Page last updated: 2024-11-08

delta-8-tetrahydrocannabinol

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Cross-References

ID SourceID
PubMed CID638026
CHEMBL ID267227
CHEBI ID183415
SCHEMBL ID2762327
MeSH IDM0109287

Synonyms (64)

Synonym
6,6,9-trimethyl-3-pentyl-6a,7,10,10a-tetrahydro-6h-benzo[c]chromen-1-ol
nsc-134453
5957-75-5
(-)-delta8-tetrahydrocannabinol
delta(sup 8)-thc
cannabinol, delta1(6)-tetrahydro-
nsc 134453
delta1(6)-trans-tetrahydrocannabinol
(-)-delta(sup 8)-trans-tetrahydrocannabinol
1-trans-delta(sup 8)-tetrahydrocannabinol
1-trans-delta-(sup8)-tetrahydrocannabinol
(-)-delta(sup 6)-3,4-trans-tetrahydrocannabinol
6h-dibenzo(b,d)pyran-1-ol, 6a,7,10,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6ar-trans)-
delta-(sup8)-thc
delta(sup 6)-thc
6h-dibenzo(b,d)pyran-1-ol, 6a,7,10,10a-tetrahydro-3-pentyl-6,6,9-trimethyl-, trans(-)-
(-)-delta-(sup8)-trans-tetrahydrocannabinol
delta8-thc
tetrahydrocannabinols (-)-delta6-3,4-trans-form
brn 0023921
cannabinol, 1-trans-delta-(sup8)-tetrahydro-
delta6-tetrahydrocannabinol
cannabinol, 1-trans-delta(sup 8)-tetrahydro-
delta-(sup6)-thc
PDSP2_000219
delta 8-tetrahydrocannobinol
CHEMBL267227 ,
bdbm50067734
(-)-delta8-thc6,6,9-trimethyl-3-pentyl-6a,7,10,10a-tetrahydro-6h-benzo[c]chromen-1-ol
(-)-(6ar-trans)-6,6,9-trimethyl-3-pentyl-6a,7,10,10a-tetrahydro-6h-benzo[c]chromen-1-ol
CHEBI:183415
(6ar,10ar)-6,6,9-trimethyl-3-pentyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
delta-6-thc
delta8-tetrahydrocannabinol
unii-b49d0hh807
b49d0hh807 ,
trans-delta8-tetrahydrocannabinol
5-17-04-00421 (beilstein handbook reference)
delta-8-tetrahydrocannabinol [nflis-drug]
6h-dibenzo(b,d)pyran-1-ol, 6a,7,10,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6ar,10ar)-
(-)-.delta.6-3,4-trans-tetrahydrocannabinol
.delta.-8-tetrahydrocannabinol
trans-.delta.8-tetrahydrocannabinol
delta-8-tetrahydrocannabinol- [nflis-drug]
8-tetrahydrocannabinol [who-dd]
delta-8-thc
tetrahydrocannabinols (-)-trans-.delta.8-form
6,6,9-trimethyl-3-pentyl-6h,6ah,7h,10h,10ah-benzo(c)isochromen-1-ol
tetrahydrocannabinols (-)-trans-.delta.8-form [mi]
8-tetrahydrocannabinol
HCAWPGARWVBULJ-IAGOWNOFSA-N
(6ar-trans)-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-6h-dibenzo[b,d]pyran-1-ol
SCHEMBL2762327
delta(8)-trans-tetrahydrocannabinol
Q27274350
delta8-tetrahydrocannabinol 250 microg/ml in acetonitrile
DTXSID20878586
(-)-delta 8-tetrahydrocannabinol (delta8-thc) 100 microg/ml in methanol
(-)-delta 8-tetrahydrocannabinol (delta8-thc) 1000 microg/ml in methanol
?8-tetrahydro cannabinol
(-)-delta-8-thc, 1mg/ml in ethanol
(-)-delta-8-thc, 10mg/ml in ethanol
(-)-delta-8-thc, 50mg/ml in ethanol
(-)-delta-8-thc, 100mg/ml in ethanol
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
1-benzopyran
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (10)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Cholesteryl ester transfer proteinHomo sapiens (human)Ki0.03910.00050.02200.0520AID311038
Cannabinoid receptor 1Rattus norvegicus (Norway rat)IC50 (µMol)0.17900.00020.660910.0000AID49003
Cannabinoid receptor 1Rattus norvegicus (Norway rat)Ki0.21150.00020.566510.0000AID1127485; AID238865; AID262340; AID49661
Cannabinoid receptor 1Homo sapiens (human)Ki0.04380.00010.50779.6000AID1230030; AID303924; AID311037; AID406561; AID414286; AID416355
Cannabinoid receptor 2 Homo sapiens (human)Ki0.02750.00000.415610.0000AID1230031; AID311038; AID406562; AID414287; AID416356
Cannabinoid receptor 2Mus musculus (house mouse)Ki0.03930.00020.07970.7943AID1062666
Cannabinoid receptor 2Rattus norvegicus (Norway rat)IC50 (µMol)0.17900.00210.30900.8200AID49003
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Glutamate receptor 1Rattus norvegicus (Norway rat)EC50 (µMol)0.63100.00411.89638.7000AID257800
Glutamate receptor 2Rattus norvegicus (Norway rat)EC50 (µMol)0.63100.00411.62517.6000AID257800
Glutamate receptor 3Rattus norvegicus (Norway rat)EC50 (µMol)0.63100.00411.17063.5000AID257800
Glutamate receptor 4Rattus norvegicus (Norway rat)EC50 (µMol)0.63100.00411.13393.5000AID257800
Cannabinoid receptor 1Rattus norvegicus (Norway rat)EC50 (µMol)0.63100.00020.19211.9953AID257800
