BindingDB PrimarySearch

BDBM50100861 3,4-Dihydroxybenzoate, VIII::3,4-dihydroxybenzoic acid::4,5-Dihydroxybenzoic acid::4-Carboxy-1,2-dihydroxybenzene::CHEMBL37537::Protocatechuic acid::Protocatechuic acid (M1)::Protocatehuic acid::cid_72

SMILES: OC(=O)c1ccc(O)c(O)c1

InChI Key: InChIKey=YQUVCSBJEUQKSH-UHFFFAOYSA-N

Data: 13 KI 10 IC50

PDB links: 29 PDB IDs match this monomer.

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 23 hits for monomerid = 50100861
Target/Host (Institution)	Ligand	Target/Host Links	Ligand Links	Trg + Lig Links	Ki nM	ΔG° kcal/mole	IC50 nM	Kd nM	EC50/IC50 nM	k_off s^-1	k_on M^-1s^-1	pH	Temp °C
Carbonic anhydrase 2 (Homo sapiens (Human))	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	PDB MMDB Reactome pathway KEGG UniProtKB/SwissProt UniProtKB/TrEMBL B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	470	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Calgary Curated by ChEMBL					Assay Description Inhibition of human carbonic anhydrase 2 preincubated for 15 mins by CO2 hydration stopped-flow assay				Bioorg Med Chem 19: 1381-9 (2011) Article DOI: 10.1016/j.bmc.2011.01.016 BindingDB Entry DOI: 10.7270/Q2KS6RVD
University of Calgary Curated by ChEMBL					More data for this Ligand-Target Pair				3D Structure (docked)
Carbonic Anhydrase XIV (Homo sapiens (Human))	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	PDB Reactome pathway KEGG UniProtKB/SwissProt UniProtKB/TrEMBL DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	690	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
Universit£ degli Studi di Firenze Curated by ChEMBL					Assay Description Inhibition of human carbonic anhydrase 14 preincubated for 15 mins by CO2 hydration stopped-flow assay				Bioorg Med Chem 21: 1564-9 (2013) Article DOI: 10.1016/j.bmc.2012.05.019 BindingDB Entry DOI: 10.7270/Q29888CF
Universit£ degli Studi di Firenze Curated by ChEMBL					More data for this Ligand-Target Pair
Carbonic anhydrase 1 (Homo sapiens (Human))	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	PDB MMDB NCI pathway Reactome pathway KEGG UniProtKB/SwissProt UniProtKB/TrEMBL B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	1.08E+3	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Calgary Curated by ChEMBL					Assay Description Inhibition of human carbonic anhydrase 1 preincubated for 15 mins by CO2 hydration stopped-flow assay				Bioorg Med Chem 19: 1381-9 (2011) Article DOI: 10.1016/j.bmc.2011.01.016 BindingDB Entry DOI: 10.7270/Q2KS6RVD
University of Calgary Curated by ChEMBL					More data for this Ligand-Target Pair
Carbonic anhydrase 4 (Homo sapiens (Human))	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	PDB MMDB Reactome pathway KEGG UniProtKB/SwissProt B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	2.45E+3	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
Atat£rk University Curated by ChEMBL					Assay Description Inhibition of human CA4 using 4NPA as substrate for 3 mins by Lineweaver burk plot analysis				Eur J Med Chem 54: 423-8 (2012) Article DOI: 10.1016/j.ejmech.2012.05.025 BindingDB Entry DOI: 10.7270/Q2WS8V91
Atat£rk University Curated by ChEMBL					More data for this Ligand-Target Pair
Carbonic anhydrase (Dicentrarchus labrax)	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	UniProtKB/TrEMBL GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	3.21E+3	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
Gumushane University Curated by ChEMBL					Assay Description Inhibition of Dicentrarchus labrax CA using 4-nitrophenylacetate substrate by esterase assay				Bioorg Med Chem Lett 21: 4259-62 (2011) Article DOI: 10.1016/j.bmcl.2011.05.071 BindingDB Entry DOI: 10.7270/Q2PC32Q0
Gumushane University Curated by ChEMBL					More data for this Ligand-Target Pair
