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

CHEMBL312163

RHAMNETIN
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
COc1cc(O)c2c(=O)c(O)c(-c3ccc(O)c(O)c3)oc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL312163
Name RHAMNETIN
Phase Preclinical
Structure Type MOL
InChI Key JGUZGNYPMHHYRK-UHFFFAOYSA-N
10
Targets
12
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

316.3
MW (Da)
2.29
ALogP
7
HBA
4
HBD
120.4
PSA (Ų)
0.54
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 C16H12O7
MW 316.27
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness 1.44

Activity Summary

IC50 12 meas. best 5.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
ELAV-like protein 3
CHEMBL4105924
 IC50 5.92 5.92 1200.0 1
Inositol hexakisphosphate kinase 2
CHEMBL4523488
 IC50 5.75 5.75 1800.0 1
Amyloid-beta precursor protein
CHEMBL2487
 IC50 5.64 5.64 2300.0 1
Aldo-keto reductase family 1 member B1
CHEMBL1900
 IC50 5.57 5.57 2700.0 1
HeLa
CHEMBL399
 IC50 5.11 5.11 7800.0 1
Unchecked
CHEMBL612545
 IC50 5.05 5.03 8900.0 2
Inositol polyphosphate multikinase
CHEMBL4523401
 IC50 4.85 4.85 14000.0 1
Monocyte
CHEMBL614076
 IC50 4.66 4.66 22000.0 1
Human immunodeficiency virus type 1 integrase
CHEMBL3471
 IC50 4.54 4.375 28700.0 2
Pancreatic alpha-amylase
CHEMBL5730
 IC50 4.13 4.13 73900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
ELAV-like protein 3 IC50 = 1200.0 nM 5.92 Inhibition of ELAV3 (unknown origin)-artificial ARE complex formation after 30 m... 28587461
Inositol hexakisphosphate kinase 2 IC50 = 1800.0 nM 5.75 Inhibition of human IP6K2 using insP6 as substrate preincubated for 15 mins foll... 30624931
Amyloid-beta precursor protein IC50 = 2300.0 nM 5.64 Inhibition of amyloid beta (1 to 42) (unknown origin) fibril formation incubated... 29763806
Aldo-keto reductase family 1 member B1 IC50 = 2700.0 nM 5.57 Inhibition of human recombinant aldose reductase using D-glyceraldehyde as subst... 22261024
HeLa IC50 = 7800.0 nM 5.11 Cytotoxicity against human HeLa cells by MTT assay 19278239
Unchecked IC50 = 8900.0 nM 5.05 Inhibition of CAMK2 assessed as level of ATP utilized by luciferase-based biolum... 19296652
Unchecked IC50 = 9700.0 nM 5.01 Inhibition of CK2 assessed as level of ATP utilized by luciferase-based biolumin... 19296652
Inositol polyphosphate multikinase IC50 = 14000.0 nM 4.85 Inhibition of human IPMK using insP3 as substrate preincubated for 15 mins follo... 30624931
Monocyte IC50 = 22000.0 nM 4.66 Inhibition of TNFalpha expression in LPS-stimulated human monocytes treated 30 m... 10096854
Human immunodeficiency virus type 1 integrase IC50 = 28700.0 nM 4.54 IC50 was measured as concentration required to inhibit 50% of HIV-integrase inte... 7699704
Human immunodeficiency virus type 1 integrase IC50 = 61600.0 nM 4.21 IC50 was measured as concentration required to inhibit 50% of HIV-integrase clea... 7699704
Pancreatic alpha-amylase IC50 = 73900.0 nM 4.13 Inhibition of hog pancreas alpha-amylase using starch as substrate preincubated ... 27509358

Literature References

PubMed DOI Target Context # Activities
24397781 10.1021/np400803n RAW264.7 14
3069957 10.1021/np50060a006 Salmonella typhimurium 9
21652208 10.1016/j.bmcl.2011.05.043 MDA-MB-231 8
24853321 10.1016/j.bmc.2014.04.053 B16-F0 6
21493073 10.1016/j.bmc.2011.03.040 3T3-L1 5
22647223 10.1016/j.ejmech.2012.04.044 Thrombin 4
24397781 10.1021/np400803n MAP kinase p38 4
24397781 10.1021/np400803n Mitogen-activated protein kinase 8 4
24853321 10.1016/j.bmc.2014.04.053 ADMET 3
34902735 10.1016/j.ejmech.2021.114035 Plasma 3
30624931 10.1021/acs.jmedchem.8b01593 Inositol hexakisphosphate kinase 2 2
18507367 10.1021/jm800115x Alpha-amylase 1A 2
30624931 10.1021/acs.jmedchem.8b01593 Inositol polyphosphate multikinase 2
7699704 10.1021/jm00006a006 Human immunodeficiency virus type 1 integrase 2
19296652 10.1021/jm801445c Unchecked 2
24397781 10.1021/np400803n Mitogen-activated protein kinase 3 2
19296652 10.1021/jm801445c Heat shock protein beta-1 1
12762812 10.1021/np020472m Helicobacter pylori 1
29763806 10.1016/j.ejmech.2018.05.004 Amyloid-beta precursor protein 1
469554 10.1021/np50001a002 CCRF S-180 1

Data from ChEMBL 36 via Core Engine