Compound Detail

CHEMBL186366

PINOSYLVIN METHYL ETHER

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COc1cc(O)cc(/C=C/c2ccccc2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL186366
Name	PINOSYLVIN METHYL ETHER
Phase	Preclinical
Structure Type	MOL
InChI Key	JVIXPWIEOVZVJC-BQYQJAHWSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

226.3

MW (Da)

3.57

ALogP

HBA

HBD

29.5

PSA (Å²)

0.81

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 8 meas. best 5.16

EC50 1 meas. best 5.46

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Transient receptor potential cation channel subfamily A member 1 CHEMBL5160	EC50	5.46	5.46	3500.0	1
Transient receptor potential cation channel subfamily A member 1 CHEMBL5160	IC50	5.16	5.16	6900.0	1
RAW264.7 CHEMBL612557	IC50	4.98	4.98	10500.0	1
Transient receptor potential cation channel subfamily V member 1 CHEMBL4794	IC50	4.82	4.6533	15000.0	3
J774 CHEMBL614123	IC50	4.62	4.5233	23700.0	3

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Transient receptor potential cation channel subfamily A member 1	EC50	=	3500.0	nM	5.46	Agonist activity at rat TRPA1 expressed in HEK293 cells assessed as induction of...	26750258
Transient receptor potential cation channel subfamily A member 1	IC50	=	6900.0	nM	5.16	Antagonist activity at rat TRPA1 expressed in HEK293 cells assessed as inhibitio...	26750258
RAW264.7	IC50	=	10500.0	nM	4.98	inhibitory concentration against PGE-2 production in LPS-stimulated RAW264.7 cel...	15501064
Transient receptor potential cation channel subfamily V member 1	IC50	=	15000.0	nM	4.82	Antagonist activity at human TRPV1 expressed in HEK293 cells	26750258
Transient receptor potential cation channel subfamily V member 1	IC50	=	23700.0	nM	4.62	Antagonist activity at human TRPV1 expressed in HEK293 cells assessed as inhibit...	26750258
J774	IC50	=	23700.0	nM	4.62	Antiinflammatory activity in mouse J774 cells assessed as reduction in LPS-induc...	29726680
Transient receptor potential cation channel subfamily V member 1	IC50	=	30000.0	nM	4.52	Antagonist activity at TRPV1 (unknown origin) in DRG neurons	26750258
J774	IC50	=	30200.0	nM	4.52	Antiinflammatory activity in mouse J774 cells assessed as reduction in LPS-induc...	29726680
J774	IC50	=	37000.0	nM	4.43	Antiinflammatory activity in mouse J774 cells assessed as reduction in LPS-induc...	29726680

PubMed	DOI	Target Context	# Activities
29726680	10.1021/acs.jnatprod.7b00384	J774	6
26750258	10.1016/j.bmcl.2015.12.065	Transient receptor potential cation channel subfamily V member 1	5
18849164	10.1016/j.bmcl.2008.09.085	Staphylococcus aureus	4
26750258	10.1016/j.bmcl.2015.12.065	Transient receptor potential cation channel subfamily A member 1	3
18849164	10.1016/j.bmcl.2008.09.085	Enterococcus faecium	2
28576617	10.1016/j.bmcl.2017.05.025	Transient receptor potential cation channel subfamily A member 1	2
18849164	10.1016/j.bmcl.2008.09.085	Streptococcus pneumoniae	1
18849164	10.1016/j.bmcl.2008.09.085	Corynebacterium diphtheriae	1
18849164	10.1016/j.bmcl.2008.09.085	Corynebacterium pseudodiphtheriticum	1
18849164	10.1016/j.bmcl.2008.09.085	Listeria monocytogenes	1
18849164	10.1016/j.bmcl.2008.09.085	Streptococcus mitis	1
18849164	10.1016/j.bmcl.2008.09.085	Streptococcus agalactiae	1
18849164	10.1016/j.bmcl.2008.09.085	Streptococcus pyogenes	1
15501064	10.1016/j.bmcl.2004.09.022	RAW264.7	1
18849164	10.1016/j.bmcl.2008.09.085	Bacillus cereus	1
18849164	10.1016/j.bmcl.2008.09.085	Priestia megaterium	1
18849164	10.1016/j.bmcl.2008.09.085	Bacillus subtilis	1
18849164	10.1016/j.bmcl.2008.09.085	Mycobacterium tuberculosis	1
18849164	10.1016/j.bmcl.2008.09.085	Escherichia coli	1
18849164	10.1016/j.bmcl.2008.09.085	Pseudomonas aeruginosa	1

Data from ChEMBL 36 via Core Engine