Compound Detail

CHEMBL1461

GENTISIC ACID

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O=C(O)c1cc(O)ccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1461
Name	GENTISIC ACID
Phase	Preclinical
Structure Type	MOL
InChI Key	WXTMDXOMEHJXQO-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

154.1

MW (Da)

0.80

ALogP

HBA

HBD

77.8

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

Ki 7 meas. best 5.39

IC50 5 meas. best 5.37

EC50 1 meas. best 7.54

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
No relevant target CHEMBL2362975	EC50	7.54	7.54	29.2	1
Carbonic anhydrase 2 CHEMBL205	Ki	5.39	5.39	4100.0	1
Carbonic anhydrase 1 CHEMBL261	Ki	5.38	5.38	4200.0	1
Radical scavenging activity CHEMBL613712	IC50	5.37	5.37	4260.0	1
Unchecked CHEMBL612545	Ki	5.35	5.35	4500.0	1
Carbonic anhydrase 9 CHEMBL3594	Ki	5.18	5.18	6600.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	5.14	5.14	7300.0	1
Carbonic anhydrase 7 CHEMBL2326	Ki	4.17	4.17	68000.0	1
Carbonic anhydrase 14 CHEMBL3510	Ki	4.17	4.17	67000.0	1
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	4.12	4.12	75000.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
No relevant target	EC50	=	29.2	nM	7.54	Antioxidant activity assessed as DPPH free radical scavenging activity	28415050
Carbonic anhydrase 2	Ki	=	4100.0	nM	5.39	Inhibition of human carbonic anhydrase 2 preincubated for 15 mins by CO2 hydrati...	22668600
Carbonic anhydrase 1	Ki	=	4200.0	nM	5.38	Inhibition of human carbonic anhydrase 1 preincubated for 15 mins by CO2 hydrati...	22668600
Radical scavenging activity	IC50	=	4260.0	nM	5.37	Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins ...	12027755
Unchecked	Ki	=	4500.0	nM	5.35	Inhibition of Malassezia globosa recombinant beta-carbonic anhydrase preincubate...	28343756
Carbonic anhydrase 9	Ki	=	6600.0	nM	5.18	Inhibition of human carbonic anhydrase 9 preincubated for 15 mins by CO2 hydrati...	22668600
Carbonic anhydrase 12	Ki	=	7300.0	nM	5.14	Inhibition of human carbonic anhydrase 12 preincubated for 15 mins by CO2 hydrat...	22668600
Carbonic anhydrase 14	Ki	=	67000.0	nM	4.17	Inhibition of human carbonic anhydrase 14 preincubated for 15 mins by CO2 hydrat...	22668600
Carbonic anhydrase 7	Ki	=	68000.0	nM	4.17	Inhibition of human carbonic anhydrase 7 preincubated for 15 mins by CO2 hydrati...	22668600
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	75000.0	nM	4.12	Inhibition of human recombinant 5-lipoxygenase after 10 mins by fluorescence ass...	21189019

PubMed	DOI	Target Context	# Activities
13215	10.1021/jm00211a010	No relevant target	4
3127544	10.1021/np50054a008	NON-PROTEIN TARGET	3
28343756	10.1016/j.bmc.2017.03.026	Unchecked	3
37468498	10.1038/s41467-023-40064-9	Prostaglandin G/H synthase 1	3
17258462	10.1016/j.bmc.2006.12.038	Unchecked	2
28341401	10.1016/j.bmc.2017.03.024	HEK293	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	2
37468498	10.1038/s41467-023-40064-9	Thromboxane A2 receptor	2
21189019	10.1021/jm101266s	Polyunsaturated fatty acid 5-lipoxygenase	2
37468498	10.1038/s41467-023-40064-9	Muscarinic acetylcholine receptor M1	2
21189019	10.1021/jm101266s	Tyrosinase	1
38318365	10.1016/j.isci.2024.108907	Deoxynucleoside triphosphate triphosphohydrolase SAMHD1	1
22668600	10.1016/j.bmc.2012.05.019	Carbonic anhydrase 7	1
21745700	10.1016/j.ejmech.2011.06.025	Tyrosine-protein phosphatase non-receptor type 1	1
21189019	10.1021/jm101266s	Stromelysin-1	1
21189019	10.1021/jm101266s	72 kDa type IV collagenase	1
21189019	10.1021/jm101266s	Nitric oxide synthase, inducible	1
21189019	10.1021/jm101266s	Neutrophil collagenase	1
12027755	10.1021/np010605o	Radical scavenging activity	1

Data from ChEMBL 36 via Core Engine