oleic acid [Ligand Id: 1054] activity data from GtoPdb and ChEMBL

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ChEMBL ligand: CHEMBL8659 (18:1(N-9), 9-octadecenoic acid, (z)-, 9z-octadecenoic acid, FEMA NO. 2815, NSC-9856, Oleate, Oleic acid, Osteum, Priolene 6936, Vopcolene 27, Wecoline oo)
  • Fatty acid amide hydrolase/Anandamide amidohydrolase in Human [ChEMBL: CHEMBL2243] [GtoPdb: 1400] [UniProtKB: O00519]
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  • coagulation factor VII/coagulation factor III, tissue factor/Coagulation factor VII/tissue factor in Human [ChEMBL: CHEMBL2095194] [GtoPdb: 23633192] [UniProtKB: P08709P13726]
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  • fatty acid binding protein 4/Fatty acid binding protein adipocyte in Human [ChEMBL: CHEMBL2083] [GtoPdb: 2534] [UniProtKB: P15090]
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  • fatty acid binding protein 5/Fatty acid binding protein epidermal in Human [ChEMBL: CHEMBL3674] [GtoPdb: 2535] [UniProtKB: Q01469]
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  • fatty acid binding protein 1/Fatty acid-binding protein, liver in Human [ChEMBL: CHEMBL5421] [GtoPdb: 2531] [UniProtKB: P07148]
  • fatty acid binding protein 1/Fatty acid-binding protein, liver in Rat [ChEMBL: CHEMBL5738] [GtoPdb: 2531] [UniProtKB: P02692]
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  • sirtuin 6/NAD-dependent protein deacetylase sirtuin-6 in Human [ChEMBL: CHEMBL2163182] [GtoPdb: 2712] [UniProtKB: Q8N6T7]
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  • Nuclear receptor related 1/Nuclear receptor subfamily 4 group A member 2 in Human [ChEMBL: CHEMBL5002] [GtoPdb: 630] [UniProtKB: P43354]
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  • Peroxisome proliferator-activated receptor-α/Peroxisome proliferator-activated receptor alpha in Human [ChEMBL: CHEMBL239] [GtoPdb: 593] [UniProtKB: Q07869]
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  • Peroxisome proliferator-activated receptor-β/δ/Peroxisome proliferator-activated receptor delta in Human [ChEMBL: CHEMBL3979] [GtoPdb: 594] [UniProtKB: Q03181]
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  • Peroxisome proliferator-activated receptor-γ/Peroxisome proliferator-activated receptor gamma in Human [ChEMBL: CHEMBL235] [GtoPdb: 595] [UniProtKB: P37231]
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  • protein tyrosine phosphatase non-receptor type 1/Protein-tyrosine phosphatase 1B in Human [ChEMBL: CHEMBL335] [GtoPdb: 2976] [UniProtKB: P18031]
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  • Telomerase reverse transcriptase in Human [ChEMBL: CHEMBL2916] [UniProtKB: O14746]
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  • TRPV2/Transient receptor potential cation channel subfamily V member 2 in Rat [ChEMBL: CHEMBL2863] [GtoPdb: 508] [UniProtKB: Q9WUD2]
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  • FFA4 receptor in Human [GtoPdb: 127] [UniProtKB: Q5NUL3]
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  • FFA1 receptor in Human [GtoPdb: 225] [UniProtKB: O14842]
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DB Assay description Assay Type Standard value Standard parameter Original value Original units Original parameter Reference
Fatty acid amide hydrolase/Anandamide amidohydrolase in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL2243] [GtoPdb: 1400] [UniProtKB: O00519]
ChEMBL Inhibition of FAAH B 5.22 pKi 6000 nM Ki J Med Chem (2008) 51: 7327-7343 [PMID:18983142]
coagulation factor VII/coagulation factor III, tissue factor/Coagulation factor VII/tissue factor in Human (target type: PROTEIN COMPLEX) [ChEMBL: CHEMBL2095194] [GtoPdb: 23633192] [UniProtKB: P08709P13726]
ChEMBL Inhibition of amidolytic activity of human tissue factor/human factor 7a B 4.1 pIC50 80000 nM IC50 J Nat Prod (1998) 61: 1352-1355 [PMID:9834151]