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (58)

Processvia Protein(s)Taxonomy
triglyceride metabolic processCholesteryl ester transfer proteinHomo sapiens (human)
lipid transportCholesteryl ester transfer proteinHomo sapiens (human)
cholesterol metabolic processCholesteryl ester transfer proteinHomo sapiens (human)
negative regulation of macrophage derived foam cell differentiationCholesteryl ester transfer proteinHomo sapiens (human)
regulation of cholesterol effluxCholesteryl ester transfer proteinHomo sapiens (human)
phospholipid transportCholesteryl ester transfer proteinHomo sapiens (human)
cholesterol transportCholesteryl ester transfer proteinHomo sapiens (human)
positive regulation of cholesterol transportCholesteryl ester transfer proteinHomo sapiens (human)
triglyceride transportCholesteryl ester transfer proteinHomo sapiens (human)
very-low-density lipoprotein particle remodelingCholesteryl ester transfer proteinHomo sapiens (human)
low-density lipoprotein particle remodelingCholesteryl ester transfer proteinHomo sapiens (human)
high-density lipoprotein particle remodelingCholesteryl ester transfer proteinHomo sapiens (human)
cholesterol homeostasisCholesteryl ester transfer proteinHomo sapiens (human)
reverse cholesterol transportCholesteryl ester transfer proteinHomo sapiens (human)
phosphatidylcholine metabolic processCholesteryl ester transfer proteinHomo sapiens (human)
lipid homeostasisCholesteryl ester transfer proteinHomo sapiens (human)
phospholipid homeostasisCholesteryl ester transfer proteinHomo sapiens (human)
triglyceride homeostasisCholesteryl ester transfer proteinHomo sapiens (human)
positive regulation of phospholipid transportCholesteryl ester transfer proteinHomo sapiens (human)
positive regulation of acute inflammatory response to antigenic stimulusCannabinoid receptor 1Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerCannabinoid receptor 1Homo sapiens (human)
adenylate cyclase-modulating G protein-coupled receptor signaling pathwayCannabinoid receptor 1Homo sapiens (human)
spermatogenesisCannabinoid receptor 1Homo sapiens (human)
axonal fasciculationCannabinoid receptor 1Homo sapiens (human)
response to nutrientCannabinoid receptor 1Homo sapiens (human)
memoryCannabinoid receptor 1Homo sapiens (human)
positive regulation of neuron projection developmentCannabinoid receptor 1Homo sapiens (human)
negative regulation of serotonin secretionCannabinoid receptor 1Homo sapiens (human)
positive regulation of fever generationCannabinoid receptor 1Homo sapiens (human)
negative regulation of fatty acid beta-oxidationCannabinoid receptor 1Homo sapiens (human)
regulation of synaptic transmission, GABAergicCannabinoid receptor 1Homo sapiens (human)
response to lipopolysaccharideCannabinoid receptor 1Homo sapiens (human)
negative regulation of mast cell activationCannabinoid receptor 1Homo sapiens (human)
negative regulation of dopamine secretionCannabinoid receptor 1Homo sapiens (human)
response to nicotineCannabinoid receptor 1Homo sapiens (human)
cannabinoid signaling pathwayCannabinoid receptor 1Homo sapiens (human)
response to cocaineCannabinoid receptor 1Homo sapiens (human)
glucose homeostasisCannabinoid receptor 1Homo sapiens (human)
positive regulation of apoptotic processCannabinoid receptor 1Homo sapiens (human)
response to ethanolCannabinoid receptor 1Homo sapiens (human)
negative regulation of action potentialCannabinoid receptor 1Homo sapiens (human)
negative regulation of blood pressureCannabinoid receptor 1Homo sapiens (human)
positive regulation of blood pressureCannabinoid receptor 1Homo sapiens (human)
regulation of insulin secretionCannabinoid receptor 1Homo sapiens (human)
regulation of synaptic transmission, glutamatergicCannabinoid receptor 1Homo sapiens (human)
maternal process involved in female pregnancyCannabinoid receptor 1Homo sapiens (human)
regulation of feeding behaviorCannabinoid receptor 1Homo sapiens (human)
regulation of penile erectionCannabinoid receptor 1Homo sapiens (human)
retrograde trans-synaptic signaling by endocannabinoidCannabinoid receptor 1Homo sapiens (human)
