Compound Detail

CHEMBL243664

ACACETIN

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COc1ccc(-c2cc(=O)c3c(O)cc(O)cc3o2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL243664
Name	ACACETIN
Phase	Preclinical
Structure Type	MOL
InChI Key	DANYIYRPLHHOCZ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

284.3

MW (Da)

2.88

ALogP

HBA

HBD

79.9

PSA (Å²)

0.76

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	C16H12O5
MW	284.27
Aromatic Rings	3
Heavy Atoms	21
NP-Likeness	1.12

Activity Summary

IC50 35 meas. best 8.15

Ki 7 meas. best 8.15

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cytochrome P450 1B1 CHEMBL4878	Ki	8.15	8.15	7.0	2
Cytochrome P450 1B1 CHEMBL4878	IC50	8.15	7.9733	7.0	3
Cytochrome P450 1A1 CHEMBL2231	Ki	7.35	7.35	45.0	1
Amine oxidase [flavin-containing] B CHEMBL2039	IC50	7.31	7.31	49.0	1
Amine oxidase [flavin-containing] B CHEMBL2039	Ki	7.31	7.31	49.0	1
Amine oxidase [flavin-containing] A CHEMBL1951	Ki	7.23	7.23	59.2	1
Cytochrome P450 1A1 CHEMBL2231	IC50	7.1	7.085	80.0	2
Cytochrome P450 1A2 CHEMBL3356	IC50	7.1	6.85	80.0	2
Amine oxidase [flavin-containing] A CHEMBL1951	IC50	6.92	6.7867	121.0	3
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	6.68	6.2467	210.0	3
Unchecked CHEMBL612545	IC50	6.66	5.385	220.0	2
Transient receptor potential cation channel subfamily V member 3 CHEMBL5522	IC50	6.21	6.21	620.0	1
Cyclin-dependent kinase 8 CHEMBL5719	Ki	6.2	6.2	631.0	1
Ileum CHEMBL613680	IC50	5.96	5.96	1100.0	1
Cyclin-dependent kinase 9 CHEMBL3116	Ki	5.9	5.9	1258.9	1
Potassium voltage-gated channel subfamily A member 5 CHEMBL4306	IC50	5.5	5.485	3200.0	2
Inositol hexakisphosphate kinase 2 CHEMBL4523488	IC50	5.24	5.24	5700.0	1
RAW264.7 CHEMBL612557	IC50	5.23	4.8175	5900.0	4
MV4-11 CHEMBL613835	IC50	5.17	5.17	6800.0	1
Neutrophil CHEMBL613710	IC50	5.16	5.16	7000.0	1
MOLM-13 CHEMBL3706572	IC50	5.04	5.04	9100.0	1
A-type voltage-gated potassium channel KCND3 CHEMBL1964	IC50	5.03	5.03	9300.0	1
Xanthine dehydrogenase/oxidase CHEMBL3649	IC50	4.85	4.85	14100.0	1
Monocyte CHEMBL614076	IC50	4.66	4.66	22000.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	4.49	4.49	32400.0	1
Voltage-gated potassium channel, IKs; KCNQ1(Kv7.1)/KCNE1(MinK) CHEMBL2221347	IC50	4.09	4.09	81400.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cytochrome P450 1B1	Ki	=	7.0	nM	8.15	Inhibition of CYP1B1 EROD activity assessed as inhibition of deethylation of 7-e...	21482471
Cytochrome P450 1B1	Ki	=	7.0	nM	8.15	Inhibition of CYP1B1 (unknown origin)	28458135
Cytochrome P450 1B1	IC50	=	7.0	nM	8.15	Inhibition of CYP1B1	17544277
Cytochrome P450 1B1	IC50	=	12.0	nM	7.92	Inhibition of human CYP1B1 by EROD assay	20696580
Cytochrome P450 1B1	IC50	=	14.0	nM	7.85	Inhibition of human CYP1B1 expressed in Escherichia coli DH5alpha coexpressing h...	28458135
Cytochrome P450 1A1	Ki	=	45.0	nM	7.35	Inhibition of CYP1A1 EROD activity assessed as inhibition of deethylation of 7-e...	21482471
Amine oxidase [flavin-containing] B	Ki	=	49.0	nM	7.31	Competitive inhibition of recombinant human MAO-B assessed as reduction in 4-hyd...	27754693
Amine oxidase [flavin-containing] B	IC50	=	49.0	nM	7.31	Inhibition of recombinant human MAO-B assessed as reduction in 4-hydroxyquinolin...	27754693
Amine oxidase [flavin-containing] A	Ki	=	59.2	nM	7.23	Competitive inhibition of recombinant human MAO-A assessed as reduction in 4-hyd...	27754693
Cytochrome P450 1A2	IC50	=	80.0	nM	7.1	Inhibition of CYP1A2	17544277
Cytochrome P450 1A1	IC50	=	80.0	nM	7.1	Inhibition of CYP1A1	17544277
Cytochrome P450 1A1	IC50	=	86.0	nM	7.07	Inhibition of human CYP1A1 by EROD assay	20696580
Amine oxidase [flavin-containing] A	IC50	=	121.0	nM	6.92	Inhibition of recombinant human MAO-A assessed as reduction in 4-hydroxyquinolin...	27754693
Amine oxidase [flavin-containing] A	IC50	=	190.0	nM	6.72	Inhibition of human recombinant MAOA using kynuramine as substrate preincubated ...	29395970
Amine oxidase [flavin-containing] A	IC50	=	190.0	nM	6.72	Inhibition of recombinant human MAO-A using kynuramine as substrate incubated fo...	29925480
Receptor-type tyrosine-protein kinase FLT3	IC50	=	210.0	nM	6.68	Inhibition of recombinant N-terminal GST/His6-tagged human FLT3 ITD mutant (571 ...	33393294
Unchecked	IC50	=	220.0	nM	6.66	Inhibition of butter milk xanthine oxidase (unknown origin) assessed as reductio...	28478180
Cytochrome P450 1A2	IC50	=	251.0	nM	6.6	Inhibition of human CYP1A2 by EROD assay	20696580
Transient receptor potential cation channel subfamily V member 3	IC50	=	620.0	nM	6.21	Antagonist activity at human TRPV3 channel expressed in HEK293T cells assessed a...	38065293
Cyclin-dependent kinase 8	Ki	=	630.96	nM	6.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-

