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(−)-Epigallocatechin gallate

SIGMA/E4268 - ≥80% (HPLC), from green tea

Synonym: (−)-cis-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallate; (−)-cis-3,3′,4′,5,5′,7-Hexahydroxy-flavane-3-gallate; EGCG

CAS Number: 989-51-5
Empirical Formula (Hill Notation): C22H18O11
Molecular Weight: 458.37
MDL Number: MFCD00075940
Linear Formula: C22H18O11
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-E4268-100MG 100 mg
$83.60
1/EA
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This image depicts SKU: E4268-100MG

 

application(s) metabolomics
vitamins, nutraceuticals, and natural products
assay ≥80% (HPLC)
biological source green tea
InChI 1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1
InChI key WMBWREPUVVBILR-WIYYLYMNSA-N
Quality Level 200 
SMILES string Oc1cc(O)c2C[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@H](Oc2c1)c4cc(O)c(O)c(O)c4
storage temp. 2-8°C
Application: (−)-Epigallocatechin gallate has been used as:
• a potential neuroprotective agent to test its protective effect against spinal cord injury and blood-spinal cord barrier (BSCB) leakage
• an effective antioxidant against light-induced photoreceptor degeneration in mice retina
• an antioxidant in retinitis pigmentosa (RP) and reduces oxidative damage and changes circadian rhythms in pigmented heterozygous P23H rat
• to test its reversal effect on Diastolic dysfunction in restrictive cardiomyopathy (RCM) mice
• an anti-cancer agent in colorectal cancer in mice

Biochem/physiol Actions: (−)-Epigallocatechin gallate (EGCG) comprises eight -hydroxyl (OH) groups that determine its high antioxidant property. Other than being an efficient free oxygen radical scavenger, it also acts as a good chelating agent and a modulator of important transcription factors, namely nuclear factor-kappa β (NF-kβ). EGEC is proven to be an efficient anti-obesity agent by increasing energy expenditure, fat oxidation, and lowering appetite in humans. EGCG also acts as an anti-inflammatory and neuroprotective agent in the initial stages of ischemia and spinal cord injury. It reduces caveolin-1 expression, maintaining blood-brain barrier integrity and downregulating pro-inflammatory cytokines.
General description: (−)-Epigallocatechin gallate, is a bioactive component of green tea accounting for 50-80% of the total catechin content.
Packaging: 100 mg in poly bottle
Purity ≥80% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352205

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