BDBM4374 (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid::(2E)-3-(4-hydroxyphenyl)prop-2-enoic acid (8)::CHEMBL66879::p-Coumaric Acid::p-Hydroxycinnamic acid (p-HCA)::p-hydroxycinnamic acid::p-hydroxycinnamic acid (M4)

SMILES c1cc(ccc1/C=C/C(=O)O)O

InChI Key InChIKey=NGSWKAQJJWESNS-UHFFFAOYSA-N

Data  23 KI  15 IC50  2 EC50

PDB links: 103 PDB IDs match this monomer.

  Tab Delimited (TSV)   2D SDfile   Computed 3D by Vconf -m prep SDfile
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Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 39 hits for monomerid = 4374   

TargetPolyphenol oxidase 2(White button mushroom)
National Clinical Research Center For Geriatrics

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataIC50: 296nMAssay Description:Inhibition of mushroom tyrosinase using L-tyrosine as substrate preincubated for 15 mins followed by substrate addition measured after 30 mins by pla...More data for this Ligand-Target Pair
In Depth
Date in BDB:
4/21/2024
Entry Details
PubMed
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataIC50: 140nMAssay Description:Inhibition of aldose reductase (unknown origin)More data for this Ligand-Target Pair
In Depth
Date in BDB:
8/30/2020
Entry Details Article

TargetAlpha-glucosidase MAL62(Baker's yeast)TBA
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataIC50: 3.00E+5nMAssay Description:Inhibition of yeast alpha-glucosidase using p-nitrophenyl-alpha-D-glucopyranoside as substrate preincubated for 10 min before substrate addition and ...More data for this Ligand-Target Pair
In Depth
Date in BDB:
8/30/2020
Entry Details Article

TargetEstrogen receptor(Human)
East China University of Science and Technology

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataEC50:  1.61E+4nMAssay Description:Agonist activity at human estrogen receptor-alpha by yeast two-hybrid assay in presence of SRC1More data for this Ligand-Target Pair
In Depth
Date in BDB:
8/31/2020
Entry Details Article
PubMed
TargetEstrogen receptor beta(Human)
East China University of Science and Technology

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataEC50:  4.89E+3nMAssay Description:Agonist activity at human estrogen receptor-beta by yeast two-hybrid assay in presence of SRC1More data for this Ligand-Target Pair
In Depth
Date in BDB:
8/31/2020
Entry Details Article
PubMed
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataIC50: 7.60E+4nMAssay Description:Inhibition of human recombinant N-terminus His6-tagged AKR1B1 expressed in Escherichia coli BL21 DE3 assessed as pyridine-3-aldehyde reduction by spe...More data for this Ligand-Target Pair
In Depth
Date in BDB:
7/22/2012
Entry Details Article
PubMed
TargetAlpha-glucosidase MAL62(Baker's yeast)TBA
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataIC50: 2.00E+5nMAssay Description:Inhibition of baker's yeast alpha-glucosidase using p-nitrophenyl-alpha-D-glucopyranoside as substrate by spectrophotometryMore data for this Ligand-Target Pair
In Depth
Date in BDB:
8/30/2020
Entry Details Article

TargetPolyphenol oxidase 2(White button mushroom)
National Clinical Research Center For Geriatrics

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataIC50: 1.21E+5nMAssay Description:Inhibition of mushroom tyrosinase after 25 mins by spectrophotometryMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/3/2011
Entry Details Article
PubMed
TargetTyrosinase(Human)
University of Bonn

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataIC50: 3.00E+3nMAssay Description:Inhibition of human tyrosinase after 120 minsMore data for this Ligand-Target Pair
In Depth
Date in BDB:
2/26/2021
Entry Details Article
PubMed
TargetTyrosinase(Human)
University of Bonn

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataIC50: 3.00E+3nMAssay Description:Inhibition of human tyrosinase after 120 minsMore data for this Ligand-Target Pair
In Depth
Date in BDB:
2/26/2021
Entry Details Article
PubMed
TargetTyrosinase(Human)
University of Bonn

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataIC50: 2.00E+3nMAssay Description:Inhibition of tyrosinase in neonatal human epidermal melanocytesMore data for this Ligand-Target Pair
In Depth
Date in BDB:
3/27/2022
Entry Details Article
PubMed
TargetAldo-keto reductase family 1 member B10(Human)
Gifu Pharmaceutical University

