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Compound Detail

CHEMBL253570

GOSSYPETIN
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O=c1c(O)c(-c2ccc(O)c(O)c2)oc2c(O)c(O)cc(O)c12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL253570
Name GOSSYPETIN
Phase Preclinical
Structure Type MOL
InChI Key YRRAGUMVDQQZIY-UHFFFAOYSA-N

Known Names

Articulatidin Equisporol
12
Targets
17
Activities
3
Assay Types
0
PK Parameters
20
Publications
2
Known Names

Molecular Properties

318.2
MW (Da)
1.69
ALogP
8
HBA
6
HBD
151.6
PSA (Ų)
0.29
QED
1
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H10O8
MW 318.24
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness 1.77

Activity Summary

IC50 13 meas. best 6.48
EC50 3 meas. best 4.44
Ki 1 meas. best 5.11

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Thiosulfate sulfurtransferase
CHEMBL4295835
 IC50 6.48 6.48 330.0 1
GroEL/GroES
CHEMBL4106139
 IC50 6.41 6.045 390.0 2
Sialidase
CHEMBL5189
 IC50 6.1 6.1 800.0 1
DNA repair protein RAD52 homolog
CHEMBL2362978
 IC50 6.04 5.63 913.0 2
Neuraminidase
CHEMBL6135
 IC50 5.58 5.58 2600.0 1
HSP60/HSP10
CHEMBL4106131
 IC50 5.12 5.12 7500.0 1
Neuraminidase
CHEMBL6135
 Ki 5.11 5.11 7700.0 1
Aromatase
CHEMBL1978
 IC50 4.96 4.96 11000.0 1
Fructose-1,6-bisphosphatase 1
CHEMBL3975
 IC50 4.62 4.62 24000.0 1
Influenza A virus
CHEMBL613740
 EC50 4.44 4.405 36300.0 2
Hepatitis C virus
CHEMBL379
 EC50 4.33 4.33 47000.0 1
Solute carrier organic anion transporter family member 2B1
CHEMBL1743124
 IC50 4.09 4.09 81283.1 2
Death-associated protein kinase 1
CHEMBL2558
 IC50 4.06 4.06 87000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Thiosulfate sulfurtransferase IC50 = 330.0 nM 6.48 Inhibition of native rhodanese (unknown origin) assessed as reduction in rhodane... 30852084
GroEL/GroES IC50 = 390.0 nM 6.41 Inhibition of Escherichia coli GroEL expressed in Escherichia coli DH5alpha/Esch... 30852084
Sialidase IC50 = 800.0 nM 6.1 Inhibition of Clostridium perfringens neuraminidase 19729316
DNA repair protein RAD52 homolog IC50 = 913.0 nM 6.04 Inhibition of RAD52 (unknown origin) assessed as reduction in RAD52-ssDNA intera... -
GroEL/GroES IC50 = 2100.0 nM 5.68 Inhibition of Escherichia coli GroEL expressed in Escherichia coliDH5alpha/Esche... 30852084
Neuraminidase IC50 = 2600.0 nM 5.58 Noncompetitive inhibition of recombinant influenza A virus rvH1N1 A/Bervig_Missi... 19729316
DNA repair protein RAD52 homolog IC50 = 6000.0 nM 5.22 Inhibition of RAD52 (unknown origin) assessed as effect on RAD52-mediated anneal... -
HSP60/HSP10 IC50 = 7500.0 nM 5.12 Inhibition of human N-terminal octa-His-tagged HSP60 expressed in Escherichia co... 30852084
Neuraminidase Ki = 7700.0 nM 5.11 Noncompetitive inhibition of recombinant influenza A virus rvH1N1 A/Bervig_Missi... 19729316
Aromatase IC50 = 11000.0 nM 4.96 Inhibition of human aromatase by fluorometric assay 18778944
Fructose-1,6-bisphosphatase 1 IC50 = 24000.0 nM 4.62 Inhibition of human liver FBP1 incubated for 5 mins by fluorescence method 32364726
Influenza A virus EC50 = 36300.0 nM 4.44 Antiviral activity against influenza A virus H9N2 A/Chicken/Korea/MS96/96 infect... 19729316
Influenza A virus EC50 = 43000.0 nM 4.37 Antiviral activity against influenza A virus H1N1 A/PR/8/34 infected in MDCK cel... 19729316
Hepatitis C virus EC50 = 47000.0 nM 4.33 Antiviral activity against HCV JFH-1 J399EM infected in Human Huh7.5.1 cells ass... 22445328
Solute carrier organic anion transporter family member 2B1 IC50 = 82000.0 nM 4.09 Inhibition of human OATP2B1 expressed in Flp-In-CHO cells assessed as inhibition... 37252098
Solute carrier organic anion transporter family member 2B1 IC50 = 81283.05 nM 4.09 Inhibition of human OATP2B1 expressed in Flp-In-CHO cells assessed as inhibition... 37252098
Death-associated protein kinase 1 IC50 = 87000.0 nM 4.06 Displacement of ANS from DAPK1 catalytic domain (1 to 285) (unknown origin) afte... 26322379

Literature References

PubMed DOI Target Context # Activities
30852084 10.1016/j.bmcl.2019.02.028 GroEL/GroES 4
25190466 10.1016/j.bmcl.2014.07.093 Nuclear factor NF-kappa-B complex 4
37252098 10.1039/d3md00078h Solute carrier organic anion transporter family member 2B1 4
21493073 10.1016/j.bmc.2011.03.040 3T3-L1 4
28049590 10.1016/j.bmcl.2016.12.051 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial 2
19729316 10.1016/j.bmc.2009.08.036 Neuraminidase 2
19729316 10.1016/j.bmc.2009.08.036 Influenza A virus 2
19729316 10.1016/j.bmc.2009.08.036 Unchecked 2
19729316 10.1016/j.bmc.2009.08.036 MDCK 1
19729316 10.1016/j.bmc.2009.08.036 Sialidase 1
20692831 10.1016/j.bmcl.2010.07.068 NON-PROTEIN TARGET 1
21073191 10.1021/jm101206p BDNF/NT-3 growth factors receptor 1
21821414 10.1016/j.bmcl.2011.07.008 Radical scavenging activity 1
22445328 10.1016/j.ejmech.2012.03.002 Hepatitis C virus 1
22445328 10.1016/j.ejmech.2012.03.002 ADMET 1
- 10.1007/s00044-011-9570-z Avian myoblastosis virus polyprotein II 1
25086914 10.1016/j.ejmech.2014.07.095 Amyloid-beta precursor protein 1
10096854 10.1021/np980431j ADMET 1
10096854 10.1021/np980431j Monocyte 1
18778944 10.1016/j.bmc.2008.08.034 Aromatase 1

Data from ChEMBL 36 via Core Engine