E3893

(−)-Epicatechin gallate

≥98% (HPLC), from green tea

Manufacturer: Sigma Aldrich

CAS Number: 1257-08-5

Synonym(S): (−)-cis-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallate, (−)-cis-3,3′,4′,5,7-Pentahydroxyflavane 3-gallate, 3-O-Galloylepicatechin

Select a Size

Pack Size SKU Availability Price
10 MG E3893-10-MG In Stock ₹ 29,931.13

E3893 - 10 MG

₹ 29,931.13

In Stock

Quantity

1

Base Price: ₹ 29,931.13

GST (18%): ₹ 5,387.603

Total Price: ₹ 35,318.733

biological source

green tea

Quality Level

100

Assay

≥98% (HPLC)

application(s)

metabolomicsvitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

Oc1cc(O)c2C[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@H](Oc2c1)c4ccc(O)c(O)c4

InChI

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 key

LSHVYAFMTMFKBA-TZIWHRDSSA-N

Gene Information

human ... CYP1A2(1544)

Other Options

Description

  • General description: (−)-Epicatechin gallate is one of the major polyphenols present in green tea.[1] It belongs to the catechin gallates group of organic compounds. ECG has a chemical structure like that of (−)-epigallocatechin gallate (EGCG), the other major polyphenol found in green tea.[2]
  • Application: (−)-Epicatechin gallate has been used:in cell proliferation assays on the human brain microvascular endothelial cells (HBMVECs) to understand its effectiveness against anti-ischemic/reperfusion injury[2]as an inhibitor in Human Salivary α-Amylase (HAS) and α-Glucosidase (AGH) in inhibition assays[3]may be used as a cancer chemopreventive polyphenol in two human colorectal cell lines HCT-116 and SW-480[4]as an inhibitor to in vitro collagenase and elastase enzymes[5]as a supplement in spermatozoa incubation to check its effectiveness against oxidative stress[6]
  • Biochem/physiol Actions: (−)-Epicatechin gallate (ECG), a potent free-radical scavenger[2] has an inhibitory effect on collagenase and elastase enzymes making it an anti-aging agent.[5] It displays antiproliferative effects on human colorectal cells and hence is a chemo-preventative agent.[4] It influences cell survival, preventing apoptosis or autophagy by promoting cell proliferation in oxygen-glucose deprived human brain microvascular endothelial cells.[2] Being structurally and functionally similar to EGCG, ECG might be involved in balancing the mammalian target of rapamycin (mTOR)-AMP-activated protein kinase (AMPK) pathways in endoplasmic reticulum stress. It prevents cell death in this scenario by showing resistance against oxygen-deprived cells.[7] ECG may contribute in preventing oxidative stress. It effectively inhibits secretory sphingomyelinase in many disease states[8] and provides protection for human spermatozoa in Assisted reproductive technology (ART).[6]

SAFETY INFORMATION

Pictograms

GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves