Compound Detail

CHEMBL43065

OXYRESVERATROL

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Oc1cc(O)cc(/C=C/c2ccc(O)cc2O)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL43065
Name	OXYRESVERATROL
Phase	Preclinical
Structure Type	MOL
InChI Key	PDHAOJSHSJQANO-OWOJBTEDSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

244.2

MW (Da)

2.68

ALogP

HBA

HBD

80.9

PSA (Å²)

0.61

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	C14H12O4
MW	244.25
Aromatic Rings	2
Heavy Atoms	18
NP-Likeness	1.01

Activity Summary

IC50 22 meas. best 7.05

Ki 4 meas. best 5.35

Kd 2 meas. best 5.85

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosinase CHEMBL1973	IC50	7.05	5.69	90.0	3
Transthyretin CHEMBL3194	Kd	5.85	5.735	1400.0	2
Prostaglandin G/H synthase 1 CHEMBL221	IC50	5.85	5.85	1400.0	1
Tyrosinase CHEMBL5346	IC50	5.77	5.77	1700.0	1
Cholinesterase CHEMBL1914	IC50	5.53	5.53	2950.0	1
Transthyretin CHEMBL3194	Ki	5.35	5.35	4500.0	1
Synaptojanin-2 CHEMBL4523129	IC50	5.18	5.18	6650.0	3
Phosphotyrosine protein phosphatase CHEMBL4295521	IC50	5.08	5.075	8420.0	2
Cytochrome P450 1A1 CHEMBL2231	IC50	4.82	4.82	15000.0	1
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	4.73	4.73	18490.0	1
Tyrosinase CHEMBL3318	Ki	4.66	4.605	22000.0	2
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	IC50	4.57	4.57	27130.0	1
72 kDa type IV collagenase CHEMBL333	IC50	4.56	4.56	27600.0	1
Tyrosine-protein phosphatase non-receptor type 22 CHEMBL2889	IC50	4.5	4.5	31450.0	1
Dihydrofolate reductase CHEMBL1809	Ki	4.5	4.5	31480.0	1
Cytochrome P450 1B1 CHEMBL4878	IC50	4.47	4.47	34000.0	2
Low molecular weight protein-tyrosine phosphatase A CHEMBL4542	IC50	4.17	4.17	67230.0	1
Dihydrofolate reductase CHEMBL1809	IC50	4.02	4.02	95700.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosinase	IC50	=	90.0	nM	7.05	Inhibition of human tyrosinase expressed in HEK293 cells using L-tyrosine and DO...	32787103
Prostaglandin G/H synthase 1	IC50	=	1400.0	nM	5.85	Inhibition of COX1	11858749
Transthyretin	Kd	=	1400.0	nM	5.85	Binding affinity to N-terminal hexa-histidine tagged TTR V30M mutant (unknown or...	37910439
Tyrosinase	IC50	=	1700.0	nM	5.77	Inhibition of tyrosinase in mouse B16 cells	29763564
Transthyretin	Kd	=	2400.0	nM	5.62	Binding affinity to recombinant N-terminal hexa-histidine tagged TTR V30M mutant...	37910439
Cholinesterase	IC50	=	2950.0	nM	5.53	Inhibition of BChE (unknown origin) using thiocholine as substrate preincubated ...	29126732
Transthyretin	Ki	=	4500.0	nM	5.35	Inhibition of recombinant N-terminal hexa-histidine tagged TTR V30M mutant (unkn...	37910439
Synaptojanin-2	IC50	=	6650.0	nM	5.18	Inhibition of C-Myc/DDK-tagged human recombinant SYNJ2 expressed in HEK293T cell...	-
Synaptojanin-2	IC50	=	6650.0	nM	5.18	Inhibition of C-Myc/DDK-tagged human recombinant SYNJ2 expressed in HEK293T cell...	-
Synaptojanin-2	IC50	=	6650.0	nM	5.18	Inhibition of recombinant full length C-Myc/DDK-tagged human SYNJ2 expressed in ...	-
Tyrosinase	IC50	=	7600.0	nM	5.12	Inhibition of human HMV-II cell derived tyrosinase using DOPA as substrate incub...	32787103
Phosphotyrosine protein phosphatase	IC50	=	8420.0	nM	5.08	Inhibition of Mycobacterium tuberculosis PtpB using p-nitrophenyl phosphate as s...	29275228
Phosphotyrosine protein phosphatase	IC50	=	8511.38	nM	5.07	Inhibition of Mycobacterium tuberculosis PtpB using p-nitrophenyl phosphate as s...	29275228
Tyrosinase	IC50	=	12700.0	nM	4.9	Inhibition of tyrosinase	16919455
Cytochrome P450 1A1	IC50	=	15000.0	nM	4.82	Inhibition of ethoxyresorufin O-deethylation (EROD) in bicistronic bacterial mem...	11754588
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	18490.0	nM	4.73	Inhibition of human 5-LOX using arachidonic acid as substrate measured after 10 ...	30638966
Tyrosinase	Ki	=	22000.0	nM	4.66	Inhibition of mushroom tyrosinase at 9.2 uM	16919455
Tyrosine-protein phosphatase non-receptor type 1	IC50	=	27130.0	nM	4.57	Inhibition of human PTP1B using p-nitrophenyl phosphate as substrate preincubate...	29275228
72 kDa type IV collagenase	IC50	=	27600.0	nM	4.56	Inhibition of human recombinant MMP2 catalytic domain incubated for 20 mins by f...	22658537
Tyrosinase	Ki	=	28000.0	nM	4.55	Inhibition of mushroom tyrosinase at 18.4 uM	16919455

Literature References

PubMed	DOI	Target Context	# Activities
29110988	10.1016/j.bmcl.2017.10.045	No relevant target	12
37910439	10.1021/acs.jmedchem.3c01698	Transthyretin	7
26453007	10.1016/j.bmcl.2015.09.064	Unchecked	6
26453007	10.1016/j.bmcl.2015.09.064	Pseudomonas aeruginosa	6
16919455	10.1016/j.bmcl.2006.08.018	Tyrosinase	4
29275228	10.1016/j.ejmech.2017.11.087	Unchecked	4
11754588	10.1021/jm010298j	ADMET	2
32298876	10.1016/j.ejmech.2020.112268	Dihydrofolate reductase	2
16919455	10.1016/j.bmcl.2006.08.018	ADMET	2
25935644	10.1016/j.bmcl.2015.04.045	Pancreatic triacylglycerol lipase	2
32787103	10.1021/acs.jmedchem.0c00994	Tyrosinase	2
29275228	10.1016/j.ejmech.2017.11.087	Phosphotyrosine protein phosphatase	2
22658537	10.1016/j.bmc.2012.04.063	72 kDa type IV collagenase	2
32652408	10.1016/j.ejmech.2020.112541	Human alphaherpesvirus 1	2
20452207	10.1016/j.bmcl.2009.09.074	Unchecked	1
22658537	10.1016/j.bmc.2012.04.063	Stromelysin-1	1
22658537	10.1016/j.bmc.2012.04.063	Interstitial collagenase	1
38996382	10.1021/acs.jmedchem.4c00211	HT-1080	1
11858749	10.1021/np010451c	Prostaglandin G/H synthase 1	1
11754588	10.1021/jm010298j	Cytochrome P450 1B1	1

Data from ChEMBL 36 via Core Engine