Introduction：Basic information about ETHYL 3,4-DIHYDROXYCINNAMATE CAS 66648-50-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
ETHYL 3,4-DIHYDROXYCINNAMATE Basic information
| Product Name: | ETHYL 3,4-DIHYDROXYCINNAMATE |
| Synonyms: | ETHYL 3,4-DIHYDROXYCINNAMATE;2-Propenoicacid,3-(3,4-dihydroxyphenyl)-,ethylester,(2E)-(9CI);E-Caffeic acid ethyl ester;Ethyl trans-caffeate;(E)-Ethyl Dihydroxycinnamate;Zinc01614326;Ethyl-3,4-dihydroxycinnamte;2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, ethyl ester, (2E)- |
| CAS: | 66648-50-8 |
| MF: | C11H12O4 |
| MW: | 208.21 |
| EINECS: | |
| Product Categories: | ALCOHOL;Aromatic Esters |
| Mol File: | 66648-50-8.mol |
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ETHYL 3,4-DIHYDROXYCINNAMATE Chemical Properties
| Melting point | 147～151℃ |
| Boiling point | 148-149 °C |
| density | 1.271±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| pka | 8.71±0.18(Predicted) |
| form | Off-white to brown solid. |
| color | White to off-white |
| biological source | plant |
| Major Application | metabolomics
vitamins, nutraceuticals, and natural products |
| InChI | 1S/C11H12O4/c1-2-15-11(14)6-4-8-3-5-9(12)10(13)7-8/h3-7,12-13H,2H2,1H3/b6-4+ |
| InChIKey | WDKYDMULARNCIS-GQCTYLIASA-N |
| SMILES | O(CC)C(=O)\C=C\c1cc(c(cc1)O)O |
| LogP | 2.418 (est) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 36/37/38-22 |
| Safety Statements | 26-36 |
| WGK Germany | WGK 3 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral |
ETHYL 3,4-DIHYDROXYCINNAMATE Usage And Synthesis
| Uses | Ethyl 3,4-dihydroxycinnamate shows anti-inflammatory, immunomodulatory, and anti-carcinogenic properties. It is a potent and specific inhibitor of NF-κB and its downstream inflammatory mediators: NOS2 (inducible nitric oxide synthase; NOS; NOS II), Cox-2 (cyclooxygenase-2), and prostaglandin E2 (PGE2). Ethyl 3,4-Dihydroxycinnamate prevents DNA single-strand breaks caused by H2O2. |
| Definition | ChEBI: Ethyl trans-caffeate is an ethyl ester resulting from the formal condensation of the carboxy group of trans-caffeic acid with ethanol. It has a role as an anti-inflammatory agent and an antineoplastic agent. It is an alkyl caffeate ester and an ethyl ester. It is functionally related to a trans-caffeic acid. |
| General Description | This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG |
| Biological Activity | Ethyl dihydroxycinnamate exhibits potent cytotoxicity, inhibits COX-2 and P-hydroxybenzoic acid, both involved in inflammation and cytokine synthesis. It demonstrates antibacterial efficacy against MRSA and Bacillus subtilis and inhibits cancer cell growth, countering tumor formation. |
ETHYL 3,4-DIHYDROXYCINNAMATE Preparation Products And Raw materials
