BDBM22319 (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid::Arachidonic acid::Arachidonic acid (AA)::CHEMBL15594::[1-14C]Arachidonic acid

SMILES CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O

InChI Key InChIKey=YZXBAPSDXZZRGB-DOFZRALJSA-N

Data  6 KI  22 IC50  4 Kd  4 ITC

PDB links: 29 PDB IDs match this monomer.

  Tab Delimited (TSV)   2D SDfile   Computed 3D by Vconf -m prep SDfile
Find this compound or compounds like it in BindingDB:
   Substructure
Similarity at least:  must be >=0.5
Exact match

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 32 hits for monomerid = 22319   

TargetSolute carrier organic anion transporter family member 1B1(Homo sapiens (Human))
Ku Leuven

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataKi:  330nMAssay Description:Ki values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO cellsMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetSolute carrier organic anion transporter family member 1B3(Homo sapiens (Human))
Ku Leuven

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataKi:  820nMAssay Description:Ki values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO cellsMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetFatty acid-binding protein 5(Homo sapiens (Human))
Emory University

LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataKi:  2.59E+3nM ΔG°:  -7.74kcal/molepH: 8.2 T: 2°CAssay Description:In brief, both wild-type and mutant hFABP5 were expressed and purified to homogeneity as described above and dialyzed in PBS (pH 8.2). Binding affini...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetFatty acid-binding protein 5 [M35A,L60A](Homo sapiens (Human))
Emory University

LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataKi:  5.01E+3nM ΔG°:  -7.35kcal/molepH: 8.2 T: 2°CAssay Description:In brief, both wild-type and mutant hFABP5 were expressed and purified to homogeneity as described above and dialyzed in PBS (pH 8.2). Binding affini...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetFatty acid-binding protein 5 [K24A,R33A,K34A](Homo sapiens (Human))
Emory University

LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataKi:  9.37E+3nM ΔG°:  -6.97kcal/molepH: 8.2 T: 2°CAssay Description:In brief, both wild-type and mutant hFABP5 were expressed and purified to homogeneity as described above and dialyzed in PBS (pH 8.2). Binding affini...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetThromboxane A2 receptor(MOUSE)
University Of Edinburgh

Curated by PDSP Ki Database
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetCytosolic phospholipase A2 gamma(Homo sapiens (Human))
Shionogi

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50: >1.00E+5nMAssay Description:Concentration required to inhibit human Cytosolic phospholipase A2More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetAromatase(Homo sapiens (Human))
University Of Illinois At Chicago

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50:  2.82E+4nMAssay Description:Inhibition of aromatase in human placental microsomes by radiometric methodMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetVoltage-dependent L-type calcium channel subunit alpha-1C(RAT)
Jagiellonian University

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50:  8.50E+3nMAssay Description:Inhibition of L-type calcium channel measured using whole-cell patch clamp in rat ventricular myocytesMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetVoltage-dependent L-type calcium channel subunit alpha-1C(RAT)
Jagiellonian University

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50:  5.80E+3nMAssay Description:Inhibition of L-type calcium channel measured using whole-cell patch clamp in rat ventricular myocytesMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetFatty acid-binding protein, adipocyte(Homo sapiens (Human))
University Of Parma

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataKd:  180nMAssay Description:Binding affinity against Adipocyte lipid binding proteinMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetFatty-acid amide hydrolase 1(Homo sapiens (Human))
Johnson & Johnson Pharmaceutical Research And Development

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50: >1.00E+5nMAssay Description:Inhibition of FAAHMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetLanosterol 14-alpha demethylase(Homo sapiens (Human))
Act

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50: >2.00E+5nMAssay Description:Inhibition of human CYP51 expressed in Topp 3 cells by lanosterol demethylase assayMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetTransient receptor potential cation channel subfamily V member 2(Rattus norvegicus)
National Research Council (Cnr)

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50: >1.00E+4nMAssay Description:Antagonist activity at recombinant rat TRPV2 expressed in HEK293 cells assessed as inhibition of LPC-induced Ca2+ levels preincubated for 5 mins foll...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetTransient receptor potential cation channel subfamily V member 2(Rattus norvegicus)
National Research Council (Cnr)

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50: >1.00E+4nMAssay Description:Antagonist activity at recombinant rat TRPV2 expressed in HEK293 cells assessed as inhibition of CBD-induced Ca2+ levels preincubated for 5 mins foll...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50:  1.20E+3nMAssay Description:Displacement of [3H]GW2331 from Homo sapiens (human) PPARalpha receptor by scintillation proximity assayMore data for this Ligand-Target Pair
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50:  3.10E+3nMAssay Description:Displacement of [3H]GW2433 from Homo sapiens (human) PPARdelta receptor by scintillation proximity assayMore data for this Ligand-Target Pair
In DepthDetails Article
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50:  1.60E+3nMAssay Description:Displacement of [3H]BRL49653 from Homo sapiens (human) PPARgamma receptor by scintillation proximity assayMore data for this Ligand-Target Pair
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50:  1.20E+3nMAssay Description:Inhibition of PPAR-alpha (unknown origin) by SPA assayMore data for this Ligand-Target Pair
TargetThiosulfate sulfurtransferase(Homo sapiens)
Indiana University School Of Medicine

