BDBM50061117 6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol::6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol (Cannabinol)::6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol(Cannabinol)::CANNABINOL::CHEMBL74415

SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1

InChI Key InChIKey=VBGLYOIFKLUMQG-UHFFFAOYSA-N

Data  14 KI  4 IC50  11 EC50

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 29 hits for monomerid = 50061117   

TargetCannabinoid receptor 1(Homo sapiens (Human))
Concordia University Wisconsin

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataKi:  13nMAssay Description:Displacement of [3H]-CP55940 from recombinant human CB1 receptor expressed in Sf9 cell membranes co-expressing Galphai3beta1gamma2 measured after 90 ...More data for this Ligand-Target Pair
TargetCannabinoid receptor 2(Homo sapiens (Human))
Concordia University Wisconsin

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataKi:  16nMAssay Description:Displacement of [3H]-CP55940 from recombinant human CB2 receptor expressed in Sf9 cell membranes co-expressing Galphai3beta1gamma2 measured after 90 ...More data for this Ligand-Target Pair
TargetCytochrome P450 1A2(Homo sapiens (Human))
Universit£ Laval

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataKi:  79nMAssay Description:Competitive inhibition of human liver microsomes CYP1A2 expressed in supersomes coexpressing NADPH-CYP reductase using 7-Ethoxyresorufin as substrate...More data for this Ligand-Target Pair
TargetCannabinoid receptor 2(Homo sapiens (Human))
Concordia University Wisconsin

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataKi:  95nMAssay Description:Binding affinity towards cloned human cannabinoid receptor 2More data for this Ligand-Target Pair
TargetCannabinoid receptor 2(Homo sapiens (Human))
Concordia University Wisconsin

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataKi:  96nMAssay Description:Binding affinity was determined for Cannabinoid receptor 2More data for this Ligand-Target Pair
TargetCannabinoid receptor 2(Homo sapiens (Human))
Concordia University Wisconsin

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataKi:  126nMAssay Description:Binding affinity of compound towards Cannabinoid receptor 2 in african green monkey COS-7 cells transfected with cDNA of human CB2 receptorMore data for this Ligand-Target Pair
TargetCytochrome P450 1B1(Homo sapiens (Human))
Universit£ Laval

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataKi:  148nMAssay Description:Competitive inhibition of human liver microsomes CYP1B1 expressed in supersomes coexpressing NADPH-CYP reductase using 7-Ethoxyresorufin as substrate...More data for this Ligand-Target Pair
TargetCannabinoid receptor 1(Rattus norvegicus (rat))
Institute of Science

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataKi:  211nMAssay Description:Binding affinity of compound towards Cannabinoid receptor 1 in african green monkey COS-7 cells transfected with cDNA of rat CB1 receptorMore data for this Ligand-Target Pair
TargetCannabinoid receptor 1(Homo sapiens (Human))
Concordia University Wisconsin

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataKi:  308nMAssay Description:Binding affinity was determined for Cannabinoid receptor 1More data for this Ligand-Target Pair
TargetCannabinoid receptor 1(Rattus norvegicus (rat))
Institute of Science

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataKi:  308nMMore data for this Ligand-Target Pair
TargetCannabinoid receptor 1(Homo sapiens (Human))
Concordia University Wisconsin

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataKi:  310nMAssay Description:Binding affinity towards cloned human Cannabinoid receptor 1More data for this Ligand-Target Pair
TargetCannabinoid receptor 1(Rattus norvegicus (rat))
Institute of Science

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataKi:  392nMAssay Description:Binding affinity of compound towards Cannabinoid receptor 1 in rat brain synaptosomal membrane preparationsMore data for this Ligand-Target Pair
TargetCytochrome P450 1A1(Homo sapiens (Human))
Universit£ Laval

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataKi:  541nMAssay Description:Competitive inhibition of human liver microsomes CYP1A1 expressed in supersomes coexpressing NADPH-CYP reductase using 7-Ethoxyresorufin as substrate...More data for this Ligand-Target Pair
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataKi: >1.00E+4nMMore data for this Ligand-Target Pair
TargetTransient receptor potential cation channel subfamily V member 4(Rattus norvegicus)
University of Eastern Piedmont

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataEC50:  1.61E+4nMAssay Description:Agonist activity at recombinant rat TRPV4 expressed in HEK293 cells assessed as increase in intracellular calcium level by Fluo4-AM probe based fluor...More data for this Ligand-Target Pair
TargetCannabinoid receptor 2(Homo sapiens (Human))
Concordia University Wisconsin

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataEC50:  73nMAssay Description:Displacement of 3H-CP-55940 from recombinant full length human CB2 receptor expressed in HEK293 cell membranes after 90 mins by topcount scintillatio...More data for this Ligand-Target Pair
TargetTransient receptor potential cation channel subfamily V member 1(Homo sapiens (Human))
University of Eastern Piedmont

