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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H18O10
Molecular Weight 442.3723
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EPICATECHIN GALLATE

SMILES

OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](O2)C4=CC(O)=C(O)C=C4)C(O)=C1

InChI

InChIKey=LSHVYAFMTMFKBA-TZIWHRDSSA-N
InChI=1S/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

HIDE SMILES / InChI
Molecular Formula C22H18O10
Molecular Weight 442.3723
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Epicatechin gallate is one of the flavonoids, found in green tea and it acts as an antagonist of the mu/kappa/delta opioid receptors. Recently was studied the effect of epicatechin gallate on fructose uptake in human intestinal epithelia. Based on the result was made a conclusion, that epicatechin gallate could be a good candidate for preventing diseases caused by excessive fructose intake.

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2778
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Differential inhibition of HIV-reverse transcriptase and various DNA and RNA polymerases by some catechin derivatives.
1989
Potential cancer-chemopreventive activities of wine stilbenoids and flavans extracted from grape (Vitis vinifera) cell cultures.
2001
The evaluation of catechins that contain a galloyl moiety as potential HIV-1 integrase inhibitors.
2010 Dec
Dietary flavanols exert different effects on antioxidant defenses and apoptosis/proliferation in Caco-2 and SW480 colon cancer cells.
2011 Dec
A strategy for designing a concave Pt-Ni alloy through controllable chemical etching.
2012 Dec 7
Bioactivity-guided fractionation of Phyllanthus orbicularis and identification of the principal anti HSV-2 compounds.
2012 Oct
Benzophenone glycosides and epicatechin derivatives from Malania oleifera.
2012 Sep

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Epigallocatechin gallate (EGCG) and epicatechin gallate (ECG) are green tea catechins which are known as powerful antioxidants. There was examined the possible protective effects of ECG and EGCG on the neurotoxicity of acrylamide (ACR) neurotoxicity in-vitro model. PC12 cells were exposed to different concentrations of ECG and EGCG. Both ECG and EGCG (20 μM) showed inhibitory effects on ACR cytotoxicity. ACR significantly induced gait abnormalities decreased GSH level and increased lipid peroxidation in the cerebral cortex.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:01:56 GMT 2023
Edited
by admin
on Fri Dec 15 16:01:56 GMT 2023
Record UNII
92587OVD8Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EPICATECHIN GALLATE
Common Name English
EPICATECHOL 3-GALLATE
Common Name English
(-)-EPICATECHIN-3-O-GALLATE (CONSTITUENT OF GRAPE SEEDS OLIGOMERIC PROANTHOCYANIDINS) [DSC]
Common Name English
EPICATECHIN 3-O-GALLATE
Common Name English
EPICATECHINGALLATE, L-
Common Name English
(-)-EPI CATECHIN-3-O-GALLATE
Common Name English
(-)-EPICATECHIN-3-O-GALLATE(EGC) (CONSTITUENT OF POWDERED DECAFFEINATED GREEN TEA EXTRACT) [DSC]
Common Name English
(-)-EPICATECHIN GALLATE
Common Name English
L-ECG
Common Name English
NSC-636594
Code English
BENZOIC ACID, 3,4,5-TRIHYDROXY-, (2R,3R)-2-(3,4-DIHYDROXYPHENYL)-3,4-DIHYDRO-5,7-DIHYDROXY-2H-1-BENZOPYRAN-3-YL ESTER
Common Name English
ECG
Common Name English
Classification Tree Code System Code
DSLD 4085 (Number of products:1)
Created by admin on Fri Dec 15 16:01:56 GMT 2023 , Edited by admin on Fri Dec 15 16:01:56 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID70925231
Created by admin on Fri Dec 15 16:01:56 GMT 2023 , Edited by admin on Fri Dec 15 16:01:56 GMT 2023
PRIMARY
CAS
1257-08-5
Created by admin on Fri Dec 15 16:01:56 GMT 2023 , Edited by admin on Fri Dec 15 16:01:56 GMT 2023
PRIMARY
FDA UNII
92587OVD8Z
Created by admin on Fri Dec 15 16:01:56 GMT 2023 , Edited by admin on Fri Dec 15 16:01:56 GMT 2023
PRIMARY
NSC
636594
Created by admin on Fri Dec 15 16:01:56 GMT 2023 , Edited by admin on Fri Dec 15 16:01:56 GMT 2023
PRIMARY
SMS_ID
300000013074
Created by admin on Fri Dec 15 16:01:56 GMT 2023 , Edited by admin on Fri Dec 15 16:01:56 GMT 2023
PRIMARY
WIKIPEDIA
EPICATECHIN GALLATE
Created by admin on Fri Dec 15 16:01:56 GMT 2023 , Edited by admin on Fri Dec 15 16:01:56 GMT 2023
PRIMARY
MESH
C062669
Created by admin on Fri Dec 15 16:01:56 GMT 2023 , Edited by admin on Fri Dec 15 16:01:56 GMT 2023
PRIMARY
PUBCHEM
107905
Created by admin on Fri Dec 15 16:01:56 GMT 2023 , Edited by admin on Fri Dec 15 16:01:56 GMT 2023
PRIMARY
Related Record Type Details
GREEN TEA LEAF
PARENT -> ACTIVE CONSTITUENT ALWAYS PRESENT
IN-VITRO
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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