Compound Detail

CHEMBL288114

GALLIC ACID

🧪 Phase II

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

🧪 Phase II

O=C(O)c1cc(O)c(O)c(O)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL288114
Name	GALLIC ACID
Phase	Phase II
Structure Type	MOL
InChI Key	LNTHITQWFMADLM-UHFFFAOYSA-N

Known Names

Benzoic acid, 3,4,5-trihydroxy- Gallate Gallic acid NSC-20103 NSC-674319

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

170.1

MW (Da)

0.50

ALogP

HBA

HBD

98.0

PSA (Å²)

0.46

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C7H6O5
MW	170.12
Aromatic Rings	1
Heavy Atoms	12
NP-Likeness	0.98

Activity Summary

IC50 77 meas. best 7.22

Ki 13 meas. best 5.65

EC50 6 meas. best 7.62

Kd 1 meas. best 6.03

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
No relevant target CHEMBL2362975	EC50	7.62	6.19	23.7	4
Alpha-(1,3)-fucosyltransferase 7 CHEMBL3596077	IC50	7.22	7.22	60.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.28	4.9657	530.0	7
No relevant target CHEMBL2362975	IC50	6.16	5.1563	700.0	8
Polypeptide N-acetylgalactosaminyltransferase 2 CHEMBL3713355	Kd	6.03	6.03	924.0	1
Mushroom tyrosinase CHEMBL6066154	IC50	5.97	5.895	1060.0	2
Polypeptide N-acetylgalactosaminyltransferase 2 CHEMBL3713355	IC50	5.86	5.86	1370.0	1
Carbonic anhydrase 2 CHEMBL205	Ki	5.65	5.65	2250.0	1
Radical scavenging activity CHEMBL613712	IC50	5.57	4.92	2700.0	8
Carbonic anhydrase 1 CHEMBL261	Ki	5.5	5.5	3200.0	1
Unchecked CHEMBL612545	IC50	5.42	4.9829	3800.0	7
Carbonic anhydrase 5A, mitochondrial CHEMBL4789	Ki	5.39	5.39	4080.0	1
Carbonic anhydrase CHEMBL1795125	Ki	5.38	5.38	4130.0	1
Radical scavenging activity CHEMBL613712	EC50	5.38	5.325	4200.0	2
Alpha-synuclein CHEMBL6152	IC50	5.35	5.35	4430.0	1
Dipeptidyl peptidase 4 CHEMBL284	IC50	5.33	5.33	4650.0	1
K562 CHEMBL385	IC50	5.32	4.9	4750.0	2
Carbonic anhydrase 7 CHEMBL2326	Ki	5.22	5.22	6070.0	1
Carbonic anhydrase 6 CHEMBL3025	Ki	5.21	5.21	6130.0	1
Carbonic anhydrase 9 CHEMBL3594	Ki	5.16	5.16	6990.0	1
Carbonic anhydrase 14 CHEMBL3510	Ki	5.15	5.15	7030.0	1
Carbonic anhydrase 3 CHEMBL2885	Ki	5.13	5.13	7490.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	5.11	5.11	7780.0	1
Carbonic anhydrase 4 CHEMBL3729	Ki	5.01	5.01	9800.0	1
Carbonic anhydrase 13 CHEMBL2186	Ki	5.01	5.01	9860.0	1
Carbonic anhydrase 5B, mitochondrial CHEMBL3969	Ki	5.0	5.0	9970.0	1
Calu-6 CHEMBL614535	IC50	5.0	5.0	10000.0	1
Alpha-(1,3)-fucosyltransferase 4 CHEMBL4996	IC50	4.85	4.85	14000.0	1
MCF7 CHEMBL387	IC50	4.76	4.76	17400.0	1
P-selectin CHEMBL5378	IC50	4.72	4.72	19100.0	1
Microcystis aeruginosa CHEMBL612942	IC50	4.72	4.72	19000.0	1
L-selectin CHEMBL3161	IC50	4.56	4.56	27600.0	1
Dolichospermum flos-aquae CHEMBL614614	IC50	4.48	4.48	33000.0	1
Autoinducer 2-binding periplasmic protein LuxP CHEMBL6100	IC50	4.3	4.3	50000.0	1
L1210 CHEMBL386	IC50	4.3	4.3	50000.0	1
Mus musculus CHEMBL375	IC50	4.2	4.2	63000.0	1
Plasmodium falciparum CHEMBL364	IC50	4.17	4.17	68000.0	2
Toll-like receptor 2 CHEMBL1075106	IC50	4.16	4.16	69250.0	1
Squalene monooxygenase CHEMBL4241	IC50	4.14	4.14	73000.0	1
A549 CHEMBL392	IC50	4.0	4.0	100000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Cmax	70000000.0	nM	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
No relevant target	EC50	=	23.7	nM	7.62	Antioxidant activity assessed as DPPH free radical scavenging activity	28415050
Alpha-(1,3)-fucosyltransferase 7	IC50	=	60.0	nM	7.22	Inhibition of FucT-7 (unknown origin)	-
No relevant target	EC50	=	350.0	nM	6.46	Antioxidant activity assessed as ABTS radical scavenging activity measured after...	27688188
NON-PROTEIN TARGET	IC50	=	530.0	nM	6.28	Antioxidant activity assessed as superoxide anion radical scavenging activity	17907781
No relevant target	IC50	=	700.0	nM	6.16	Antioxidant activity assessed as inhibition of allopurinol-xanthine oxidase syst...	27162124
Polypeptide N-acetylgalactosaminyltransferase 2	Kd	=	924.0	nM	6.03	Binding affinity of human recombinant FLAG-tagged ppGalNAcT2 expressed in HEK293...	31227364
NON-PROTEIN TARGET	IC50	=	1010.0	nM	6.0	Antioxidant activity assessed by superoxide anion scavenging assay	8991956
Mushroom tyrosinase	IC50	=	1060.0	nM	5.97	Inhibition of mushroom tyrosinase diphenolase activity	39026645
Polypeptide N-acetylgalactosaminyltransferase 2	IC50	=	1370.0	nM	5.86	Inhibition of catalytic activity of human recombinant FLAG-tagged ppGalNAcT2 exp...	31227364
Mushroom tyrosinase	IC50	=	1530.0	nM	5.82	Inhibition of mushroom tyrosinase monophenolase activity	39026645
Carbonic anhydrase 2	Ki	=	2250.0	nM	5.65	Inhibition of human CA2 by stopped-flow CO2 hydration assay	20185318
Radical scavenging activity	IC50	=	2700.0	nM	5.57	Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins	15844957
No relevant target	EC50	=	3000.0	nM	5.52	Antioxidant activity assessed as DPPH radical scavenging activity incubated in d...	29406740
Carbonic anhydrase 1	Ki	=	3200.0	nM	5.5	Inhibition of human CA1 by stopped-flow CO2 hydration assay	20185318
Unchecked	IC50	=	3800.0	nM	5.42	Inhibition of recombinant rat liver arginase	37257213
Unchecked	IC50	=	3981.07	nM	5.4	Inhibition of Influenza A (A/California/04/2009) (H1N1) clinical isolate N-termi...	30351002
Carbonic anhydrase 5A, mitochondrial	Ki	=	4080.0	nM	5.39	Inhibition of human CA5A by stopped-flow CO2 hydration assay	20185318
Unchecked	IC50	=	4200.0	nM	5.38	Inhibition of Influenza A (A/California/04/2009) (H1N1) clinical isolate N-termi...	30351002
Carbonic anhydrase	Ki	=	4130.0	nM	5.38	Inhibition of Dicentrarchus labrax CA using 4-nitrophenylacetate substrate by es...	21669522
Radical scavenging activity	EC50	=	4200.0	nM	5.38	Antioxidant activity assessed as DPPH free radical scavenging activity	11076575