regulation of presynaptic cytosolic calcium ion concentrationCannabinoid receptor 1Homo sapiens (human)
trans-synaptic signaling by endocannabinoid, modulating synaptic transmissionCannabinoid receptor 1Homo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayCannabinoid receptor 1Homo sapiens (human)
regulation of metabolic processCannabinoid receptor 1Homo sapiens (human)
response to amphetamineCannabinoid receptor 2 Homo sapiens (human)
inflammatory responseCannabinoid receptor 2 Homo sapiens (human)
immune responseCannabinoid receptor 2 Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerCannabinoid receptor 2 Homo sapiens (human)
leukocyte chemotaxisCannabinoid receptor 2 Homo sapiens (human)
negative regulation of synaptic transmission, GABAergicCannabinoid receptor 2 Homo sapiens (human)
response to lipopolysaccharideCannabinoid receptor 2 Homo sapiens (human)
negative regulation of mast cell activationCannabinoid receptor 2 Homo sapiens (human)
cannabinoid signaling pathwayCannabinoid receptor 2 Homo sapiens (human)
negative regulation of action potentialCannabinoid receptor 2 Homo sapiens (human)
regulation of metabolic processCannabinoid receptor 2 Homo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayCannabinoid receptor 2 Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
phospholipid transporter activityCholesteryl ester transfer proteinHomo sapiens (human)
lipid bindingCholesteryl ester transfer proteinHomo sapiens (human)
cholesterol bindingCholesteryl ester transfer proteinHomo sapiens (human)
triglyceride bindingCholesteryl ester transfer proteinHomo sapiens (human)
phosphatidylcholine bindingCholesteryl ester transfer proteinHomo sapiens (human)
cholesterol transfer activityCholesteryl ester transfer proteinHomo sapiens (human)
cannabinoid receptor activityCannabinoid receptor 1Homo sapiens (human)
protein bindingCannabinoid receptor 1Homo sapiens (human)
identical protein bindingCannabinoid receptor 1Homo sapiens (human)
G protein-coupled receptor activityCannabinoid receptor 1Homo sapiens (human)
protein bindingCannabinoid receptor 2 Homo sapiens (human)
cannabinoid receptor activityCannabinoid receptor 2 Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (18)

Processvia Protein(s)Taxonomy
extracellular regionCholesteryl ester transfer proteinHomo sapiens (human)
extracellular spaceCholesteryl ester transfer proteinHomo sapiens (human)
vesicleCholesteryl ester transfer proteinHomo sapiens (human)
extracellular exosomeCholesteryl ester transfer proteinHomo sapiens (human)
high-density lipoprotein particleCholesteryl ester transfer proteinHomo sapiens (human)
plasma membraneGlutamate receptor 1Rattus norvegicus (Norway rat)
plasma membraneGlutamate receptor 2Rattus norvegicus (Norway rat)
mitochondrial outer membraneCannabinoid receptor 1Homo sapiens (human)
plasma membraneCannabinoid receptor 1Homo sapiens (human)
actin cytoskeletonCannabinoid receptor 1Homo sapiens (human)
growth coneCannabinoid receptor 1Homo sapiens (human)
presynaptic membraneCannabinoid receptor 1Homo sapiens (human)
membrane raftCannabinoid receptor 1Homo sapiens (human)
glutamatergic synapseCannabinoid receptor 1Homo sapiens (human)
GABA-ergic synapseCannabinoid receptor 1Homo sapiens (human)
plasma membraneCannabinoid receptor 1Homo sapiens (human)
cytoplasmCannabinoid receptor 1Homo sapiens (human)
plasma membraneCannabinoid receptor 2 Homo sapiens (human)
dendriteCannabinoid receptor 2 Homo sapiens (human)
extrinsic component of cytoplasmic side of plasma membraneCannabinoid receptor 2 Homo sapiens (human)
perikaryonCannabinoid receptor 2 Homo sapiens (human)
endoplasmic reticulumCannabinoid receptor 2 Homo sapiens (human)
plasma membraneCannabinoid receptor 2 Homo sapiens (human)
cytoplasmCannabinoid receptor 2 Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (80)

Assay IDTitleYearJournalArticle
AID303924Binding affinity at CB1 receptor2007Bioorganic & medicinal chemistry letters, Dec-15, Volume: 17, Issue:24
Combined 3D QSAR and molecular docking studies to reveal novel cannabinoid ligands with optimum binding activity.
