Compound Detail

CHEMBL379064

ISORHAMNETIN

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COc1cc(-c2oc3cc(O)cc(O)c3c(=O)c2O)ccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL379064
Name	ISORHAMNETIN
Phase	Preclinical
Structure Type	MOL
InChI Key	IZQSVPBOUDKVDZ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

316.3

MW (Da)

2.29

ALogP

HBA

HBD

120.4

PSA (Å²)

0.57

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	C16H12O7
MW	316.26
Aromatic Rings	3
Heavy Atoms	23
NP-Likeness	1.57

Activity Summary

IC50 23 meas. best 7.77

Ki 8 meas. best 8.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cytochrome P450 1B1 CHEMBL4878	Ki	8.52	8.52	3.0	1
Carbonic anhydrase 7 CHEMBL2326	Ki	8.36	8.36	4.4	1
Cytochrome P450 1B1 CHEMBL4878	IC50	7.77	7.77	17.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	7.26	6.96	54.9	2
Cytochrome P450 1A1 CHEMBL2231	IC50	7.25	7.25	56.0	1
Carbonic anhydrase 4 CHEMBL3729	Ki	6.67	6.67	212.9	1
Carbonic anhydrase 2 CHEMBL205	Ki	6.36	6.36	440.0	1
Unchecked CHEMBL612545	IC50	6.3	5.36	500.0	5
Inositol hexakisphosphate kinase 2 CHEMBL4523488	IC50	6.3	6.3	500.0	1
Cytochrome P450 1A2 CHEMBL3356	IC50	5.9	5.9	1261.0	1
Inositol polyphosphate multikinase CHEMBL4523401	IC50	5.66	5.66	2200.0	1
Xanthine dehydrogenase/oxidase CHEMBL1929	IC50	5.6	5.6	2510.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.56	5.56	2750.0	1
Peroxisome proliferator-activated receptor gamma CHEMBL235	IC50	5.46	5.46	3500.0	1
Monocyte CHEMBL614076	IC50	5.42	5.42	3800.0	1
Enoyl-acyl-carrier protein reductase CHEMBL4150	IC50	5.3	5.3	5000.0	1
HeLa CHEMBL399	IC50	5.09	5.09	8100.0	1
3-oxoacyl-acyl-carrier protein reductase CHEMBL4513	IC50	5.08	5.08	8300.0	1
MCF7 CHEMBL387	IC50	4.99	4.99	10300.0	1
Trypanosoma brucei brucei CHEMBL612851	IC50	4.95	4.95	11200.0	1
Plasmodium falciparum CHEMBL364	IC50	4.83	4.83	14700.0	1
N9 CHEMBL613516	IC50	4.75	4.75	17870.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cytochrome P450 1B1	Ki	=	3.0	nM	8.52	Inhibition of human liver microsomes CYP1B1 expressed in baculovirus infected in...	28458135
Carbonic anhydrase 7	Ki	=	4.4	nM	8.36	Inhibition of human recombinant carbonic anhydrase 7 preincubated for 15 mins at...	26498393
Cytochrome P450 1B1	IC50	=	17.0	nM	7.77	Inhibition of human CYP1B1 by EROD assay	20696580
Carbonic anhydrase 12	Ki	=	54.9	nM	7.26	Inhibition of human recombinant carbonic anhydrase 12 preincubated for 15 mins a...	26498393
Cytochrome P450 1A1	IC50	=	56.0	nM	7.25	Inhibition of human CYP1A1 by EROD assay	20696580
Carbonic anhydrase 4	Ki	=	212.9	nM	6.67	Inhibition of human recombinant carbonic anhydrase 4 preincubated for 15 mins at...	26498393
Carbonic anhydrase 12	Ki	=	220.0	nM	6.66	Inhibition of human recombinant carbonic anhydrase 12	26498393
Carbonic anhydrase 2	Ki	=	440.0	nM	6.36	Inhibition of human recombinant carbonic anhydrase 2	26498393
Unchecked	IC50	=	500.0	nM	6.3	Inhibition of CK2 assessed as level of ATP utilized by luciferase-based biolumin...	19296652
Inositol hexakisphosphate kinase 2	IC50	=	500.0	nM	6.3	Inhibition of human IP6K2 using insP6 as substrate preincubated for 15 mins foll...	30624931
Unchecked	IC50	=	910.0	nM	6.04	Inhibition of CAMK2 assessed as level of ATP utilized by luciferase-based biolum...	19296652
Cytochrome P450 1A2	IC50	=	1261.0	nM	5.9	Inhibition of human CYP1A2 by EROD assay	20696580
Inositol polyphosphate multikinase	IC50	=	2200.0	nM	5.66	Inhibition of human IPMK using insP3 as substrate preincubated for 15 mins follo...	30624931
Xanthine dehydrogenase/oxidase	IC50	=	2510.0	nM	5.6	Inhibition of xanthine oxidase assessed as decrease in uric acid production by s...	9461655
NON-PROTEIN TARGET	IC50	=	2750.0	nM	5.56	Antioxidant activity assessed as superoxide-scavenging activity by nitrite metho...	9461655
Unchecked	IC50	=	2800.0	nM	5.55	Inhibition of NADPH oxidase in Homo sapiens (human) HUVEC cells	-
Peroxisome proliferator-activated receptor gamma	IC50	=	3500.0	nM	5.46	Antagonist activity at PPARgamma (unknown origin)	33992930
Monocyte	IC50	=	3800.0	nM	5.42	Inhibition of procoagulant activity in monocyte from human blood assessed as cou...	8882428
Enoyl-acyl-carrier protein reductase	IC50	=	5000.0	nM	5.3	Inhibition of FabI	16722653
HeLa	IC50	=	8100.0	nM	5.09	Cytotoxicity against human HeLa cells assessed as reduction in cell viability in...	31784199

Literature References

PubMed	DOI	Target Context	# Activities
26974691	10.1021/acs.jnatprod.5b01033	MRC5	11
26517554	10.1021/acs.jnatprod.5b00075	ADMET	10
26974691	10.1021/acs.jnatprod.5b01033	ADMET	8
26974691	10.1021/acs.jnatprod.5b01033	Mycobacterium tuberculosis	6
21824690	10.1016/j.ejmech.2011.07.031	HepG2	6
22647223	10.1016/j.ejmech.2012.04.044	Thrombin	4
21905729	10.1021/jf202386c	Cydia pomonella	4
26974691	10.1021/acs.jnatprod.5b01033	Mus musculus	4
26517554	10.1021/acs.jnatprod.5b00075	Unchecked	3
26974691	10.1021/acs.jnatprod.5b01033	HaCaT	3
27411733	10.1021/acs.jmedchem.6b00698	Unchecked	3
26974691	10.1021/acs.jnatprod.5b01033	NIH3T3	3
25190466	10.1016/j.bmcl.2014.07.093	Nuclear factor NF-kappa-B complex	3
28073678	10.1016/j.bmcl.2016.12.075	N9	3
30234295	10.1021/acs.jnatprod.8b00159	ADMET	2
8699190	10.1021/np9601622	Unchecked	2
26498393	10.1016/j.bmc.2015.10.018	Carbonic anhydrase 12	2
30503941	10.1016/j.ejmech.2018.11.039	Cytochrome P450 1B1	2
18507367	10.1021/jm800115x	Alpha-amylase 1A	2
30503941	10.1016/j.ejmech.2018.11.039	Unchecked	2

Data from ChEMBL 36 via Core Engine