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 11 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Sonrisas canónicas | COC1=C(C=CC(=C1)C=CC(=O)OC)O |
|---|---|
| IUPAC Name | methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate |
| InChIKey | AUJXJFHANFIVKH-GQCTYLIASA-N |
| INCHI | 1S/C11H12O4/c1-14-10-7-8(3-5-9(10)12)4-6-11(13)15-2/h3-7,12H,1-2H3/b6-4+ |
| Isómeros SMILES | COC1=C(C=CC(=C1)/C=C/C(=O)OC)O |
| Peso molecular | 208.21 |
| Reaxy-Rn | 2116669 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2116669&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 | Phenylpropanoids and polyketides |
| Clase | Cinnamic acids and derivatives |
| Subclass | Hydroxycinnamic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Coumaric acids and derivatives |
| Alternative Parents | Cinnamic acid esters Methoxyphenols Styrenes Phenoxy compounds Methoxybenzenes Anisoles Fatty acid esters Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Methyl esters Enoate esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Coumaric acid or derivatives - Cinnamic acid ester - Methoxyphenol - Phenoxy compound - Anisole - Phenol ether - Methoxybenzene - Styrene - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Fatty acid ester - Phenol - Fatty acyl - Monocyclic benzene moiety - Benzenoid - Methyl ester - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Ether - Carboxylic acid derivative - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Organic oxygen compound - Carbonyl group - Aromatic homomonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. |
| External Descriptors | phenols - cinnamate ester - methyl ester - monomethoxybenzene |
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| Punto de fusión (°C) | 62-65℃ |
|---|---|
| Peso molecular | 208.210 g/mol |
| XLogP3 | 1.800 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 4 |
| Exact Mass | 208.074 Da |
| Monoisotopic Mass | 208.074 Da |
| Topological Polar Surface Area | 55.800 Ų |
| Heavy Atom Count | 15 |
| Formal Charge | 0 |
| Complexity | 237.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
| 1. Guanghe Zhao, Ruifen Zhang, Lihong Dong, Mei Deng, Yanxia Chen, Mingwei Zhang. (2023) The effects of different enzymes on the liberation of bound phenolics from rice bran dietary fibre and their antioxidant activities. Food Bioscience, [PMID:] [10.1016/j.fbio.2023.103449] |
| 2. Yueqin Li, Yunzhen Zhang, Lezhen Dong, Ying Li, Yahui Liu, Yang Liu, Lingyi Liu, Lianliang Liu. (2023) Fermentation of Lactobacillus fermentum NB02 with feruloyl esterase production increases the phenolic compounds content and antioxidant properties of oat bran. FOOD CHEMISTRY, [PMID:37897817] [10.1016/j.foodchem.2023.137834] |
| 3. Wenbin Jin, Kaipeng Wang, Xueyang Xu, Yiling Xu, Fengwei Li, qingzhi ji, Xiaodong Chen, Xiaohong Yu. (2023) High efficiency production of ferulic acid by feruloyl esterase and xylanase in deep eutectic solvents. NEW JOURNAL OF CHEMISTRY, [PMID:] [10.1039/D3NJ01500A] |
| 4. Guanghe Zhao, Ruifen Zhang, Lihong Dong, Lei Liu, Fei Huang, Xuchao Jia, Mei Deng, Jianwei Chi, Yongxuan Ma, Yanxia Chen, Qin Ma, Mingwei Zhang. (2022) Bound phenolics in rice bran dietary fibre released by different chemical hydrolysis methods: content, composition and antioxidant activities. INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY, 57 (9): (5909-5916). [PMID:] [10.1111/ijfs.15915] |
| 5. Shuai Zhang, Qin Ma, Lihong Dong, Xuchao Jia, Lei Liu, Fei Huang, Guang Liu, Zhida Sun, Jianwei Chi, Mingwei Zhang, Ruifen Zhang. (2022) Phenolic profiles and bioactivities of different milling fractions of rice bran from black rice. FOOD CHEMISTRY, [PMID:35042109] [10.1016/j.foodchem.2021.132035] |
| 6. Yao Jian, Gui Lun, Yin Shaocheng. (2021) A novel esterase from a soil metagenomic library displaying a broad substrate range. AMB Express, 11 (1): (1-10). [PMID:33666762] [10.1186/s13568-021-01198-5] |
| 7. Weiyue Liang, Tianzhen Xiong, Xiaomei Wang, Huaxiang Deng, Yajun Bai, Tai-Ping Fan, Xiaohui Zheng, Yujie Cai. (2020) A novel feruloyl esterase with high rosmarinic acid hydrolysis activity from Bacillus pumilus W3. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:32531366] [10.1016/j.ijbiomac.2020.06.038] |
| 8. Zan Long, Bingni Jia, Bingqian Jing, Xiaofeng Liu, Ke Tian, Peng Zhang, Bo Feng, Taiping Qing. (2025) Effects of chromophoric dissolved organic matter on the optical properties of different fluorescent probes. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:40107137] [10.1016/j.saa.2025.126064] |
| 9. Yun Tian, Mengqiao Gao, Zhiyang Tang, Fukun Li, Qiang Zeng, Jinxing Long, Xuehui Li. (2024) In-situ generated hydrogen for selective hydrogenolysis of lignin catalyzed by Mg-Al mixed oxides with nested Ni nanoparticles. JOURNAL OF CATALYSIS, [PMID:] [10.1016/j.jcat.2024.115833] |
| 10. Ying Yang, Shuqin Wang, Xingyan Liu, Wenbin Zhang, Wenhua Tong, Huibo Luo, Liming Zhao. (2024) Interactions of ferulic acid and ferulic acid methyl ester with endogenous proteins: Determination using the multi-methods. Heliyon, [PMID:38312678] [10.1016/j.heliyon.2024.e24605] |
| 11. Guanghe Zhao, Ruifen Zhang, Lihong Dong, Fei Huang, Lei Liu, Yuanyuan Deng, Yongxuan Ma, Yan Zhang, Zhencheng Wei, Juan Xiao, Mingwei Zhang. (2018) A Comparison of the Chemical Composition, In Vitro Bioaccessibility and Antioxidant Activity of Phenolic Compounds from Rice Bran and Its Dietary Fibres. MOLECULES, 23 (1): (202). [PMID:29346313] [10.3390/molecules23010202] |