Name | (-)-epicatechin-3-O-gallate |
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Synonyms |
Benzoic acid, 3,4,5- trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-ylester, (2R-cis)-,
MFCD00075936 Epicatechol, 3-gallate, (-)- (8CI) ECG (-)-cis-3,3',4',5,7-Pentahydroxyflavane 3-gallate Benzoic acid, 3,4,5-trihydroxy-, (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester (−)-Epicatechin gallate,from green tea (2R,3R)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate Epicatechin gallate (-)-epicatechin-3-gallate (-)-Epicatechingallate (-)-epicatechin gallate (−)-Epicatechin gallate (-)-cis-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallate |
Description | Epicatechin gallate inhibits cyclooxygenase-1 (COX-1) with an IC50 of 7.5 μM. |
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Related Catalog | |
Target |
COX-1:7.5 μM (IC50) |
In Vitro | Epicatechin gallate exhibits >95% inhibitory activity at 70 μg/mL against cyclooxygenase-1 (COX-1) with an IC50 of 7.5 μM[1]. |
In Vivo | Epicatechin gallate ((-)-Epicatechin-3-O-gallate, ECG), a component of Rhei Rhizoma, is one of the active components of Onpi-to, a herbal medicine composed of five crude drugs (Rhei Rhizome, Glycyrrhizae Radix, Ginseng Radix, Zingiberis Rhizoma and Aconiti Tuber). Following intravenous injection of Epicatechin gallate (1.0 mg/kg) in rats, the plasma concentration vs. time curve is fitted in a three compartment model. Pharmacokinetic parameters for plasma Epicatechin gallate (ECG) are measured. ECG has a t1/2α of 0.038 h, a t1/2βof 0.291 h and a t1/2γ of 4.033 h . The CLtot of ECG is 4.19 L/h • kg. The Vdss is 12.39 L/kg[2]. |
Animal Admin | Rats[2] Male Sprague-Dawley rats, obtained at 7 weeks of age (210-245 g) are used. Epicatechin gallate (ECG) is suspended in 0.5% w/v sodium carboxymethylcellulose at 12.5, 25.0 and 50.0 mg/10 mL for oral administration to rats at 10 mL/kg. For intravenous injection in rats at 1.0 mg/kg, an ethanolic solution of Epicatechin gallate is diluted with 10% w/v sodium citrate solution to 1.0 mg/mL; the final concentration of ethanol is 1% v/v[2]. |
References |
Density | 1.8±0.1 g/cm3 |
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Boiling Point | 861.7±65.0 °C at 760 mmHg |
Melting Point | 257-258ºC |
Molecular Formula | C22H18O10 |
Molecular Weight | 442.372 |
Flash Point | 305.0±27.8 °C |
Exact Mass | 442.089996 |
PSA | 177.14000 |
LogP | 2.67 |
Vapour Pressure | 0.0±0.3 mmHg at 25°C |
Index of Refraction | 1.825 |
Storage condition | 2-8°C |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
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Hazard Codes | Xn |
RIDADR | NONH for all modes of transport |
WGK Germany | 3 |
RTECS | DH9030000 |