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataIC50: 6.30E+4nMAssay Description:Inhibition of human recombinant N-terminus His6-tagged AKR1B10 expressed in Escherichia coli BL21 DE3 assessed as pyridine-3-aldehyde reduction by sp...More data for this Ligand-Target Pair
In Depth
Date in BDB:
7/22/2012
Entry Details Article
PubMed
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataIC50: 1.68E+5nMpH: 7.5 T: 2°CAssay Description:PTP1B was diluted before the experiment to 1.2 μg/mL in Tris buffer, pH7.6 (10 mM Tris, 1.0 mM EDTA, 3.0 mM DTT, 0.01% w/v NaN3). The tested com...More data for this Ligand-Target Pair
In Depth
Date in BDB:
8/21/2017
Entry Details Article
PubMed
TargetAlpha-glucosidase MAL12(Baker's yeast)
Srtm University

LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataIC50: 9.08E+4nMAssay Description:The assay was performed using isolated phenolics from maize, and inhibition was determined according to previously described method.More data for this Ligand-Target Pair
In Depth
Date in BDB:
4/24/2014
Entry Details Article
PubMed
TargetXanthine dehydrogenase/oxidase(Bovine)
Srtm University

LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataIC50: 6.80E+3nMpH: 7.6 T: 2°CAssay 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°...More data for this Ligand-Target Pair
In Depth
Date in BDB:
4/24/2014
Entry Details Article
PubMed
TargetTyrosinase(Human)
University of Bonn

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataIC50: 2.00E+3nMAssay Description:Inhibition of human tyrosinase expressed in HEK293 cellsMore data for this Ligand-Target Pair
In Depth
Date in BDB:
3/27/2022
Entry Details Article
PubMed
TargetSiderophore-binding protein(Mycobacterium tuberculosis)
Universit�� Degli Studi Di Firenze

LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  600nM ΔG°:  -8.48kcal/molepH: 7.5 T: 2°CAssay Description:An Applied Photophysics stopped-flow instrument has been used for assaying the CA-catalyzed CO2 hydration activity [Khalifah et al., J. Biol. Chem., ...More data for this Ligand-Target Pair
In Depth
Date in BDB:
7/29/2017
Entry Details Article
PubMed
TargetCarbonic anhydrase 2(Human)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  980nMAssay Description:Inhibition of human CA2 by stopped-flow CO2 hydration assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/28/2012
Entry Details Article
PubMed
TargetCarbonic anhydrase 1(Human)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  1.07E+3nMAssay Description:Inhibition of human CA1 by stopped-flow CO2 hydration assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/28/2012
Entry Details Article
PubMed
TargetCarbonic anhydrase 2(Mycobacterium tuberculosis (strain ATCC 25618 / H3...)
Universit�� Degli Studi Di Firenze

LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  1.56E+3nM ΔG°:  -7.92kcal/molepH: 7.5 T: 2°CAssay Description:An Applied Photophysics stopped-flow instrument has been used for assaying the CA-catalyzed CO2 hydration activity [Khalifah et al., J. Biol. Chem., ...More data for this Ligand-Target Pair
In Depth
Date in BDB:
7/29/2017
Entry Details Article
PubMed
TargetBeta-carbonic anhydrase 1(Mycobacterium tuberculosis (strain ATCC 25618 / H3...)
Universit�� Degli Studi Di Firenze

LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  3.03E+3nM ΔG°:  -7.52kcal/molepH: 7.5 T: 2°CAssay Description:An Applied Photophysics stopped-flow instrument has been used for assaying the CA-catalyzed CO2 hydration activity [Khalifah et al., J. Biol. Chem., ...More data for this Ligand-Target Pair
In Depth
Date in BDB:
7/29/2017
Entry Details Article
PubMed
TargetCarbonic anhydrase 7(Human)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  5.23E+3nMAssay Description:Inhibition of human CA7 by stopped-flow CO2 hydration assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/28/2012
Entry Details Article
PubMed
TargetCarbonic anhydrase 9(Human)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  5.33E+3nMAssay Description:Inhibition of human CA9 by stopped-flow CO2 hydration assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/28/2012
Entry Details Article
PubMed
TargetCarbonic anhydrase 5A, mitochondrial(Human)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  5.96E+3nMAssay Description:Inhibition of human CA5A by stopped-flow CO2 hydration assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/28/2012
Entry Details Article
PubMed
TargetCarbonic anhydrase 14(Human)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  6.68E+3nMAssay Description:Inhibition of human CA14 by stopped-flow CO2 hydration assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/28/2012
Entry Details Article
PubMed
TargetCarbonic anhydrase 14(Human)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  6.68E+3nMAssay Description:Inhibition of human carbonic anhydrase 14 preincubated for 15 mins by stopped-flow CO2 hydration assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/19/2016
Entry Details Article
PubMed
TargetCarbonic anhydrase 6(Human)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  6.72E+3nMAssay Description:Inhibition of human CA6 by stopped-flow CO2 hydration assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/28/2012
Entry Details Article
PubMed
TargetCarbonic anhydrase 3(Human)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  7.57E+3nMAssay Description:Inhibition of human CA3 by stopped-flow CO2 hydration assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/28/2012
Entry Details Article
PubMed
TargetCarbonic anhydrase 5B, mitochondrial(Human)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  7.76E+3nMAssay Description:Inhibition of human CA5B by stopped-flow CO2 hydration assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/28/2012
Entry Details Article
PubMed
TargetCarbonic anhydrase 12(Human)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  8.01E+3nMAssay Description:Inhibition of human CA12 by stopped-flow CO2 hydration assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/28/2012
Entry Details Article
PubMed
TargetCarbonic anhydrase 12(Human)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  8.01E+3nMAssay Description:Inhibition of human catalytic domain of carbonic anhydrase 12 preincubated for 15 mins by stopped-flow CO2 hydration assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/19/2016
Entry Details Article
PubMed
TargetCarbonic anhydrase 4(Human)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  9.60E+3nMAssay Description:Inhibition of human CA4 by stopped-flow CO2 hydration assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/28/2012
Entry Details Article
PubMed
TargetCarbonic anhydrase 13(Mouse)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  1.01E+4nMAssay Description:Inhibition of mouse CA13 by stopped-flow CO2 hydration assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/28/2012
Entry Details Article
PubMed
TargetCarbonic anhydrase 13(Mouse)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  1.01E+4nMAssay Description:Inhibition of mouse carbonic anhydrase 13 preincubated for 15 mins by stopped-flow CO2 hydration assayMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/19/2016
Entry Details Article
PubMed
TargetHydroxycarboxylic acid receptor 2(Human)
Leiden University

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  1.40E+4nMAssay Description:Displacement of [3H]nicotinic acid from human GPR109a receptor expressed in human HEK293T cells by liquid scintillation countingMore data for this Ligand-Target Pair
In Depth
Date in BDB:
12/3/2011
Entry Details Article
PubMed
TargetEpidermal growth factor receptor(Human)
Hebrew University of Jerusalem

LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  1.00E+6nM IC50: 3.00E+6nMAssay Description:The activity of EGFR, preactivated with EGF, is measured by its ability to transfer terminal phosphate from [gamma-32P]ATP to poly(GAT) substrate.More data for this Ligand-Target Pair
In Depth
Date in BDB:
5/9/2005
Entry Details Article
PubMed
TargetCarbonic anhydrase 2(Human)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  5.37E+5nM ΔG°:  -4.46kcal/molepH: 7.4 T: 2°CAssay Description:Carbonic anhydrase activity was assayed by following the change in absorbance at 348 nm of 4-nitrophenylacetate (NPA) to 4-nitrophenylate ion using s...More data for this Ligand-Target Pair
In Depth
Date in BDB:
12/13/2011
Entry Details Article
PubMed
TargetCalcium/calmodulin-dependent protein kinase type II subunit alpha(Human)
University of Copenhagen

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi: >1.00E+5nMAssay Description:Inhibition of [3H]NCS-382 binding to CaMK2alpha (unknown origin)More data for this Ligand-Target Pair
In Depth
Date in BDB:
6/25/2023
Entry Details
PubMedPDB3D3D Structure (crystal)
TargetCarbonic anhydrase 1(Human)
Universita Degli Studi Di Firenze

Curated by ChEMBL
LigandPNGBDBM4374(p-Coumaric Acid | p-hydroxycinnamic acid (M4) | CH...)
Affinity DataKi:  4.41E+5nM ΔG°:  -4.57kcal/molepH: 7.4 T: 2°CAssay Description:Carbonic anhydrase activity was assayed by following the change in absorbance at 348 nm of 4-nitrophenylacetate (NPA) to 4-nitrophenylate ion using s...More data for this Ligand-Target Pair
In Depth
Date in BDB:
12/13/2011
Entry Details Article
PubMed