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(-)-Epicatechin gallate structure, CAS 1257-08-5

(-)-Epicatechin gallate

CAS Number1257-08-5

SynonymsMFCD00075936; ECG; (-)-cis-3,3',4',5,7-Pentahydroxyflavane 3-gallate; (−)-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

Molecular FormulaC22H18O10

Molecular Weight442.37

Purity98.00%

Density1.8±0.1 g/cm3

Boiling Point861.7±65.0 °C at 760 mmHg

Melting Point257-258ºC

Flash Point

AppearanceSolid;White to Light yellow to Light orange powder to crystal

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Cat. No.: 2A-9026546 Purity: 98.00%
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Quality Control of [ 1257-08-5 ] Purity: 98.00% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number1257-08-5
Catalog No.2A-9026546
Chinese Name表儿茶素没食子酸酯
SynonymsMFCD00075936; ECG; (-)-cis-3,3',4',5,7-Pentahydroxyflavane 3-gallate; (−)-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
Molecular FormulaC22H18O10
Molecular Weight442.37
Purity98.00
Density1.8±0.1 g/cm3
Boiling Point861.7±65.0 °C at 760 mmHg
Melting Point257-258ºC
AppearanceSolid;White to Light yellow to Light orange powder to crystal
Storage ConditionSeal and store at 2 ºC -8 ºC
ApplicationEpicatechin gallate inhibits cyclooxygenase-1 (COX-1) with an IC50 of 7.5 μM.
PubChem ID596516
SMILESO=C(OC1Cc2c(O)cc(O)cc2OC1c1ccc(O)c(O)c1)c1cc(O)c(O)c(O)c1
InChIInChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m1/s1
InChI KeyLSHVYAFMTMFKBA-TZIWHRDSSA-N
Hazard Symbolstransportation
BioactivityEpicatechin gallate inhibits cyclooxygenase-1 (COX-1) with an IC50 of 7.5 μM. Related Catalog Natural Products >> Flavonoids Research Areas >> Cancer 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 [1]. Waffo-Téguo P, et al. Potential cancer-chemopreventive activities of wine stilbenoids and flavans extracted from grape (Vitis vinifera) cell cultures. Nutr Cancer. 2001;40(2):173-9. [2]. Takizawa Y, et al. Pharmacokinetics of (-)-epicatechin-3-O-gallate, an active component of Onpi-to, in rats. Biol Pharm Bull. 2003 May;26(5):608-12. Chemical & Physical Properties Density 1.8±0.1 g/cm3 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 InChIKey LSHVYAFMTMFKBA-TZIWHRDSSA-N SMILES O=C(OC1Cc2c(O)cc(O)cc2OC1c1ccc(O)c(O)c1)c1cc(O)c(O)c(O)c1 Storage condition 2-8°C
Use ofEpicatechin gallate inhibits cyclooxygenase-1 (COX-1) with an IC50 of 7.5 μM. Properties Articles68 Name (-)-epicatechin-3-O-gallate Synonym More Synonyms (-)-Epicatechin gallate Biological Activity Description Epicatechin gallate inhibits cyclooxygenase-1 (COX-1) with an IC50 of 7.5 μM. Related Catalog Natural Products >> Flavonoids Research Areas >> Cancer 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]. References [1]. Waffo-Téguo P, et al. Potential cancer-chemopreventive activities of wine stilbenoids and flavans extracted from grape (Vitis vinifera) cell cultures. Nutr Cancer. 2001;40(2):173-9. [2]. Takizawa Y, et al. Pharmacokinetics of (-)-epicatechin-3-O-gallate, an active component of Onpi-to, in rats. Biol Pharm Bull. 2003 May;26(5):608-12. Chemical & Physical Properties Molecular Formula C22H18O10 Exact Mass 442.089996 PSA 177.14000 Index of Refraction 1.825 InChIKey LSHVYAFMTMFKBA-TZIWHRDSSA-N
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MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available
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