Literature References

PubMed	DOI	Target Context	# Activities
27374242	10.1016/j.bmcl.2016.06.054	RAW264.7	20
21780738	10.1021/jf201611b	Heterodera zeae	20
21805983	10.1021/np200011a	Caenorhabditis elegans	16
23229055	10.1016/j.ejmech.2012.10.038	Radical scavenging activity	12
27597244	10.1016/j.bmcl.2016.08.083	PC-9	10
2413172	10.1021/np50040a016	Unchecked	10
28704760	10.1016/j.ejmech.2017.06.054	PC-12	10
27597244	10.1016/j.bmcl.2016.08.083	NCI-H1975	10
25105923	10.1016/j.ejmech.2014.07.111	Unchecked	9
24157371	10.1016/j.bmcl.2013.09.071	Unchecked	8
23291333	10.1016/j.ejmech.2012.10.056	NON-PROTEIN TARGET	7
27597244	10.1016/j.bmcl.2016.08.083	NCI-H1650	7
18295493	10.1016/j.bmc.2008.01.049	L1210	7
20207143	10.1016/j.bmcl.2010.02.001	Radical scavenging activity	6
10869193	10.1021/np9906121	No relevant target	6
11325231	10.1021/np000421u	NON-PROTEIN TARGET	6
27597244	10.1016/j.bmcl.2016.08.083	NCI-H460	5
27688188	10.1016/j.ejmech.2016.09.024	PC-12	5
27597244	10.1016/j.bmcl.2016.08.083	A549	5
19223628	10.1128/aac.01293-08	Staphylococcus aureus	4

Data from ChEMBL 36 via Core Engine