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G6782

Sigma-Aldrich

(−)-没食子儿茶素没食子酸酯

from green tea, ≥98% (HPLC)

同義詞:

(2S,3R)-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-（3,4,5-三羟基苯甲酸酯）

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About This Item

經驗公式（希爾表示法）:
C22H18O11
CAS號碼:
4233-96-9
分子量：:
458.37
MDL號碼:
MFCD00214298
分類程式碼代碼:
12352200
PubChem物質ID:
24895275
NACRES:
NA.77

生物源

green tea

品質等級

200

化驗

≥98% (HPLC)

形狀

powder

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-NQIIRXRSSA-N

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相關類別

一般說明

(−)-没食子儿茶素没食子酸酯(GCG)是含有一个没食子基元的多酚类化合物。它是常见的儿茶素类物质表没食子儿茶素没食子酸酯的差向异构体。儿茶素在热处理或巴氏灭菌过程中经常发生差向异构化。

應用

(−)-没食子儿茶素没食子酸酯已用于：
  • 进行植物乳杆菌(Lactobacillus plantarum)重组单宁酶的酶活测定
  • 研究其对HIV-1整合酶的抑制作用
  • 研究其在大鼠肝脏胆固醇代谢中的调节机理
  • 分析其作为多酚对人精子的影响以及在辅助生殖技术中的应用
  • 研究其对细胞型朊蛋白(PrPC)压力保护性活性和羊瘙痒病朊蛋白(PrPSc)形成的干扰作用

生化／生理作用

已知(−)-没食子儿茶素没食子酸酯等儿茶素类物质具有抗病毒、抗氧化、抗突变和抗肥胖功效。它具有人免疫缺陷病毒-1(HIV-1)整合酶抑制活性，可干扰人免疫缺陷病毒-1(HIV-1)整合酶和病毒DNA之间的相互作用。GCG还可抑制肠出血型大肠杆菌的Vero毒素(VT)释放。它对胆固醇吸收具有抑制作用，据报道在降低血浆胆固醇方面比儿茶素更具功效，因而可用于防止动脉粥样硬化。

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H315 - H319 - H335

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves

分析證明 (COA)

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Angelika S Rambold et al.
Journal of neurochemistry, 107(1), 218-229 (2008-08-12)
A hallmark in prion diseases is the conformational transition of the cellular prion protein (PrP(C)) into a pathogenic conformation, designated scrapie prion protein (PrP(Sc)), which is the essential constituent of infectious prions. Here, we show that epigallocatechin gallate (EGCG) and
Fan Jiang et al.
Clinical immunology (Orlando, Fla.), 137(3), 347-356 (2010-09-14)
Four catechins with the galloyl moiety, including catechin gallate (CG), epigallocatechin gallate (EGCG), gallocatechin gallate (GCG), and epicatechin gallate (ECG), were found to inhibit HIV-1 integrase effectively as determined by our ELISA method. In our docking study, it is proposed
Ikuo Ikeda et al.
Journal of agricultural and food chemistry, 51(25), 7303-7307 (2003-12-04)
It has been known that tea catechins, (-)-epicatechin (1), (-)-epigallocatechin (2), (-)-epicatechin gallate (3), and (-)-epigallocatechin gallate (4) are epimerized to(-)-catechin (5), (-)-gallocatechin (6), (-)-catechin gallate (7), and (-)-gallocatechin gallate (8), respectively, during retort pasteurization. We previously reported that tea
Ruijie Liu et al.
Journal of chromatography. A, 1635, 461740-461740 (2020-12-04)
In this study, a novel at-line nanofractionation screening platform was successfully developed for the rapid screening and identification of α-glucosidase inhibitors from natural products. A time-course bioassay based on high density well-plates was performed in parallel with high resolution mass
Lifeng Cai et al.
Antimicrobial agents and chemotherapy, 51(7), 2388-2395 (2007-04-25)
A metallopeptide-based fluorescence assay has been designed for the detection of small-molecule inhibitors of human immunodeficiency virus type 1 gp41, the viral protein involved in membrane fusion. The assay involves two peptides representing the inner N-terminal-heptad-repeat (HR1) coiled coil and
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