Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL402978

GINGEROL
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CCCCC[C@H](O)CC(=O)CCc1ccc(O)c(OC)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL402978
Name GINGEROL
Phase Preclinical
Structure Type MOL
InChI Key NLDDIKRKFXEWBK-AWEZNQCLSA-N

Known Names

(6)-gingerol 6-gingerol C17-h26-o4 Gingerol [6]-gingerol
8
Targets
22
Activities
1
Assay Types
0
PK Parameters
20
Publications
5
Known Names

Molecular Properties

294.4
MW (Da)
3.23
ALogP
4
HBA
2
HBD
66.8
PSA (Ų)
0.65
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula C17H26O4
MW 294.39
Aromatic Rings 1
Heavy Atoms 21
NP-Likeness 1.48

Activity Summary

IC50 22 meas. best 4.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cytochrome P450 2C19
CHEMBL3622
 IC50 4.96 4.735 10900.0 2
Cytochrome P450 2C9
CHEMBL3397
 IC50 4.92 4.735 12100.0 2
Cytochrome P450 1A2
CHEMBL3356
 IC50 4.72 4.72 19000.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 4.66 4.418 21800.0 5
Cytochrome P450 2C8
CHEMBL3721
 IC50 4.66 4.66 22100.0 1
No relevant target
CHEMBL2362975
 IC50 4.55 4.55 28000.0 1
Cytochrome P450 2B6
CHEMBL4729
 IC50 4.39 4.39 40800.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.13 4.13 74200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cytochrome P450 2C19 IC50 = 10900.0 nM 4.96 Inhibition of CYP2C19 in human liver microsomes using (S)-mephenytoin as substra... 28274629
Cytochrome P450 2C9 IC50 = 12100.0 nM 4.92 Inhibition of recombinant human CYP2C9 expressed in baculosomes using Vivid OOMR... 28274629
Cytochrome P450 1A2 IC50 = 19000.0 nM 4.72 Inhibition of CYP1A2 in human liver microsomes using phenacetin as substrate pre... 28274629
Cytochrome P450 2C8 IC50 = 22100.0 nM 4.66 Inhibition of CYP2C8 in human liver microsomes using amodiaquin as substrate pre... 28274629
Cytochrome P450 3A4 IC50 = 21800.0 nM 4.66 Inhibition of recombinant human CYP3A4 expressed in baculosomes using Vivid BOMC... 28274629
No relevant target IC50 = 28000.0 nM 4.55 Antioxidant activity assessed as DPPH radical scavenging activity 22246389
Cytochrome P450 2C9 IC50 = 27900.0 nM 4.55 Inhibition of CYP2C9 in human liver microsomes using diclofenac as substrate pre... 28274629
Cytochrome P450 2C19 IC50 = 30700.0 nM 4.51 Inhibition of recombinant human CYP2C19 expressed in baculosomes using Vivid EOM... 28274629
Cytochrome P450 3A4 IC50 = 32000.0 nM 4.5 Inhibition of recombinant human CYP3A4 expressed in baculosomes using Vivid DBOM... 28274629
Cytochrome P450 3A4 IC50 = 37400.0 nM 4.43 Inhibition of CYP3A4 in human liver microsomes using testosterone as substrate p... 28274629
Cytochrome P450 2B6 IC50 = 40800.0 nM 4.39 Inhibition of CYP2B6 in human liver microsomes using bupropion as substrate prei... 28274629
Cytochrome P450 3A4 IC50 = 42900.0 nM 4.37 Inhibition of recombinant human CYP3A4 expressed in baculosomes using Vivid BOMR... 28274629
NON-PROTEIN TARGET IC50 = 74200.0 nM 4.13 Cytotoxicity in human OC2 cells assessed as decrease in cell viability after 24 ... 20669930
Cytochrome P450 3A4 IC50 = 73400.0 nM 4.13 Inhibition of CYP3A4 in human liver microsomes using midazolam as substrate 28274629

Literature References

PubMed DOI Target Context # Activities
32696644 10.1021/acs.jmedchem.0c00630 HTH-type quorum-sensing regulator RhlR 11
19271742 10.1021/np800555y RBL-2H3 9
18181576 10.1021/np070279y MDCK 7
22789014 10.1021/np300375t Unchecked 7
28274629 10.1016/j.bmcl.2017.02.047 Cytochrome P450 3A4 5
20363635 10.1016/j.bmc.2010.02.062 5-hydroxytryptamine receptor 1A 4
18181576 10.1021/np070279y Unchecked 3
32696644 10.1021/acs.jmedchem.0c00630 Pseudomonas aeruginosa 3
28274629 10.1016/j.bmcl.2017.02.047 Cytochrome P450 2C9 2
28274629 10.1016/j.bmcl.2017.02.047 Cytochrome P450 2C19 2
32696644 10.1021/acs.jmedchem.0c00630 Transcriptional activator protein LasR 2
32696644 10.1021/acs.jmedchem.0c00630 Transcriptional regulator MvfR 2
31744675 10.1016/j.bmcl.2019.126815 Aldo-keto reductase family 1 member B1 2
22789014 10.1021/np300375t Mycolicibacterium smegmatis 2
20363635 10.1016/j.bmc.2010.02.062 Caco-2 2
19271742 10.1021/np800555y ADMET 2
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 1
20669930 10.1021/np100213a NON-PROTEIN TARGET 1
18976930 10.1016/j.bmc.2008.10.038 Polyunsaturated fatty acid 5-lipoxygenase 1
18976930 10.1016/j.bmc.2008.10.038 Prostaglandin G/H synthase 2 1

Data from ChEMBL 36 via Core Engine