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Compound Detail

CHEMBL163316

3-O-METHYLQUERCETIN
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COc1c(-c2ccc(O)c(O)c2)oc2cc(O)cc(O)c2c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL163316
Name 3-O-METHYLQUERCETIN
Phase Preclinical
Structure Type MOL
InChI Key WEPBGSIAWZTEJR-UHFFFAOYSA-N
19
Targets
32
Activities
3
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

316.3
MW (Da)
2.29
ALogP
7
HBA
4
HBD
120.4
PSA (Ų)
0.54
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H12O7
MW 316.26
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness 1.60

Activity Summary

IC50 29 meas. best 6.08
EC50 2 meas. best 4.35
Kd 1 meas. best 4.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 6.08 5.125 830.0 4
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.46 4.72 3500.0 8
BV-2
CHEMBL614781
 IC50 5.42 5.42 3800.0 2
HeLa
CHEMBL399
 IC50 5.21 5.21 6090.0 1
Staphylococcus aureus
CHEMBL352
 IC50 5.19 5.19 6400.0 1
A549
CHEMBL392
 IC50 5.09 5.09 8140.0 1
DNA polymerase eta
CHEMBL5542
 IC50 4.97 4.97 10800.0 1
Radical scavenging activity
CHEMBL613712
 IC50 4.85 4.85 14170.0 1
No relevant target
CHEMBL2362975
 IC50 4.85 4.805 14170.0 2
NCI-H157
CHEMBL614783
 IC50 4.73 4.73 18670.0 1
Liver microsome
CHEMBL2367428
 IC50 4.72 4.72 19000.0 1
Liver
CHEMBL613642
 IC50 4.72 4.72 19000.0 1
Interstitial collagenase
CHEMBL332
 Kd 4.66 4.66 21700.0 1
NCI-H1792
CHEMBL1075525
 IC50 4.62 4.62 24090.0 1
Xanthine dehydrogenase/oxidase
CHEMBL3649
 IC50 4.5 4.5 31600.0 1
Enoyl-acyl-carrier protein reductase
CHEMBL4150
 IC50 4.45 4.45 35200.0 1
HOP-62
CHEMBL614643
 IC50 4.45 4.45 35540.0 1
No relevant target
CHEMBL2362975
 EC50 4.35 4.35 45000.0 1
Monocyte
CHEMBL614076
 IC50 4.33 4.33 47000.0 1
Brain
CHEMBL613617
 EC50 4.13 4.13 74000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 2.0 hr Mus musculus
T1/2 1.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 830.0 nM 6.08 Inhibition of CK2 assessed as level of ATP utilized by luciferase-based biolumin... 19296652
Unchecked IC50 = 1904.0 nM 5.72 PubChem BioAssay. TR-FRET-based biochemical high throughput dose response assay ... -
NON-PROTEIN TARGET IC50 = 3500.0 nM 5.46 Neuroprotective activity against H2O2-induced neuronal damage in Sprague-Dawley ... 19796942
BV-2 IC50 = 3800.0 nM 5.42 Inhibition of LPS-induced NO production in mouse BV2 cells 18178435
BV-2 IC50 = 3800.0 nM 5.42 Anti-inflammatory activity in mouse BV-2 cells assessed as inhibition of LPS-ind... 37683361
HeLa IC50 = 6090.0 nM 5.21 Anticancer activity against human HeLa cells by HTS assay 25139569
Staphylococcus aureus IC50 = 6400.0 nM 5.19 Antibacterial activity against methicillin-resistant Staphylococcus aureus ATCC ... 31324564
A549 IC50 = 8140.0 nM 5.09 Anticancer activity against human A549 cells by HTS assay 25139569
NON-PROTEIN TARGET IC50 = 9910.0 nM 5.0 Anticancer activity against human H460 cells by HTS assay 25139569
DNA polymerase eta IC50 = 10800.0 nM 4.97 Inhibition of C-terminal 6xHis-tagged human DNA polymerase eta (1 to 511 residue... 36621139
NON-PROTEIN TARGET IC50 = 13870.0 nM 4.86 Anticancer activity against human SKBR cells by HTS assay 25139569
Radical scavenging activity IC50 = 14170.0 nM 4.85 Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins 19796942
No relevant target IC50 = 14170.0 nM 4.85 Antioxidant activity assessed as DPPH radical scavenging activity after 30 min 26068017
No relevant target IC50 = 17390.0 nM 4.76 Antioxidant activity assessed as superoxide anion radical scavenging activity af... 26068017
NON-PROTEIN TARGET IC50 = 17390.0 nM 4.76 Antioxidant activity assessed as inhibition of xanthine/xanthine oxidase system-... 19796942
NCI-H157 IC50 = 18670.0 nM 4.73 Anticancer activity against human NCI-H157 cells by HTS assay 25139569
Liver IC50 = 19000.0 nM 4.72 Antioxidant activity in rat liver homogenate assessed as inhibition of iron-asco... 19796942
Liver microsome IC50 = 19000.0 nM 4.72 Antioxidant activity in rat liver microsomes assessed as reduction in iron-ascor... 26068017
Interstitial collagenase Kd = 21700.0 nM 4.66 Binding affinity to human MMP-1 catalytic domain (100 to 269 residues) expressed... 35667156
NON-PROTEIN TARGET IC50 = 23640.0 nM 4.63 Anticancer activity against human NCI-H1944 cells by HTS assay 25139569

Literature References

PubMed DOI Target Context # Activities
24853321 10.1016/j.bmc.2014.04.053 B16-F0 11
25139569 10.1016/j.bmcl.2014.08.006 NON-PROTEIN TARGET 9
35667156 10.1016/j.bmc.2022.116854 Interstitial collagenase 7
36621139 10.1016/j.ejmech.2022.115044 A549 7
36621139 10.1016/j.ejmech.2022.115044 A-375 7
26068017 10.1016/j.bmc.2015.05.023 Rattus norvegicus 5
36621139 10.1016/j.ejmech.2022.115044 OVCAR-3 5
22647223 10.1016/j.ejmech.2012.04.044 Thrombin 4
8691213 10.1021/np50126a023 NON-PROTEIN TARGET 4
1847431 10.1021/jm00106a039 Enterovirus C 4
6436442 10.1021/np50034a026 Aldo-keto reductase family 1 member B1 4
17166721 10.1016/j.bmc.2006.11.037 NON-PROTEIN TARGET 3
27314621 10.1021/acs.jnatprod.6b00274 No relevant target 3
24853321 10.1016/j.bmc.2014.04.053 ADMET 3
36621139 10.1016/j.ejmech.2022.115044 HEK293 3
26068017 10.1016/j.bmc.2015.05.023 No relevant target 3
30935792 10.1016/j.bmc.2019.03.047 No relevant target 3
35667156 10.1016/j.bmc.2022.116854 Unchecked 3
18178435 10.1016/j.bmcl.2007.12.052 BV-2 2
19296652 10.1021/jm801445c Unchecked 2

Data from ChEMBL 36 via Core Engine