| Identification | Back Directory | [Name]
ETHYL 3,4-DIHYDROXYCINNAMATE | [CAS]
66648-50-8 | [Synonyms]
Zinc01614326
ethyl (E)-caffeate
Ethyl trans-caffeate
E-Caffeic acid ethyl ester
Ethyl-3,4-dihydroxycinnamte
(E)-Ethyl Dihydroxycinnamate
ETHYL 3,4-DIHYDROXYCINNAMATE
Ethyl 3,4-dihydroxycinnamate,97%
2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, ethyl ester, (2E)-
2-Propenoicacid,3-(3,4-dihydroxyphenyl)-,ethylester,(2E)-(9CI) | [Molecular Formula]
C11H12O4 | [MDL Number]
MFCD00045754 | [MOL File]
66648-50-8.mol | [Molecular Weight]
208.21 |
| Chemical Properties | Back Directory | [Melting point ]
147～151℃ | [Boiling point ]
148-149 °C | [density ]
1.271±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
Off-white to brown solid. | [pka]
8.71±0.18(Predicted) | [color ]
White to off-white | [biological source]
plant | [LogP]
2.418 (est) |
| Hazard Information | Back Directory | [Uses]
Shows anti-carcinogenic, anti-inflammatory and immunomodulatory properties. Suppresses lipopolysaccharide (LPS)-induced nitric oxide (NO) production (IC50=5.5μg/ml). Potent and specific inhibitor of NF-κB and its downstream inflammatory mediators inducible nitric oxide synthase (iNOS; NOS II), prostaglandin E2 (PGE2) and cyclooxygenase-2 (COX-2). 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 cytotoxicityinhibits COX-2 and P-hydroxybenzoic acidboth involved in inflammation and cytokine synthesis. It demonstrates antibacterial efficacy against MRSA and Bacillus subtilis and inhibits cancer cell growthcountering tumor formation. |
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