Compound Detail

CHEMBL83527

PTEROSTILBENE

🧪 Phase II

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🧪 Phase II

COc1cc(/C=C/c2ccc(O)cc2)cc(OC)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL83527
Name	PTEROSTILBENE
Phase	Phase II
Structure Type	MOL
InChI Key	VLEUZFDZJKSGMX-ONEGZZNKSA-N

Known Names

4-(3,5-dimethoxystyryl)phenol Pterostilbene Pterostilbene component of eh-301 Pterostilbene, (e)- Trans-pterostilbene

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

256.3

MW (Da)

3.58

ALogP

HBA

HBD

38.7

PSA (Å²)

0.85

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C16H16O3
MW	256.30
Aromatic Rings	2
Heavy Atoms	19
NP-Likeness	0.38

Indications

Acute Kidney Injury Endometrial Neoplasms

Activity Summary

IC50 58 meas. best 6.28

Ki 5 meas. best 6.24

EC50 3 meas. best 5.91

Kd 2 meas. best 5.72

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	6.28	5.6275	530.0	4
Histone deacetylase 6 CHEMBL1865	IC50	6.26	6.26	550.5	1
Cytochrome P450 1A1 CHEMBL2231	Ki	6.24	6.24	570.0	2
Prostaglandin G/H synthase 1 CHEMBL221	IC50	6.16	6.16	700.0	1
Prostaglandin G/H synthase 2 CHEMBL230	IC50	6.09	5.655	820.0	2
Cytochrome P450 1B1 CHEMBL4878	Ki	6.05	6.045	900.0	2
NON-PROTEIN TARGET CHEMBL3879801	EC50	5.91	5.91	1220.0	1
Cytochrome P450 1B1 CHEMBL4878	IC50	5.85	5.85	1400.0	1
Transthyretin CHEMBL3194	Kd	5.72	5.53	1900.0	2
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.53	4.92	2960.0	6
Transthyretin CHEMBL3194	Ki	5.46	5.46	3500.0	1
Transient receptor potential cation channel subfamily A member 1 CHEMBL5160	EC50	5.44	5.44	3600.0	1
Ribosyldihydronicotinamide dehydrogenase [quinone] CHEMBL3959	IC50	5.29	5.29	5100.0	1
Transient receptor potential cation channel subfamily A member 1 CHEMBL5160	IC50	5.12	5.12	7500.0	1
J774 CHEMBL614123	IC50	5.06	4.94	8700.0	3
HeLa CHEMBL399	IC50	5.03	5.03	9430.0	1
MDA-MB-231 CHEMBL400	IC50	5.0	4.555	10000.0	4
Bcr/Abl fusion protein CHEMBL2096618	IC50	5.0	5.0	10000.0	1
NIH3T3 CHEMBL614822	IC50	4.91	4.91	12190.0	2
LN-229 CHEMBL4296459	IC50	4.85	4.85	14000.0	1
MCF7 CHEMBL387	IC50	4.85	4.52	14110.0	2
Caco-2 CHEMBL614058	IC50	4.84	4.84	14460.0	1
A2780 CHEMBL614004	IC50	4.81	4.81	15560.0	1
A549 CHEMBL392	IC50	4.8	4.5067	15860.0	3
DLD-1 CHEMBL614285	IC50	4.78	4.78	16450.0	1
SK-MEL-2 CHEMBL614917	IC50	4.77	4.77	17000.0	1
Unchecked CHEMBL612545	IC50	4.77	4.74	17000.0	2
NCI-H460 CHEMBL396	IC50	4.77	4.77	17000.0	1
HT-29 CHEMBL384	IC50	4.62	4.585	23800.0	2
COLO 201 CHEMBL4523567	IC50	4.54	4.54	29000.0	1
RAW264.7 CHEMBL612557	IC50	4.52	4.52	30000.0	1
BXPC-3 CHEMBL614530	IC50	4.51	4.51	31000.0	1
HCT-116 CHEMBL394	IC50	4.47	4.47	34080.0	2
U-87 MG CHEMBL614247	IC50	4.47	4.47	34000.0	1
T47D CHEMBL614361	IC50	4.46	4.46	35000.0	1
HL-60 CHEMBL383	IC50	4.46	4.46	35000.0	2
ATP-dependent translocase ABCB1 CHEMBL4302	IC50	4.38	4.38	42000.0	1
PANC-1 CHEMBL614139	IC50	4.3	4.3	50000.0	1
HT-1080 CHEMBL614580	IC50	4.03	4.03	93400.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Cmax	25000.0	nM	Mus musculus
Cmax	67000.0	nM	Mus musculus
F	80.0	%	Rattus norvegicus
F	80.0	%	Mus musculus
F	80.0	%	Rattus norvegicus
Tmax	0.1667	hr	Mus musculus
Tmax	0.08333	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	530.0	nM	6.28	Inhibition of 5-LOX in human PMNL cells assessed as A23187-stimulated LTB4 produ...	31351395
Histone deacetylase 6	IC50	=	550.5	nM	6.26	Determination of IC50 values for inhibition of enzymatic assay of human HDAC6 wi...	-
Cytochrome P450 1A1	Ki	=	570.0	nM	6.24	Inhibition of CYP1A1 (unknown origin)	-
Cytochrome P450 1A1	Ki	=	570.0	nM	6.24	Inhibition of recombinant human CYP1A1 expressed in supersomes coexpressing NADP...	28458135
Prostaglandin G/H synthase 1	IC50	=	700.0	nM	6.16	Inhibition of COX1	18487053
Prostaglandin G/H synthase 2	IC50	=	820.0	nM	6.09	Inhibition of COX2	18487053
Cytochrome P450 1B1	Ki	=	900.0	nM	6.05	Inhibition of CYP1B1 (unknown origin)	-
Cytochrome P450 1B1	Ki	=	910.0	nM	6.04	Inhibition of recombinant human CYP1B1 expressed in supersomes coexpressing NADP...	28458135
NON-PROTEIN TARGET	EC50	=	1220.0	nM	5.91	Antioxidant activity assessed as decrease in initial quantity of DPPH measured u...	-
Cytochrome P450 1B1	IC50	=	1400.0	nM	5.85	Inhibition of human recombinant CYP1B1 after 15 mins by 7-ethoxyresorufin-O-deet...	-
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	1630.0	nM	5.79	Inhibition of recombinant human 5-LOX using arachidonic acid as substrate preinc...	34479036
Transthyretin	Kd	=	1900.0	nM	5.72	Binding affinity to recombinant N-terminal hexa-histidine tagged TTR V30M mutant...	37910439
NON-PROTEIN TARGET	IC50	=	2960.0	nM	5.53	Cytotoxicity against mouse Colon 26-L5 cells after 72 hrs by MTT assay	19689125
Transthyretin	Ki	=	3500.0	nM	5.46	Inhibition of recombinant N-terminal hexa-histidine tagged TTR V30M mutant (unkn...	37910439
Transient receptor potential cation channel subfamily A member 1	EC50	=	3600.0	nM	5.44	Agonist activity at rat TRPA1 expressed in HEK293 cells assessed as induction of...	26750258
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	3910.0	nM	5.41	Inhibition of human 5-LOX expressed in Escherichia coli BL21 using arachidonic a...	31351395
Transthyretin	Kd	=	4600.0	nM	5.34	Binding affinity to N-terminal hexa-histidine tagged TTR V30M mutant (unknown or...	37910439
Ribosyldihydronicotinamide dehydrogenase [quinone]	IC50	=	5100.0	nM	5.29	Inhibition of human quinone reductase 2 expressed in Escherichia coli BL21(DE3) ...	23953689
Prostaglandin G/H synthase 2	IC50	=	5990.0	nM	5.22	Inhibition of recombinant human COX-2 using arachidonic acid as substrate preinc...	34479036
Transient receptor potential cation channel subfamily A member 1	IC50	=	7500.0	nM	5.12	Antagonist activity at rat TRPA1 expressed in HEK293 cells assessed as inhibitio...	26750258

