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Compound Detail

CHEMBL226507

SINENSETIN
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COc1ccc(-c2cc(=O)c3c(OC)c(OC)c(OC)cc3o2)cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL226507
Name SINENSETIN
Phase Preclinical
Structure Type MOL
InChI Key LKMNXYDUQXAUCZ-UHFFFAOYSA-N
9
Targets
14
Activities
2
Assay Types
0
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 0.78

Activity Summary

IC50 13 meas. best 6.7
EC50 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MDA-MB-468
CHEMBL614335
 IC50 6.7 6.7 200.0 1
Tumour suppressor p53/oncoprotein Mdm2
CHEMBL1907611
 IC50 5.5 5.5 3200.0 1
ATP-dependent translocase ABCB1
CHEMBL4302
 IC50 5.5 5.02 3200.0 2
Monocyte
CHEMBL614076
 IC50 5.1 5.05 8000.0 2
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
 IC50 5.08 5.065 8300.0 2
Unchecked
CHEMBL612545
 IC50 4.47 4.47 34000.0 1
3T3-L1
CHEMBL614510
 IC50 4.23 4.23 59000.0 1
MCF-10A
CHEMBL614321
 IC50 4.19 4.19 65000.0 1
HT-29
CHEMBL384
 IC50 4.17 4.17 67000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MDA-MB-468 IC50 = 200.0 nM 6.7 Antiproliferative activity against human MDA-MB-468 cells assessed as inhibition... 33257172
ATP-dependent translocase ABCB1 IC50 = 3200.0 nM 5.5 TP_TRANSPORTER: drug resistance (vincristine) in AML-2/D100 cells 15240100
Tumour suppressor p53/oncoprotein Mdm2 IC50 = 3200.0 nM 5.5 Inhibition of MDM2/p53 interaction (unknown origin) 38295689
Monocyte IC50 = 8000.0 nM 5.1 Inhibition of TNFalpha expression in LPS-stimulated human monocytes treated 30 m... 10096854
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 8300.0 nM 5.08 Inhibition of BCRP expressed in MCF-7 MX cells using Hoechst 33342 staining 21354800
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 9000.0 nM 5.05 Inhibition of BCRP expressed in MDCK cells using Hoechst 33342 staining 21354800
Monocyte IC50 = 10000.0 nM 5.0 Inhibition of procoagulant activity in monocyte from human blood assessed as cou... 8882428
ATP-dependent translocase ABCB1 IC50 = 29000.0 nM 4.54 Inhibition of MDR1 expressed in MDCK cells using rhodamine 123 staining by flow ... 21354800
Unchecked IC50 = 34000.0 nM 4.47 Inhibition of P-gp expressed in A2780adr cells by calcein AM accumulation assay 21354800
3T3-L1 IC50 = 59000.0 nM 4.23 Anticorpulence activity against mouse 3T3L1 cells assessed as inhibition of lipi... 19054677
MCF-10A IC50 = 65000.0 nM 4.19 Cytotoxicity against human MCF-10A cells assessed as inhibition of cell growth b... 33257172
HT-29 IC50 = 67000.0 nM 4.17 Anticancer activity against human HT-29 cells after 72 hrs by MTT assay 19054677

Literature References

PubMed DOI Target Context # Activities
32182064 10.1021/acs.jnatprod.9b01024 Enterococcus faecalis 4
32182064 10.1021/acs.jnatprod.9b01024 Enterococcus faecium 3
21354800 10.1016/j.bmc.2010.12.043 Unchecked 2
32182064 10.1021/acs.jnatprod.9b01024 Staphylococcus aureus 2
32182064 10.1021/acs.jnatprod.9b01024 Staphylococcus epidermidis 2
11982408 10.1021/jf011382a Phytophthora citrophthora 2
11982408 10.1021/jf011382a Citrus 2
17391969 10.1016/j.bmc.2007.03.021 HL-60 2
21354800 10.1016/j.bmc.2010.12.043 Broad substrate specificity ATP-binding cassette transporter ABCG2 2
21354800 10.1016/j.bmc.2010.12.043 MCF7 1
37683361 10.1016/j.ejmech.2023.115791 Mus musculus 1
21354800 10.1016/j.bmc.2010.12.043 ATP-dependent translocase ABCB1 1
21482471 10.1016/j.bmc.2011.03.042 MDA-MB-468 1
21482471 10.1016/j.bmc.2011.03.042 Cytochrome P450 1A1 1
8882428 10.1021/np960057s Monocyte 1
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 1
23062825 10.1016/j.bmc.2012.09.040 Cholinesterase 1
19054677 10.1016/j.bmc.2008.11.039 3T3-L1 1
19054677 10.1016/j.bmc.2008.11.039 HT-29 1
17189684 10.1016/j.bmcl.2006.12.029 Human immunodeficiency virus 1 1

Data from ChEMBL 36 via Core Engine