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

CHEMBL1277662

18-OXOFERRUGINOL
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
CC(C)c1cc2c(cc1O)[C@@]1(C)CCC[C@@](C)(C=O)[C@@H]1CC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1277662
Name 18-OXOFERRUGINOL
Phase Preclinical
Structure Type MOL
InChI Key BYISLTMARMJFNI-SLFFLAALSA-N
10
Targets
17
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

300.4
MW (Da)
4.72
ALogP
2
HBA
1
HBD
37.3
PSA (Ų)
0.80
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 C20H28O2
MW 300.44
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness 2.50

Activity Summary

IC50 12 meas. best 7.47
EC50 5 meas. best 5.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Lysine--tRNA ligase
CHEMBL5575
 IC50 7.47 7.47 34.1 1
dengue virus type 2
CHEMBL613966
 EC50 5.3 5.3 5000.0 1
Plasmodium falciparum
CHEMBL364
 EC50 4.82 4.82 15000.0 2
Human alphaherpesvirus 2
CHEMBL370
 EC50 4.78 4.78 16600.0 1
Human alphaherpesvirus 1
CHEMBL377
 EC50 4.71 4.71 19600.0 1
Jurkat
CHEMBL397
 IC50 4.67 4.67 21600.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.48 4.48 33200.0 1
Trypanosoma cruzi
CHEMBL368
 IC50 4.31 4.2433 48700.0 3
Vero
CHEMBL391
 IC50 4.28 4.11 52200.0 3
HeLa
CHEMBL399
 IC50 4.22 4.22 60000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Lysine--tRNA ligase IC50 = 34.1 nM 7.47 Inhibition of SYK (unknown origin) by mobility shift assay 29578342
dengue virus type 2 EC50 = 5000.0 nM 5.3 Antiviral activity against DENV-2 New guinea infected in African green monkey Ve... 26638041
Plasmodium falciparum EC50 = 15000.0 nM 4.82 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum 3D7 as... 25316317
Plasmodium falciparum EC50 = 15000.0 nM 4.82 Antimalarial activity against chloroquine-resistant Plasmodium falciparum K1 ass... 25316317
Human alphaherpesvirus 2 EC50 = 16600.0 nM 4.78 Antiviral activity against HHV-2 VR-734-G infected in African green monkey Vero ... 26638041
Human alphaherpesvirus 1 EC50 = 19600.0 nM 4.71 Antiviral activity against HHV-1 CDC Atlanta infected in African green monkey Ve... 26638041
Jurkat IC50 = 21600.0 nM 4.67 Cytotoxicity against human Jurkat cells assessed as cell growth inhibition after... 26638041
NON-PROTEIN TARGET IC50 = 33200.0 nM 4.48 Cytotoxicity against human U937 cells assessed as cell growth inhibition after 4... 26638041
Trypanosoma cruzi IC50 = 48700.0 nM 4.31 Antitrypanosomal activity against Trypanosoma cruzi TINF/CH/1956/Tulahuen (DTU V... 33253573
Vero IC50 = 52200.0 nM 4.28 Cytotoxicity against African green monkey Vero cells assessed as inhibition of c... 26638041
HeLa IC50 = 60000.0 nM 4.22 Cytotoxicity against human HeLa cells assessed as cell growth inhibition after 4... 26638041
Trypanosoma cruzi IC50 = 59500.0 nM 4.22 Antitrypanosomal activity against Trypanosoma cruzi MHOM/Pe/2011/Arequipa(DTU V)... 33253573
Trypanosoma cruzi IC50 = 63000.0 nM 4.2 Antitrypanosomal activity against Trypanosoma cruzi IRHOD/CO/2008/SN3 (DTU I) ep... 33253573
Vero IC50 = 90800.0 nM 4.04 Cytotoxicity against African green monkey Vero cells assessed as cell growth inh... 26638041
Vero IC50 = 97800.0 nM 4.01 Cytotoxicity against African green monkey Vero cells assessed as inhibition of c... 26638041

Literature References

PubMed DOI Target Context # Activities
33253573 10.1021/acs.jnatprod.0c00651 Trypanosoma cruzi 9
26638041 10.1016/j.ejmech.2015.11.009 Human alphaherpesvirus 2 5
26638041 10.1016/j.ejmech.2015.11.009 Vero 4
26638041 10.1016/j.ejmech.2015.11.009 Human alphaherpesvirus 1 4
26638041 10.1016/j.ejmech.2015.11.009 dengue virus type 2 4
26638041 10.1016/j.ejmech.2015.11.009 Unchecked 3
26638041 10.1016/j.ejmech.2015.11.009 HeLa 2
20934345 10.1016/j.bmc.2010.09.035 Replicase polyprotein 1ab 2
26638041 10.1016/j.ejmech.2015.11.009 Jurkat 2
25316317 10.1016/j.bmcl.2014.09.061 NON-PROTEIN TARGET 2
25316317 10.1016/j.bmcl.2014.09.061 Plasmodium falciparum 2
25316317 10.1016/j.bmcl.2014.09.061 HEK293 1
25316317 10.1016/j.bmcl.2014.09.061 BJ 1
26638041 10.1016/j.ejmech.2015.11.009 Trichophyton rubrum 1
26638041 10.1016/j.ejmech.2015.11.009 Trichophyton mentagrophytes 1
26638041 10.1016/j.ejmech.2015.11.009 Fusarium oxysporum 1
26638041 10.1016/j.ejmech.2015.11.009 Aspergillus fumigatus 1
26638041 10.1016/j.ejmech.2015.11.009 Aspergillus flavus 1
25316317 10.1016/j.bmcl.2014.09.061 Raji 1
26638041 10.1016/j.ejmech.2015.11.009 Candida albicans 1

Data from ChEMBL 36 via Core Engine