- ETHYL CAFFEATE
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- $41.00
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2026-06-01
- CAS:102-37-4
- Purity: 98.00%
- Supply Ability: 10g
- ETHYL CAFFEATE
-
-
2023-09-24
- CAS:102-37-4
- Min. Order: 100kg
- Purity: 98%
- Supply Ability: 1 ton
- Ethyl caffeate
-
-
2023-02-24
- CAS:102-37-4
- Min. Order: 20mg
- Purity: ≥98%(HPLC)
- Supply Ability: 10 g
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| | ETHYL CAFFEATE Basic information |
| Product Name: | ETHYL CAFFEATE | | Synonyms: | 3-(3,4-Dihydroxyphenyl)acrylic acid ethyl ester;3-(3,4-Dihydroxyphenyl)propenoic acid ethyl ester;3,4-Dihydroxybenzeneacrylic acid ethyl ester;Ethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate;3,4-Dihydroxycinnamic acid ethyl ester;2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, ethyl ester;CAFFEIC ACID ETHYLESTER(RG);Ethyl caffeate | | CAS: | 102-37-4 | | MF: | C11H12O4 | | MW: | 208.21 | | EINECS: | 000-000-0 | | Product Categories: | | | Mol File: | 102-37-4.mol |  |
| | ETHYL CAFFEATE Chemical Properties |
| Melting point | 149.5 °C | | Boiling point | 377.0±32.0 °C(Predicted) | | density | 1.271±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | solubility | DMSO: 250 mg/mL (1200.71 mM) | | form | Solid | | pka | 8.71±0.18(Predicted) | | color | Light yellow to yellow | | Cosmetics Ingredients Functions | SKIN CONDITIONING | | LogP | 2.560 |
| | ETHYL CAFFEATE Usage And Synthesis |
| Description | Ethyl Caffeate is a natural phenolic compound isolated from Bidens pilosa. It suppresses NF-κB activation and its downstream inflammatory mediators, inducible nitric oxide synthase (iNOS), cyclooxygenase-2 (COX-2), and prostaglandin E2 (PGE2) in vitro or in mouse skin. | | Chemical Properties | Yellow to tan crystals; characteristic aromatic odor. Insoluble in water; very soluble in alcohol. | | Uses | Food antioxidant. | | 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. | | Synthesis | Caffeic acid (0.5 g, 2.77 mmol) was dissolved in dry ethanol (20 mL) followed by the addition of concentrated sulfuric acid (0.5 mL, 96%, v/v). The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the mixture was cooled to room temperature, diluted with ethyl acetate (100 mL) and washed with 5% aqueous sodium bicarbonate to neutral pH. the organic layer was subsequently washed with distilled water and dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure and the residue was purified by silica gel column chromatography (40% ethyl acetate-hexane as eluent) to afford the target product ethyl 3,4-dihydroxycinnamate (382 mg, 81%) as a white solid. The product characterization data were as follows: melting point 128-140 °C; 1H NMR (400 MHz, DMSO-d6, 25 °C) δ (ppm): 9.58 (br s, 1H, OH), 9.14 (br s, 1H, OH), 7.47 (d, J = 15.93 Hz, 1H, CH=CH), 7.05 (s, 1H, ArH), 7.00 (dd, J = 8.24, 1.16 Hz, 1H, ArH), 6.76 (d, J = 8.12 Hz, 1H, ArH), 6.26 (d, J = 15.89 Hz, 1H, CH=CO), 4.16 (q, J = 7.04 Hz, 2H, CH2CH3), 1.24 (t, J = 7.08 Hz, 3H, CH2CH3) ; 13C NMR (101 MHz, DMSO-d6, 25 °C) δ (ppm): 167.01, 148.83, 146.02, 145.45, 125.97, 121.80, 116.19, 115.26, 114.51, 60.15, 14.73; HRMS m/z calculated for C10H12O4 (H+): 209.0808; found: 209.0811. | | IC 50 | iNOS; NF-κB; COX-2 | | References | [1] Journal of Pharmacy and Pharmacology, 2018, vol. 70, # 10, p. 1349 - 1356
[2] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 22, p. 7182 - 7193
[3] Molecules, 2010, vol. 15, # 9, p. 6152 - 6167
[4] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 19, p. 6085 - 6088
[5] Journal of Agricultural and Food Chemistry, 2008, vol. 56, # 4, p. 1376 - 1386 |
| | ETHYL CAFFEATE Preparation Products And Raw materials |
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