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Compound Detail

CHEMBL2172394

(-)-OLEOCANTHAL
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C/C=C(/C=O)[C@@H](CC=O)CC(=O)OCCc1ccc(O)cc1

Basic Information

ChEMBL ID CHEMBL2172394
Name (-)-OLEOCANTHAL
Phase Preclinical
Structure Type MOL
InChI Key VPOVFCBNUOUZGG-VAKDEWRISA-N
4
Targets
6
Activities
1
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

304.3
MW (Da)
2.22
ALogP
5
HBA
1
HBD
80.7
PSA (Ų)
0.43
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C17H20O5
MW 304.34
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness 1.51

Activity Summary

IC50 6 meas. best 5.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatocyte growth factor receptor
CHEMBL3717
IC50 5.32 5.29 4800.0 2
MDA-MB-231
CHEMBL400
IC50 5.12 4.97 7500.0 2
A549
CHEMBL392
IC50 5.0 5.0 10000.0 1
NCI-H322M
CHEMBL614803
IC50 4.58 4.58 26300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22988908 10.1021/np300384h Unchecked 5
23403296 10.1016/j.bmc.2012.12.050 MDA-MB-231 4
23403296 10.1016/j.bmc.2012.12.050 Hepatocyte growth factor receptor 3
26692349 10.1016/j.bmc.2015.11.038 Hepatocyte growth factor receptor 3
23403296 10.1016/j.bmc.2012.12.050 MCF-10A 2
24568174 10.1021/np401010x Polyunsaturated fatty acid 5-lipoxygenase 1
38733884 10.1016/j.ejmech.2024.116477 A549 1
38733884 10.1016/j.ejmech.2024.116477 NCI-H322M 1

Data from ChEMBL 36 via Core Engine