Ethyl 3-(3,4-dihydroxyphenyl)acrylate

Names

[ CAS No. ]:
102-37-4

[ Name ]:
Ethyl 3-(3,4-dihydroxyphenyl)acrylate

[Synonym ]:
Ethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate
Ethyl caffeate
MFCD00045754
caffeic acid ethyl ester
(E)-ethyl 3-(3,4-dihydroxyphenyl)acrylate
3,4-Dihydroxycinnamic acid ethyl ester
ethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, ethyl ester
ETHYL TRANS-CAFFEATE
ETHYL 3,4-DIHYDROXYCINNAMATE
2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, ethyl ester, (2E)-

Biological Activity

[Description]:

Ethyl Caffeate is a natural phenolic compound isolated from Bidens pilosa. Ethyl caffeate 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[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Immunology/Inflammation >> COX

[Target]

NF-κB

COX-2

[In Vitro]

Ethyl Caffeate markedly suppresses the lipopolysaccharide (LPS)-induced nitric oxide (NO) production with IC50 of 5.5 μg/ml[1].

[References]

[1]. Chiang YM, et al. Ethyl caffeate suppresses NF-kappaB activation and its downstream inflammatory mediators, iNOS, COX-2, and PGE2 in vitro or in mouse skin. Br J Pharmacol. 2005 Oct;146(3):352-63.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
377.0±32.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₁H₁₂O₄

[ Molecular Weight ]:
208.211

[ Flash Point ]:
148.4±18.6 °C

[ Exact Mass ]:
208.073563

[ PSA ]:
66.76000

[ LogP ]:
1.72

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.612

[ Storage condition ]:
2-8°C

Safety Information

[ Hazard Codes ]:
Xi

[ HS Code ]:
2918290000

Customs

[ HS Code ]: 2918290000

[ Summary ]:
HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%