 9.4251 mL | 11.7813 mL |
| 50 mM | 0.0943 mL | 0.4713 mL | 0.9425 mL | 1.885 mL | 2.3563 mL |
| 100 mM | 0.0471 mL | 0.2356 mL | 0.4713 mL | 0.9425 mL | 1.1781 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Methyl syringate, a low-molecular-weight phenolic ester, as an activator of the chemosensory ion channel TRPA1.[Pubmed:23263817]
Arch Pharm Res. 2012 Dec;35(12):2211-8.
Transient receptor potential channel ankryn 1 (TRPA1) and transient receptor potential channel vanilloid 1 (TRPV1) are members of the TRP superfamily of structurally related, nonselective cation channels and are often coexpressed in sensory neurons. Extracts of the first leaves of Kalopanax pictus Nakai (Araliaceae) have been shown to activate hTRPA1 and hTRPV1. Therefore, the effects of six commercially available chemicals (Methyl syringate, coniferyl alcohol, protocatechuic acid, hederacoside C, alpha-hederin, and eleutheroside B) found in K. pictus were investigated on cultured cells expressing hTRPA1 and hTRPV1. Of the six compounds, Methyl syringate selectively activated hTRPA1 (EC(50) = 507.4 muM), but not hTRPV1. Although Methyl syringate had a higher EC(50) compared with allyl isothiocyanate (EC(50) = 7.4 muM) and cinnamaldehyde (EC(50) = 22.2 muM), the present study provides evidence that Methyl syringate from K. pictus is a specific and selective activator of hTRPA1.
The TRPA1 agonist, methyl syringate suppresses food intake and gastric emptying.[Pubmed:23990963]
PLoS One. 2013 Aug 21;8(8):e71603.
Transient receptor potential channel ankryn 1 (TRPA1) expressed in the gastrointestinal tract is associated with gastric motility, gastric emptying, and food intake. In this study, we investigated the effects of Methyl syringate, a specific and selective TRPA1 agonist, on food intake, gastric emptying, and gut hormone levels in imprinting control region (ICR) mice. The administration of Methyl syringate suppressed cumulative food intake and gastric emptying. In addition, treatment with ruthenium red (RR), a general cation channel blocker, and HC-030031, a selective TRPA1 antagonist, inhibited Methyl syringate-induced reduction of food intake and delayed gastric emptying in ICR mice. Methyl syringate also increased plasma peptide YY (PYY) levels, but not glucagon-like peptide-1 (GLP-1) levels. The elevation in PYY was blocked by treatment with RR and HC-030031. The present findings indicate that Methyl syringate regulates food intake and gastric emptying through a TRPA1-mediated pathway and, by extension, can contribute to weight suppression.
Methyl syringate, a TRPA1 agonist represses hypoxia-induced cyclooxygenase-2 in lung cancer cells.[Pubmed:26969386]
Phytomedicine. 2016 Mar 15;23(3):324-9.
BACKGROUND: We have previously found that Methyl syringate is a specific and selective agonist of the human transient receptor potential channel ankyrin 1 (TRPA1) and suppresses food intake and gastric emptying in imprinting control region mice. Because TRPA1 has been implicated in inflammatory responses, and inflammation and tumorigenesis are stimulated by the cyclooxygenase-2 (COX-2)/prostaglandin E2 pathway in hypoxic cancer cells. PURPOSE: This study examined the effects of Methyl syringate on hypoxia-induced COX-2 in human distal lung epithelial A549 cells. STUDY DESIGN: The effect of the Methyl syringate on suppression of hypoxia-induced COX-2 in A549 cells were determined by Western blot and/or quantitative real-time polymerase chain reaction. The anti-invasive effect of Methyl syringate was evaluated on A549 cells using matrigel invasion assay. RESULTS: Methyl syringate suppressed hypoxia-induced COX-2 protein and mRNA expression and promoter activity and reduced hypoxia-induced cell migration and invasion and secretion of vascular endothelial growth factor. These effects were antagonized by a TRPA1 antagonist, implying their mediation by the TRPA1 pathway. CONCLUSION: Together, these results indicate that Methyl syringate inhibits the hypoxic induction of COX-2 expression and cell invasion through TRPA1 activation. These findings suggest that Methyl syringate could be effective to suppress hypoxia-induced inflammation and indicate an additional functional effect of Methyl syringate.
Isolation of methyl syringate as a specific aflatoxin production inhibitor from the essential oil of Betula alba and aflatoxin production inhibitory activities of its related compounds.[Pubmed:22177852]
Int J Food Microbiol. 2012 Feb 15;153(3):339-44.
Methyl syringate was isolated from the essential oil of Betula alba as an aflatoxin production inhibitor. It inhibited aflatoxin production of Aspergillus parasiticus and Aspergillus flavus with IC(50) values of 0.9 and 0.8 mM, respectively, without significantly inhibiting fungal growth. Methyl syringate reduced mRNA levels of genes (aflR, pksA, and omtB) [corrected] encoding proteins required for aflatoxin biosynthesis. Methyl gallate, methyl 3,4,5-trimethoxybenzoate, and methyl 3-O-methylgallate inhibited both aflatoxin production and fungal growth of A. parasiticus and A. flavus. However, their acids and syringic acid did not inhibit aflatoxin production and growth of A. parasiticus significantly, although gallic acid inhibited aflatoxin production of A. flavus with selectivity. The 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity of Methyl syringate was much weaker than that of gallic acid. These results showed that Methyl syringate has a unique inhibitory activity toward aflatoxin production with a different mode of action from that of gallic acid.
