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Compound Detail

CHEMBL19032

PENTAMETHYLQUERCETIN
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COc1cc(OC)c2c(=O)c(OC)c(-c3ccc(OC)c(OC)c3)oc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL19032
Name PENTAMETHYLQUERCETIN
Phase Preclinical
Structure Type MOL
InChI Key ALGDHWVALRSLBT-UHFFFAOYSA-N
6
Targets
9
Activities
1
Assay Types
28
PK Parameters
20
Publications
0
Known Names

Molecular Properties

372.4
MW (Da)
3.50
ALogP
7
HBA
0
HBD
76.4
PSA (Ų)
0.66
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H20O7
MW 372.37
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness 0.77

Activity Summary

IC50 9 meas. best 6.08

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
 IC50 6.08 5.905 822.0 2
MDA-MB-231
CHEMBL400
 IC50 5.69 5.69 2042.0 1
Unchecked
CHEMBL612545
 IC50 5.2 5.095 6300.0 2
ATP-dependent translocase ABCB1
CHEMBL4302
 IC50 4.63 4.63 23400.0 1
Multidrug resistance-associated protein 1
CHEMBL3004
 IC50 4.58 4.58 26350.0 1
cGMP-dependent 3',5'-cyclic phosphodiesterase
CHEMBL4650
 IC50 4.02 4.02 96000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1.01 ug.hr/g Rattus norvegicus
AUC 0.76 ug.hr/g Rattus norvegicus
AUC 1.6 ug.hr/g Rattus norvegicus
AUC 2.03 ug.hr/g Rattus norvegicus
AUC 9.07 ug.hr/g Rattus norvegicus
AUC 76770.0 ng.hr.mL-1 Rattus norvegicus
AUC 3650.0 ng.hr.mL-1 Rattus norvegicus
CL 21.56 ml/hr Rattus norvegicus
CL 622.85 ml/hr Rattus norvegicus
Cmax 0.5 ug/g Rattus norvegicus
Cmax 0.26 ug/g Rattus norvegicus
Cmax 2.23 ug/g Rattus norvegicus
Cmax 1.0 ug/g Rattus norvegicus
Cmax 3.1 ug/g Rattus norvegicus
Cmax 1477.03 nM Rattus norvegicus
F 3.32 % Rattus norvegicus
ka 1.23 /hr Rattus norvegicus
Ke 0.61 /hr Rattus norvegicus
Ke 0.28 /hr Rattus norvegicus
T1/2 2.36 hr Rattus norvegicus
T1/2 3.12 hr Rattus norvegicus
Tmax 2.36 hr Rattus norvegicus
Tmax 3.14 hr Rattus norvegicus
Tmax 0.08 hr Rattus norvegicus
Tmax 3.43 hr Rattus norvegicus
Tmax 3.43 hr Rattus norvegicus
Tmax 1.71 hr Rattus norvegicus
Vd 2637.13 ml Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 822.0 nM 6.08 Inhibition of human BCRP expressed in MDCK2 cells assessed as accumulation of Ho... 23851114
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 1880.0 nM 5.73 Inhibition of human BCRP expressed in MDCK2 cells assessed as accumulation of ph... 23851114
MDA-MB-231 IC50 = 2042.0 nM 5.69 Antiproliferative activity against human MDA-MB-231 cells assessed as cell growt... 34971873
Unchecked IC50 = 6300.0 nM 5.2 Inhibition of rat brain cytosolic cAMP phosphodiesterase 6292419
Unchecked IC50 = 10200.0 nM 4.99 Inhibition of rat brain cytosolic cAMP phosphodiesterase 6292419
ATP-dependent translocase ABCB1 IC50 = 23400.0 nM 4.63 Inhibition of p-glycoprotein (unknown origin) expressed in human A2780Adr cells ... 23851114
Multidrug resistance-associated protein 1 IC50 = 26350.0 nM 4.58 Inhibition of MRP1 (unknown origin) expressed in human 2008 cells assessed as ca... 23851114
cGMP-dependent 3',5'-cyclic phosphodiesterase IC50 = 96000.0 nM 4.02 Inhibition of rat brain particulate cGMP phosphodiesterase 6292419

Literature References

PubMed DOI Target Context # Activities
21493073 10.1016/j.bmc.2011.03.040 3T3-L1 38
22961680 10.1124/dmd.112.047142 Rattus norvegicus 13
22961680 10.1124/dmd.112.047142 ADMET 12
6292419 10.1021/jm00352a019 Unchecked 4
22647223 10.1016/j.ejmech.2012.04.044 Thrombin 4
33038547 10.1016/j.bmcl.2020.127606 Unchecked 3
22961680 10.1124/dmd.112.047142 Brain 3
22961680 10.1124/dmd.112.047142 Lung 3
22961680 10.1124/dmd.112.047142 Kidney 3
22961680 10.1124/dmd.112.047142 Liver 3
22743241 10.1016/j.ejmech.2012.05.026 ADMET 2
34971873 10.1016/j.ejmech.2021.114068 MDA-MB-231 2
22743241 10.1016/j.ejmech.2012.05.026 Broad substrate specificity ATP-binding cassette transporter ABCG2 2
23851114 10.1016/j.ejmech.2013.06.035 Multidrug resistance-associated protein 1 2
23851114 10.1016/j.ejmech.2013.06.035 ATP-dependent translocase ABCB1 2
23851114 10.1016/j.ejmech.2013.06.035 Broad substrate specificity ATP-binding cassette transporter ABCG2 2
469554 10.1021/np50001a002 KB 1
6292419 10.1021/jm00352a019 cGMP-dependent 3',5'-cyclic phosphodiesterase 1
22743241 10.1016/j.ejmech.2012.05.026 Unchecked 1
6292419 10.1021/jm00352a019 Phosphodiesterase 1 1

Data from ChEMBL 36 via Core Engine