CYP19A1/Cytochrome P450 19A1 in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL1978] [GtoPdb: 1362] [UniProtKB: P11511]
ChEMBL Inhibition of aromatase in human placental microsomes by radiometric method B 4.49 pIC50 32700 nM IC50 J Nat Prod (2006) 69: 700-703 [PMID:16643058]
DNA topoisomerase I in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL1781] [GtoPdb: 2636] [UniProtKB: P11387]
ChEMBL Inhibition of DNA topoisomerase 1 B 4.51 pIC50 31000 nM IC50 J Nat Prod (2002) 65: 1715-1718 [PMID:12444712]
fatty acid binding protein 4/Fatty acid binding protein adipocyte in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL2083] [GtoPdb: 2534] [UniProtKB: P15090]
ChEMBL Displacement of 1,8-ANS from His6-tagged FABP4 (unknown origin) expressed in Escherichia coli BL21(DE3) cells by fluorescence assay B 5.82 pKi 1500 nM Ki Bioorg Med Chem (2016) 24: 4310-4317 [PMID:27460668]
ChEMBL Displacement of 1,8-ANS from aFABP by fluorescence based-assay B 6.73 pKi 185 nM Ki Bioorg Med Chem Lett (2007) 17: 3511-3515 [PMID:17502136]
ChEMBL Displacement of 8-anilino-1-naphthalene-sulfonic acid from human His-FABP4 expressed in Escherichia coli BL21 (DE3) cells after 3 mins B 4.58 pIC50 26100 nM IC50 Bioorg Med Chem Lett (2010) 20: 3675-3679 [PMID:20471252]
fatty acid binding protein 5/Fatty acid binding protein epidermal in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL3674] [GtoPdb: 2535] [UniProtKB: Q01469]
ChEMBL Displacement of 1,8-ANS from eFABP by fluorescence based-assay B 6.61 pKi 248 nM Ki Bioorg Med Chem Lett (2007) 17: 3511-3515 [PMID:17502136]
fatty acid binding protein 1/Fatty acid-binding protein, liver in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL5421] [GtoPdb: 2531] [UniProtKB: P07148]
ChEMBL Binding affinity to L-FABP low binding affinity site by titration calorimetry method B 6.05 pKd 900 nM Kd J Med Chem (2008) 51: 3755-3764 [PMID:18533710]
ChEMBL Binding affinity to L-FABP high binding affinity site by titration calorimetry method B 6.7 pKd 200 nM Kd J Med Chem (2008) 51: 3755-3764 [PMID:18533710]
fatty acid binding protein 1/Fatty acid-binding protein, liver in Rat (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL5738] [GtoPdb: 2531] [UniProtKB: P02692]
ChEMBL Displacement of 1-anilinonaphthalene-8-sulphonic acid from rat recombinant L-FABP low binding affinity site expressed in Escherichia coli BL21 by competitive fluorescence displacement assay B 5.54 pKi 2900 nM Ki J Med Chem (2008) 51: 3755-3764 [PMID:18533710]
ChEMBL Displacement of 1-anilinonaphthalene-8-sulphonic acid from rat recombinant L-FABP high binding affinity site expressed in Escherichia coli BL21 by competitive fluorescence displacement assay B 6.74 pKi 180 nM Ki J Med Chem (2008) 51: 3755-3764 [PMID:18533710]
sirtuin 6/NAD-dependent protein deacetylase sirtuin-6 in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL2163182] [GtoPdb: 2712] [UniProtKB: Q8N6T7]
ChEMBL Activation of recombinant His-tagged SIRT6 (unknown origin) deacetylase activity expressed in Escherichia coli using H3K9Ac peptide substrate B 4.05 pEC50 90000 nM EC50 J Med Chem (2021) 64: 9732-9758 [PMID:34213345]
ChEMBL Activation of human SIRT6 deacetylase activity expressed in Escherichia coli BL21(DE3) expressed in Escherichia coli using H3K9Ac peptide substrate B 4.05 pEC50 89000 nM EC50 J Med Chem (2021) 64: 9732-9758 [PMID:34213345]
Nuclear receptor related 1/Nuclear receptor subfamily 4 group A member 2 in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL5002] [GtoPdb: 630] [UniProtKB: P43354]
ChEMBL Binding affinity towards Nurr1 ligand binding domain (unknown origin) measured by tryptophan fluorescence spectroscopy B 4.3 pKd 50000 nM Kd J Med Chem (2022) 65: 9548-9563 [PMID:35797147]
Peroxisome proliferator-activated receptor-α/Peroxisome proliferator-activated receptor alpha in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL239] [GtoPdb: 593] [UniProtKB: Q07869]
ChEMBL Inhibition of PPAR-alpha (unknown origin) by SPA assay B 6.22 pIC50 600 nM IC50 Med Chem Res (2009) 18: 8-19
