Structure via PubChem · Public domain (PubChem)
Epicatechin gallate
Sign in to saveAlso known as 3-gallate(-)-epicatechol, (-)-cis-3,3',4',5,7-pentahydroxyflavane 3-gallate, ECG, Teatannin, 3-O-galloylepicatechin
chemical compound
In the Vinony graph
Within Vinony's link graph, Epicatechin gallate is referenced by 1,472 other articles, and connects out to green tea, ligand and (+)-catechin.
It sits within the topics CB1 receptor agonists, Chembox image size set and ECHA InfoCard ID from Wikidata.
Its subject is documented across 5 Wikipedia language editions.
Chemical data
- Formula
- C22H18O10
- Molecular weight
- 442.4 g/mol
- IUPAC name
- [(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
- SMILES
- C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O
- InChIKey
- LSHVYAFMTMFKBA-TZIWHRDSSA-N
- XLogP
- 1.5
- Polar surface area
- 177 Ų
- H-bond donors
- 7
- H-bond acceptors
- 10
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
1,283 papers- Epicatechin gallate promotes vascularization in co-culture of human osteoblasts and outgrowth endothelial cells.Experimental biology and medicine (Maywood, N.J.) · 2023
- Epicatechin-3-Gallate Signaling and Protection against Cardiac Ischemia/Reperfusion Injury.The Journal of pharmacology and experimental therapeutics · 2019
- (-)-Epicatechin gallate prevents inflammatory response in hypoxia-activated microglia and cerebral edema by inhibiting NF-κB signaling.Archives of biochemistry and biophysics · 2022
- (-)-Epicatechin gallate ameliorates cyprodinil-induced cardiac developmental defects through inhibiting aryl hydrocarbon receptor in zebrafish.Birth defects research · 2024
- Epicatechin gallate prevents the de novo synthesis of fatty acid and the migration of prostate cancer cells.Acta biochimica et biophysica Sinica · 2021
via PubMed
Wikidata facts
- Mass
- 442.09
Show 7 more facts
- found in taxon
- Senegalia chundra
- chemical formula
- C₂₂H₁₈O₁₀
- canonical SMILES
- C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O
- isomeric SMILES
- C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O
- subject has role
- protease inhibitor
- has characteristic
- bitterness
- Commons category
- Epicatechin gallate
via Wikidata · CC0
Connections
green tea
Entity
ligand
Entity
(+)-catechin
Entity
epigallocatechin gallate
Entity
butorphanol
Entity
grape
Entity
enzyme
Entity
opium
Entity
digital object identifier
Entity
Paracetamol
Concept
Fagopyrum esculentum
Entity
chemical formula
Entity
heroin
Entity
Papaver somniferum
Entity
morphine
Entity
molar mass
Entity
(RS)-ketamine
Entity
PubMed
Entity
antioxidant
Entity
codeine
Entity