Determine the necessary mass, volume, or concentration for preparing a solution.
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10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 22 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Sonrisas canónicas | COC(=O)C1=CC(=C(C(=C1)O)O)O |
|---|---|
| IUPAC Name | methyl 3,4,5-trihydroxybenzoate |
| InChIKey | FBSFWRHWHYMIOG-UHFFFAOYSA-N |
| INCHI | 1S/C8H8O5/c1-13-8(12)4-2-5(9)7(11)6(10)3-4/h2-3,9-11H,1H3 |
| Isómeros SMILES | COC(=O)C1=CC(=C(C(=C1)O)O)O |
| WGK Alemania | 3 |
| RTECS | LW8000000 |
| Peso molecular | 184.15 |
| Beilstein | 10(3)2076 |
| Reaxy-Rn | 2113180 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2113180&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Clase | Benzene and substituted derivatives |
| Subclass | Benzoic acids and derivatives |
| Intermediate Tree Nodes | Hydroxybenzoic acid derivatives - Gallic acid and derivatives |
| Direct Parent | Galloyl esters |
| Alternative Parents | p-Hydroxybenzoic acid alkyl esters m-Hydroxybenzoic acid esters Pyrogallols and derivatives Benzoyl derivatives 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Methyl esters Polyols Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Galloyl ester - P-hydroxybenzoic acid alkyl ester - M-hydroxybenzoic acid ester - P-hydroxybenzoic acid ester - Benzoate ester - Benzenetriol - Pyrogallol derivative - Benzoyl - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Methyl ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Polyol - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic homomonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as galloyl esters. These are organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid. |
| External Descriptors | Not available |
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| Sensibilidad | Moisture sensitive. |
|---|---|
| Punto de fusión (°C) | 201-204°C |
| Peso molecular | 184.150 g/mol |
| XLogP3 | 0.900 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 2 |
| Exact Mass | 184.037 Da |
| Monoisotopic Mass | 184.037 Da |
| Topological Polar Surface Area | 87.000 Ų |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Complexity | 181.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Qinhao Guan, Lihua Tang, Liangliang Zhang, Lixin Huang, Man Xu, Yuan Wang, Meng Zhang. (2023) Molecular insights into α-glucosidase inhibition and antiglycation properties affected by the galloyl moiety in (−)-epigallocatechin-3-gallate. JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 103 (15): (7381-7392). [PMID:37390299] [10.1002/jsfa.12818] |
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| 3. Xinmiao Wang, Qian Wang, Yuanyuan Hu, Fawen Yin, Xiaoyang Liu, Dayong Zhou. (2022) Gastrointestinal Digestion and Microbial Hydrolysis of Alkyl Gallates: Potential Sustained Release of Gallic Acid. Foods, 11 (23): (3936). [PMID:36496745] [10.3390/foods11233936] |
| 4. Xinmiao Wang, Kefan Chen, Xiumin Zhang, Yuanyuan Hu, Zixu Wang, Fawen Yin, Xiaoyang Liu, Jianghua Zhang, Lei Qin, Dayong Zhou. (2021) Effect of carbon chain length on the hydrolysis and transport characteristics of alkyl gallates in rat intestine. Food & Function, 12 (21): (10581-10588). [PMID:34614054] [10.1039/D1FO01732B] |
| 5. Qiangjun Li, Yongjie Yuan, Lifang He, Shenglan Liu, Hailiang Zhang. (2018) Preparation and characterization of a multistimuli-responsive photoluminescent monomer and its corresponding polymer. Polymer Chemistry, 9 (46): (5521-5530). [PMID:] [10.1039/C8PY01372A] |
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| 12. Yanrong Zhang, Qin Tu, Dong-En Wang, Yun Chen, Bingzhang Lu, Mao-Sen Yuan, Jinyi Wang. (2013) Adamantyl-terminated dendronized molecules: synthesis and interaction with β-cyclodextrin-functionalized poly(dimethylsiloxane) interface. NEW JOURNAL OF CHEMISTRY, 37 (8): (2358-2368). [PMID:] [10.1039/C3NJ00129F] |
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| 14. Xinmiao Wang, Qian Wang, Dong Cai, Jinghan Yu, Xuan Chen, Xu Guo, Peiyong Tong, Xiaoyang Liu, Fawen Yin, Dayong Zhou. (2024) Comparative study on the enzymatic degradation of phenolic esters: The HPLC-UV quantification of tyrosol and gallic acid liberated from tyrosol acyl esters and alkyl gallates by hydrolytic enzymes. FOOD CHEMISTRY, [PMID:38271912] [10.1016/j.foodchem.2024.138529] |
| 15. Xuan Chen, Xinmiao Wang, Qian Wang, Dong Cai, Jinghan Yu, Beiwei Zhu, Dayong Zhou, Fawen Yin. (2025) In vitro hydrolysis of V-type starch inclusion complexes of alkyl gallates: the controlled two-step release behavior of gallic acid and its beneficial effect on glycemic control. Food & Function, [PMID:39907005] [10.1039/D4FO05743K] |
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| 17. Yonggan Ju, Jingxian Hua, Hong Niu, Hongling Chen. (2023) Multibranched Molecule Defoamers Based on Methyl Gallate for Highly Effective Defoaming and Antifoaming. LANGMUIR, [PMID:37615634] [10.1021/acs.langmuir.3c01728] |
| 18. Yuchao Wu, Mingen Fei, Tingting Chen, Renhui Qiu, Wendi Liu. (2020) Biocomposites from bamboo fibers and palm oil-based thermosets: Effects of natural phenolic cross-linkers. COMPOSITES COMMUNICATIONS, [PMID:] [10.1016/j.coco.2020.100489] |
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| 20. Han Yang, Min Liu, Jingwen Jia, XiaoFang Li, Siyi Liu, Jingya Xiu, Jiulong Zhang, Xiuli Zhao. (2025) Biomimetic carrier-free nanoplatform based on natural polyphenols and siRNA for targeted therapy in rheumatoid arthritis. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.162651] |
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