Compound Detail

CHEMBL293776

HISPIDULIN

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

COc1c(O)cc2oc(-c3ccc(O)cc3)cc(=O)c2c1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL293776
Name	HISPIDULIN
Phase	Preclinical
Structure Type	MOL
InChI Key	IHFBPDAQLQOCBX-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

300.3

MW (Da)

2.59

ALogP

HBA

HBD

100.1

PSA (Å²)

0.67

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C16H12O6
MW	300.27
Aromatic Rings	3
Heavy Atoms	22
NP-Likeness	1.49

Activity Summary

IC50 19 meas. best 6.64

EC50 3 meas. best 5.14

Ki 3 meas. best 6.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	6.64	6.47	230.0	3
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	IC50	6.6	6.6	252.0	1
Dipeptidyl peptidase 4 CHEMBL3813	IC50	6.31	6.31	490.0	1
GABA-A receptor; anion channel CHEMBL2093872	Ki	6.0	6.0	1000.0	1
MAP kinase-interacting serine/threonine-protein kinase 1 CHEMBL4718	IC50	5.92	5.92	1205.0	1
Adenosine receptor A1 CHEMBL318	Ki	5.79	5.79	1610.0	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	IC50	5.57	5.57	2710.0	2
Adenosine receptor A2a CHEMBL302	Ki	5.19	5.19	6480.0	1
MOLM-13 CHEMBL3706572	IC50	5.19	5.175	6400.0	2
MV4-11 CHEMBL613835	IC50	5.17	5.13	6800.0	2
Peroxisome proliferator-activated receptor gamma CHEMBL2459	EC50	5.14	5.14	7300.0	1
Unchecked CHEMBL612545	IC50	4.86	4.86	13700.0	1
Cyclin-dependent kinase 5 CHEMBL5901	EC50	4.72	4.72	19100.0	1
No relevant target CHEMBL2362975	IC50	4.71	4.67	19270.0	2
Influenza A virus CHEMBL613740	IC50	4.61	4.61	24700.0	1
Neuraminidase CHEMBL6135	IC50	4.58	4.4633	26000.0	3
Hepatitis C virus CHEMBL379	EC50	4.44	4.44	36300.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Receptor-type tyrosine-protein kinase FLT3	IC50	=	230.0	nM	6.64	Inhibition of recombinant His-tagged human FLT3 D835Y mutant (564 to 958 residue...	33393294
MAP kinase-interacting serine/threonine-protein kinase 2	IC50	=	252.0	nM	6.6	Inhibition of N-terminal GST-tagged recombinant human full length MNK2 expressed...	33026809
Receptor-type tyrosine-protein kinase FLT3	IC50	=	390.0	nM	6.41	Inhibition of recombinant N-terminal GST/His6-tagged human FLT3 ITD mutant (571 ...	33393294
Receptor-type tyrosine-protein kinase FLT3	IC50	=	440.0	nM	6.36	Inhibition of recombinant His-tagged human FLT3 (564 to 958 residues) expressed ...	33393294
Dipeptidyl peptidase 4	IC50	=	490.0	nM	6.31	Inhibition of porcine DPP4 after 30 mins by luminescence assay	29609120
GABA-A receptor; anion channel	Ki	=	1000.0	nM	6.0	Binding affinity towards benzodiazepine site in GABAA receptor	11384234
MAP kinase-interacting serine/threonine-protein kinase 1	IC50	=	1205.0	nM	5.92	Inhibition of GST-tagged recombinant human full length MNK1 expressed in insect ...	33026809
Adenosine receptor A1	Ki	=	1610.0	nM	5.79	Displacement of specific [3H]PIA binding from adenosine A1 receptor in rat brain...	8576921
Serine/threonine-protein kinase pim-1	IC50	=	2710.0	nM	5.57	Inhibition of recombinant His6-tagged Pim-1 (unknown origin) expressed in Escher...	26275107
Serine/threonine-protein kinase pim-1	IC50	=	2710.0	nM	5.57	Inhibition of recombinant PIM1 (unknown origin) expressed in Escherichia coli af...	30733087
Adenosine receptor A2a	Ki	=	6480.0	nM	5.19	Affinity at Adenosine A2A receptor in rat striatal membranes by [3H]- CGS 21680 ...	8576921
MOLM-13	IC50	=	6400.0	nM	5.19	Cytotoxicity against human MOLM-13 cells assessed as reduction in cell viability...	33026809
MV4-11	IC50	=	6800.0	nM	5.17	Cytotoxicity against human MV4-11 cells assessed as reduction in cell viability ...	33393294
MOLM-13	IC50	=	7000.0	nM	5.16	Cytotoxicity against human MOLM-13 cells assessed as reduction in cell viability...	33393294
Peroxisome proliferator-activated receptor gamma	EC50	=	7300.0	nM	5.14	Agonist activity at mouse PPARgamma expressed in HEK293 cells co-expressing with...	24955889
MV4-11	IC50	=	8200.0	nM	5.09	Cytotoxicity against human MV4-11 cells assessed as reduction in cell viability ...	33026809
Unchecked	IC50	=	13700.0	nM	4.86	Inhibition of Saccharomyces cerevisiae alpha-glucosidase	24955889
Cyclin-dependent kinase 5	EC50	=	19100.0	nM	4.72	Inhibition of rat fetal brain CDK5 assessed as phosphorylated histone H1 levels ...	15043421
No relevant target	IC50	=	19270.0	nM	4.71	Antioxidant activity assessed as DPPH radical scavenging activity	36155355
No relevant target	IC50	=	23670.0	nM	4.63	Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins	26523667

Literature References

PubMed	DOI	Target Context	# Activities
10579870	10.1021/np990260y	NON-PROTEIN TARGET	6
33026809	10.1021/acs.jnatprod.0c00516	MV4-11	5
26523667	10.1016/j.ejmech.2015.10.039	No relevant target	5
33026809	10.1021/acs.jnatprod.0c00516	MOLM-13	5
33393294	10.1021/acs.jnatprod.0c00589	Receptor-type tyrosine-protein kinase FLT3	4
20485427	10.1038/nature09107	Plasmodium falciparum	4
26523667	10.1016/j.ejmech.2015.10.039	Plasma	4
33026809	10.1021/acs.jnatprod.0c00516	MAP kinase-interacting serine/threonine-protein kinase 1/2	4
37683361	10.1016/j.ejmech.2023.115791	Inhibitor of nuclear factor kappa-B kinase subunit beta	3
1593282	10.1021/np50081a012	Unchecked	3
18640042	10.1016/j.bmc.2008.06.049	Neuraminidase	3
37683361	10.1016/j.ejmech.2023.115791	Unchecked	3
20116898	10.1016/j.ejmech.2010.01.005	Neuraminidase	2
33026809	10.1021/acs.jnatprod.0c00516	MAP kinase-interacting serine/threonine-protein kinase 2	2
26523667	10.1016/j.ejmech.2015.10.039	NON-PROTEIN TARGET	2
18640042	10.1016/j.bmc.2008.06.049	MDCK	2
7931367	10.1021/np50108a017	NON-PROTEIN TARGET	2
6512542	10.1021/np50035a034	Proteus vulgaris	2
6512542	10.1021/np50035a034	Bacillus subtilis	2
33026809	10.1021/acs.jnatprod.0c00516	MAP kinase-interacting serine/threonine-protein kinase 1	2

Data from ChEMBL 36 via Core Engine