AID262342Selectivity for rat CB1 receptor over mouse CB2 receptor2006Bioorganic & medicinal chemistry letters, Mar-15, Volume: 16, Issue:6
Structural modifications of the cannabinoid side chain towards C3-aryl and 1',1'-cycloalkyl-1'-cyano cannabinoids.
AID1230031Displacement of [3H]CP55940 from full length human recombinant CB2 receptor expressed in HEK293 cells after 90 mins by scintillation counting analysis2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa.
AID49852Binding affinity for Cannabinoid receptor 2 by the ability to displace radiolabeled CP-55940 from mouse spleen synaptosomes2002Bioorganic & medicinal chemistry letters, Dec-16, Volume: 12, Issue:24
Novel 1',1'-chain substituted Delta(8)-tetrahydrocannabinols.
AID262341Displacement of [3H]CP-55940 from mouse spleen CB2 receptor2006Bioorganic & medicinal chemistry letters, Mar-15, Volume: 16, Issue:6
Structural modifications of the cannabinoid side chain towards C3-aryl and 1',1'-cycloalkyl-1'-cyano cannabinoids.
AID112375The compound was tested in vivo for locomotor stimulus in rats1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Synthesis and pharmacological evaluation of ether and related analogues of delta 8-, delta 9-, and delta 9,11-tetrahydrocannabinol.
AID1131793Hypothermic activity in ddN mouse assessed as reduction of rectal temperature at 10 mg/kg, iv after 1 hr1978Journal of medicinal chemistry, Oct, Volume: 21, Issue:10
Synthesis and pharmacological activity of a phosphate ester of delta8-tetrahydrocannabinol.
AID127281Compound was tested for activity in rhesus monkey behavioral test; Active1989Journal of medicinal chemistry, Jul, Volume: 32, Issue:7
The importance of the orientation of the C9 substituent to cannabinoid activity.
AID1131794Hypothermic activity in ddN mouse assessed as reduction of rectal temperature at 20 mg/kg, iv after 1 hr1978Journal of medicinal chemistry, Oct, Volume: 21, Issue:10
Synthesis and pharmacological activity of a phosphate ester of delta8-tetrahydrocannabinol.
AID406563Selectivity ratio of Ki for human CB1 receptor to Ki for human CB2 receptor2008Bioorganic & medicinal chemistry, Jul-01, Volume: 16, Issue:13
Exploring the substituent effects on a novel series of C1'-dimethyl-aryl Delta8-tetrahydrocannabinol analogs.
AID1062664Half life in rat plasma at 200 uM by HPLC analysis2013Journal of medicinal chemistry, Dec-27, Volume: 56, Issue:24
Controlled-deactivation cannabinergic ligands.
AID1230040Neurobehavioral effect on Swiss Webster mouse assessed as tail-flick latency time at 5 mg/kg, ip (Rvb = 0.84 +/- 3.58 %) by mouse tetrad assay2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa.
AID262340Displacement of [3H]CP-55940 from rat brain CB1 receptor2006Bioorganic & medicinal chemistry letters, Mar-15, Volume: 16, Issue:6
Structural modifications of the cannabinoid side chain towards C3-aryl and 1',1'-cycloalkyl-1'-cyano cannabinoids.
