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Compound Detail

CHEMBL72637

CIRSILIOL
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COc1cc2oc(-c3ccc(O)c(O)c3)cc(=O)c2c(O)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL72637
Name CIRSILIOL
Phase Preclinical
Structure Type MOL
InChI Key IMEYGBIXGJLUIS-UHFFFAOYSA-N
3
Targets
4
Activities
1
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

330.3
MW (Da)
2.59
ALogP
7
HBA
3
HBD
109.4
PSA (Ų)
0.63
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C17H14O7
MW 330.29
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness 1.38

Activity Summary

IC50 4 meas. best 7.02

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Polyunsaturated fatty acid 5-lipoxygenase
CHEMBL312
 IC50 7.02 7.02 95.0 1
Aldo-keto reductase family 1 member B1
CHEMBL2622
 IC50 6.77 6.77 169.8 1
MCF7
CHEMBL387
 IC50 5.1 4.96 8000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 95.0 nM 7.02 Ability to inhibit 5-lipoxygenase in rat basophilic leukemia cells. 3783588
Aldo-keto reductase family 1 member B1 IC50 = 169.82 nM 6.77 Inhibition of rat lens aldose reductase 18585047
MCF7 IC50 = 8000.0 nM 5.1 Antiproliferative activity in human MCF7 cells after 96 hrs by MTT assay 19601638
MCF7 IC50 = 15000.0 nM 4.82 Antiproliferative activity in human MCF7 cells after 96 hrs by MTT assay in pres... 19601638

Literature References

PubMed DOI Target Context # Activities
19601638 10.1021/np900051s MCF7 8
31060888 10.1016/j.bmcl.2019.04.053 Hep 3B2 5
31060888 10.1016/j.bmcl.2019.04.053 Signal transducer and activator of transcription 3 4
25524452 10.1021/np5004092 Staphylococcus aureus 4
21482471 10.1016/j.bmc.2011.03.042 Cytochrome P450 1A1 2
31060888 10.1016/j.bmcl.2019.04.053 Unchecked 2
31784199 10.1016/j.bmc.2019.115180 IGROV-1 1
37683361 10.1016/j.ejmech.2023.115791 RAW264.7 1
37683361 10.1016/j.ejmech.2023.115791 Polyunsaturated fatty acid 5-lipoxygenase 1
31060888 10.1016/j.bmcl.2019.04.053 Interleukin-6 receptor subunit beta 1
31060888 10.1016/j.bmcl.2019.04.053 Tyrosine-protein kinase JAK2 1
31784199 10.1016/j.bmc.2019.115180 HCT-116 1
31784199 10.1016/j.bmc.2019.115180 OVCAR-3 1
3783588 10.1021/jm00161a021 Polyunsaturated fatty acid 5-lipoxygenase 1
21482471 10.1016/j.bmc.2011.03.042 MDA-MB-468 1
21482471 10.1016/j.bmc.2011.03.042 Cytochrome P450 1B1 1
18585047 10.1016/j.bmc.2008.06.004 Aldo-keto reductase family 1 member B1 1
18158201 10.1016/j.ejmech.2007.11.009 Unchecked 1
3379415 10.1021/np50056a030 Xanthine dehydrogenase/oxidase 1

Data from ChEMBL 36 via Core Engine