Literature References

PubMed	DOI	Target Context	# Activities
25382719	10.1021/np500537x	Mus musculus	26
29089232	10.1016/j.bmcl.2017.10.048	SH-SY5Y	16
21482471	10.1016/j.bmc.2011.03.042	Cytochrome P450 1A1	7
25190466	10.1016/j.bmcl.2014.07.093	Nuclear factor NF-kappa-B complex	7
27754693	10.1021/acs.jnatprod.6b00440	Amine oxidase [flavin-containing] B	7
27754693	10.1021/acs.jnatprod.6b00440	Amine oxidase [flavin-containing] A	6
23871908	10.1016/j.ejmech.2013.06.019	Neutrophil	5
33393294	10.1021/acs.jnatprod.0c00589	Receptor-type tyrosine-protein kinase FLT3	4
17166721	10.1016/j.bmc.2006.11.037	NON-PROTEIN TARGET	3
21482471	10.1016/j.bmc.2011.03.042	Cytochrome P450 1B1	3
2959755	10.1021/np50051a014	Unchecked	3
31176093	10.1016/j.ejmech.2019.05.083	Unchecked	3
31176093	10.1016/j.ejmech.2019.05.083	Tyrosine-protein phosphatase non-receptor type 1	3
10514305	10.1021/np990092+	Polyunsaturated fatty acid 5-lipoxygenase	2
23265844	10.1016/j.bmc.2012.11.040	Peroxisome proliferator-activated receptor delta	2
10514305	10.1021/np990092+	Unchecked	2
19299148	10.1016/j.bmc.2009.02.050	Plasmodium falciparum	2
-	10.1016/j.indcrop.2012.09.012	Rhopalosiphum padi	2
-	10.1016/j.indcrop.2012.09.012	Myzus persicae	2
15205350	10.1158/0008-5472.can-04-0078	Broad substrate specificity ATP-binding cassette transporter ABCG2	2

Data from ChEMBL 36 via Core Engine