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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 of DEXEPICATECHIN

SMILES

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

Sources: DOI: 10.1016/S0031-9422(00)88404-6

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Trimeric and Tetrameric A-Type Procyanidins from Peanut Skins.
2017-02-24
Subtle Chemical Shifts Explain the NMR Fingerprints of Oligomeric Proanthocyanidins with High Dentin Biomodification Potency.
2015-08-07
Immunomodulatory effects of epicatechin-(2β→O→7, 4β→8)-ent-epicatechin isolated from Rhododendron spiciferum in vitro.
2015
Antioxidant capacity and in vitro prevention of dental plaque formation by extracts and condensed tannins of Paullinia cupana.
2007-08-20
Biooxidation of (+)-catechin and (-)-epicatechin into 3,4-dihydroxyflavan derivatives by the endophytic fungus Diaporthe sp. isolated from a tea plant.
2005-07
Flavonol glycosides from Dryas octopetala.
1984-09-01
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
(+)-EPICATECHIN
Preferred Name English
DEXEPICATECHIN
INN  
Official 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
Created by admin on Tue Apr 01 16:39:14 GMT 2025 , Edited by admin on Tue Apr 01 16:39:14 GMT 2025
Code System Code Type Description
CAS
35323-91-2
Created by admin on Tue Apr 01 16:39:14 GMT 2025 , Edited by admin on Tue Apr 01 16:39:14 GMT 2025
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FDA UNII
LD6B6TT8Q5
Created by admin on Tue Apr 01 16:39:14 GMT 2025 , Edited by admin on Tue Apr 01 16:39:14 GMT 2025
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PUBCHEM
182232
Created by admin on Tue Apr 01 16:39:14 GMT 2025 , Edited by admin on Tue Apr 01 16:39:14 GMT 2025
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CHEBI
76125
Created by admin on Tue Apr 01 16:39:14 GMT 2025 , Edited by admin on Tue Apr 01 16:39:14 GMT 2025
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NCI_THESAURUS
C184887
Created by admin on Tue Apr 01 16:39:14 GMT 2025 , Edited by admin on Tue Apr 01 16:39:14 GMT 2025
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EPA CompTox
DTXSID401316979
Created by admin on Tue Apr 01 16:39:14 GMT 2025 , Edited by admin on Tue Apr 01 16:39:14 GMT 2025
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INN
11735
Created by admin on Tue Apr 01 16:39:14 GMT 2025 , Edited by admin on Tue Apr 01 16:39:14 GMT 2025
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SMS_ID
300000013000
Created by admin on Tue Apr 01 16:39:14 GMT 2025 , Edited by admin on Tue Apr 01 16:39:14 GMT 2025
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