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Dokumenty

E3893

Sigma-Aldrich

(−)-Epicatechin gallate

≥98% (HPLC), from green tea

Synonim(y):

(−)-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

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About This Item

Wzór empiryczny (zapis Hilla):
C22H18O10
Numer CAS:
1257-08-5
Masa cząsteczkowa:
442.37
Numer MDL:
MFCD00075936
Kod UNSPSC:
12352205
Identyfikator substancji w PubChem:
24894531
NACRES:
NA.21

pochodzenie biologiczne

green tea

Próba

≥98% (HPLC)

Zastosowanie

metabolomics
vitamins, nutraceuticals, and natural products

temp. przechowywania

2-8°C

ciąg SMILES

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

Klucz InChI

LSHVYAFMTMFKBA-TZIWHRDSSA-N

informacje o genach

human ... CYP1A2(1544)

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Opis ogólny

(−)-Epicatechin gallate is one of the major polyphenols present in green tea. 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.

Zastosowanie

(−)-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
  • as an inhibitor in Human Salivary α-Amylase (HAS) and α-Glucosidase (AGH) in inhibition assays
  • may be used as a cancer chemopreventive polyphenol in two human colorectal cell lines HCT-116 and SW-480
  • as an inhibitor to in vitro collagenase and elastase enzymes
  • as a supplement in spermatozoa incubation to check its effectiveness against oxidative stress

Działania biochem./fizjol.

(−)-Epicatechin gallate (ECG), a potent free-radical scavenger has an inhibitory effect on collagenase and elastase enzymes making it an anti-aging agent. It displays antiproliferative effects on human colorectal cells and hence is a chemo-preventative agent. It influences cell survival, preventing apoptosis or autophagy by promoting cell proliferation in oxygen-glucose deprived human brain microvascular endothelial cells. 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. ECG may contribute in preventing oxidative stress. It effectively inhibits secretory sphingomyelinase in many disease states and provides protection for human spermatozoa in Assisted reproductive technology (ART).
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Piktogramy

Exclamation mark
GHS07

Hasło ostrzegawcze

Warning

Zwroty wskazujące rodzaj zagrożenia

H315,H319,H335

Zwroty wskazujące środki ostrożności

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

Klasyfikacja zagrożeń

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

Organy docelowe

Respiratory system

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)

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Certyfikaty analizy (CoA)

Lot/Batch Number
WXBD8804V
WXBD9038V
WXBD6835V
WXBD3508V
WXBD0502V

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Masz już ten produkt?

Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Lee Wah Koh et al.
Journal of agricultural and food chemistry, 58(1), 148-154 (2010-01-07)
Current work investigated the ability of different tea (green, oolong and black teas) in inhibiting human salivary alpha-amylase (HSA) and mammalian alpha-glucosidase (AGH). The inhibitory profiles were correlated to their major polyphenol content (theaflavins and catechins). The fully fermented black
Marianna Holczer et al.
Oxidative medicine and cellular longevity, 2018, 6721530-6721530 (2018-04-11)
The maintenance of cellular homeostasis is largely dependent on the ability of cells to give an adequate response to various internal and external stimuli. We have recently proposed that the life-and-death decision in endoplasmic reticulum (ER) stress response is defined
Keiko Kobayashi et al.
Journal of nutritional science and vitaminology, 62(2), 123-129 (2016-06-07)
Sphingomyelinases (SMases) are key enzymes involved in many diseases which are caused by oxidative stress, such as atherosclerosis, diabetes mellitus, nonalcoholic fatty liver disease, and Alzheimer's disease. SMases hydrolyze sphingomyelin to generate ceramide, a well-known pro-apoptotic lipid. SMases are classified
Wanda C Reygaert
BioMed research international, 2018, 9105261-9105261 (2018-08-15)
Green tea is one of the most popular drinks consumed worldwide. Produced mainly in Asian countries from the leaves of the Camellia sinensis plant, the potential health benefits have been widely studied. Recently, researchers have studied the ability of green
Guang-Jian Du et al.
Nutrients, 4(11), 1679-1691 (2012-12-04)
Green tea is a popular drink consumed daily by millions of people around the world. Previous studies have shown that some polyphenol compounds from green tea possess anticancer activities. However, systemic evaluation was limited. In this study, we determined the
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