(-)-Epicatechin gallate

Modify Date: 2024-01-02 13:58:32

(-)-Epicatechin gallate structure	Common Name	(-)-Epicatechin gallate
	CAS Number	1257-08-5	Molecular Weight	442.372
	Density	1.8±0.1 g/cm3	Boiling Point	861.7±65.0 °C at 760 mmHg
	Molecular Formula	C₂₂H₁₈O₁₀	Melting Point	257-258ºC
	MSDS	Chinese USA	Flash Point	305.0±27.8 °C

Use of (-)-Epicatechin gallate

Epicatechin gallate inhibits cyclooxygenase-1 (COX-1) with an IC50 of 7.5 μM.

Name	(-)-epicatechin-3-O-gallate
Synonym	More Synonyms

Description	Epicatechin 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.

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
Storage condition	2-8°C

(-)-Epicatechin gallate MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DH9030000

CHEMICAL NAME :: Benzoic acid, 3,4,5-trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H- 1- benzopyran-3-yl ester, (2R-cis)-

CAS REGISTRY NUMBER :: 1257-08-5

LAST UPDATED :: 199309

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C22-H18-O10

MOLECULAR WEIGHT :: 442.40

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JKXXAF Japanese Kokai Tokyo Koho Patents. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #93-944

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	Xn
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	DH9030000

Precursor 8
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DownStream 10
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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

BioBioPha
China
Product Name: (-)-Epicatechin gallate
Price: ￥Inquiry/50mg
Purity: 98.0%
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Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: (-)-Epicatechin gallate
Price: ￥498.0/20mg
Purity: 98.0%
Stocking Period: Inquiry
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DC Chemicals Limited
China
Product Name: (-)-Epicatechin gallate
Price: $280.0/20mg
Purity: 98.0%
Stocking Period: 3 Day
Contact: Tony Cao

Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: (-)-Epicatechin gallate
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
Stocking Period: Inquiry
Contact: Ms Wang

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(-)-Epicatechin gallate

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