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50: >1.00E+5nMAssay Description:Inhibition of native rhodanese (unknown origin) assessed as reduction in rhodanese enzyme activity after 45 mins by Fe(SCN)3 dye based spectrometric ...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetCo-chaperonin GroES(Escherichia coli)
Indiana University School Of Medicine

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50:  7.30E+3nMAssay Description:Inhibition of Escherichia coli GroEL expressed in Escherichia coliDH5alpha/Escherichia coli GroES expressed in Escherichia coli BL21 (DE3) assessed a...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
Target60 kDa heat shock protein, mitochondrial(Homo sapiens)
Indiana University School Of Medicine

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50:  4.50E+3nMAssay Description:Inhibition of human N-terminal octa-His-tagged HSP60 expressed in Escherichia coli Rosetta(DE3) pLysS/human HSP10 expressed in Escherichia coli Roset...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetChaperonin GroEL(Escherichia coli)
Indiana University School Of Medicine

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50: >2.50E+5nMAssay Description:Inhibition of ATPase activity of Escherichia coli GroEL expressed in Escherichia coliDH5alpha incubated for 60 mins using ATP by spectrometric analys...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetCo-chaperonin GroES(Escherichia coli)
Indiana University School Of Medicine

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50:  1.80E+4nMAssay Description:Inhibition of Escherichia coli GroEL expressed in Escherichia coli DH5alpha/Escherichia coli GroES expressed in Escherichia coli BL21 (DE3) assessed ...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetNuclear receptor subfamily 4 group A member 2(Homo sapiens (Human))
Goethe University Frankfurt

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataKd:  5.00E+4nMAssay Description:Binding affinity towards Nurr1 ligand binding domain (unknown origin) measured by tryptophan fluorescence spectroscopyMore data for this Ligand-Target Pair
In DepthDetails PubMed
TargetTissue factor(Homo sapiens (Human))
Searle Discovery Research

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50:  1.05E+5nMAssay Description:Inhibition of amidolytic activity of human tissue factor/human factor 7aMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetTrypsin(Sus scrofa)
Searle Discovery Research

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50: >2.00E+5nMAssay Description:Inhibition of pig pancreatic trypsin after 15 minsMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetSolute carrier organic anion transporter family member 1B1(Homo sapiens (Human))
Ku Leuven

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50:  603nMAssay Description:pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO cellsMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetSolute carrier organic anion transporter family member 1B3(Homo sapiens (Human))
Ku Leuven

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50:  1.07E+3nMAssay Description:pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO cellsMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetFatty acid-binding protein 5-ANS(Mus musculus (Mouse))
Case Western Reserve University School Of Medicine

LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataKd:  42.1nMAssay Description:The method entails two steps [Lin et al., Biochemistry, 38:185-190]. In the first step, the Kd for association of FABP5 with the fluorescent lipid pr...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetFatty acid-binding protein, adipocyte(Homo sapiens (Human))
University Of Parma

Curated by ChEMBL
LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataIC50:  2.75E+3nMAssay Description:Inhibition of FABP4 (unknown origin) incubated for 10 mins by fluorescence based analysisMore data for this Ligand-Target Pair
In DepthDetails PubMed
TargetProstaglandin G/H synthase 2(Homo sapiens (Human))
Panjab University

LigandPNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
Affinity DataKd:  8.07E+3nMAssay Description:Inhibitory activity of the synthesized compounds on COX-1 and COX-2 enzymes were evaluated at 40 μm using the COX Inhibitor Screening Assay Kit ...More data for this Ligand-Target Pair

Activity Spreadsheet -- ITC Data from BindingDB

Found 4 hits for monomerid = 22319   

CellMannoprotein ligand-binding domain 2 (Mp1p-LBD2)(Talaromyces marneffei)
The University Of Hong Kong

SyringePNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
ITC DataΔG°: -11.2kcal/mole −TΔS°: 3.33kcal/mole ΔH°: -14.2kcal/mole logk: 7.69E+7
pH: 8.0 T: 37.00°C 
CellMannoprotein ligand-binding domain 2 (Mp1p-LBD2)(Talaromyces marneffei)
The University Of Hong Kong

SyringePNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
ITC DataΔG°: -12.3kcal/mole −TΔS°: 2.30kcal/mole ΔH°: -11.0kcal/mole logk: 4.35E+8
pH: 8.0 T: 37.00°C 
CellMannoprotein ligand-binding domain 2 (Mp1p-LBD2 I332A)(Talaromyces marneffei)
The University Of Hong Kong

SyringePNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
ITC DataΔG°: -8.18kcal/mole −TΔS°: 6.44kcal/mole ΔH°: -14.5kcal/mole logk: 5.88E+5
pH: 8.0 T: 37.00°C 
CellMannoprotein ligand-binding domain 2 (Mp1p-LBD2 V309D)(Talaromyces marneffei)
The University Of Hong Kong

SyringePNGBDBM22319((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid | ...)
ITC DataΔG°: -7.69kcal/mole −TΔS°: 1.93kcal/mole ΔH°: -9.31kcal/mole logk: 2.63E+5
pH: 8.0 T: 37.00°C