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataEC50:  6.20E+3nMAssay Description:Agonist activity at human TRPV1 expressed in HEK293 cells assessed as increase in intracellular calcium level by Fluo4-AM probe based fluorescence as...More data for this Ligand-Target Pair
TargetTransient receptor potential cation channel subfamily A member 1(Rattus norvegicus)
University of Eastern Piedmont

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataEC50:  180nMAssay Description:Agonist activity at recombinant rat TRPA1 expressed in HEK293 cells assessed as increase in intracellular calcium level by Fluo4-AM probe based fluor...More data for this Ligand-Target Pair
TargetTransient receptor potential cation channel, subfamily V, member 3(Rattus norvegicus)
University of Eastern Piedmont

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataEC50:  5.30E+3nMAssay Description:Agonist activity at recombinant rat TRPV3 expressed in HEK293 cells assessed as increase in intracellular calcium level by Fluo4-AM probe based fluor...More data for this Ligand-Target Pair
TargetTransient receptor potential cation channel subfamily M member 8(Rattus norvegicus (Rat))
University of Eastern Piedmont

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataIC50: 210nMAssay Description:Antagonist activity at recombinant rat TRPM8 expressed in HEK293 cells assessed as inhibition of icilin-induced intracellular calcium level incubated...More data for this Ligand-Target Pair
TargetCannabinoid receptor 1(Rattus norvegicus (rat))
Institute of Science

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataEC50:  316nMAssay Description:Displacement of [35S]GTP-gamma-S from rat cerebellar CB1 receptorMore data for this Ligand-Target Pair
TargetTransient receptor potential cation channel subfamily V member 2(Rattus norvegicus)
University of Eastern Piedmont

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataEC50:  1.90E+4nMAssay Description:Agonist activity at recombinant rat TRPV2 expressed in HEK293 cells assessed as increase in intracellular calcium level by Fluo4-AM probe based fluor...More data for this Ligand-Target Pair
TargetCannabinoid receptor 1(Rattus norvegicus (rat))
Institute of Science

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataEC50:  120nMAssay Description:Effective concentration for inhibition of Cannabinoid receptor 1-mediated adenylylcyclase activity using African green monkey (COS-7) cells transfect...More data for this Ligand-Target Pair
TargetN-acylethanolamine-hydrolyzing acid amidase(Homo sapiens (Human))
Concordia University Wisconsin

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataIC50: 5.00E+4nMAssay Description:Inhibition of recombinant human NAAA expressed in HEK293 cells using [14C]-N-palmitoylethanolamine as substrate measured after 30 mins by beta-counti...More data for this Ligand-Target Pair
TargetPeroxisome proliferator-activated receptor gamma(Homo sapiens (Human))
Universit£ del Piemonte Orientale

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataEC50: >2.50E+4nMAssay Description:Agonist activity at GAL4-tagged PPARgamma (unknown origin) transiently expressed in HEK293T cells co-transfected with GAL4-tagged luc incubated for 6...More data for this Ligand-Target Pair
TargetDiacylglycerol lipase-alpha(Homo sapiens (Human))
Concordia University Wisconsin

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataIC50: 5.00E+4nMAssay Description:Inhibition of recombinant human DAGLalpha expressed in COS7 cells using [14C]-oleoyl-2-arachidonoyl-glycerol as substrate measured after 20 mins by b...More data for this Ligand-Target Pair
TargetFatty-acid amide hydrolase 1 [30-579](Rattus norvegicus (rat))
Concordia University Wisconsin

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataIC50: 5.00E+4nMAssay Description:Inhibition of FAAH in rat brain membranes using [14C]-AEA as substrate measured after 30 mins by scintillation counting methodMore data for this Ligand-Target Pair
TargetCannabinoid receptor 2(Homo sapiens (Human))
Concordia University Wisconsin

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataEC50:  261nMAssay Description:Effective concentration for inhibition of human Cannabinoid receptor 2-mediated adenylylcyclase using African green monkey (COS-7) cells transfected ...More data for this Ligand-Target Pair
TargetCannabinoid receptor 1(Homo sapiens (Human))
Concordia University Wisconsin

Curated by ChEMBL
LigandPNGBDBM50061117(6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol |...)
Show SMILES CCCCCc1cc(O)c-2c(OC(C)(C)c3ccc(C)cc-23)c1
Show InChI InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
Affinity DataEC50:  75nMAssay Description:Displacement of 3H-CP-55940 from recombinant full length human CB1 receptor expressed in HEK293 cell membranes after 90 mins by topcount scintillatio...More data for this Ligand-Target Pair