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(-)-表没食子儿茶素没食子酸酯

β-分泌酶(BACE)抑制剂;抑制淀粉样蛋白的组装
规格或纯度: 98%
有货

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货号 (SKU) 包装规格 是否现货 价格 数量
E107404-100mg
100mg 现货 Stock Image
E107404-500mg
500mg 现货 Stock Image
E107404-2.5g
2.5g 现货 Stock Image

基本描述

别名 3-没食子酸酯
英文别名 EGCG|EPIGALLOCATECHIN GALLATE [INCI]|Epigallocic acid|NCGC00164319-04|EGCG|NCGC00164319-01|UNII-BQM438CTEL|(-)-Epigallocatechin gallate (85% (-)-epigallocatechin gallate, 10% (-)-epigallocatechin, 5% (-)- epicatechin gallate)|SPECTRUM210239|Tox21_303457|S
规格或纯度 98%
英文名称 (-)-Epigallocatechin gallate
生化机理 β-分泌酶(BACE1)抑制剂(IC50 =1.6μM); 抑制淀粉样蛋白的组装。抑制诸如Aβ,α-突触核蛋白和亨廷顿蛋白之类的淀粉样蛋白原纤维的形成。减少三种不同细胞类型中Aβ42诱导的细胞死亡。还抑制谷氨酸脱氢酶。抑制细胞生长并选择性诱导A431和人胰腺癌细胞的凋亡。也是DNMT1抑制剂。
储存温度 2-8°C储存
运输条件 冰袋运输
产品介绍

(-)-Epigallocatechin Gallate (EGCG) is a strong polyphenol catechin antioxidant found in green tea, reported to have broad efficacy against many conditions generated from oxidative damage. Extensive oxidation of low density lipoproteins (LDLs) is correlated to cardiovascular diseases, and EGCG is reported to strongly inhibit Cu(2+)-mediated oxidative modification of LDLs. The antiapoptotic proteins Bcl-2 and Bcl-x(L) are observed to suppress apoptosis and convey survival to heavily damaged and mutated cells in vitro, and EGCG (along with the other catechins) is shown to directly inhibit these proteins, reestablishing the normal apoptotic pathway in the cell. EGCG also inhibits NOS2 (iNOS).An inhibitor of Bcl-2 and NOS2

(-)-Epigallocatechin Gallate (EGCG) is a strong polyphenol catechin antioxidant found in green tea, reported to have broad efficacy against many conditions generated from oxidative damage. Extensive oxidation of low density lipoproteins (LDLs) is correlated to cardiovascular diseases, and EGCG is reported to strongly inhibit Cu(2+)-mediated oxidative modification of LDLs. The antiapoptotic proteins Bcl-2 and Bcl-x(L) are observed to suppress apoptosis and convey survival to heavily damaged and mutated cells in vitro, and EGCG (along with the other catechins) is shown to directly inhibit these proteins, reestablishing the normal apoptotic pathway in the cell. EGCG also inhibits NOS2 (iNOS).
An inhibitor of Bcl-2 and NOS2

名称和标识符

IUPAC Name [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
INCHI 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
Canonical SMILES C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O
Isomeric SMILES C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O
WGK Germany 2
RTECS KB5200000
PubChem CID 65064
UN Number 3077
Packing Group III
分子量 458.37
Beilstein号 17(5)8,506
Reaxy-Rn 67944

化学和物理性质

溶解性 溶于water, 最高浓度 (mg/mL): 4.58, 最高浓度(mM): 10;溶于DMSO, 最高浓度 (mg/mL): 45.84, 最高浓度(mM): 100
密度 1.9
敏感性 对光敏感
比旋光度 -175.5 ° (C=1, EtOH)
熔点 212°C

安全和危险性(GHS)

象形图
ghs09

Environmental Hazard

ghs07

Harmful

信号词 Warning
危险声明 H319: Causes serious eye irritation
H411: Toxic to aquatic life with long lasting effects
H302: Harmful if swallowed
H317: May cause an allergic skin reaction
H312: Harmful in contact with skin
H401: Toxic to aquatic life
预防措施声明 P261,P305+P351+P338,P273,P280,P302+P352,P321,P501,P264,P270,P272,P333+P313,P362+P364,P391,P330,P264+P265,P301+P317,P317,P337+P317
WGK Germany 2
RTECS KB5200000
Reaxy-Rn 67944
Class 9
Merck Index 3526
个人防护装备 Eyeshields,Gloves,type N95 (US),type P1 (EN143) respirator filter

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参考文献

1. Carneiro BM, Batista MN, Braga ACS, Nogueira ML, Rahal P.  (2016)  The green tea molecule EGCG inhibits Zika virus entry..  Virology,  496  (13):  (215-218).  [PMID:27344138]
2. Reid SP, Shurtleff AC, Costantino JA, Tritsch SR, Retterer C, Spurgers KB, Bavari S.  (2014)  HSPA5 is an essential host factor for Ebola virus infection..  Antiviral Res,  109  (13):  (171-4).  [PMID:25017472]
3. Tallei TE, Tumilaar SG, Niode NJ, Fatimawali, Kepel BJ, Idroes R, Effendi Y, Sakib SA, Emran TB.  (2020)  Potential of Plant Bioactive Compounds as SARS-CoV-2 Main Protease (Mpro) and Spike (S) Glycoprotein Inhibitors: A Molecular Docking Study..  Scientifica (Cairo),  2020  (13):  (6307457).  [PMID:33425427]
4. Lu JW, Hsieh PS, Lin CC, Hu MK, Huang SM, Wang YM, Liang CY, Gong Z, Ho YJ.  (2017)  Synergistic effects of combination treatment using EGCG and suramin against the chikungunya virus..  Biochem Biophys Res Commun,  491  (3):  (595-602).  [PMID:28760340]
5. Chourasia M, Koppula PR, Battu A, Ouseph MM, Singh AK.  (2021)  EGCG, a Green Tea Catechin, as a Potential Therapeutic Agent for Symptomatic and Asymptomatic SARS-CoV-2 Infection..  Molecules,  26  (5):  (1200).  [PMID:33668085]
6. Raekiansyah M, Buerano CC, Luz MAD, Morita K.  (2018)  Inhibitory effect of the green tea molecule EGCG against dengue virus infection..  Arch Virol,  163  (6):  (1649-1655).  [PMID:29429035]
7. Ge M, Xiao Y, Chen H, Luo F, Du G, Zeng F.  (2018)  Multiple antiviral approaches of (-)-epigallocatechin-3-gallate (EGCG) against porcine reproductive and respiratory syndrome virus infection in vitro..  Antiviral Res,  158  (13):  (52-62).  [PMID:30048655]
8. Dahlin JL, Nelson KM, Strasser JM, Barsyte-Lovejoy D, Szewczyk MM, Organ S, Cuellar M, Singh G, Shrimp JH, Nguyen N et al..  (2017)  Assay interference and off-target liabilities of reported histone acetyltransferase inhibitors..  Nat Commun,  (1):  (1527).  [PMID:29142305]