(-)-Epigallocatechin (2R,3R)-2-(3,4,5-三羟基苯基)苯并二氢吡喃-3,5,7-三醇

CAS 970-74-1 MFCD00075939

化学结构图

970-74-1
SMILES: Oc1cc(O)c2c(c1)O[C@H](c1cc(O)c(O)c(O)c1)[C@H](O)C2

化学属性

Mol. FormulaC15H14O7
Mol. Weight306
Melting Point208-210°C
Density1.695
Refractive index1.78
SolubilitySoluble in water, DMSO, methanol, and acetone.
Stability对热敏感
Boiling Point685.63°C/760mmHg

别名和识别编码

Chemical Name(-)-Epigallocatechin
CAS Number970-74-1
Synonym ######## (-)-EPIGALLOCATECHIN (-)-cis-2-(3,4,5-三羟基苯基)-3,4-二氢-1(2H)-苯并吡喃-3,5,7-三醇 (-)-epigallocatechol (-)-表没食子酸儿茶素 (-)-表没食子酸儿茶素 (EGC) (2R,3R)-2-(3,4,5-TRIHYDROXYPHENYL)-3,4-DIHYDRO-1(2H)-BENZOPYRAN-3,5,7-TRIOL (EGC) 表没食子酸儿茶素 (−)-cis-3,3′,4′,5,5′,7-Hexahydroxyflavane, (−)-cis-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3,3',4',5,5',7-HEXAHYDROXYFLAVAN 3,3’,4’,5,5’,7-flavanhexol 5,7-triol,3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-2h-1-benzopyran-(2r-cis Antiscurvy factor C(sub 2) EPIGALLOCATECHIN,(-)- L-表没食子儿茶精 epigallocatechin epigallocatechol gallocatechin gallocatechol gallocatechol, (2R-cis)-isomer gallocatechol, (2R-trans)-isomer gallocatechol, (2S-trans)-isomer l-epiga
MDL NumberMFCD00075939
PubChem Substance ID72277
Chemical Name Translation(2R,3R)-2-(3,4,5-三羟基苯基)苯并二氢吡喃-3,5,7-三醇
Reaxys-RN94057
InChIInChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1
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分类

  • {SNA} Alphabetical Index of Phytochemical Standards, Analytical Standards, Camellia, E - H, Ginkgo, Illicium, Phyto Primary Pharmaceutical Reference Standards and Extracts (Secondary Standards), Phytochemical Standards, Phytochemical Standards by Plant Genus, Potentilla, Primula, Tannins, 分析/色谱
  • {SNA} Antioxidants and Cy
  • {SNA} Bioflavonoids, Flavonoids, Flavonols, and Flavanols, Ginkgo biloba, Phytochemicals by Chemical Classification, Phytochemicals by Plant (Food/Spice/Herb), Tannins, Vaccinium myrtillus (Bilberry), 一氧化氮和细胞应激, 抗氧化剂和细胞保护剂, 细胞信号转导和神经科学,

产品应用

  • A natural product from green tea shown to inhibit DNA polymerase.

相关文献及参考

  • [2]. Chung SS, et al. Curcumin and Epigallocatechin Gallate Inhibit the Cancer Stem Cell Phenotype via Down-regulation of STAT3-NFκB Signaling. Anticancer Res. 2015 Jan;35(1):39-46.
  • [3]. Lee P, et al. Effects of Epigallocatechin gallate against Enterococcus faecalis biofilm and virulence. Arch Oral Biol. 2015 Mar;60(3):393-9.
  • Kalaivani, M. et al.: J. Pharm. Res., 3, 2901 (2010); Letchoumy, P.V. et al.: Arch. Med. Sci., 3, 330 (2007); Zhu, N. et al.: J. Food Lipids, 7, 275 (2000);
  • [1]. Wang N, et al. (-)-Epigallocatechin-3-gallate Inhibits Fibrillogenesis of Chicken Cystatin. J Agric Food Chem. 2015 Jan 26
  • [1]. Wang N, et al. (-)-Epigallocatechin-3-gallate Inhibits Fibrillogenesis of Chicken Cystatin. J Agric Food Chem. 2015 Jan 26
  • [2]. Chung SS, et al. Curcumin and Epigallocatechin Gallate Inhibit the Cancer Stem Cell Phenotype via Down-regulation of STAT3-NFκB Signaling. Anticancer Res. 2015 Jan;35(1):39-46.
  • [3]. Lee P, et al.

安全信息

WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage condition 2-8°C 储存温度2-8°C 0-10°C
RTECSKB5100000
GHS Symbol
Safety Statements
TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 200 mg/L
REFERENCE :
   PYTCAS Phytochemistry.  An International Journal of Plant Biochemistry.
   (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1-
      1961-  Volume(issue)/page/year: 26,2231,1987

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 400 mg/L
REFERENCE :
   PYTCAS Phytochemistry.  An International Journal of Plant Biochemistry.
   (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1-
      1961-  Volume(issue)/page/year: 26,2231,1987

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 400 mg/L
REFERENCE :
   PYTCAS Phytochemistry.  An International Journal of Plant Biochemistry.
   (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1-
      1961-  Volume(issue)/page/year: 26,2231,1987

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Human HeLa cell
DOSE/DURATION           : 25 mg/L
REFERENCE :
   PYTCAS Phytochemistry.  An International Journal of Plant Biochemistry.
   (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1-
      1961-  Volume(issue)/page/year: 27,1017,1988

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 100 mg/L
REFERENCE :
   PYTCAS Phytochemistry.  An International Journal of Plant Biochemistry.
   (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1-
      1961-  Volume(issue)/page/year: 26,2231,1987

TYPE OF TEST

Precautionary statements

其他信息

  • MOL 文件:970-74-1.mol
  • F:3-10
  • 比旋光度:-50 ° (c=0.04, EtOH)
  • (-)Epigallocatechin is a natural product from green tea.
  • 绿茶提取物:表没食子儿茶素本是一种多酚化合物,天然存在于山茶科植物茶的干叶中,是绿茶提取物中生理活性物质的主体。 表没食子儿茶素具有如下生理作用: 1,表没食子儿茶素具有抗氧化作用,能够保护生物膜免受自由基诱导的氧化性损伤。 2,表没食子儿茶素具有降血脂作用,能预防动脉粥样硬化和心血管疾病等多种生物学功能,甚至认为比维生素E强。 3,表没食子儿茶素具有抗癌活性,活性比表没食子儿茶素没食子酸酯略低。
  • Sigma Aldrich:970-74-1(sigmaaldrich)
  • 用途一:抗氧剂。

系列性分类


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