Carbonic anhydrase 12 (Homo sapiens (Human))	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	PDB MMDB Reactome pathway KEGG UniProtKB/SwissProt B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	4.09E+3	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Calgary Curated by ChEMBL					Assay Description Inhibition of human carbonic anhydrase 12 preincubated for 15 mins by CO2 hydration stopped-flow assay				Bioorg Med Chem 19: 1381-9 (2011) Article DOI: 10.1016/j.bmc.2011.01.016 BindingDB Entry DOI: 10.7270/Q2KS6RVD
University of Calgary Curated by ChEMBL					More data for this Ligand-Target Pair
Carbonic anhydrase 9 (Homo sapiens (Human))	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	PDB MMDB NCI pathway Reactome pathway KEGG UniProtKB/SwissProt UniProtKB/TrEMBL B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	4.45E+3	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Calgary Curated by ChEMBL					Assay Description Inhibition of human carbonic anhydrase 9 preincubated for 15 mins by CO2 hydration stopped-flow assay				Bioorg Med Chem 19: 1381-9 (2011) Article DOI: 10.1016/j.bmc.2011.01.016 BindingDB Entry DOI: 10.7270/Q2KS6RVD
University of Calgary Curated by ChEMBL					More data for this Ligand-Target Pair
Carbonic anhydrase 6 (CA-VI) (Homo sapiens (Human))	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	PDB UniProtKB/SwissProt antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	4.72E+3	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
Gumushane University Curated by ChEMBL					Assay Description Inhibition of human CA6 using 4-nitrophenylacetate substrate by esterase assay				Bioorg Med Chem Lett 21: 4259-62 (2011) Article DOI: 10.1016/j.bmcl.2011.05.071 BindingDB Entry DOI: 10.7270/Q2PC32Q0
Gumushane University Curated by ChEMBL					More data for this Ligand-Target Pair
Carbonic anhydrase 6 (CA-VI) (Homo sapiens (Human))	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	PDB UniProtKB/SwissProt antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	4.72E+3	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
Atat£rk University Curated by ChEMBL					Assay Description Inhibition of human CA6 using 4NPA as substrate for 3 mins by Lineweaver burk plot analysis				Eur J Med Chem 54: 423-8 (2012) Article DOI: 10.1016/j.ejmech.2012.05.025 BindingDB Entry DOI: 10.7270/Q2WS8V91
Atat£rk University Curated by ChEMBL					More data for this Ligand-Target Pair
Procollagen-proline,2-oxoglutarate-4-dioxygenase (Gallus gallus (Chicken))	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	PDB UniProtKB/SwissProt B.MOAD GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	PubMed	5.00E+3	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Oulu					Assay Description Inhibition assay using procollagen-prolin, 2-oxoglutarate 4-dioxygenase.				J Biol Chem 261: 7819-23 (1986) BindingDB Entry DOI: 10.7270/Q2SJ1J6Z
University of Oulu					More data for this Ligand-Target Pair
Carbonic anhydrase 7 (Homo sapiens (Human))	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	PDB MMDB Reactome pathway KEGG UniProtKB/SwissProt B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	7.87E+3	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
Universit£ degli Studi di Firenze Curated by ChEMBL					Assay Description Inhibition of human carbonic anhydrase 7 preincubated for 15 mins by CO2 hydration stopped-flow assay				Bioorg Med Chem 21: 1564-9 (2013) Article DOI: 10.1016/j.bmc.2012.05.019 BindingDB Entry DOI: 10.7270/Q29888CF
Universit£ degli Studi di Firenze Curated by ChEMBL					More data for this Ligand-Target Pair
