Compound Detail

CHEMBL165

RESVERATROL

🧪 Phase III

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Research home View demo workspace

🧪 Phase III

Oc1ccc(/C=C/c2cc(O)cc(O)c2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL165
Name	RESVERATROL
Phase	Phase III
Structure Type	MOL
InChI Key	LUKBXSAWLPMMSZ-OWOJBTEDSA-N

Known Names

(e)-5-(p-hydroxystyryl)resorcinol (e)-resveratrol 3,5,4'-trihydroxy-trans-stilbene BIA 6-512 BIA-6-512 Biofort Ca 1201 Cuspidatin Jotrol Melinjo resveratrol 20 NSC-327430 Polygonin +6 more

134

Targets

459

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

228.2

MW (Da)

2.97

ALogP

HBA

HBD

60.7

PSA (Å²)

0.69

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C14H12O3
MW	228.25
Aromatic Rings	2
Heavy Atoms	17
NP-Likeness	0.75

Indications

Cardiomyopathy, Dilated Huntington Disease Infertility Inflammation Metabolic Syndrome Osteoarthritis, Knee Peripheral Arterial Disease Pulmonary Disease, Chronic Obstructive Renal Insufficiency, Chronic Rhinitis, Allergic, Seasonal Aging Alzheimer Disease Diabetes Mellitus, Type 2 Diabetic Neuropathies Friedreich Ataxia Hypercholesterolemia Insulin Resistance Lymphangioleiomyomatosis Lymphoma, Follicular Macular Degeneration