AID1230036Neurobehavioral effect on Swiss Webster mouse assessed as catalepsy latency time at 5 mg/kg, ip (Rvb = 2.1 +/- 0.60 secs) by mouse tetrad assay2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa.
AID133195Psychotropic Effect evaluated by Mouse Ring Test at a dose of 10 mg/kg1990Journal of medicinal chemistry, Mar, Volume: 33, Issue:3
Cannabimimetic activity of novel enantiomeric, benzofuran cannabinoids.
AID49491Binding affinity for Cannabinoid receptor 1 by the ability to displace radiolabeled CP-55940 from purified rat forebrain synaptosomes2002Bioorganic & medicinal chemistry letters, Dec-16, Volume: 12, Issue:24
Novel 1',1'-chain substituted Delta(8)-tetrahydrocannabinols.
AID414288Selectivity ratio of Ki for human CB1 receptor to Ki for human CB2 receptor2009Bioorganic & medicinal chemistry letters, Mar-15, Volume: 19, Issue:6
Design and synthesis of novel tri-aryl CB2 selective cannabinoid ligands.
AID1124420Induction of overt behavior in dog at 0.40 mg/kg, iv1979Journal of medicinal chemistry, Jul, Volume: 22, Issue:7
Some 11-substituted tetrahydrocannabinols. Synthesis and comparison with the potent cannabinoid metabolites 11-hydroxytetrahydrocannabinols.
AID1133173Inhibition of mouse brain synaptosomal Lysophosphatidylcholine acyltransferase using substrate [32P]lysophosphatidylcholine and oleoyl-CoA1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Molar volume relationships and the specific inhibition of a synaptosomal enzyme by psychoactive cannabinoids.
AID1230042Neurobehavioral effect on Swiss Webster mouse assessed as tail-flick latency time at 20 mg/kg, ip (Rvb = 0.84 +/- 3.58 %) by mouse tetrad assay2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa.
AID116116The compound was tested in vivo for tail-flick latency in mice1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Synthesis and pharmacological evaluation of ether and related analogues of delta 8-, delta 9-, and delta 9,11-tetrahydrocannabinol.
AID239117Inhibition of [3H]CP-55940 binding to cannabinoid receptor 2 of mouse spleen membranes2005Journal of medicinal chemistry, Jul-14, Volume: 48, Issue:14
Adamantyl cannabinoids: a novel class of cannabinergic ligands.
AID1230030Displacement of [3H]CP55940 from full length human recombinant CB1 receptor expressed in HEK293 cells after 90 mins by scintillation counting analysis2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa.
AID221602Percent inhibition measured in terms of the maximum possible effect (MPE)on latency by mouse tail-flick assay1992Journal of medicinal chemistry, Aug-07, Volume: 35, Issue:16
5'-Azido-delta 8-THC: a novel photoaffinity label for the cannabinoid receptor.
AID112372The compound was tested in vivo for hypothermic activity in mice1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Synthesis and pharmacological evaluation of ether and related analogues of delta 8-, delta 9-, and delta 9,11-tetrahydrocannabinol.
AID40044Induction of yawning and scratching was determined in Baboons at a dose 0.1 mg/kg; absent1984Journal of medicinal chemistry, Oct, Volume: 27, Issue:10
Activity of novel aminocannabinoids in baboons.
AID414286Binding affinity to human CB1 receptor transfected in HEK293 cells2009Bioorganic & medicinal chemistry letters, Mar-15, Volume: 19, Issue:6
Design and synthesis of novel tri-aryl CB2 selective cannabinoid ligands.
AID49661Binding affinity towards cannabinoid receptor 1 in rat forebrain membranes.1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Novel conformationally restricted tetracyclic analogs of delta8-tetrahydrocannabinol.
AID311037Binding affinity to CB1 receptor2007Journal of medicinal chemistry, Jun-14, Volume: 50, Issue:12
The application of 3D-QSAR studies for novel cannabinoid ligands substituted at the C1' position of the alkyl side chain on the structural requirements for binding to cannabinoid receptors CB1 and CB2.
AID221445Induction of ring immobility (catalepsy), measured by in vivo administration of drug in mouse1992Journal of medicinal chemistry, Aug-07, Volume: 35, Issue:16
5'-Azido-delta 8-THC: a novel photoaffinity label for the cannabinoid receptor.
AID133196Psychotropic Effect evaluated by Mouse Ring Test at a dose of 1 mg/kg1990Journal of medicinal chemistry, Mar, Volume: 33, Issue:3
Cannabimimetic activity of novel enantiomeric, benzofuran cannabinoids.
