Compound Detail

CHEMBL180920

MAGNOLOL

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C=CCc1ccc(O)c(-c2cc(CC=C)ccc2O)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL180920
Name	MAGNOLOL
Phase	Preclinical
Structure Type	MOL
InChI Key	VVOAZFWZEDHOOU-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

266.3

MW (Da)

4.22

ALogP

HBA

HBD

40.5

PSA (Å²)

0.80

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C18H18O2
MW	266.34
Aromatic Rings	2
Heavy Atoms	20
NP-Likeness	0.68

Activity Summary

IC50 30 meas. best 5.7

EC50 11 meas. best 6.34

Ki 3 meas. best 5.84

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Peroxisome proliferator-activated receptor gamma CHEMBL235	EC50	6.34	6.065	458.0	2
Unchecked CHEMBL612545	Ki	5.84	5.84	1440.0	1
Cannabinoid receptor 2 CHEMBL253	Ki	5.84	5.84	1440.0	1
Unchecked CHEMBL612545	IC50	5.7	4.7575	2000.0	4
Hepatitis B virus CHEMBL613497	IC50	5.69	5.39	2030.0	3
Cannabinoid receptor 1 CHEMBL218	Ki	5.5	5.5	3150.0	1
Cannabinoid receptor 2 CHEMBL253	EC50	5.48	5.48	3280.0	1
SARS-CoV CHEMBL4303836	EC50	5.42	5.42	3800.0	1
GABA-A receptor; alpha-1/beta-2/gamma-2 CHEMBL2095172	EC50	5.32	5.32	4800.0	1
Candida albicans CHEMBL366	IC50	5.12	5.12	7500.0	1
Peroxisome proliferator-activated receptor delta CHEMBL3979	EC50	4.94	4.94	11410.0	1
Cannabinoid receptor 1 CHEMBL218	EC50	4.74	4.74	18300.0	1
HepG2 CHEMBL395	IC50	4.5	4.5	32000.0	1
RAW264.7 CHEMBL612557	IC50	4.45	4.43	35400.0	2
GABA-A receptor; GABA-A site (alpha1/beta2 interface) CHEMBL1907597	EC50	4.43	4.43	36800.0	1
ADMET CHEMBL612558	IC50	4.41	4.41	38600.0	1
HL-60 CHEMBL383	IC50	4.32	4.32	48000.0	1
Vero CHEMBL391	IC50	4.3	4.3	50600.0	1
NCI-H1650 CHEMBL1075518	IC50	4.25	4.215	56650.0	2
Aldehyde dehydrogenase, mitochondrial CHEMBL1935	EC50	4.24	4.24	57900.0	1
A549 CHEMBL392	IC50	4.24	4.16	57360.0	2
MOLT-4 CHEMBL614177	IC50	4.24	4.24	58000.0	1
NCI-H441 CHEMBL1075542	IC50	4.23	4.205	58680.0	2
PC-3 CHEMBL390	IC50	4.21	4.21	62000.0	1
NCI-H358 CHEMBL614135	IC50	4.21	4.21	61230.0	1
Mitochondrial import inner membrane translocase subunit TIM10 CHEMBL1741194	IC50	4.17	4.17	68300.0	1
Human immunodeficiency virus 1 CHEMBL378	EC50	4.16	4.16	69300.0	2
PC-9 CHEMBL614102	IC50	4.16	4.16	68980.0	1
T47D CHEMBL614361	IC50	4.16	4.16	69320.0	1
NCI-H1975 CHEMBL614348	IC50	4.06	4.06	87280.0	1
HCC827 CHEMBL4296422	IC50	4.02	4.02	94650.0	1
NCI-H460 CHEMBL396	IC50	4.02	4.02	95570.0	1
CCRF-CEM CHEMBL382	IC50	4.0	4.0	99500.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	0.245	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Peroxisome proliferator-activated receptor gamma	EC50	=	458.0	nM	6.34	Agonist activity at PPARgamma (unknown origin)	33992930
Unchecked	Ki	=	1440.0	nM	5.84	Binding affinity to PI3K (unknown origin) assessed as inhibition constant	38295689
Cannabinoid receptor 2	Ki	=	1440.0	nM	5.84	Displacement of [3H]CP55,940 from recombinant human CB2 receptor expressed in CH...	24900561
Peroxisome proliferator-activated receptor gamma	EC50	=	1620.0	nM	5.79	Agonist activity at PPARgamma (unknown origin)	33992930
Unchecked	IC50	=	2000.0	nM	5.7	Inhibition of yeast alpha-glucosidase using p-nitrophenyl-alpha-glucopyranoside ...	28497968
Hepatitis B virus	IC50	=	2030.0	nM	5.69	Antiviral activity against Hepatitis B virus infected in human HepG2.2.15 cells ...	23434030
Cannabinoid receptor 1	Ki	=	3150.0	nM	5.5	Displacement of [3H]CP55,940 from recombinant human CB1 receptor expressed in CH...	24900561
Cannabinoid receptor 2	EC50	=	3280.0	nM	5.48	Partial agonist activity at recombinant human CB2 receptor expressed in CHO cell...	24900561
Hepatitis B virus	IC50	=	3760.0	nM	5.42	Antiviral activity against Hepatitis B virus infected in human HepG2.2.15 cells ...	23434030
SARS-CoV	EC50	=	3800.0	nM	5.42	Antiviral activity against SARS coronavirus in Vero E6 cells assessed as inhibit...	17663539
GABA-A receptor; alpha-1/beta-2/gamma-2	EC50	=	4800.0	nM	5.32	Positive allosteric modulation of GABAA alpha1beta2gamma2 receptor (unknown orig...	35475609
Unchecked	IC50	=	6470.0	nM	5.19	Inhibition of NDM-1 (unknown origin) expressed in Escherichia coli Zc-YN3	34225181
Candida albicans	IC50	=	7500.0	nM	5.12	Antifungal activity against Candida albicans SC5314 assessed as inhibition of ye...	26558315
Hepatitis B virus	IC50	=	8670.0	nM	5.06	Antiviral activity against Hepatitis B virus infected in human HepG2.2.15 cells ...	23434030
Peroxisome proliferator-activated receptor delta	EC50	=	11410.0	nM	4.94	Agonist activity at PPARdelta (unknown origin)	33992930
Cannabinoid receptor 1	EC50	=	18300.0	nM	4.74	Partial agonist activity at recombinant human CB1 receptor expressed in CHO cell...	24900561
HepG2	IC50	=	32000.0	nM	4.5	Cytotoxicity of compound against human liver tumor cell line (Hep-G2) was determ...	15582432
RAW264.7	IC50	=	35400.0	nM	4.45	Inhibition of LPS-induced NO production in mouse RAW264.7 cells after 24 hrs by ...	24963714
GABA-A receptor; GABA-A site (alpha1/beta2 interface)	EC50	=	36800.0	nM	4.43	Modulation of GABA Aalpha1beta2 receptor expressed in Xenopus laevis oocytes ass...	21699169
RAW264.7	IC50	=	38900.0	nM	4.41	Inhibition of LPS-induced IL-1beta production in mouse RAW264.7 cells after 24 h...	24963714