Literature References

PubMed	DOI	Target Context	# Activities
29110988	10.1016/j.bmcl.2017.10.045	No relevant target	12
24440300	10.1016/j.bmcl.2013.12.115	MDA-MB-231	11
23145924	10.1021/jf303290g	Diplodia seriata	8
37910439	10.1021/acs.jmedchem.3c01698	Transthyretin	7
27312421	10.1016/j.bmc.2016.05.011	Nuclear factor erythroid 2-related factor 2	6
29726680	10.1021/acs.jnatprod.7b00384	J774	6
28654265	10.1021/acs.jmedchem.6b01026	Mus musculus	4
24440300	10.1016/j.bmcl.2013.12.115	Ras-related C3 botulinum toxin substrate 1	4
22749392	10.1016/j.ejmech.2012.06.015	NON-PROTEIN TARGET	4
-	10.6019/CHEMBL4808148	Histone deacetylase 6	4
23145924	10.1021/jf303290g	Neofusicoccum parvum	4
28654265	10.1021/acs.jmedchem.6b01026	HT-29	3
28525839	10.1016/j.ejmech.2017.05.025	SH-SY5Y	3
29407944	10.1016/j.ejmech.2018.01.037	Danio rerio	3
28654265	10.1021/acs.jmedchem.6b01026	ADMET	3
28654265	10.1021/acs.jmedchem.6b01026	A549	3
9214733	10.1021/np9607013	Rattus norvegicus	3
29726680	10.1021/acs.jnatprod.7b00384	Mus musculus	3
26750258	10.1016/j.bmcl.2015.12.065	Transient receptor potential cation channel subfamily A member 1	3
24440300	10.1016/j.bmcl.2013.12.115	Unchecked	2

Data from ChEMBL 36 via Core Engine