BindingDB BDBM22988 (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide::AEA::ANANDAMIDE::Arachidonoyl ethanolamide::Arachidonoyl ethanolamide (AEA)::Arachidonoylethanolamide (AEA)::Arachidonylethanolamide::CHEMBL15848::[14C]Anandamide::[3H]Anandamide

BDBM22988 (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide::AEA::ANANDAMIDE::Arachidonoyl ethanolamide::Arachidonoyl ethanolamide (AEA)::Arachidonoylethanolamide (AEA)::Arachidonylethanolamide::CHEMBL15848::[14C]Anandamide::[3H]Anandamide

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

InChI Key InChIKey=LGEQQWMQCRIYKG-DOFZRALJSA-N

Data 71 KI 11 IC50 1 Kd 7 EC50

PDB links: 1 PDB ID matches this monomer.

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 11 hits for monomerid = 22988

Potassium channel subfamily K member 3(Homo sapiens (Human))
Universidad De Talca

Curated by ChEMBL

BDBM22988((5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-...)

IC50: 3.00E+3nMAssay Description:Inhibition of human TASK1 expressed in African green monkey COS7 cells by whole cell patch clamp assayMore data for this Ligand-Target Pair

PDB Reactome pathway KEGG
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Cannabinoid receptor 1(Mus musculus (Mouse))
Organix

Curated by ChEMBL

BDBM22988((5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-...)

IC50: 39nMAssay Description:Binding affinity towards Cannabinoid receptor 1 was determined using [3H]-CP- cannabinoid as radioligand with mouse brain memebrane in the presence o...More data for this Ligand-Target Pair

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Cannabinoid receptor 1(Rattus norvegicus (rat))
Saint Louis University School Of Medicine

Curated by ChEMBL

BDBM22988((5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-...)

IC50: 40nMAssay Description:Binding affinity towards Cannabinoid receptor 1 was determined using [3H]-CP- cannabinoid as radioligand with rat brain memebrane in the presence of ...More data for this Ligand-Target Pair

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Potassium two pore domain channel subfamily K member 2(Bos taurus)
Universit£

Curated by ChEMBL

BDBM22988((5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-...)

IC50: 1.00E+3nMAssay Description:Activation of bovine TREK1 expressed in AZT cells assessed as reduction in channel currentsMore data for this Ligand-Target Pair

PDB Reactome pathway KEGG
UniProtKB/TrEMBL
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Fatty-acid amide hydrolase 1(Homo sapiens (Human))
Utrecht University

Curated by ChEMBL

BDBM22988((5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-...)

IC50: 3.40E+3nMAssay Description:Inhibition of FAAHMore data for this Ligand-Target Pair

PDB Reactome pathway
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Lanosterol 14-alpha demethylase(Homo sapiens (Human))
Act

Curated by ChEMBL

BDBM22988((5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-...)

IC50: >2.00E+5nMAssay Description:Inhibition of human CYP51 expressed in Topp 3 cells by lanosterol demethylase assayMore data for this Ligand-Target Pair

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Fatty-acid amide hydrolase 1 [30-579](Rattus norvegicus (rat))
Umr Cnrs 5074

Curated by ChEMBL

BDBM22988((5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-...)

IC50: 1.17E+4nMAssay Description:Inhibition of rat recombinant FAAH-mediated hydrolysis of [3H]AEAMore data for this Ligand-Target Pair

PDB MMDB
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Cannabinoid receptor 1(Mus musculus (Mouse))
Organix

Curated by ChEMBL

BDBM22988((5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-...)

IC50: 1.20E+4nMAssay Description:Binding affinity towards Cannabinoid receptor 1 was determined using [3H]-CP- cannabinoid as radioligand with mouse brain memebraneMore data for this Ligand-Target Pair

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Fatty-acid amide hydrolase 1(Homo sapiens (Human))
Utrecht University

Curated by ChEMBL

BDBM22988((5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-...)

IC50: 4.10E+3nMAssay Description:Inhibition of FAAH (unknown origin)More data for this Ligand-Target Pair

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Transient receptor potential cation channel subfamily V member 2(Rattus norvegicus)
National Research Council (Cnr)

Curated by ChEMBL

BDBM22988((5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-...)

IC50: 960nMAssay 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

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Transient receptor potential cation channel subfamily V member 2(Rattus norvegicus)
National Research Council (Cnr)

Curated by ChEMBL

BDBM22988((5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-...)

