DEXEPICATECHIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H14O6
Molecular Weight	290.2681
Optical Activity	( + )
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O[C@H]1CC2=C(O)C=C(O)C=C2O[C@H]1C3=CC(O)=C(O)C=C3

InChI

InChIKey=PFTAWBLQPZVEMU-ZFWWWQNUSA-N

InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15997157 | https://www.ncbi.nlm.nih.gov/pubmed/6512533 | https://www.ncbi.nlm.nih.gov/pubmed/17960098 | DOI: 10.1016/S0031-9422(00)88404-6

(+)-Epicatechin or ent-Epicatechin is one of the 4 catechin diastereoisomers. (+)-Epicatechin has been isolated from various species of Palmae. It is occurred in the leaves or fruit of six palm species. In addition, it was isolated from Dryas octopetala and guarana seeds. It resists to the microbial transformation by endophytic fungi isolated from a tea plant.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Flavonol glycosides from Dryas octopetala.	1984 Sep-Oct	6512533
Biooxidation of (+)-catechin and (-)-epicatechin into 3,4-dihydroxyflavan derivatives by the endophytic fungus Diaporthe sp. isolated from a tea plant.	2005 Jul	15997157
Antioxidant capacity and in vitro prevention of dental plaque formation by extracts and condensed tannins of Paullinia cupana.	2007 Aug 20	17960098
Immunomodulatory effects of epicatechin-(2β→O→7, 4β→8)-ent-epicatechin isolated from Rhododendron spiciferum in vitro.	2015	26555382
Subtle Chemical Shifts Explain the NMR Fingerprints of Oligomeric Proanthocyanidins with High Dentin Biomodification Potency.	2015 Aug 7	26214362
Trimeric and Tetrameric A-Type Procyanidins from Peanut Skins.	2017 Feb 24	28231711

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Name

Type

Language

DEXEPICATECHIN

Official Name

English

(+)-EPICATECHIN

Common Name

English

(2S,3S)-2-(3,4-DIHYDROXYPHENYL)-3,4-DIHYDRO-2H-1-BENZOPYRAN-3,5,7-TRIOL

Systematic Name

English

D-EPICATECHIN

Common Name

English

ENT-EPICATECHIN

Common Name

English

EPICATECHIN, (+)-

Common Name

English

2H-1-BENZOPYRAN-3,5,7-TRIOL, 2-(3,4-DIHYDROXYPHENYL)-3,4-DIHYDRO-, (2S-CIS)-

Systematic Name

English

EPICATECHIN, D-

Common Name

English

dexepicatechin [INN]

Common Name

English

Classification Tree Code System Code

FDA ORPHAN DRUG

732020