AID1230044Neurobehavioral effect on Swiss Webster mouse assessed as hot plate latency time at 5 mg/kg, ip (Rvb = 8.32 +/- 2.20 %) by mouse tetrad assay2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa.
AID391586Displacement of [3H]CP-55940 from CB1 receptor in rat brain synaptosome membrane2008Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20
Bornyl- and isobornyl-Delta8-tetrahydrocannabinols: a novel class of cannabinergic ligands.
AID40043Induction of yawning and scratching was determined in Baboons at a dose 0.05 mg/kg; absent1984Journal of medicinal chemistry, Oct, Volume: 27, Issue:10
Activity of novel aminocannabinoids in baboons.
AID1133174Antihemolytic potency against hypotonic lysis-induced erythrocytes (unknown origin) assessed as stabilization1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Molar volume relationships and the specific inhibition of a synaptosomal enzyme by psychoactive cannabinoids.
AID1124427Analgesic activity in sc dosed mouse by hot-plate method1979Journal of medicinal chemistry, Jul, Volume: 22, Issue:7
Some 11-substituted tetrahydrocannabinols. Synthesis and comparison with the potent cannabinoid metabolites 11-hydroxytetrahydrocannabinols.
AID1131787Cataleptogenic activity in iv dosed ddN mouse assessed as induction of catalepsy after 30 to 60 mins by bar test1978Journal of medicinal chemistry, Oct, Volume: 21, Issue:10
Synthesis and pharmacological activity of a phosphate ester of delta8-tetrahydrocannabinol.
AID238865Inhibition of [3H]CP-55940 binding to cannabinoid receptor 1 of rat brain2005Journal of medicinal chemistry, Jul-14, Volume: 48, Issue:14
Adamantyl cannabinoids: a novel class of cannabinergic ligands.
AID49003The compound was tested in vitro for binding activity against THC cannabinoid receptor site, using 3H-CP-55940 as the radioligand1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Synthesis and pharmacological evaluation of ether and related analogues of delta 8-, delta 9-, and delta 9,11-tetrahydrocannabinol.
AID1131797Drug metabolism in mouse liver homogenates assessed as compound hydrolysis at pH 9.6 after 60 mins by spectrophotometric analysis in presence of alkaline phosphatase1978Journal of medicinal chemistry, Oct, Volume: 21, Issue:10
Synthesis and pharmacological activity of a phosphate ester of delta8-tetrahydrocannabinol.
AID416356Binding affinity to CB2 receptor2009Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6
Quantitative structure-activity relationship (QSAR) for a series of novel cannabinoid derivatives using descriptors derived from semi-empirical quantum-chemical calculations.
AID1124419Induction of overt behavior in dog at 0.20 mg/kg, iv1979Journal of medicinal chemistry, Jul, Volume: 22, Issue:7
Some 11-substituted tetrahydrocannabinols. Synthesis and comparison with the potent cannabinoid metabolites 11-hydroxytetrahydrocannabinols.
AID1230032Neurobehavioral effect on Swiss Webster mouse assessed as locomotor activity measured as total number of interruptions at 5 mg/kg, ip monitored for 30 mins (Rvb = 2091 +/- 209.3 No_unit) by mouse tetrad assay2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa.
AID257800Displacement of [35S]GTP-gamma-S from rat cerebellar CB1 receptor2006Journal of medicinal chemistry, Jan-26, Volume: 49, Issue:2
3D-QSAR studies on cannabinoid CB1 receptor agonists: G-protein activation as biological data.
AID223111Antinociception measured in terms of the maximum possible effect (MPE)on latency by mouse tail-flick assay1992Journal of medicinal chemistry, Aug-07, Volume: 35, Issue:16
5'-Azido-delta 8-THC: a novel photoaffinity label for the cannabinoid receptor.
AID391587Displacement of [3H]CP-55940 from CB2 receptor in mouse spleen membrane2008Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20
Bornyl- and isobornyl-Delta8-tetrahydrocannabinols: a novel class of cannabinergic ligands.
AID1062665Displacement of [3H]CP-55,940 from human CB2 receptor expressed in HEK293 cell membranes by scintillation counting analysis2013Journal of medicinal chemistry, Dec-27, Volume: 56, Issue:24
Controlled-deactivation cannabinergic ligands.
