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Compound Detail

CHEMBL109341

SINAPINATE
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COc1cc(/C=C/C(=O)O)cc(OC)c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL109341
Name SINAPINATE
Phase Preclinical
Structure Type MOL
InChI Key PCMORTLOPMLEFB-ONEGZZNKSA-N
5
Targets
15
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

224.2
MW (Da)
1.51
ALogP
4
HBA
2
HBD
76.0
PSA (Ų)
0.76
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C11H12O5
MW 224.21
Aromatic Rings 1
Heavy Atoms 16
NP-Likeness 0.76

Activity Summary

IC50 13 meas. best 5.32
EC50 2 meas. best 7.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
No relevant target
CHEMBL2362975
 EC50 7.14 5.8 72.4 2
Brain
CHEMBL613617
 IC50 5.32 5.32 4770.0 1
No relevant target
CHEMBL2362975
 IC50 4.65 4.5633 22400.0 3
Prostaglandin G/H synthase 2
CHEMBL230
 IC50 4.55 4.55 28000.0 1
Prostaglandin G/H synthase 1
CHEMBL221
 IC50 4.41 4.41 39200.0 1
Radical scavenging activity
CHEMBL613712
 IC50 4.18 4.18 66000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
No relevant target EC50 = 72.4 nM 7.14 Antioxidant activity assessed as DPPH free radical scavenging activity 28415050
Brain IC50 = 4770.0 nM 5.32 Inhibition of lipid peroxidation in Sprague-Dawley rat brain after 30 mins by TB... 18249541
No relevant target IC50 = 22400.0 nM 4.65 Antioxidant activity assessed as inhibition of allopurinol-xanthine oxidase syst... 27162124
No relevant target IC50 = 25700.0 nM 4.59 DPPH radical scavenging activity after 180 mins 18314960
Prostaglandin G/H synthase 2 IC50 = 28000.0 nM 4.55 Inhibition of COX2 after 5 mins by spectrophotometric analysis 22386242
No relevant target EC50 = 35000.0 nM 4.46 Antioxidant activity assessed as DPPH scavenging activity measured after 3 mins ... 27162124
No relevant target IC50 = 35780.0 nM 4.45 Antioxidant activity assessed as DPPH radical scavenging activity incubated for ... 27079123
Prostaglandin G/H synthase 1 IC50 = 39200.0 nM 4.41 Inhibition of COX1 after 5 mins by spectrophotometric analysis 22386242
Radical scavenging activity IC50 = 66000.0 nM 4.18 Antioxidant activity assessed as residual DPPH radical scavenging activity after... 21216503

Literature References

PubMed DOI Target Context # Activities
18590964 10.1016/j.bmc.2008.06.010 Radical scavenging activity 6
- 10.1007/s00044-012-0419-x Radical scavenging activity 6
23145924 10.1021/jf303290g Diplodia seriata 4
27079123 10.1016/j.bmc.2016.04.007 No relevant target 4
27162124 10.1016/j.ejmech.2016.04.067 No relevant target 3
27162124 10.1016/j.ejmech.2016.04.067 A549 3
23145924 10.1021/jf303290g Neofusicoccum parvum 2
27162124 10.1016/j.ejmech.2016.04.067 ADMET 2
15780639 10.1016/j.bmcl.2005.01.070 Mus musculus 2
- 10.1584/jpestics.G10-84 Ralstonia solanacearum 2
19058883 10.1016/j.ejmech.2008.10.027 No relevant target 2
35395370 10.1016/j.bmcl.2022.128722 Unchecked 2
27162124 10.1016/j.ejmech.2016.04.067 Aorta 2
11959004 10.1016/s0960-894x(02)00059-8 Unchecked 2
28415050 10.1016/j.ejmech.2017.03.061 No relevant target 2
21216503 10.1016/j.ejmech.2010.12.016 Radical scavenging activity 1
34355179 10.1039/D1MD00045D Pyruvate kinase PKM 1
21377874 10.1016/j.bmcl.2011.02.028 Radical scavenging activity 1
21216503 10.1016/j.ejmech.2010.12.016 NON-PROTEIN TARGET 1
18249541 10.1016/j.bmcl.2008.01.061 Brain 1

Data from ChEMBL 36 via Core Engine