Activity Summary

IC50 390 meas. best 10.65

Ki 31 meas. best 7.06

EC50 28 meas. best 6.24

Kd 10 meas. best 7.27

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HeLa CHEMBL399	IC50	10.65	5.2357	0.0	7
SK-N-SH CHEMBL614924	IC50	10.39	10.39	0.0	1
A549 CHEMBL392	IC50	10.35	5.766	0.0	5
MCF7 CHEMBL387	IC50	10.1	4.6475	0.1	16
Dipeptidyl peptidase 4 CHEMBL284	IC50	9.22	9.22	0.6	1
Ribosyldihydronicotinamide dehydrogenase [quinone] CHEMBL3959	Kd	7.27	7.27	54.0	1
Luciferin 4-monooxygenase CHEMBL5567	IC50	7.23	7.23	58.9	1
Ribosyldihydronicotinamide dehydrogenase [quinone] CHEMBL3959	Ki	7.06	7.06	88.0	1
Unchecked CHEMBL612545	Ki	6.99	6.04	102.0	4
Aryl hydrocarbon receptor CHEMBL4725	Ki	6.77	6.77	169.0	1
Unchecked CHEMBL612545	IC50	6.76	4.8615	173.0	39
HaCaT CHEMBL614392	IC50	6.74	5.1833	182.6	3
Cytochrome P450 1A CHEMBL3544905	IC50	6.64	6.64	230.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	6.6	6.6	250.0	1
Prostaglandin G/H synthase 1 CHEMBL2949	IC50	6.42	5.6433	380.0	6
Amine oxidase [flavin-containing] A CHEMBL1951	IC50	6.35	5.196	449.0	5
Ribosyldihydronicotinamide dehydrogenase [quinone] CHEMBL3959	IC50	6.35	5.988	450.0	10
Transthyretin CHEMBL3194	Kd	6.33	6.0	470.0	3
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	IC50	6.3	6.3	500.0	1
Unchecked CHEMBL612545	Kd	6.3	6.3	500.0	1
Unchecked CHEMBL612545	EC50	6.24	5.47	580.0	5
Cytochrome P450 3A4 CHEMBL340	IC50	6.22	6.22	600.0	1
Danio rerio CHEMBL613963	EC50	6.22	6.22	600.0	1
Prostaglandin G/H synthase 1 CHEMBL221	IC50	6.2	5.834	625.0	5
Prostaglandin G/H synthase 2 CHEMBL230	IC50	6.12	5.4167	750.0	9
No relevant target CHEMBL2362975	IC50	6.12	4.6206	760.0	17
Cytochrome P450 1B1 CHEMBL4878	Ki	6.12	5.7233	750.0	3
Transient receptor potential cation channel subfamily A member 1 CHEMBL5160	IC50	6.12	5.5575	750.0	4
Transient receptor potential cation channel subfamily A member 1 CHEMBL6007	IC50	6.12	6.12	750.0	1
Estrogen receptor CHEMBL206	Ki	6.11	6.11	785.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	6.11	5.7333	770.0	3
Carbonic anhydrase 9 CHEMBL3594	Ki	6.09	6.09	810.0	1
Carbonic anhydrase 14 CHEMBL3510	Ki	6.08	6.08	830.0	1
CCRF-CEM CHEMBL382	IC50	6.05	6.05	900.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	6.02	6.02	950.0	1
Amyloid-beta precursor protein CHEMBL2487	IC50	5.96	4.9965	1100.0	17
Histone deacetylase 6 CHEMBL1865	IC50	5.88	5.88	1331.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	5.85	5.85	1400.0	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	IC50	5.85	5.85	1400.0	1
Cytochrome P450 1B1 CHEMBL4878	IC50	5.85	5.055	1400.0	2
Tyrosinase CHEMBL1973	IC50	5.77	5.41	1700.0	2
Carbonic anhydrase 1 CHEMBL261	Ki	5.66	5.66	2210.0	1
Aspartyl aminopeptidase CHEMBL1293263	IC50	5.65	5.65	2242.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	5.64	5.64	2312.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.64	5.64	2293.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.62	4.5335	2400.0	17
Nuclear factor NF-kappa-B complex CHEMBL2094258	IC50	5.6	5.6	2500.0	1
Transthyretin CHEMBL3194	Ki	5.57	5.57	2700.0	1
Carbonic anhydrase 2 CHEMBL205	Ki	5.56	5.56	2770.0	1
Cytochrome P450 1A2 CHEMBL3356	IC50	5.52	5.52	3000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	251.08	ng.hr.mL-1	Rattus norvegicus
AUC	547.8	ng.hr.mL-1	Rattus norvegicus
AUC	8102.88	ng.hr.mL-1	Rattus norvegicus
AUC	3286.8	ng.hr.mL-1	Rattus norvegicus
AUC	12188.55	ng.hr.mL-1	Rattus norvegicus
AUC	2248.49	ng.hr.mL-1	Mus musculus
AUC	1940.12	ng.hr.mL-1	Mus musculus
AUC	1122.08	ng.hr.mL-1	Mus musculus
AUC	47.5	ng.hr.mL-1	Rattus norvegicus
AUC	48.0	ng.hr.mL-1	Rattus norvegicus
CL	118.77	mL.min-1.kg-1	Mus musculus
CL	280.04	mL.min-1.kg-1	Mus musculus
Cmax	1200.0	nM	Rattus norvegicus
Cmax	15270.0	nM	Mus musculus
Cmax	336.04	nM	Rattus norvegicus
Cmax	771.08	nM	Rattus norvegicus
Cmax	1196.06	nM	Rattus norvegicus
Cmax	11000.0	nM	Mus musculus
Cmax	32000.0	nM	Mus musculus
Cmax	1196.06	nM	Rattus norvegicus
F	49.9	%	Mus musculus
F	20.0	%	Rattus norvegicus
F	0.5	%	Homo sapiens
F	0.5	%	Homo sapiens
F	20.0	%	Rattus norvegicus
Ka	1.64	10'5/M	Homo sapiens
Ka	-	-	Homo sapiens
Ka	-	-	Homo sapiens
Ka	1.65	10'5/M	Homo sapiens
T1/2	0.1333	hr	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HeLa	IC50	=	0.0225	nM	10.65	Antiproliferative activity against human HeLa cells assessed as cell viability a...	21851083
SK-N-SH	IC50	=	0.0403	nM	10.39	Antiproliferative activity against human SK-N-SH cells assessed as cell viabilit...	21851083
A549	IC50	=	0.0447	nM	10.35	Antiproliferative activity against human A549 cells assessed as cell viability a...	21851083
MCF7	IC50	=	0.0791	nM	10.1	Antiproliferative activity against human MCF7 cells assessed as cell viability a...	21851083
Dipeptidyl peptidase 4	IC50	=	0.6	nM	9.22	Inhibition of DPP4 (unknown origin) using Gly-Pro-AMC as substrate preincubated ...	29609120
Ribosyldihydronicotinamide dehydrogenase [quinone]	Kd	=	54.0	nM	7.27	Binding affinity to human quinone reductase 2 by ITC analysis	23953689
Luciferin 4-monooxygenase	IC50	=	58.88	nM	7.23	Inhibition of recombinant firefly luciferase after 20 mins by luminescence assay	23286196
Ribosyldihydronicotinamide dehydrogenase [quinone]	Ki	=	88.0	nM	7.06	Competitive inhibition of human quinone reductase 2 using menadione/N-methyldihy...	23953689
Unchecked	Ki	=	102.0	nM	6.99	Binding affinity to rat brain cell membrane	24794111
Unchecked	Ki	=	102.0	nM	6.99	Displacement of [3H]resveratrol from Sprague-Dawley rat brain plasma membranes a...	28654265
Aryl hydrocarbon receptor	Ki	=	169.0	nM	6.77	Binding affinity for aryl hydrocarbon receptor (AhR) of rabbit liver cytosol inc...	15634023
Unchecked	IC50	=	173.0	nM	6.76	Inhibition of TNF-alpha-induced NF-kappaB activity expressed in HEK293 cells aft...	20527891
HaCaT	IC50	=	182.6	nM	6.74	Cytotoxicity against human HaCaT cells incubated for 72 hrs by MTT assay	37847948
Cytochrome P450 1A	IC50	=	230.0	nM	6.64	Inhibtion of CYP1A (unknown origin)	32485531
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	250.0	nM	6.6	Displacement of ATP in PI3Kalpha (unknown origin) by cell based assay	-
Prostaglandin G/H synthase 1	IC50	=	380.0	nM	6.42	Inhibition of ovine COX1	16814546
Ribosyldihydronicotinamide dehydrogenase [quinone]	IC50	=	450.0	nM	6.35	Inhibition of human recombinant NQO2 assessed as reduction of DCPIP by spectroph...	20356739
Ribosyldihydronicotinamide dehydrogenase [quinone]	IC50	=	450.0	nM	6.35	Inhibition of human recombinant NQO2 by spectrophotometry	20036559
Unchecked	IC50	=	450.0	nM	6.35	Displacement of 2-[125l]-lodomelatonin from QR2 in hamster brain homogenate by r...	35245051
Amine oxidase [flavin-containing] A	IC50	=	449.0	nM	6.35	DRUGMATRIX: Monoamine Oxidase MAO-A enzyme inhibition (substrate: Kynuramine)	-

