BDBM22231 (9Z,12Z)-octadeca-9,12-dienoic acid::CHEMBL267476::Linoleic Acid::Linoleic acid (LA)

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

InChI Key InChIKey=OYHQOLUKZRVURQ-HZJYTTRNSA-N

Data  5 KI  27 IC50  2 Kd  6 EC50

PDB links: 37 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 40 hits for monomerid = 22231   

TargetFatty acid-binding protein 5(Homo sapiens (Human))
Emory University

LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataKi:  1.26E+3nM ΔG°:  -8.18kcal/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
TargetFatty acid-binding protein 5 [K24A,R33A,K34A](Homo sapiens (Human))
Emory University

LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataKi:  2.17E+3nM ΔG°:  -7.85kcal/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
TargetFatty acid-binding protein 5 [M35A,L60A](Homo sapiens (Human))
Emory University

LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataKi:  3.47E+3nM ΔG°:  -7.57kcal/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
TargetFatty acid-binding protein, adipocyte(Homo sapiens (Human))
Chinese Academy of Sciences

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataKi:  6.80E+3nMAssay Description:Displacement of 1,8-ANS from His6-tagged FABP4 (unknown origin) expressed in Escherichia coli BL21(DE3) cells by fluorescence assayMore data for this Ligand-Target Pair
TargetFatty acid-binding protein, heart(Homo sapiens (Human))
Chinese Academy of Sciences

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataKi:  9.30E+3nMAssay Description:Displacement of 1,8-ANS from His6-tagged FABP3 (unknown origin) expressed in Escherichia coli BL21(DE3) cells by fluorescence assayMore data for this Ligand-Target Pair
TargetFree fatty acid receptor 4(Homo sapiens (Human))
Glaxosmithkline

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataEC50:  316nMAssay Description:Agonist activity at human FFA4 receptor expressed in U2OS cells assessed as calcium mobilization after 24 hrs by FLIPRMore data for this Ligand-Target Pair
TargetFatty acid-binding protein, heart(Homo sapiens (Human))
Chinese Academy of Sciences

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  1.00E+3nMAssay Description:Inhibition of FABP4 (unknown origin) relative to linoleic acidMore data for this Ligand-Target Pair
TargetFatty acid-binding protein, heart(Homo sapiens (Human))
Chinese Academy of Sciences

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  1.00E+3nMAssay Description:Inhibition of FABP3 (unknown origin) relative to linoleic acidMore data for this Ligand-Target Pair
TargetFatty acid-binding protein, adipocyte(Homo sapiens (Human))
Chinese Academy of Sciences

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  1.77E+4nMAssay Description:Inhibition of FABP4 (unknown origin)More data for this Ligand-Target Pair
TargetAromatase(Homo sapiens (Human))
University Of Illinois At Chicago

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  4.80E+4nMAssay Description:Inhibition of aromatase in human placental microsomes by radiometric methodMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetFree fatty acid receptor 1(Homo sapiens (Human))
Piramal Life Sciences

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataEC50:  540nMAssay Description:Agonist activity at human GPR40 expressed in CHOK1 cells by fluorescence assayMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetFree fatty acid receptor 1(Homo sapiens (Human))
Piramal Life Sciences

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataEC50:  540nMAssay Description:Agonist activity at GPR40 (unknown origin)More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetFree fatty acid receptor 1(Homo sapiens (Human))
Piramal Life Sciences

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataEC50:  1.80E+3nMAssay Description:Agonist activity at human GPR40 expressed in CHO cells assessed as calcium flux by FLIPR assayMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetSeed linoleate 13S-lipoxygenase-1(Glycine max (soybean))
University Of California

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  1.10E+4nMAssay Description:Competitive inhibition of soybean LO1More 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
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
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
TargetSeed linoleate 13S-lipoxygenase-1(Glycine max (soybean))
University Of California

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  1.00E+3nMAssay Description:Allosteric inhibition of soybean LO1More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetFatty acid-binding protein, adipocyte(Homo sapiens (Human))
Chinese Academy of Sciences

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  1.36E+4nMAssay Description:Displacement of 8-anilino-1-naphthalene-sulfonic acid from human His-FABP4 expressed in Escherichia coli BL21 (DE3) cells after 3 minsMore data for this Ligand-Target Pair
TargetFatty acid-binding protein, heart(Homo sapiens (Human))
Chinese Academy of Sciences

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  1.00E+3nMAssay Description:Displacement of 8-anilino-1-naphthalene-sulfonic acid from human His-FABP3 expressed in Escherichia coli BL21 (DE3) cells after 3 mins relative to li...More data for this Ligand-Target Pair
TargetFatty acid-binding protein, adipocyte(Homo sapiens (Human))
Chinese Academy of Sciences

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  1.00E+3nMAssay Description:Displacement of 8-anilino-1-naphthalene-sulfonic acid from human His-FABP4 expressed in Escherichia coli BL21 (DE3) cells after 3 mins relative to li...More data for this Ligand-Target Pair
TargetDual specificity protein phosphatase 3(Homo sapiens (Human))
Xiamen University

