E3768
(−)-Epigallocatechin
≥95% (HPLC), from green tea
Synonym(s):
(−)-cis-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol, (−)-cis-3,3′,4′,5,5′,7-Hexahydroxyflavane
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About This Item
Empirical Formula (Hill Notation):
C15H14O7
CAS Number:
Molecular Weight:
306.27
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
InChI key
XMOCLSLCDHWDHP-IUODEOHRSA-N
SMILES string
O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c3cc(O)c(O)c(O)c3
InChI
1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1
biological source
green tea
assay
≥95% (HPLC)
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
storage temp.
2-8°C
Quality Level
Gene Information
human ... CYP1A2(1544)
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General description
(−)-Epigallocatechin is one of the main catechin compounds found in green tea and the most abundant one (~20%), with antioxidant properties.
Application
(−)-Epigallocatechin (EGC) has been used:
- as a reference standard in high-performance liquid chromatography (HPLC) analysis
- to analyze its inhibitory effect on α-amylase and α-glucosidase activity to control postprandial hyperglycemia in Diabetes mellitus
- in cell viability assays to check its efficacy and protection against ferroptosis and iron toxicity in murine pancreatic β-cells
- to evaluate its potential anti-inflammatory effects on long-term acute and chronic Pristen-induced arthritis
- to treat pregnant and nursing mice, on in vitro angiogenesis, proliferation, and movement of endothelial cells
- to evaluate its effect on pregnant and nursing mice spleen based on the number and localization of CD4+ (cluster of differentiation 4) and CD8+ cluster of differentiation 8) cells
Biochem/physiol Actions
(−)-Epigallocatechin (EGC) has proven to be an anti-cancer agent by its inhibitory effects on heregulin-b1 (HRG)-induced migration/invasion in MCF-7 human breast carcinoma cells. It has also shown strong antiviral activity against the herpes simplex virus.
Green tea polyphenol. Anticancer agent. Lower antioxidant activity than EGCG.
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Yukihiro Kushima et al.
Biological & pharmaceutical bulletin, 32(5), 899-904 (2009-05-08)
Migration/invasion is involved in the multiple steps of metastasis, resulting in a poor prognosis of breast cancer. (-)-Epigallocatechin-3-gallate (EGCG) in green tea inhibits the metastasis of some cancer cell lines. Cell migration/invasion assays using Boyden chambers demonstrated that (-)-epigallocatechin (EGC)
Sławomir Lewicki et al.
Central-European journal of immunology, 42(1), 10-16 (2017-07-07)
Rhodiola kirilowii, a member of Crassulaceae family, grows wildly in Asiatic mountains and is also cultivated in some European countries. Its underground parts traditionally are used for enhance physical and mental performance of the body. In our previous papers we
Jun Xu et al.
Molecules (Basel, Switzerland), 22(8) (2017-08-15)
Over the centuries, infectious diseases caused by viruses have seriously threatened human health globally. Viruses are responsible not only for acute infections but also many chronic infectious diseases. To prevent diseases caused by viruses, the discovery of effective antiviral drugs
Anna Leichsenring et al.
PloS one, 11(3), e0152518-e0152518 (2016-03-31)
Rheumatoid arthritis (RA)--a widespread chronic inflammatory disease in industrialized countries--is characterized by a persistent and progressive joint destruction. The chronic pro-inflammatory state results from a mutual activation of the innate and the adaptive immune system, while the exact pathogenesis mechanism
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Central-European journal of immunology, 42(1), 17-23 (2017-07-07)
Angiogenesis plays an important role in many physiological processes, among them the formation of tissues and organs during embryogenesis. A lot of medicinal plants exhibit angiomodulatory properties. This creates the need for a thorough check of whether the plant extracts
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