Determine the necessary mass, volume, or concentration for preparing a solution.
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≥98%(T) for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal 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 8 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 488191143 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488191143 |
| Canonical Smiles | COC(=O)C=CC1=CC(=C(C=C1)O)O |
| IUPAC Name | methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate |
| InChIKey | OCNYGKNIVPVPPX-HWKANZROSA-N |
| INCHI | 1S/C10H10O4/c1-14-10(13)5-3-7-2-4-8(11)9(12)6-7/h2-6,11-12H,1H3/b5-3+ |
| Isomeric SMILES | COC(=O)/C=C/C1=CC(=C(C=C1)O)O |
| Alternate CAS | 67667-67-8 |
| Molecular Weight | 194.19 |
| Reaxy-Rn | 2100051 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2100051&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 |
| Class | 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 Styrenes Catechols Fatty acid esters 1-hydroxy-4-unsubstituted benzenoids 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 - Catechol - Styrene - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Fatty acid ester - Fatty acyl - Benzenoid - Monocyclic benzene moiety - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Methyl ester - Carboxylic acid ester - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Carbonyl group - Organic oxide - Aromatic homomonocyclic compound |
| Description | 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 | alkyl caffeate ester |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Mar 20, 2026 | M158462 | |
| Certificate of Analysis | May 26, 2025 | M158462 | |
| Certificate of Analysis | May 26, 2025 | M158462 | |
| Certificate of Analysis | May 11, 2024 | M158462 | |
| Certificate of Analysis | May 11, 2024 | M158462 | |
| Certificate of Analysis | Apr 20, 2023 | M158462 | |
| Certificate of Analysis | Apr 20, 2023 | M158462 | |
| Certificate of Analysis | Feb 03, 2023 | M158462 | |
| Certificate of Analysis | Oct 28, 2022 | M158462 | |
| Certificate of Analysis | Oct 28, 2022 | M158462 | |
| Certificate of Analysis | Oct 28, 2022 | M158462 | |
| Certificate of Analysis | Oct 28, 2022 | M158462 | |
| Certificate of Analysis | Feb 14, 2022 | M158462 | |
| Certificate of Analysis | Feb 14, 2022 | M158462 |
| Melt Point(°C) | 160℃ |
|---|---|
| Molecular Weight | 194.180 g/mol |
| XLogP3 | 1.500 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Exact Mass | 194.058 Da |
| Monoisotopic Mass | 194.058 Da |
| Topological Polar Surface Area | 66.800 Ų |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 224.000 |
| 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. Jian Yao, Lun Gui, Qizhang Long. (2022) A chlorogenic acid esterase from a metagenomic library with unique substrate specificity and its application in caffeic and ferulic acid production from agricultural byproducts. BIOCATALYSIS AND BIOTRANSFORMATION, [PMID:] [10.1080/10242422.2021.1969370] |
| 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. 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] |