130405-40-2

Basic information

• Product Name: (-)-CATECHIN GALLATE
• Synonyms: (-)-CG;(-)-CATECHIN GALLATE;CATECHIN GALLATE, (-)-;(2S,3R)-2-(3,4-DIHYDROXYPHENYL)-3,4-DIHYDRO-1(2H)-BENZOPYRAN-3,5,7-TRIOL 3-(3,4,5-TRIHYDROXYBENZOATE);(2S,3R)-2-(3,4-Dihydroxyphenyl)-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-5,7-diol;3,4,5-Trihydroxybenzoic acid [[(2S)-2β-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran]-3α-yl] ester;()-Catechin gallat;()-Catechin gallate,(2S,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-(3,4,5-trihydroxybenzoate)
• CAS NO: 130405-40-2
• Molecular Formula: C₂₂H₁₈O₁₀
• Molecular Weight: 442.37
• Product Categories: Catechins & Tannins;Aromatics;Chiral Reagents;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 130405-40-2.mol
• Article Data: 15

Chemical Properties

• Melting Point: 248-251 °C (decomp)
• Boiling Point: 861.7 °C at 760 mmHg
• Flash Point: 305 °C
• Appearance: /
• Density: 1.8 g/cm³
• Vapor Pressure: 3.33E-31mmHg at 25°C
• Refractive Index: 1.825
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Ethanol (Slightly)
• PKA: 7.75±0.25(Predicted)
• CAS DataBase Reference: (-)-CATECHIN GALLATE(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-CATECHIN GALLATE(130405-40-2)
• EPA Substance Registry System: (-)-CATECHIN GALLATE(130405-40-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 130405-40-2(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 130405-40-2 differently. You can refer to the following data:
1. A major component of green tea, is a dual phosphoinositide-3-kinase/mTOR inhibitor.
2. (?)-Catechin gallate has been used:to examine the potency of catechins containing galloyl moiety in inhibiting the activity of human immunodeficiency virus-1 (HIV-1)integraseto analyze the anti-oxidant and anti-viral properties of Pseudopiptadenia contorta and the commercial quebracho extracts in a herpes simplex virus type 1 strain, resistant to acyclovirto study the effects of polyphenols on the biochemistry of human spermatozoa and the associated limitations of their use in gamete preservation

General Description

(?)-Catechin gallate belongs to a class of polyphenol compounds that are formed when catechins in green tea undergo epimerization on heat treatment. It is a naturally occurring flavanol catechin having a galloyl moiety.

Biochem/physiol Actions

Antioxidant constituent of green tea. At μM concentrations, it inhibits VEGF-induced tyrosine phosphorylation. It also inhibits aromatase activity, an enzyme that converts androgens to estrogen and is thought to play a role in the etiology of breast cancer.

InChI:InChI=1/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21+/m1/s1

Upstream product

• 108-98-5 thiophenol 
• 863-03-6 (-)-epicatechin gallate 
• 918157-98-9 (1R, 2R)-3-(2,4-bis(benzyloxy)-6-(tert-butyldimethylsilyloxy)phenyl)-1-(3',4'-bis(benzyloxy)phenyl)propane-1,2-diol 
• 918157-97-8 (E)-3-[2,4-bis(benzyloxy)-6-(tert-butyldimethylsilyloxy)phenyl]-1-[3,4-bis(benzyloxy)phenyl]propene 
• 732298-09-8 (-)-(1R,2R)-3-[2,4-bis(benzyloxy)-6-hydroxyphenyl]-1-[3,4-bis(benzyloxy)phenyl]propane-1,2-diol 
• 87292-50-0 (-)-(2S,3R)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-ol 
• 732298-08-7 (E)-3-[2,4-bis(benzyloxy)-6-hydroxyphenyl]-1-[3,4-bis(benzyloxy)phenyl]propene 
• 1486-47-1 3,4,5-tris(benzyloxy)benzoyl chloride 
• 1486-48-2 3,4,5-tribenzyloxybenzoic acid 
• 63604-98-8 1,3-dibenzylphloroglucinol 
• 732298-10-1 (-)-(2S,3R)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-yl 3,4,5-tris(benzyloxy)benzoate 
• 154-23-4 catechin 
• 918158-03-9 (1S,2S)-3-[2,4-Bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-phenyl]-1-(3,4-bis-benzyloxy-phenyl)-propane-1,2-diol 
• 732298-11-2 (+)-(1S,2S)-3-[2,4-bis(benzyloxy)-6-hydroxyphenyl]-1-[3,4-bis(benzyloxy)phenyl]propane-1,2-diol 

Downstream Products

• 108907-44-4 (-)-(2R,3R)-5,7-dihydroxy-2-(3',4'-dihydroxy-phenyl)chroman-3-yl 3'',5''-dihydroxy-4''-methoxybenzoate 
• 1707-75-1 2,2-diphenyl-1-picrylhydrazine 
• 1013313-02-4 theaflavate C 
• 1013313-04-6 bistheaflavate A 
• 951775-29-4 theaflavin 3-O-(3-O-methyl)gallate-3'-gallate 
• 89064-33-5 procyanidin B₄ 3'-O-gallate 
• 79907-44-1 procyanidin B₂-3,3'-di-O-gallate 
• 28543-07-9 theaflavin-3-gallate 
• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 1256244-33-3 theaflavanin 3-O-gallate 
• 1256244-36-6 (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 2,3,4,6-tetrahydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylate 
• 1262408-59-2 C₂₈H₂₄O₁₃ 

Relevant articles and documents

Study on in Vitro Preparation and Taste Properties of N-Ethyl-2-Pyrrolidinone-Substituted Flavan-3-Ols

N-ethyl-2-pyrrolidinone-substituted flavan-3-ols (EPSFs) were prepared by an in vitro model reaction, and the taste thresholds of EPSFs and their dose-over-threshold factors in large-leaf yellow tea (LYT) were investigated. The effects of initial reactant

METHODS OF TREATING COGNITIVE AND BEHAVIORAL IMPAIRMENT IN DOWN SYNDROME AND ALZHEIMERS DISEASE PATIENTS

The present invention relates to methods of treating cognitive and behavioral impairment in Down syndrome and/or Alzheimer's disease patients, Alzheimer's disease, neurodegenerative disease, cancer, DYRK1A-mediated disorders and methods of modulating and inhibiting DYRK1-A comprising use of catechins.

New oligomeric proanthocyanidin glycosides platanoside-A and platanoside-B from Platanus orientalis trunk bark

Two new oligomeric proanthocyanidin glycosides were isolated from trunk bark of Platanus orientalis. Their structures and relative configurations were found to be 7-O-β-D-Glcp-(-)-epicatechin-(4β-8)-(-)- epicatechin(4β-8)-(-)-epicatechin-3-O-gallate (plat