Literature References

PubMed	DOI	Target Context	# Activities
17513867	10.1074/jbc.m702452200	Osteoblast	112
21936484	10.1021/np100761u	Helicobacter pylori	69
27117260	10.1016/j.bmc.2016.03.052	Human immunodeficiency virus 1	42
25302422	10.1021/np5003143	Mus musculus	26
27117260	10.1016/j.bmc.2016.03.052	Unchecked	25
35093804	10.1016/j.bmc.2021.116593	Hepatocyte	22
27374242	10.1016/j.bmcl.2016.06.054	RAW264.7	20
17513867	10.1074/jbc.m702452200	MC3T3-E1	20
17938187	10.1128/aac.00210-07	THP-1	20
23273136	10.1021/np300529x	Mus musculus	20
22189272	10.1016/j.bmc.2011.11.030	Tyrosinase	18
35093804	10.1016/j.bmc.2021.116593	Mus musculus	16
29110988	10.1016/j.bmcl.2017.10.045	No relevant target	14
20866032	10.1021/jm1007006	Mus musculus	14
17938187	10.1128/aac.00210-07	RAW264.7	14
25714330	10.1021/np500810c	Rattus norvegicus	14
21291235	10.1021/jm101248v	Unchecked	14
17513867	10.1074/jbc.m702452200	Molecular identity unknown	13
32485531	10.1016/j.ejmech.2020.112356	Unchecked	13
18046409	10.1038/nature06261	NAD-dependent protein deacetylase sirtuin-1	12

Data from ChEMBL 36 via Core Engine