AID1062667Displacement of [3H]CP-55,940 from CB1 receptor in rat brain by scintillation counting analysis2013Journal of medicinal chemistry, Dec-27, Volume: 56, Issue:24
Controlled-deactivation cannabinergic ligands.
AID40058Psychotropic effects in Baboons at a dose 0.05 mg/kg; + = drowsiness, decreased motor activity, occasional partial ptosis, occasional head drop1984Journal of medicinal chemistry, Oct, Volume: 27, Issue:10
Activity of novel aminocannabinoids in baboons.
AID414287Binding affinity to human CB2 receptor transfected in HEK293 cells2009Bioorganic & medicinal chemistry letters, Mar-15, Volume: 19, Issue:6
Design and synthesis of novel tri-aryl CB2 selective cannabinoid ligands.
AID112374The compound was tested in vivo for locomotor activity in mice1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Synthesis and pharmacological evaluation of ether and related analogues of delta 8-, delta 9-, and delta 9,11-tetrahydrocannabinol.
AID1127487Selectivity ratio of Ki for rat CB1 receptor to Ki for mouse spleen CB2 receptor2013Journal of medicinal chemistry, Nov-14, Volume: 56, Issue:21
Therapeutic utility of cannabinoid receptor type 2 (CB(2)) selective agonists.
AID1230048Neurobehavioral effect on Swiss Webster mouse assessed as decrease in rectal temperature at 5 mg/kg, ip (Rvb = 0.58 +/- 0.26 degC) by mouse tetrad assay2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa.
AID221580Compound was evaluated by in vivo administration for percent inhibition of locomotion in mice1992Journal of medicinal chemistry, Aug-07, Volume: 35, Issue:16
5'-Azido-delta 8-THC: a novel photoaffinity label for the cannabinoid receptor.
AID1230038Neurobehavioral effect on Swiss Webster mouse assessed as catalepsy latency time at 20 mg/kg, ip (Rvb = 2.1 +/- 0.60 secs) by mouse tetrad assay2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa.
AID406562Displacement of [3H]CP-55940 from human CB2 receptor expressed in CHO-K1 cells2008Bioorganic & medicinal chemistry, Jul-01, Volume: 16, Issue:13
Exploring the substituent effects on a novel series of C1'-dimethyl-aryl Delta8-tetrahydrocannabinol analogs.
AID1062663Half life in mouse plasma at 200 uM by HPLC analysis2013Journal of medicinal chemistry, Dec-27, Volume: 56, Issue:24
Controlled-deactivation cannabinergic ligands.
AID1131784Acute toxicity in iv dosed ddN mouse assessed as mortality after 24 hrs1978Journal of medicinal chemistry, Oct, Volume: 21, Issue:10
Synthesis and pharmacological activity of a phosphate ester of delta8-tetrahydrocannabinol.
AID1062666Displacement of [3H]CP-55,940 from mouse CB2 receptor expressed in HEK293 cell membranes by scintillation counting analysis2013Journal of medicinal chemistry, Dec-27, Volume: 56, Issue:24
Controlled-deactivation cannabinergic ligands.
AID1230046Neurobehavioral effect on Swiss Webster mouse assessed as hot plate latency time at 20 mg/kg, ip (Rvb = 8.32 +/- 2.20 %) by mouse tetrad assay2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa.
AID112376The compound was tested in vivo for ring immobility in mice1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Synthesis and pharmacological evaluation of ether and related analogues of delta 8-, delta 9-, and delta 9,11-tetrahydrocannabinol.
AID40184Psychotropic effects in baboons at a dose 0.5 mg/kg; +++ = severe stupor and ataxia, full ptosis, immobility, crouched posture lasting for more than 3 h, and absence of reaction to external stimuli1984Journal of medicinal chemistry, Oct, Volume: 27, Issue:10
Activity of novel aminocannabinoids in baboons.
AID1124418Induction of overt behavior in dog at 0.10 mg/kg, iv1979Journal of medicinal chemistry, Jul, Volume: 22, Issue:7
Some 11-substituted tetrahydrocannabinols. Synthesis and comparison with the potent cannabinoid metabolites 11-hydroxytetrahydrocannabinols.
AID1230050Neurobehavioral effect on Swiss Webster mouse assessed as decrease in rectal temperature at 20 mg/kg, ip (Rvb = 0.58 +/- 0.26 degC) by mouse tetrad assay2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa.
