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Compound Detail

CHEMBL101506

PINOSYLVIN
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Oc1cc(O)cc(/C=C/c2ccccc2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL101506
Name PINOSYLVIN
Phase Preclinical
Structure Type MOL
InChI Key YCVPRTHEGLPYPB-VOTSOKGWSA-N
5
Targets
8
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

212.2
MW (Da)
3.27
ALogP
2
HBA
2
HBD
40.5
PSA (Ų)
0.75
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C14H12O2
MW 212.25
Aromatic Rings 2
Heavy Atoms 16
NP-Likeness 0.58

Activity Summary

IC50 8 meas. best 4.97

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
RAW264.7
CHEMBL612557
 IC50 4.97 4.97 10600.0 1
Transient receptor potential cation channel subfamily A member 1
CHEMBL5160
 IC50 4.92 4.92 12100.0 1
J774
CHEMBL614123
 IC50 4.78 4.56 16600.0 3
Unchecked
CHEMBL612545
 IC50 4.64 4.64 22700.0 1
U-87 MG
CHEMBL614247
 IC50 4.05 4.05 88960.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
RAW264.7 IC50 = 10600.0 nM 4.97 inhibitory concentration against PGE-2 production in LPS-stimulated RAW264.7 cel... 15501064
Transient receptor potential cation channel subfamily A member 1 IC50 = 12100.0 nM 4.92 Antagonist activity at rat TRPA1 expressed in HEK293 cells assessed as inhibitio... 26750258
J774 IC50 = 16600.0 nM 4.78 Antiinflammatory activity in mouse J774 cells assessed as reduction in LPS-induc... 29726680
Unchecked IC50 = 22700.0 nM 4.64 Ex vivo inhibition of leukotriene formation in calcium ionophore activated human... 15679323
J774 IC50 = 32100.0 nM 4.49 Antiinflammatory activity in mouse J774 cells assessed as reduction in LPS-induc... 29726680
J774 IC50 = 38700.0 nM 4.41 Antiinflammatory activity in mouse J774 cells assessed as reduction in LPS-induc... 29726680
U-87 MG IC50 = 88960.0 nM 4.05 Antitumor activity against human U87 cells assessed as reduction in cell viabili... 38493731

Literature References

PubMed DOI Target Context # Activities
15217293 10.1021/np0304823 Staphylococcus aureus 7
29726680 10.1021/acs.jnatprod.7b00384 J774 6
- 10.1007/s00044-009-9236-2 No relevant target 6
38493731 10.1016/j.bmc.2024.117684 U-87 MG 5
26750258 10.1016/j.bmcl.2015.12.065 Transient receptor potential cation channel subfamily A member 1 3
19271734 10.1021/jm8015415 HL-60 3
29726680 10.1021/acs.jnatprod.7b00384 Mus musculus 3
- 10.1007/s00044-009-9236-2 NON-PROTEIN TARGET 2
26750258 10.1016/j.bmcl.2015.12.065 Transient receptor potential cation channel subfamily V member 1 2
28576617 10.1016/j.bmcl.2017.05.025 Transient receptor potential cation channel subfamily A member 1 2
21314127 10.1021/jf104742n Botrytis cinerea 2
22189272 10.1016/j.bmc.2011.11.030 B16-F10 2
19271734 10.1021/jm8015415 NON-PROTEIN TARGET 2
17316918 10.1016/j.ejmech.2006.12.012 Unchecked 2
17316918 10.1016/j.ejmech.2006.12.012 NON-PROTEIN TARGET 2
21215623 10.1016/j.bmcl.2010.12.029 NON-PROTEIN TARGET 1
15679323 10.1021/np0497043 Unchecked 1
12088422 10.1021/np0105073 Cladosporium herbarum 1
19271734 10.1021/jm8015415 PBL 1
15217293 10.1021/np0304823 No relevant target 1

Data from ChEMBL 36 via Core Engine