3-dehydroquinate synthase (Escherichia coli (strain K12))	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	KEGG UniProtKB/SwissProt GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	PubMed	4.40E+4	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
Michigan State University Curated by ChEMBL					Assay Description Inhibition constant for binding to Co2+ form of 3-dehydroquinate synthase (DHQ) purified from E. coli				Bioorg Med Chem Lett 11: 1493-6 (2001) BindingDB Entry DOI: 10.7270/Q2S75FMH
Michigan State University Curated by ChEMBL					More data for this Ligand-Target Pair
3-dehydroquinate synthase (Escherichia coli (strain K12))	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	KEGG UniProtKB/SwissProt GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	PubMed	6.50E+4	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
Michigan State University Curated by ChEMBL					Assay Description Inhibition constant for binding to Zn2+ form of 3-dehydroquinate synthase (DHQ) purified from E. coli				Bioorg Med Chem Lett 11: 1493-6 (2001) BindingDB Entry DOI: 10.7270/Q2S75FMH
Michigan State University Curated by ChEMBL					More data for this Ligand-Target Pair
Tyrosinase (Agaricus bisporus (Common mushroom))	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	UniProtKB/SwissProt GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	>1.00E+5	n/a	n/a	n/a	n/a	n/a	n/a
Kinki University Curated by ChEMBL					Assay Description Inhibition of mushroom tyrosinase using L-tyrosine as substrate preincubated for 10 mins followed by enzyme addition measured after 20 mins by microp...				Bioorg Med Chem Lett 23: 6580-4 (2013) Article DOI: 10.1016/j.bmcl.2013.10.066 BindingDB Entry DOI: 10.7270/Q2QZ2DW5
Kinki University Curated by ChEMBL					More data for this Ligand-Target Pair
Dihydroorotate dehydrogenase (fumarate) (Leishmania major)	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	PDB UniProtKB/TrEMBL GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	1.00E+6	n/a	n/a	n/a	n/a	n/a	n/a
University of S£o Paulo Curated by ChEMBL					Assay Description Inhibition of recombinant oligo-histidine-tagged Leishmania major DHODH expressed in Escherichia coli BL21(DE3) cells using DHO as substrate measured...				Eur J Med Chem 157: 852-866 (2018) Article DOI: 10.1016/j.ejmech.2018.08.033 BindingDB Entry DOI: 10.7270/Q2FJ2KFS
University of S£o Paulo Curated by ChEMBL					More data for this Ligand-Target Pair
Dihydroorotate dehydrogenase (fumarate) (Leishmania major)	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	PDB UniProtKB/TrEMBL GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	9.22E+5	n/a	n/a	n/a	n/a	n/a	n/a
University of S£o Paulo Curated by ChEMBL					Assay Description Inhibition of recombinant oligo-histidine-tagged Leishmania major DHODH expressed in Escherichia coli BL21(DE3) cells using DHO as substrate measured...				Eur J Med Chem 157: 852-866 (2018) Article DOI: 10.1016/j.ejmech.2018.08.033 BindingDB Entry DOI: 10.7270/Q2FJ2KFS
University of S£o Paulo Curated by ChEMBL					More data for this Ligand-Target Pair
Alpha-glucosidase MAL12 (Saccharomyces cerevisiae)	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	Reactome pathway KEGG UniProtKB/SwissProt GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	>3.00E+5	n/a	n/a	n/a	n/a	7.0	25
Kinki University					Assay Description α-glucosidase (25 μL, 0.2 U/mL), 25 μL of various concentrations of samples, and 175 μL of 50 mM sodium phosphate buffer (pH 7.0)...				J Enzyme Inhib Med Chem 28: 1162-70 (2013) Article DOI: 10.3109/14756366.2012.719503 BindingDB Entry DOI: 10.7270/Q22F7MCR
Kinki University					More data for this Ligand-Target Pair
Alpha-glucosidase MAL12 (Saccharomyces cerevisiae)	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	Reactome pathway KEGG UniProtKB/SwissProt GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	8.51E+4	n/a	n/a	n/a	n/a	n/a	n/a
