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Merck

E4268

(-)-表没食子儿茶素没食子酸酯

≥80% (HPLC), from green tea

同義詞:

(-)-顺式-2-(3,4,5-三羟基苯基)-3,4-二氢-1(2H)-苯并吡喃-3,5,7--三醇 3-没食子酸酯, (-)-顺式-3,3′,4′,5,5′,7-六羟基-黄烷-3-没食子酸酯, EGCG

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經驗公式(希爾表示法):
C22H18O11
CAS 編號:
分子量::
458.37
MDL號碼:
分類程式碼代碼:
12352205
PubChem物質ID:
NACRES:
NA.79

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生物源

green tea

化驗

≥80% (HPLC)

應用

metabolomics
vitamins, nutraceuticals, and natural products

儲存溫度

2-8°C

SMILES 字串

Oc1cc(O)c2C[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@H](Oc2c1)c4cc(O)c(O)c(O)c4

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 密鑰

WMBWREPUVVBILR-WIYYLYMNSA-N

基因資訊

human ... CYP1A2(1544)

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本產品
E4143324880PHR1333
biological source

green tea

biological source

-

biological source

-

biological source

-

assay

≥80% (HPLC)

assay

≥95%

assay

≥95% (HPLC)

assay

-

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

-

application(s)

pharmaceutical (small molecule)

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

300

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

Gene Information

human ... CYP1A2(1544)

Gene Information

human ... CYP1A2(1544)

Gene Information

-

Gene Information

-

一般說明

(−)-表没食子儿茶素没食子酸酯是绿茶中的生物活性成分,占儿茶素总量的50-80%。[1]

應用

(−)-表没食子儿茶素没食子酸酯的应用实例:
  • 检测其作为潜在的神经保护剂,对脊髓损伤和血脊髓屏障(BSCB)渗漏的保护作用[2]
  • 作为抗小鼠视网膜光诱导光感受器变性的有效抗氧化剂[3]
  • 作为治疗视网膜色素变性(RP)的抗氧化药物,可减少氧化损伤和改变色素性杂合P23H大鼠的昼夜节律[4]
  • 检测其对限制性心肌病(RCM)小鼠心室舒张功能障碍的逆转作用[5]
  • 小鼠结直肠癌的抗癌剂[6]

生化/生理作用

(−)-表没食子儿茶素没食子酸酯(EGCG)结构中含有8个羟基(OH),因而决定了它的高抗氧化特性。[1]除了可作为一种有效的游离氧自由基清除剂之外,它还可用作优良的螯合剂和重要转录因子的调节剂,主要是核因子-κβ(NF-kβ)。[4]EGCG已被证明是一种有效的抗肥胖剂,可增强能量消耗和脂肪氧化及减轻人食欲。[7]EGCG也可在缺血和脊髓损伤的初始阶段发挥抗炎和神经保护作用。它可减少小窝蛋白-1表达,维持血脑屏障的完整性和下调促炎细胞因子水平。[2]

象形圖

Exclamation markEnvironment

訊號詞

Warning

危險分類

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Sens. 1

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 2

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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分析證明 (COA)

Lot/Batch Number

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您可以在文件庫中找到最近購買的產品相關文件。

存取文件庫

Tea polyphenols-their antioxidant properties and biological activity-a review
Gramza A, et al.,
Polish Journal of Food and Nutrition Sciences, 14(3), 219-219 (2005)
Tia M Rains et al.
The Journal of nutritional biochemistry, 22(1), 1-7 (2010-12-01)
Green tea catechins (GTC) are polyphenolic compounds present in the unfermented dried leaves of the plant, Camellia sinensis. Results from a number of randomized, controlled intervention trials have shown that consumption of GTC (270 mg to 1200 mg/day) may reduce
Xiaoqin Wang et al.
Journal of biomedical science, 23(1), 51-51 (2016-06-30)
Diastolic dysfunction refers to an impaired relaxation and an abnormality in a heart's filling during diastole while left ventricular systolic function is preserved. Diastolic dysfunction is commonly observed in patients with primary hypertension, diabetes and cardiomyopathies such as hypertrophic cardiomyopathy
Shounan Qi et al.
Molecular vision, 23, 171-178 (2017-05-02)
(-)-epigallocatechin-3-gallate (EGCG), a major catechin component of green tea, is reported to delay or prevent certain forms of cancer, arthritis, cardiovascular disease, and neurodegenerative disorders. In this study, we determined if systemically administered EGCG could protect the retina against light
Yoichi Kakuta et al.
Transplant international : official journal of the European Society for Organ Transplantation, 24(5), 514-522 (2011-02-05)
Epigallocatechin-3-gallate (EGCG) shows diverse chemical and biological activities. We investigated the effects of EGCG in a rat renal ischemia reperfusion (I/R) injury model. Sprague-Dawley rats received intraperitoneal injection of 50 mg/kg EGCG 48 h, 24 h, and 30 min prior

文章

抗氧化剂可保护生物系统免受含氧自由基和氧化还原过渡金属离子(如铁、铜和镉)引起的氧化损伤。

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

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Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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