Benzoic acid, 3,4,5-trihydroxy-, (2R,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester (-)-表没食子儿茶素没食子酸酯

CAS 989-51-5 MFCD00075940

化学结构图

989-51-5
SMILES: O=C(O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c1cc(O)c(O)c(O)c1)c1cc(O)c(O)c(O)c1

化学属性

Mol. FormulaC22H18O11
Mol. Weight458
Density1.9
Melting Point212°C
Refractive index-175.5 ° (C=1, EtOH)

别名和识别编码

Chemical NameBenzoic acid, 3,4,5-trihydroxy-, (2R,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester
Synonym (-)-CIS-2-(3,4,5-TRIHYDROXYPHENYL)-3,4-DIHYDRO-1(2H)-BENZOPYRAN-3,5,7-TRIOL 3-GALLATE (-)-CIS-3,3',4',5,5',7-HEXAHYDROXY-FLAVANE-3-GALLATE (-)-EGCG (-)-EPIGALLOCATECHIN GALLATE (-)-EPIGALLOCATECHIN GALLATE HYDRATE (-)-epigallocatechin-3-o-gallate (-)-epigallocatecholgallate (-)-表没食子儿茶素没食子酸酯 (2R,3R)-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-(3,4,5-trihydroxybenzoate); EGCG (−)-cis-3,3′,4′,5,5′,7-Hexahydroxy-flavane-3-gallate, (−)-cis-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallate 3,4-DIHYDRO-5,7-DIHYDROXY-2R-(3,4,5-TRIHYDROXYPHENYL)-2H-1-BENZOPYRAN-3R-YL-3,4,5-TRIHYDROXY-BENZOATE E-5187 EGCG cpd Epigallocatechin gallate epigallo-catechin gallate epigallocatechin gallate epigallocatechin-3-O-gallate {PubC
MDL NumberMFCD00075940
CAS Number989-51-5
EC Number250-023-7
Beilstein Registry Number17(5)8,506
PubChem Substance ID65064
Chemical Name Translation(-)-表没食子儿茶素没食子酸酯
Reaxys-RN67944
Merck Number3526
InChIInChI=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
LabNetwork Molecule IDLN00193558
信息真实价格透明    资金保障    专业采购外包团队在线服务   
信息真实价格透明    资金保障    专业采购外包团队在线服务   
品牌质保精细包装    现货库存    一流品牌服务   

分类

  • {SNA} Additional Standards, Alcohols, Analytical Standards, Aromatic, Aromatics, Bioflavonoids, Chemical Class, Esters, Flavonoids (Catechins), Flavonoids, Flavonols, and Flavanols, Heterocyclics, Natural Compounds, Other,

产品应用

  • 抗氧剂，多酚黄酮（polyphenol flavonoid），抑制端粒酶(telomerase) 和DNA 甲基转移酶（DNA methyltransferase）. EGCG抑制EGF和HER-2受体活性。

相关文献及参考

  • [2]. Peeters TH, et al. Isocitrate dehydrogenase 1-mutated cancers are sensitive to the green tea polyphenol epigallocatechin-3-gallate. Cancer Metab. 2019 May 20;7:4.
  • [3]. Jin H, et al. Epigallocatechin gallate inhibits the proliferation of colorectal cancer cells by regulating Notch signaling. Onco Targets Ther. 2013;6:145-53.
  • [4]. Wing Pui Tsang, et al. Epigallocatechin gallate up-regulation of miR-16 and induction of apoptosis in human cancer cells. The Journal of Nutritional Biochemistry. 2010, 21(2): 140-146.
  • [5]. Castellano-González G, et al. Epigallocatechin-3-gallate induces oxidative phosphorylation by activating cytochrome c oxidase in human cultured neurons and astrocytes. Oncotarget. 2016 Feb 16;7(7):7426-40.
  • Merck: 14,3526
  • Merck: 14,3526 Beilstein:17(5)8,506
  • [1]. De Amicis F, et al. Epigallocatechin gallate inhibits growth and Epithelial-to-Mesenchymal Transition in human thyroid carcinoma cell lines. J Cell Ph

安全信息

RTECSKB5200000
WGK Germany2
Signal word Warning
GHS Symbol
Safety Statements
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛，皮肤或衣服。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P264+P265
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
  • P272 Contaminated work clothing should not be allowed out of the workplace. 污染的工作服不得带出工作场所。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P312
  • P301+P317
  • P302+P352
  • P305+P351+P338
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适，呼叫解毒中心或医生/医师。
  • P317
  • P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
  • P322 Specific measures (see …on this label). 具体治疗（见本标签上的）。
  • P330 Rinse mouth. 漱口
  • P333+P313
  • P337+P313
  • P337+P317
  • P362+P364
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P391 Collect spillage. Hazardous to the aquatic environment 收集对水环境有危害的泄漏物。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Hazard statements
  • H302 Harmful if swallowed 吞食有害
  • H303 May be harmfully swallowed 吞食可能有害
  • H312 Harmful in contact with skin 皮肤接触有害
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H401 Toxictoaquaticlife 对水生生物有毒。
  • H411 Toxictoaquaticlifewithlonglastingeffects 对水生生物有毒性并具有长期影响。
Storage condition 储存温度 2-8°C 2-8°C 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2170 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   KSRNAM Kiso to Rinsho.  Clinical Report.  (Yubunsha Co., Ltd., 1-5, Kanda
   Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan)  V.1-    1960-
   Volume(issue)/page/year: 21,4601,1987

其他信息

  • Sigma Aldrich:989-51-5(sigmaaldrich)
  • MSDS 信息:EGCG(989-51-5).msds
  • MOL 文件:989-51-5.mol
  • 存储注意事项:光敏感;空气敏感
  • F:10-23
  • 检测方法:HPLC,NMR
  • (-)-表没食子儿茶素没食子酸酯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 E0694 (-)-表没食子儿茶素没食子酸酯水合物 (-)-Epigallocatechin Gallate Hydrate 100MG 715元
  • TCI Shanghai:(-)-表没食子儿茶素没食子酸酯水合物 (-)-Epigallocatechin Gallate Hydrate,>;98.0%(LC)(989-51-5)

系列性分类

  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Gene Regulation and Expression - Cell Signaling and Neuroscience
  5. DNA-RNA Transcription Regulators - Gene Regulation and Expression
  1. Life Science 生命科学
  2. Nutrition Research 营养研究
  3. Phytochemicals by Chemical Classification - Nutrition Research
  4. Bioflavonoids - Phytochemicals by Chemical Classification
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Chemicals by Class 化学分类法
  4. Esters - Chemical Class
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Alphabetic - Analytical Standards
  4. E - Alphabetic
  5. EP - E
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Life Sciences Standards - Chromatography
  5. Phytopharma Standards - Life Sciences Standards
  6. Alphabetical - Phytopharma Standards
  7. E - H - Alphabetical
  1. Functional Group 官能团索引
  2. 1,2-diphenol
  1. Life Science 生命科学
  2. Biochemistry / Glyco-Chemistry
  3. Flavonoids
  1. Medical Research Areas
  2. Metabolism
  3. Mitochondrial Metabolism  (线粒体代谢)
  1. Medical Research Areas
  2. Metabolism
  3. Reactive Oxygen Species  (活性氧)
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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