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Compound Detail

CHEMBL338066

4,2',4',6'-TETRAHYDROXYCHALCONE
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O=C(/C=C/c1ccc(O)cc1)c1c(O)cc(O)cc1O

Basic Information

ChEMBL ID CHEMBL338066
Name 4,2',4',6'-TETRAHYDROXYCHALCONE
Phase Preclinical
Structure Type MOL
InChI Key YQHMWTPYORBCMF-ZZXKWVIFSA-N
4
Targets
6
Activities
3
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

272.3
MW (Da)
2.41
ALogP
5
HBA
4
HBD
98.0
PSA (Ų)
0.51
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 C15H12O5
MW 272.26
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness 0.89

Activity Summary

IC50 4 meas. best 4.15
EC50 1 meas. best 5.4
Kd 1 meas. best 5.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL2492
EC50 5.4 5.4 4000.0 1
Unchecked
CHEMBL612545
Kd 5.32 5.32 4800.0 1
Unchecked
CHEMBL612545
IC50 4.15 4.15 71100.0 1
Cyclooxygenase
CHEMBL2095157
IC50 4.0 4.0 100000.0 1
Polyunsaturated fatty acid 5-lipoxygenase
CHEMBL312
IC50 4.0 4.0 100000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
30688453 10.1021/acs.jnatprod.8b00366 Mus musculus 5
15828817 10.1021/jm040770b HT-29 2
25232969 10.1016/j.ejmech.2014.09.039 Neuronal acetylcholine receptor subunit alpha-7 2
- 10.1007/s00044-011-9640-2 Mus musculus 1
32791402 10.1016/j.ejmech.2020.112649 HepG2 1
28242551 10.1016/j.ejmech.2017.02.007 Unchecked 1
26690274 10.1021/acs.jnatprod.5b00774 MDA-MB-231 1
26690274 10.1021/acs.jnatprod.5b00774 MCF7 1
- 10.1007/s00044-013-0745-7 Polyunsaturated fatty acid 5-lipoxygenase 1
- 10.1007/s00044-013-0745-7 Cyclooxygenase 1
9767651 10.1021/jm9810194 Unchecked 1
21530273 10.1016/j.bmc.2011.04.010 Molecular identity unknown 1
21530273 10.1016/j.bmc.2011.04.010 Cryptococcus neoformans 1
21530273 10.1016/j.bmc.2011.04.010 Candida albicans 1
8254620 10.1021/jm00076a019 Rattus norvegicus 1
8254620 10.1021/jm00076a019 Cyclooxygenase 1
8254620 10.1021/jm00076a019 Polyunsaturated fatty acid 5-lipoxygenase 1
9767651 10.1021/jm9810194 NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine