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Compound Detail

CHEMBL106509

DEHYDROZINGERONE
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COc1cc(/C=C/C(C)=O)ccc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL106509
Name DEHYDROZINGERONE
Phase Preclinical
Structure Type MOL
InChI Key AFWKBSMFXWNGRE-ONEGZZNKSA-N
12
Targets
23
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

192.2
MW (Da)
2.00
ALogP
3
HBA
1
HBD
46.5
PSA (Ų)
0.74
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 C11H12O3
MW 192.21
Aromatic Rings 1
Heavy Atoms 14
NP-Likeness 1.13

Activity Summary

IC50 21 meas. best 5.12
Ki 2 meas. best 7.27

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Amyloid-beta precursor protein
CHEMBL2487
 Ki 7.27 7.26 54.2 2
Unchecked
CHEMBL612545
 IC50 5.12 5.12 7500.0 1
No relevant target
CHEMBL2362975
 IC50 5.1 5.1 8000.0 1
Oryctolagus cuniculus
CHEMBL374
 IC50 4.94 4.94 11481.5 1
MCF7
CHEMBL387
 IC50 4.51 4.385 31000.0 2
HCT-116
CHEMBL394
 IC50 4.46 4.31 34780.0 2
PC-3
CHEMBL390
 IC50 4.36 4.265 43210.0 2
HCT-15
CHEMBL612263
 IC50 4.19 4.19 65000.0 1
HEK293
CHEMBL614818
 IC50 4.19 4.19 64000.0 1
K562
CHEMBL385
 IC50 4.17 4.17 68000.0 1
MDA-MB-231
CHEMBL400
 IC50 4.07 4.07 86000.0 1
NCI-H322M
CHEMBL614803
 IC50 4.02 4.02 96000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Amyloid-beta precursor protein Ki = 54.24 nM 7.27 Displacement of [125I]IMSB from beta amyloid protein 40 17004725
Amyloid-beta precursor protein Ki = 55.9 nM 7.25 Displacement of [125I]IMPY from beta amyloid protein 40 17004725
Unchecked IC50 = 7500.0 nM 5.12 Inhibition of M-CSF/RANKL-induced osteoclast differentiation in C57BL/6 mouse bo... 31257875
No relevant target IC50 = 8000.0 nM 5.1 Antioxidant activity assessed as ABTS free radical scavenging activity 26796952
Oryctolagus cuniculus IC50 = 11481.54 nM 4.94 Inhibitory concentration against peroxidation of rabbits red blood cell (RBC) me... 15911266
MCF7 IC50 = 31000.0 nM 4.51 Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay 30429098
HCT-116 IC50 = 34780.0 nM 4.46 Antiproliferative activity against human HCT116 cells after 48 hrs by MTT assay 30108729
PC-3 IC50 = 43210.0 nM 4.36 Antiproliferative activity against human PC3 cells after 48 hrs by MTT assay 30108729
MCF7 IC50 = 54650.0 nM 4.26 Antiproliferative activity against human MCF7 cells after 48 hrs by MTT assay 30108729
HEK293 IC50 = 64000.0 nM 4.19 Antiproliferative activity against human HEK293 cells after 72 hrs by MTT assay 30429098
HCT-15 IC50 = 65000.0 nM 4.19 Antiproliferative activity against human HCT15 cells after 72 hrs by MTT assay 30429098
K562 IC50 = 68000.0 nM 4.17 In vitro cell growth inhibitory activity against K562 human chronic myelogenous ... -
PC-3 IC50 = 68000.0 nM 4.17 Antiproliferative activity against human PC3 cells after 72 hrs by MTT assay 30429098
HCT-116 IC50 = 70000.0 nM 4.16 Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay 30429098
MDA-MB-231 IC50 = 86000.0 nM 4.07 Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by MTT as... 30429098
NCI-H322M IC50 = 96000.0 nM 4.02 Antiproliferative activity against human NCI-H322M cells after 72 hrs by MTT ass... 30429098

Literature References

PubMed DOI Target Context # Activities
23245566 10.1021/np300465f HT-29 22
30429098 10.1016/j.bmc.2018.10.031 PC-3 22
27908756 10.1016/j.bmc.2016.11.023 No relevant target 10
31257875 10.1021/acs.jmedchem.9b00270 Mus musculus 7
31257875 10.1021/acs.jmedchem.9b00270 Unchecked 5
21500839 10.1021/jm200149e Plasmodium falciparum 4
23245566 10.1021/np300465f HCT-15 4
23245566 10.1021/np300465f HCT-116 4
26796952 10.1016/j.bmc.2015.12.049 Penicillium chrysogenum 2
26796952 10.1016/j.bmc.2015.12.049 Aspergillus oryzae 2
26796952 10.1016/j.bmc.2015.12.049 Aspergillus ochraceus 2
17591444 10.1016/j.bmc.2007.06.027 NON-PROTEIN TARGET 2
26796952 10.1016/j.bmc.2015.12.049 Aspergillus flavus 2
27908756 10.1016/j.bmc.2016.11.023 NON-PROTEIN TARGET 2
26796952 10.1016/j.bmc.2015.12.049 Fusarium oxysporum 2
17067159 10.1021/np060252z KB 2
26796952 10.1016/j.bmc.2015.12.049 No relevant target 2
21500839 10.1021/jm200149e Unchecked 2
17591444 10.1016/j.bmc.2007.06.027 KB 2
17004725 10.1021/jm0607193 Amyloid-beta precursor protein 2

Data from ChEMBL 36 via Core Engine