IC50: 8.60E+3nMAssay 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

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Filter my 90 hits

Targets 13▿
- Cannabinoid receptor 1 50
- Cannabinoid receptor 2 17
- Transient receptor potential cation channel subfamily V member 1 5
- Cannabinoid receptor 1/2 5
- Fatty-acid amide hydrolase 1 3
- Fatty-acid amide hydrolase 1 [30-579] 2
- Transient receptor potential cation channel subfamily V member 2 2
- Potassium channel subfamily K member 3 1
- Fatty acid-binding protein 5-ANS 1
- Lanosterol 14-alpha demethylase 1
- Potassium two pore domain channel subfamily K member 2 1
- CB1 cannabinoid receptor-interacting protein 1 1
- Fatty acid-binding protein, liver 1
- ...
Publications 50▿
- J Med Chem 61: 8639-8657 (2018) 5
- J Med Chem 46: 5139-52 (2003) 5
- J Pharmacol Exp Ther 292: 886-94 (2000) 3
- J Med Chem 41: 5353-61 (1999) 3
- J Med Chem 49: 2333-8 (2006) 3
- J Med Chem 44: 4505-8 (2001) 3
- Cell Chem Biol 56: 8224-56 (2013) 3
- J Med Chem 45: 3709-20 (2002) 3
- Bioorg Med Chem Lett 13: 3301-3 (2003) 3
- J Med Chem 52: 3001-9 (2009) 3
- J Med Chem 40: 3617-25 (1997) 2
- J Med Chem 48: 5059-87 (2005) 2
- Bioorg Med Chem Lett 16: 138-41 (2005) 2
- Bioorg Med Chem 24: 5291-5301 (2016) 2
- J Med Chem 61: 8255-8281 (2018) 2
- Bioorg Med Chem Lett 16: 3765-8 (2006) 2
- J Med Chem 42: 1975-81 (1999) 2
- Brain Res 753: 219-24 (1997) 2
- J Med Chem 39: 4515-9 (1996) 2
- J Med Chem 52: 1005-17 (2009) 2
- J Med Chem 37: 1889-93 (1994) 2
- J Med Chem 40: 3626-34 (1997) 2
- J Med Chem 43: 2300-9 (2000) 2
- Bioorg Med Chem Lett 13: 1977-80 (2003) 2
- J Med Chem 52: 4613-22 (2009) 1
- J Biol Chem 289: 12748-58 (2014) 1
- J Med Chem 56: 1811-29 (2013) 1
- J Med Chem 42: 896-902 (1999) 1
- Bioorg Med Chem 15: 5406-16 (2007) 1
- J Med Chem 40: 659-67 (1997) 1
- J Med Chem 60: 4-46 (2017) 1
- J Med Chem 62: 10044-10058 (2019) 1
- J Med Chem 59: 5149-57 (2016) 1
- J Med Chem 41: 4207-15 (1998) 1
- J Med Chem 45: 3649-59 (2002) 1
- J Med Chem 51: 7327-43 (2009) 1
- Bioorg Med Chem 22: 4770-83 (2014) 1
- J Nat Prod 66: 1364-8 (2003) 1
- Bioorg Med Chem Lett 11: 447-9 (2001) 1
- Mol Pharmacol 60: 155-63 (2001) 1
- J Med Chem 48: 7343-50 (2005) 1
- J Med Chem 54: 8278-88 (2011) 1
- Biochemistry 55: 5243-55 (2016) 1
- J Med Chem 36: 3032-4 (1993) 1
- Drug Metab Dispos 35: 493-500 (2007) 1
- J Med Chem 61: 5569-5579 (2018) 1
- J Med Chem 49: 554-66 (2006) 1
- Eur J Med Chem 44: 4889-95 (2009) 1
- J Med Chem 52: 2506-14 (2009) 1
- Eur J Med Chem 112: 66-80 (2016) 1
- ...
Institutions 34▿
- Universit£ 13
- University Of Connecticut 8
- Forbes Norris Als/Mda Research Center 5
- Northeastern University 5
- University Of Montpellier 4
- Virginia Commonwealth University 4
- Organix 4
- Arena Pharmaceuticals 3
- University Of Piemonte Orientale 3
- Universita Del Piemonte Orientale 3
- University Of California 3
- Universidad Complutense 3
- Utrecht University 3
- Umr Cnrs 5074 2
- Hebrew University 2
- Institute Of Biomolecular Chemistry 2
- Research Triangle Institute 2
- National Research Council (Cnr) 2
- State University of New York At Old Westbury 2
- Case Western Reserve University School of Medicine 1
- Kennesaw State University 1
- Hebrew University Of Jerusalem 1
- Universidad De Talca 1
- Institute Of Bioorganic Chemistry Ras 1
- Avanti Polar Lipids 1
- University Of Kuopio 1
- Ghent University 1
- TBA 1
- Act 1
- Universita Degli Studi Di Siena 1
- Oregon State University 1
- Saint Louis University School Of Medicine 1
- Johnson & Johnson Pharmaceutical Research And Development 1
- Instituto De Qu£Mica M£Dica 1
- ...
Affinity: 11 to 2.0E+5 nM▿
- Ki 71
- IC50 11
- Kd 1
- EC50 7
- Affinity ≤ nM
Xtal structures: 0
Docked structures: 0
Catalog Cmpds: 1