863-03-6

Basic information

• Product Name: EPICATECHIN
• Synonyms: Benzoic acid, 3,4,5-trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, cis-;Ccris 9285;Epicatechin-3-galloyl ester;[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]3,4,5-trihydroxybenzoate
• CAS NO: 863-03-6
• Molecular Formula: C₂₂H₁₈O₁₀
• Molecular Weight: 442.38
• Mol File: 863-03-6.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 861.7°C at 760 mmHg
• Flash Point: 305°C
• Appearance: /
• Density: 1.8g/cm³
• Vapor Pressure: 3.33E-31mmHg at 25°C
• Refractive Index: 1.825
• PKA: 7.75±0.25(Predicted)
• CAS DataBase Reference: EPICATECHIN(CAS DataBase Reference)
• NIST Chemistry Reference: EPICATECHIN(863-03-6)
• EPA Substance Registry System: EPICATECHIN(863-03-6)

Safety Data

• Hazardous Substances Data: 863-03-6(Hazardous Substances Data)

Usage

Description

EPICATECHIN, also known as (-)-epicatechin, is a gallate ester derived from the formal condensation of the carboxy group of gallic acid with the (3S)-hydroxy group of (+)-epicatechin. It is a type of flavanol, a subclass of flavonoids, which are naturally occurring compounds found in various plant-based foods and beverages, particularly in cocoa, tea, and red wine. EPICATECHIN possesses antioxidant, anti-inflammatory, and anti-cancer properties, making it a promising candidate for various applications in the pharmaceutical, food, and cosmetic industries.

Uses

Used in Pharmaceutical Industry:
EPICATECHIN is used as a pharmaceutical agent for its antioxidant, anti-inflammatory, and anti-cancer properties. It has been shown to modulate several signaling pathways involved in cancer development and progression, including the inhibition of cell proliferation, induction of apoptosis, and suppression of angiogenesis. Additionally, EPICATECHIN has been found to have neuroprotective effects, making it a potential candidate for the treatment of neurodegenerative diseases such as Alzheimer's and Parkinson's.
Used in Food Industry:
EPICATECHIN is used as a functional ingredient in the food industry for its health-promoting properties. It can be incorporated into various food products, such as beverages, supplements, and fortified foods, to enhance their nutritional value and provide consumers with potential health benefits. EPICATECHIN's antioxidant properties can help protect food products from oxidation and extend their shelf life.
Used in Cosmetic Industry:
EPICATECHIN is used as an active ingredient in cosmetic products for its antioxidant and anti-aging properties. It can be incorporated into skincare products, such as creams, serums, and masks, to help protect the skin from environmental stressors, reduce inflammation, and promote collagen synthesis. This can result in improved skin elasticity, reduced wrinkles, and a more youthful appearance.
Used in Nutraceutical Industry:
EPICATECHIN is used as a nutraceutical ingredient for its potential health benefits, including cardiovascular protection, immune modulation, and weight management. It can be incorporated into dietary supplements and functional foods to provide consumers with additional health-promoting properties beyond basic nutrition.

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-/m0/s1

Upstream product

• 732298-13-4 (+)-(2R,3S)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-yl 3,4,5-tris(benzyloxy)benzoate 
• 20728-98-7 (-)-5,7-O-diacetyl-3',4'-O-diacetyl-3'',4'',5''-triacetylepicatechin-3-O-gallate 
• 1309248-14-3 (-)-5,7-O-divaleroyl-3',4'-O-divaleroyl-3'',4'',5''-O-trivaleroylepicatechin-3-O-gallate 
• 1309248-12-1 (-)-5,7-O-diisobutyryl-3',4'-O-diisobutyryl-3'',4'',5''-O-triisobutyrylepicatechin-3-O-gallate 
• 1309248-11-0 (-)-5,7-O-dibutyryl-3',4'-O-dibutyryl-3'',4'',5''-O-tributyrylepicatechin-3-O-gallate 
• 1309248-10-9 (-)-5,7-O-dipropionyl-3',4'-O-dipropionyl-3'',4'',5''-O-tripropionylepicatechin-3-O-gallate 
• 1255211-63-2 platanoside-B 
• 108-98-5 thiophenol 
• 1255211-38-1 platanoside-A 
• 256236-30-3 (-)-(2R,3R)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-yl 3,4,5-tris(benzyloxy)benzoate 
• 52-89-1 l-cysteine hydrochloride 
• 100-53-8 phenylmethanethiol 
• 126715-92-2 epigallocatechin 3-O-gallate-(4β->6)-epicatechin 3-O-gallate 
• 126715-82-0 (-)-epigallocatechin (4β-8)-(-)-epigallocatechin 3-O-gallate 

Downstream Products

• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 89064-33-5 procyanidin B₄ 3'-O-gallate 
• 79907-44-1 procyanidin B₂-3,3'-di-O-gallate 
• 28543-07-9 theaflavin-3-gallate 
• 1262408-59-2 C₂₈H₂₄O₁₃ 
• 951775-29-4 theaflavin 3-O-(3-O-methyl)gallate-3'-gallate 
• 1013313-02-4 theaflavate C 
• 1013313-04-6 bistheaflavate A 
• 30462-34-1 theaflavin-3-gallate 
• 34218-97-8 epitheaflavic acid 3'-monogallate 
• 30462-35-2 theaflavin-3,3'-di-o-gallate 
• 5146-12-3 purpurogallin-4-carboxylic acid 
• 490-46-0 (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol 
• 853687-37-3 (-)-ECG-7TBS 

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