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50: >1.00E+5nMAssay Description:Inhibition of GST-tagged human VHR using pNpp as substrate after 30 minsMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetTyrosine-protein phosphatase non-receptor type 7(Homo sapiens (Human))
Xiamen University

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50: >1.00E+5nMAssay Description:Inhibition of GST-tagged human HePTP using pNpp as substrate after 30 minsMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetSterol O-acyltransferase 1(Rattus norvegicus)
Korea Research Institute Of Bioscience And Biotechnology

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50: >1.00E+6nMAssay Description:Inhibitory activity against rat liver microsomal Acyl coenzyme A:cholesterol acyltransferaseMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetSterol O-acyltransferase 1(Homo sapiens (Human))
Korea Research Institute Of Bioscience And Biotechnology

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50: >1.00E+6nMAssay Description:Inhibitory activity against human Acyl coenzyme A:cholesterol acyltransferase 2More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetSterol O-acyltransferase 1(Homo sapiens (Human))
Korea Research Institute Of Bioscience And Biotechnology

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50: >1.00E+6nMAssay Description:Inhibitory activity against human Acyl coenzyme A:cholesterol acyltransferase 1More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetProstaglandin G/H synthase 1(Homo sapiens (Human))
Uppsala University

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  1.30E+4nMAssay Description:Inhibition of COX1More data for this Ligand-Target Pair
TargetFree fatty acid receptor 1(Homo sapiens (Human))
Piramal Life Sciences

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataEC50:  4.80E+3nMAssay Description:Agonist activity at human GPR40 expressed in human HEK293 cells assessed as increase in intracellular calcium flux after 10 mins by fluorescence assa...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  1.10E+3nMAssay Description:Displacement of [3H]GW2331 from Homo sapiens (human) PPARalpha receptor by scintillation proximity assayMore data for this Ligand-Target Pair
In DepthDetails Article
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  1.00E+4nMAssay Description:Displacement of [3H]GW2433 from Homo sapiens (human) PPARdelta receptor by scintillation proximity assayMore data for this Ligand-Target Pair
In DepthDetails Article
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  6.20E+3nMAssay Description:Displacement of [3H]BRL49653 from Homo sapiens (human) PPARgamma receptor by scintillation proximity assayMore data for this Ligand-Target Pair
In DepthDetails Article
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataKd:  4.80nMAssay Description:Binding affinity to PPAR-alpha (unknown origin) by fluorescence-based assayMore data for this Ligand-Target Pair
In DepthDetails Article
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  1.10E+3nMAssay Description:Inhibition of PPAR-alpha (unknown origin) by SPA assayMore data for this Ligand-Target Pair
In DepthDetails Article
TargetFree fatty acid receptor 1(Homo sapiens (Human))
Piramal Life Sciences

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataEC50:  4.80E+3nMAssay Description:Agonist activity at human FFA1 receptor expressed in HEK293 cells assessed as increase in intracellular Ca2+ flux by Fluo-4 dye based assayMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetAldo-keto reductase family 1 member C3(Homo sapiens (Human))
China Pharmaceutical University

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  690nMAssay Description:Inhibition of human AKR1C3 expressed in Escherichia coli BL21(DE3) pLysS cells using 9,10-phenanthrenequinone as substrateMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetAldo-keto reductase family 1 member C3(Homo sapiens (Human))
China Pharmaceutical University

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  690nMAssay Description:Inhibition of human AKR1C3 expressed in Escherichia coli BL21(DE3) pLysS cells using S-tetralol as substrateMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetProstaglandin G/H synthase 1(Bos taurus)
Uppsala University

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  1.70E+5nMAssay Description:Inhibition of bovine COX1-mediated prostaglandin biosynthesis using [1-14C]arachidonic acidMore data for this Ligand-Target Pair
TargetProstaglandin G/H synthase 2(Ovis aries (Sheep))
Uppsala University

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  9.40E+4nMAssay Description:Inhibition of sheep COX2-mediated prostaglandin biosynthesis using [1-14C]arachidonic acidMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetAdenosine receptor A1(Rattus norvegicus (rat))
Leiden University

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  6.50E+4nMAssay Description:Displacement of [3H]DPCPX from rat adenosine A1 receptor by liquid scintillation countingMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetTissue factor(Homo sapiens (Human))
Searle Discovery Research

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  4.10E+4nMAssay 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
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50: >2.00E+5nMAssay Description:Inhibition of pig pancreatic trypsin after 15 minsMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetSeed linoleate 13S-lipoxygenase-1(Glycine max (soybean))
University Of California

Curated by ChEMBL
LigandPNGBDBM22231((9Z,12Z)-octadeca-9,12-dienoic acid | CHEMBL267476...)
Affinity DataIC50:  1.30E+4nMAssay Description:Mixed-type inhibition of soybean LO1More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed