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Compound Detail

CHEMBL47386

EPIGALLOCATECHIN
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Oc1cc(O)c2c(c1)O[C@H](c1cc(O)c(O)c(O)c1)[C@H](O)C2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL47386
Name EPIGALLOCATECHIN
Phase Preclinical
Structure Type MOL
InChI Key XMOCLSLCDHWDHP-IUODEOHRSA-N
9
Targets
29
Activities
3
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

306.3
MW (Da)
1.25
ALogP
7
HBA
6
HBD
130.6
PSA (Ų)
0.44
QED
1
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H14O7
MW 306.27
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness 2.27

Activity Summary

IC50 23 meas. best 6.32
Ki 5 meas. best 7.75
Kd 1 meas. best 4.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Enoyl-acyl-carrier protein reductase
CHEMBL4150
 Ki 7.75 6.2933 17.6 3
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.32 5.895 480.0 2
DNA repair protein RAD52 homolog
CHEMBL2362978
 IC50 5.8 5.586 1600.0 5
Alpha-synuclein
CHEMBL6152
 IC50 5.59 5.28 2580.0 2
Unchecked
CHEMBL612545
 IC50 5.48 4.8367 3300.0 6
Enoyl-acyl-carrier protein reductase
CHEMBL4150
 IC50 5.16 5.16 7000.0 1
Radical scavenging activity
CHEMBL613712
 IC50 4.79 4.79 16200.0 1
Molecular identity unknown
CHEMBL612546
 IC50 4.71 4.71 19600.0 1
No relevant target
CHEMBL2362975
 IC50 4.63 4.63 23600.0 1
Unchecked
CHEMBL612545
 Kd 4.47 4.47 34000.0 1
Cannabinoid receptor 1
CHEMBL218
 Ki 4.45 4.45 35700.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ke 300.0 nM Homo sapiens
Ke 1990.0 nM Homo sapiens
Ke 250.0 nM Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Enoyl-acyl-carrier protein reductase Ki = 17.56 nM 7.75 Inhibition of Plasmodium falciparum ENR in presence of triclosan 17263522
NON-PROTEIN TARGET IC50 = 480.0 nM 6.32 Antioxidant activity assessed as superoxide-scavenging activity by nitrite metho... 9461655
DNA repair protein RAD52 homolog IC50 = 1600.0 nM 5.8 Inhibition of RAD52 (unknown origin) assessed as reduction in RAD52-ssDNA intera... -
DNA repair protein RAD52 homolog IC50 = 1800.0 nM 5.75 Inhibition of RAD52 (unknown origin) assessed as reduction in RAD52-ssDNA intera... -
DNA repair protein RAD52 homolog IC50 = 1800.0 nM 5.75 Inhibition of 6His-tagged human RD52 assessed as reduction in RD52 binding to Cy... 33135887
Enoyl-acyl-carrier protein reductase Ki = 2000.0 nM 5.7 Inhibition of Plasmodium falciparum ENR using crotonyl-CoA substrate 17263522
Alpha-synuclein IC50 = 2580.0 nM 5.59 Inhibition of alpha-Synuclein (unknown origin) aggregation assessed as aggregati... 38219887
Unchecked IC50 = 3300.0 nM 5.48 Inhibition of biotinylated 5-(4-((Z)-3-Carboxy-3-hydroxyacryloyl)-4-(4-chloroben... 32883638
NON-PROTEIN TARGET IC50 = 3400.0 nM 5.47 Antioxidant activity assessed as superoxide radical anion scavenging activity 10425115
Enoyl-acyl-carrier protein reductase Ki = 3750.0 nM 5.43 Inhibition of Plasmodium falciparum ENR using NADH substrate 17263522
DNA repair protein RAD52 homolog IC50 = 4800.0 nM 5.32 Inhibition of RAD52 (unknown origin) assessed as effect on RAD52-mediated anneal... -
DNA repair protein RAD52 homolog IC50 = 4900.0 nM 5.31 Inhibition of RAD52 (unknown origin) assessed as effect on RAD52-mediated anneal... -
Enoyl-acyl-carrier protein reductase IC50 = 7000.0 nM 5.16 Inhibition of Plasmodium falciparum ENR 17263522
Unchecked IC50 = 8000.0 nM 5.1 Inhibition of NADPH oxidase in Homo sapiens (human) HUVEC cells -
Alpha-synuclein IC50 = 10600.0 nM 4.97 Inhibition of human alpha-synuclein filament formation expressed in Escherichia ... 30743095
Unchecked IC50 = 16400.0 nM 4.79 Inhibition of human recombinant ribonuclease H after 30 mins by FRET quenching a... 21489793
Radical scavenging activity IC50 = 16200.0 nM 4.79 Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins ... 22377672
Unchecked IC50 = 16400.0 nM 4.79 Inhibition of human recombinant ribonuclease H after 30 mins by FRET quenching a... 21489793
Unchecked IC50 = 16500.0 nM 4.78 Inhibition of Saccharomyces cerevisiae alcohol dehydrogenase measured every 5 mi... 22377672
Molecular identity unknown IC50 = 19600.0 nM 4.71 Modulation of classical complement pathway system assessed as hemoglobin release... 10425115

Literature References

PubMed DOI Target Context # Activities
34509160 10.1016/j.bmc.2021.116394 H9c2 12
10937722 10.1016/s0960-894x(00)00314-0 Human gammaherpesvirus 4 8
21489793 10.1016/j.bmcl.2011.03.091 Unchecked 6
27623545 10.1016/j.bmcl.2016.08.094 NON-PROTEIN TARGET 5
17228868 10.1021/jm060817o Unchecked 5
34965114 10.1021/acs.jnatprod.1c00738 Trypanosoma brucei rhodesiense 5
17263522 10.1021/jm061154d Enoyl-acyl-carrier protein reductase 4
21493073 10.1016/j.bmc.2011.03.040 3T3-L1 4
19944611 10.1016/j.bmc.2009.11.015 No relevant target 3
28368593 10.1021/acs.jnatprod.6b00915 Lactoperoxidase 3
33341499 10.1016/j.bmc.2020.115928 MDA-MB-231 3
18313308 10.1016/j.bmc.2008.02.030 Unchecked 3
22377672 10.1016/j.bmc.2012.02.002 Unchecked 3
10425115 10.1021/np980481o Proteus vulgaris 2
10425115 10.1021/np980481o Candida albicans 2
38219887 10.1016/j.bmcl.2024.129618 Alpha-synuclein 2
17685652 10.1021/np070194x Mu-type opioid receptor 2
17685652 10.1021/np070194x Delta-type opioid receptor 2
17685652 10.1021/np070194x Kappa-type opioid receptor 2
17685652 10.1021/np070194x Unchecked 2

Data from ChEMBL 36 via Core Engine