AID311038Binding affinity to CB2 receptor2007Journal of medicinal chemistry, Jun-14, Volume: 50, Issue:12
The application of 3D-QSAR studies for novel cannabinoid ligands substituted at the C1' position of the alkyl side chain on the structural requirements for binding to cannabinoid receptors CB1 and CB2.
AID40179Psychotropic effects in Baboons at a dose 0.1 mg/kg; ++ = stupor, ataxia, suppression of motor activity, full ptosis, typical crouched posture (thinker position) kept for up to 3 h1984Journal of medicinal chemistry, Oct, Volume: 27, Issue:10
Activity of novel aminocannabinoids in baboons.
AID1127485Binding affinity to rat CB1 receptor2013Journal of medicinal chemistry, Nov-14, Volume: 56, Issue:21
Therapeutic utility of cannabinoid receptor type 2 (CB(2)) selective agonists.
AID1230034Neurobehavioral effect on Swiss Webster mouse assessed as locomotor activity measured as total number of interruptions at 20 mg/kg, ip monitored for 30 mins (Rvb = 2091 +/- 209.3 No_unit) by mouse tetrad assay2015Journal of natural products, Jun-26, Volume: 78, Issue:6
Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa.
AID221057Induction of ring immobility (catalepsy), measured by in vivo administration of drug in mouse1992Journal of medicinal chemistry, Aug-07, Volume: 35, Issue:16
5'-Azido-delta 8-THC: a novel photoaffinity label for the cannabinoid receptor.
AID1131789Potentiation of thiopental-induced sleep in iv dosed ddN mouse assessed as loss of righting reflex after 60 mins administered with 1% Tween-801978Journal of medicinal chemistry, Oct, Volume: 21, Issue:10
Synthesis and pharmacological activity of a phosphate ester of delta8-tetrahydrocannabinol.
AID1131790Potentiation of thiopental-induced sleep in iv dosed ddN mouse assessed as loss of righting reflex after 30 to 60 mins1978Journal of medicinal chemistry, Oct, Volume: 21, Issue:10
Synthesis and pharmacological activity of a phosphate ester of delta8-tetrahydrocannabinol.
AID223116Compound was evaluated by in vivo administration for its ability to produce hypothermia (change in temperature)1992Journal of medicinal chemistry, Aug-07, Volume: 35, Issue:16
5'-Azido-delta 8-THC: a novel photoaffinity label for the cannabinoid receptor.
AID40045Induction of yawning and scratching was determined in Baboons at a dose 0.5 mg/kg; absent1984Journal of medicinal chemistry, Oct, Volume: 27, Issue:10
Activity of novel aminocannabinoids in baboons.
AID406561Displacement of [3H]CP-55940 from human CB1 receptor expressed in HEK293 cells2008Bioorganic & medicinal chemistry, Jul-01, Volume: 16, Issue:13
Exploring the substituent effects on a novel series of C1'-dimethyl-aryl Delta8-tetrahydrocannabinol analogs.
AID1133175Molar volume, Vm of the compound at zero temperature1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Molar volume relationships and the specific inhibition of a synaptosomal enzyme by psychoactive cannabinoids.
AID1131786Cataleptogenic activity in iv dosed ddN mouse assessed as induction of catalepsy after 30 mins by bar test1978Journal of medicinal chemistry, Oct, Volume: 21, Issue:10
Synthesis and pharmacological activity of a phosphate ester of delta8-tetrahydrocannabinol.
AID223117Compound was evaluated by in vivo administration for its ability to produce sedation1992Journal of medicinal chemistry, Aug-07, Volume: 35, Issue:16
5'-Azido-delta 8-THC: a novel photoaffinity label for the cannabinoid receptor.
AID133194Psychotropic Effect evaluated by Mouse Ring Test at a dose of 0.1 mg/kg1990Journal of medicinal chemistry, Mar, Volume: 33, Issue:3
Cannabimimetic activity of novel enantiomeric, benzofuran cannabinoids.
AID1127486Binding affinity to mouse spleen CB2 receptor2013Journal of medicinal chemistry, Nov-14, Volume: 56, Issue:21
Therapeutic utility of cannabinoid receptor type 2 (CB(2)) selective agonists.
AID416355Binding affinity to CB1 receptor2009Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6
Quantitative structure-activity relationship (QSAR) for a series of novel cannabinoid derivatives using descriptors derived from semi-empirical quantum-chemical calculations.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (22)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (22.73)18.7374
1990's4 (18.18)18.2507
2000's10 (45.45)29.6817
2010's3 (13.64)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (4.55%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other21 (95.45%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]