(-)-Epicatechingallate

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	c3cb9490-7d65-4ec1-95ac-1fcdb8bdc102
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins > Catechin gallates
IUPAC Name	[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
SMILES (Canonical)	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
SMILES (Isomeric)	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
InChI	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
InChI Key	LSHVYAFMTMFKBA-UHFFFAOYSA-N
Popularity	619 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₂H₁₈O₁₀
Molecular Weight	442.40 g/mol
Exact Mass	442.08999677 g/mol
Topological Polar Surface Area (TPSA)	177.00 Å²
XlogP	1.50

Synonyms

Top

3-Galloylcatechin

CHEMBL328085

(-)-CATECHINGALLATE

Epigallo Catechin Gallate

(-)-Catechin gallate(CG)

Epicatechol, gallate (6CI)

NSC636594

NSC-636594

C22-H18-O10

D0RB1V

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL220	P22303	Acetylcholinesterase	28000 nM	IC50	PMID: 20053484
CHEMBL4860	P10415	Apoptosis regulator Bcl-2	400 nM 230 nM	Ki Ki	via Super-PRED via Super-PRED
CHEMBL1293236	P46063	ATP-dependent DNA helicase Q1	707.9 nM	Potency	via Super-PRED
CHEMBL2362978	P43351	DNA repair protein RAD52 homolog	255 nM	IC50	via Super-PRED
CHEMBL4105924	Q14576	ELAV-like protein 3	200 nM	IC50	via Super-PRED
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	124 nM 194 nM	IC50 IC50	via Super-PRED via Super-PRED
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	281.8 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.49%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.32%	91.49%
CHEMBL3194	P02766	Transthyretin	96.50%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.67%	96.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.47%	83.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.88%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.49%	86.33%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	88.53%	96.37%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.40%	99.23%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	87.25%	97.53%
CHEMBL2535	P11166	Glucose transporter	86.71%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.67%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.66%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.58%	95.56%
CHEMBL4208	P20618	Proteasome component C5	82.85%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.82%	99.15%
CHEMBL2581	P07339	Cathepsin D	82.77%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	80.58%	91.19%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Acer barbinerve

Anacardium occidentale

Arbutus unedo

Archidendron jiringa

Camellia crassicolumna

Camellia sinensis

Crataegus pinnatifida

Cynomorium coccineum subsp. songaricum