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Compound Detail

CHEMBL293492

CINNAMALDEHYDE
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O=C/C=C/c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL293492
Name CINNAMALDEHYDE
Phase Preclinical
Structure Type MOL
InChI Key KJPRLNWUNMBNBZ-QPJJXVBHSA-N

Known Names

.beta.-phenylacrolein Abion ca Cinnamal Cinnamaldehyde Cinnamic aldehyde FEMA NO. 2286 NSC-16935 NSC-40346 XC-800 Zimtaldehyde
8
Targets
21
Activities
2
Assay Types
4
PK Parameters
20
Publications
10
Known Names

Molecular Properties

132.2
MW (Da)
1.90
ALogP
1
HBA
0
HBD
17.1
PSA (Ų)
0.44
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C9H8O
MW 132.16
Aromatic Rings 1
Heavy Atoms 10
NP-Likeness 0.81

Activity Summary

IC50 11 meas. best 5.24
EC50 10 meas. best 5.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Transient receptor potential cation channel subfamily A member 1
CHEMBL1075310
 EC50 5.47 4.84 3400.0 2
Transient receptor potential cation channel subfamily A member 1
CHEMBL5160
 EC50 5.27 5.27 5400.0 1
Cell division protein FtsZ
CHEMBL3999
 IC50 5.24 5.2 5810.0 2
Transient receptor potential cation channel subfamily A member 1
CHEMBL6007
 EC50 5.19 4.87 6500.0 6
HCT-8
CHEMBL613510
 IC50 4.81 4.67 15600.0 2
Transient receptor potential cation channel subfamily A member 1
CHEMBL6066835
 EC50 4.62 4.62 23900.0 1
Polyunsaturated fatty acid 5-lipoxygenase
CHEMBL215
 IC50 4.46 4.46 35000.0 1
Unchecked
CHEMBL612545
 IC50 4.37 4.37 43000.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 9.0 % Homo sapiens
F 100.0 % Homo sapiens
Ka 1.0 uM Escherichia coli
T1/2 4.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Transient receptor potential cation channel subfamily A member 1 EC50 = 3400.0 nM 5.47 Agonist activity at full length mouse TRPA1 transfected in HEK293F cells assesse... 22319196
Transient receptor potential cation channel subfamily A member 1 EC50 = 5400.0 nM 5.27 Agonist activity at full length rat TRPA1 transfected in HEK293F cells assessed ... 22319196
Cell division protein FtsZ IC50 = 5810.0 nM 5.24 Inhibition of Escherichia coli FtsZ GTPase activity 25791674
Transient receptor potential cation channel subfamily A member 1 EC50 = 6500.0 nM 5.19 Activation of TRPA1 channel expressed in CHO cells assessed as increase in intra... 20356305
Cell division protein FtsZ IC50 = 6860.0 nM 5.16 Inhibition of Escherichia coli FtsZ polymerization 25791674
Transient receptor potential cation channel subfamily A member 1 EC50 = 8511.38 nM 5.07 Agonist activity at human TRPA1 expressed in HEK293 cells assessed as increase i... 30878828
Transient receptor potential cation channel subfamily A member 1 EC50 = 9000.0 nM 5.05 Agonist activity at human TRPA1 expressed in HEK293 cells assessed as increase i... 30878828
Transient receptor potential cation channel subfamily A member 1 EC50 = 12500.0 nM 4.9 Agonist activity at full length human TRPA1 transfected in HEK293F cells assesse... 22319196
HCT-8 IC50 = 15600.0 nM 4.81 Antiproliferative activity against human HCT8 cells after 72 hrs in presence of ... 30037494
Transient receptor potential cation channel subfamily A member 1 EC50 = 19000.0 nM 4.72 Activation of TRPA1 17237762
Transient receptor potential cation channel subfamily A member 1 EC50 = 23900.0 nM 4.62 Agonist activity at rhesus monkey TRPA1 transfected in HEK293F cells assessed as... 22319196
HCT-8 IC50 = 29400.0 nM 4.53 Antiproliferative activity against human HCT8 cells after 72 hrs by MTT assay 30037494
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 35000.0 nM 4.46 Inhibition of human PMNL 5-LOX using arachidonic acid as substrate after 5 mins ... 31331653
Unchecked IC50 = 43000.0 nM 4.37 Inhibition of NF-kappaB transfected in LPS-stimulated mouse RAW264.7 cells 18823786
Transient receptor potential cation channel subfamily A member 1 EC50 = 51400.0 nM 4.29 Agonist activity at human TRPA1 expressed in HEK293 cells assessed as [45]Ca2+ i... 19945872
Transient receptor potential cation channel subfamily A member 1 EC50 = 61000.0 nM 4.21 Agonist activity at mouse TRPA1 expressed in CHO cells assessed as increase in c... 30878828

Literature References

PubMed DOI Target Context # Activities
22319196 10.1124/jpet.111.189902 Transient receptor potential cation channel subfamily A member 1 8
17684094 10.1073/pnas.0705923104 Spinal cord 6
17684094 10.1073/pnas.0705923104 Esophagus 6
23539337 10.1039/c2md20127e Bacillus subtilis 5
30878828 10.1016/j.ejmech.2019.02.074 Transient receptor potential cation channel subfamily A member 1 5
26774583 10.1016/j.bmcl.2015.12.089 Escherichia coli 4
17237762 10.1038/nature05544 Transient receptor potential cation channel subfamily A member 1 4
26774583 10.1016/j.bmcl.2015.12.089 Aspergillus niger 4
32916044 10.1021/acs.jmedchem.0c01177 ADMET 4
24484240 10.1021/np400885u Transient receptor potential cation channel subfamily M member 8 4
26774583 10.1016/j.bmcl.2015.12.089 Staphylococcus aureus 4
26774583 10.1016/j.bmcl.2015.12.089 Penicillium citrinum 4
21910504 10.1021/jf203017f Meloidogyne incognita 3
10888580 10.1021/jf9904160 Attelabidae 3
- 10.1021/np50043a024 Abutilon theophrasti 3
27189886 10.1016/j.bmc.2016.05.003 Staphylococcus aureus 3
26756351 10.1021/acs.jmedchem.5b01098 Cell division protein FtsZ 3
18823786 10.1016/j.bmc.2008.09.036 RAW264.7 3
9917292 10.1021/np980304n Salmonella typhimurium 2
22677314 10.1016/j.bmcl.2012.05.051 Xanthine dehydrogenase/oxidase 2

Data from ChEMBL 36 via Core Engine