ChEMBL Displacement of [3H]GW2331 from Homo sapiens (human) PPARalpha receptor by scintillation proximity assay B 6.22 pIC50 600 nM IC50 Med Chem Res (2013) 22: 3126-3133
ChEMBL Agonist activity at human PPARalpha expressed in HEK293 cells by luciferase/beta-galactosidase reporter gene assay B 4.44 pEC50 36000 nM EC50 J Med Chem (2022) 65: 1961-1978 [PMID:35089724]
Peroxisome proliferator-activated receptor-β/δ/Peroxisome proliferator-activated receptor delta in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL3979] [GtoPdb: 594] [UniProtKB: Q03181]
ChEMBL Displacement of [3H]GW2433 from Homo sapiens (human) PPARdelta receptor by scintillation proximity assay B 5.28 pIC50 5300 nM IC50 Med Chem Res (2013) 22: 3126-3133
Peroxisome proliferator-activated receptor-γ/Peroxisome proliferator-activated receptor gamma in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL235] [GtoPdb: 595] [UniProtKB: P37231]
ChEMBL Displacement of [3H]BRL49653 from Homo sapiens (human) PPARgamma receptor by scintillation proximity assay B 5.39 pIC50 4100 nM IC50 Med Chem Res (2013) 22: 3126-3133
protein tyrosine phosphatase non-receptor type 1/Protein-tyrosine phosphatase 1B in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL335] [GtoPdb: 2976] [UniProtKB: P18031]
ChEMBL Inhibition of PTP1B (unknown origin) using pNPP as substrate incubated for 30 mins by photometric method B 5.21 pIC50 6200 nM IC50 J Nat Prod (2020) 83: 1598-1610 [PMID:32255628]
Seed lipoxygenase-1 in Glycine max (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL4586] [UniProtKB: P08170]
ChEMBL Binding affinity to soybean LO1 B 4.66 pKi 22000 nM Ki Bioorg Med Chem (2009) 17: 6534-6539 [PMID:19716306]
Telomerase reverse transcriptase in Human (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL2916] [UniProtKB: O14746]
ChEMBL Inhibition of telomerase extracted from human K562 cells preincubated for 10 mins followed by dNTPs and telomerase substrate primer TS-A addition measured after 30 mins by TRAP assay B 5.07 pIC50 8600 nM IC50 Medchemcomm (2011) 2: 229-245
TRPV2/Transient receptor potential cation channel subfamily V member 2 in Rat (target type: SINGLE PROTEIN) [ChEMBL: CHEMBL2863] [GtoPdb: 508] [UniProtKB: Q9WUD2]
ChEMBL Antagonist activity at recombinant rat TRPV2 expressed in HEK293 cells assessed as inhibition of LPC-induced Ca2+ levels preincubated for 5 mins followed by agonist addition by Fuo-4-AM based spectrofluorimetry B 5 pIC50 >10000 nM IC50 J Med Chem (2018) 61: 8255-8281 [PMID:30176215]
ChEMBL Antagonist activity at recombinant rat TRPV2 expressed in HEK293 cells assessed as inhibition of CBD-induced Ca2+ levels preincubated for 5 mins followed by agonist addition by Fuo-4-AM based spectrofluorimetry B 5 pIC50 >10000 nM IC50 J Med Chem (2018) 61: 8255-8281 [PMID:30176215]
FFA4 receptor in Human [GtoPdb: 127] [UniProtKB: Q5NUL3]
GtoPdb - - 4.7 pEC50 - - - Mol Pharmacol (2012) 81: 631-42 [PMID:22282525]
FFA1 receptor in Human [GtoPdb: 225] [UniProtKB: O14842]
GtoPdb - - 5.7 pEC50 - - - J Biol Chem (2003) 278: 11303-11 [PMID:12496284];
Biochem Biophys Res Commun (2003) 301: 406-10 [PMID:12565875];
Nature (2003) 422: 173-6 [PMID:12629551]

ChEMBL data shown on this page come from version 34:

Zdrazil B, Felix E, Hunter F, Manners EJ, Blackshaw J, Corbett S, de Veij M, Ioannidis H, Lopez DM, Mosquera JF, Magarinos MP, Bosc N, Arcila R, Kizilören T, Gaulton A, Bento AP, Adasme MF, Monecke P, Landrum GA, Leach AR. (2024). The ChEMBL Database in 2023: a drug discovery platform spanning multiple bioactivity data types and time periods. Nucleic Acids Res., 52(D1). DOI: 10.1093/nar/gkad1004. [EPMCID:10767899] [PMID:37933841]
Davies M, Nowotka M, Papadatos G, Dedman N, Gaulton A, Atkinson F, Bellis L, Overington JP. (2015) 'ChEMBL web services: streamlining access to drug discovery data and utilities.' Nucleic Acids Res., 43(W1). DOI: 10.1093/nar/gkv352. [EPMCID:25883136]