SRTM University, Nanded, Maharashtra, 431606, India; Department of Molecular Biotechnology, College of Life and Environmental Sciences, Konkuk University, Seoul, 143-701, South Korea.					Assay Description The assay was performed using isolated phenolics from maize, and inhibition was determined according to previously described method.				Chem Biol Drug Des 83: 119-25 (2014) Article DOI: 10.1111/cbdd.12205 BindingDB Entry DOI: 10.7270/Q2Z89B2H
					More data for this Ligand-Target Pair
Xanthine dehydrogenase (Bos taurus (Bovine))	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	5.80E+3	n/a	n/a	n/a	n/a	7.6	25
SRTM University, Nanded, Maharashtra, 431606, India; Department of Molecular Biotechnology, College of Life and Environmental Sciences, Konkuk University, Seoul, 143-701, South Korea.					Assay Description Inhibition of xanthine oxidase (XO) by each isolated phenolics was measured by following the decrease in the uric acid formation at 293nm at 25°...				Chem Biol Drug Des 83: 119-25 (2014) Article DOI: 10.1111/cbdd.12205 BindingDB Entry DOI: 10.7270/Q2Z89B2H
					More data for this Ligand-Target Pair
Alpha-(1,3)-fucosyltransferase VII (Homo sapiens (Human))	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	KEGG UniProtKB/SwissProt GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	1.37E+5	n/a	n/a	n/a	n/a	7.3	22
Schering Plough Research Institute					Assay Description A radioligand-binding assay was developed using scintillation proximity assay (SPA) technology. The wheat germ agglutinin SPA beads (Amersham) (0.2 m...				Arch Biochem Biophys 425: 51-7 (2004) Article DOI: 10.1016/j.abb.2004.02.039 BindingDB Entry DOI: 10.7270/Q20C4TCS
Schering Plough Research Institute					More data for this Ligand-Target Pair
Anthrax toxin receptor 2 (Homo sapiens)	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD DrugBank GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	>3.00E+5	n/a	n/a	n/a	n/a	n/a	n/a
Harvard Medical School Curated by ChEMBL					Assay Description Inhibition of CMG2 (40 to 217) C175A and R40C double mutant (unknown origin) interaction to full length PA E733C mutant expressed in Escherichia coli...				J Med Chem 56: 1940-5 (2013) Article DOI: 10.1021/jm301558t BindingDB Entry DOI: 10.7270/Q2BP05Q3
Harvard Medical School Curated by ChEMBL					More data for this Ligand-Target Pair
M18 aspartyl aminopeptidase (Plasmodium falciparum 3D7)	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	PDB KEGG UniProtKB/TrEMBL B.MOAD GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	PCBioAssay	n/a	n/a	479	n/a	n/a	n/a	n/a	n/a	n/a
The Scripps Research Institute Molecular Screening Center Curated by PubChem BioAssay					Assay Description Source (MLPCN Center Name): The Scripps Research Institute Molecular Screening Center Affiliation: The Scripps Research Institute, TSRI Assay Provide...				PubChem Bioassay (2009) BindingDB Entry DOI: 10.7270/Q24B2ZQ2
					More data for this Ligand-Target Pair
Procathepsin L (Homo sapiens (Human))	BDBM50100861 (3,4-Dihydroxybenzoate, VIII \| 3,4-dihydroxybenzoic...) Show SMILES OC(=O)c1ccc(O)c(O)c1 Show InChI	PDB MMDB Reactome pathway KEGG UniProtKB/SwissProt UniProtKB/TrEMBL B.MOAD DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL DrugBank KEGG MMDB PC cid PC sid PDB UniChem Patents Similars	PCBioAssay	n/a	n/a	>5.96E+4	n/a	n/a	n/a	n/a	n/a	n/a
The Scripps Research Institute Molecular Screening Center Curated by PubChem BioAssay					Assay Description Source (MLPCN Center Name): The Scripps Research Institute Molecular Screening Center Affiliation: The Scripps Research Institute, TSRI Assay Provide...				PubChem Bioassay (2009) BindingDB Entry DOI: 10.7270/Q20K2704
					More data for this Ligand-Target Pair