Literature References

PubMed	DOI	Target Context	# Activities
33865968	10.1016/j.bmcl.2021.128045	Unchecked	18
-	10.1039/C5MD00308C	Mus musculus	17
25574844	10.1021/np500663y	RAW264.7	12
1659613	10.1021/np50075a010	Unchecked	5
17663539	10.1021/jm070295s	SARS-CoV	5
1659613	10.1021/np50075a010	Raji	5
22424614	10.1016/j.ejmech.2011.12.039	Staphylococcus aureus	4
21757342	10.1016/j.bmcl.2011.06.054	Unchecked	4
33865968	10.1016/j.bmcl.2021.128045	Aldehyde dehydrogenase, mitochondrial	4
21757342	10.1016/j.bmcl.2011.06.054	Cortical neurone	4
23434030	10.1016/j.bmcl.2013.01.046	Hepatitis B virus	3
24900561	10.1021/ml300235q	Cannabinoid receptor 1	3
23434030	10.1016/j.bmcl.2013.01.046	Unchecked	3
24900561	10.1021/ml300235q	Cannabinoid receptor 2	3
32044229	10.1016/j.bmc.2020.115352	NCI-H460	3
21699169	10.1021/jm200186n	GABA-A receptor; GABA-A site (alpha1/beta2 interface)	3
32044229	10.1016/j.bmc.2020.115352	A549	3
17587572	10.1016/j.bmcl.2007.06.024	Human immunodeficiency virus 1	2
25574844	10.1021/np500663y	Unchecked	2
24963714	10.1021/np400831p	RAW264.7	2

Data from ChEMBL 36 via Core Engine