Page last updated: 2024-12-07

delta(9)-tetrahydrocannabinolic acid

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

Description

Delta(9)-tetrahydrocannabinolic acid (THCA) is a precursor to tetrahydrocannabinol (THC), the primary psychoactive compound in cannabis. It is found in the plant in its acidic form, but it decarboxylates (loses a carboxyl group) upon heating, converting into THC. THCA is not psychoactive itself, but it has been suggested to possess potential therapeutic properties. Research is ongoing to investigate its possible anti-inflammatory, neuroprotective, and antiemetic effects. The study of THCA is important as it may hold promise for developing new cannabis-based medicines with fewer psychoactive effects.'

Delta(9)-tetrahydrocannabinolic acid : A diterpenoid that is 6a,7,8,10a-tetrahydro-6H-benzo[c]chromene substituted at position 1 by a hydroxy group, positions 6, 6 and 9 by methyl groups and at position 3 by a pentyl group. A biosynthetic precursor to Delta(9)-tetrahydrocannabinol, the principal psychoactive constituent of the cannabis plant. [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]

FloraRankFlora DefinitionFamilyFamily Definition
CannabisgenusThe plant genus in the Cannabaceae plant family, Urticales order, Hamamelidae subclass. The flowering tops are called many slang terms including pot, marijuana, hashish, bhang, and ganja. The stem is an important source of hemp fiber.[MeSH]CannabaceaeA plant family of the order Urticales, subclass Hamamelidae, class Magnoliopsida. It is most notable for the members, Cannabis and Hops.[MeSH]

Cross-References

ID SourceID
PubMed CID98523
CHEMBL ID465718
CHEBI ID67078
SCHEMBL ID6856735
MeSH IDM0084586

Synonyms (40)

Synonym
delta9-tetrahydrocannabinolic acid
(6ar,10ar)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylic acid
(6ar,10ar)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6h-benzo[c]chromene-2-carboxylic acid
chebi:67078 ,
delta9-tetrahydrocannabinolic acid a
CHEMBL465718
23978-85-0
delta(9)-tetrahydrocannabinolic acid
9-carboxy-delta(9)-thc
thc-9-cooh
9-carboxy-thc
6h-dibenzo(b,d)pyran-2-carboxylic acid, 6abeta,7,8,10a-tetrahydro-1-hydroxy-6,6,9-trimethyl-3-pentyl-, (6ar-trans)-
thca-a compound
thca-a
6h-dibenzo(b,d)pyran-2-carboxylic acid, 6a,7,8,10a-tetrahydro-1-hydroxy-6,6,9-trimethyl-3-pentyl-, (6ar,10ar)-
unii-ej6czv0k5y
ej6czv0k5y ,
.delta.9-tetrahydrocannabinolic acid
6h-dibenzo(b,d)pyran-2-carboxylic acid, 6a,7,8,10a-tetrahydro-1-hydroxy-6,6,9-trimethyl-3-pentyl-, (6ar-trans)-
delta-9-tetrahydrocannabinolic acid a
delta(9)-tetrahydrocannabinolic acid [who-dd]
(-)-.delta.9-trans-tetrahydrocannabinolic acid
.delta.9-tetrahydrocannabinolcarboxylic acid
SCHEMBL6856735
DTXSID30178701 ,
delta9-tetrahydrocannabinolic acid a, analytical standard
gtpl11091
delta-9-tetrahydrocannabinolic acid
delta-tetrahydrocannabinolic acid a
(6ar,10ar)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo [c]chromene-2-carboxylic acid
C21903
Q7706541
delta9-tetrahydrocannabinolic acid 250 microg/ml in acetonitrile
bdbm50532210
delta9-tetrahydrocannabinolcarboxylic acid
(-)-delta9-trans-tetrahydrocannabinolic acid
dtxcid50101192
(6ar,10ar)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6h-benzo(c)chromene-2-carboxylic acid
FS-7437
thca-a, 1mg/ml in isopropanol

Research Excerpts

Compound-Compound Interactions

ExcerptReferenceRelevance
"The legalization of cannabis in many parts of the United States and other countries has led to a need for a more comprehensive understanding of cannabis constituents and their potential for drug-drug interactions."( Cannabinoid Metabolites as Inhibitors of Major Hepatic CYP450 Enzymes, with Implications for Cannabis-Drug Interactions.
Lazarus, P; Nasrin, S; Perez-Paramo, YX; Watson, CJW, 2021
)
0.62

Dosage Studied

ExcerptRelevanceReference
" No changes in serum biochemistry analysis were observed following IH dosing compared to baseline values."( Plasma concentrations of eleven cannabinoids in cattle following oral administration of industrial hemp (Cannabis sativa).
Coetzee, JF; Curtis, A; Griffin, J; Kleinhenz, KE; Kleinhenz, MD; Lin, Z; Magnin, G; Martin, M; Montgomery, S, 2020
)
0.56
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (4)

RoleDescription
anti-inflammatory agentAny compound that has anti-inflammatory effects.
neuroprotective agentAny compound that can be used for the treatment of neurodegenerative disorders.
biomarkerA substance used as an indicator of a biological state.
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[role 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]

Drug Classes (5)

ClassDescription
diterpenoidAny terpenoid derived from a diterpene. The term includes compounds in which the C20 skeleton of the parent diterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups).
benzochromene
hydroxy monocarboxylic acidAny monocarboxylic acid which also contains a separate (alcoholic or phenolic) hydroxy substituent.
polyketideNatural and synthetic compounds containing alternating carbonyl and methylene groups ('beta-polyketones'), biogenetically derived from repeated condensation of acetyl coenzyme A (via malonyl coenzyme A), and usually the compounds derived from them by further condensations, etc. Considered by many to be synonymous with the less frequently used terms acetogenins and ketides.
phytocannabinoidA class of cannabinoid which are C21 terpenophenolic compounds isolated primarily from Cannabis sativa.
[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]

Pathways (1)

PathwayProteinsCompounds
CBD synthetic pathway08

Protein Targets (5)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
L-lactate dehydrogenase A chainHomo sapiens (human)Ki6.50000.05003.76508.5000AID1782666
Cannabinoid receptor 1Homo sapiens (human)Ki0.02400.00010.50779.6000AID1625146
Cannabinoid receptor 2 Homo sapiens (human)Ki0.05600.00000.415610.0000AID1625147
N-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)IC50 (µMol)50.00000.70000.70000.7000AID1625159
Diacylglycerol lipase-alphaHomo sapiens (human)IC50 (µMol)27.30000.00101.05385.0119AID1625150
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (54)

Processvia Protein(s)Taxonomy
lactate metabolic processL-lactate dehydrogenase A chainHomo sapiens (human)
pyruvate metabolic processL-lactate dehydrogenase A chainHomo sapiens (human)
glycolytic processL-lactate dehydrogenase A chainHomo 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)
fatty acid metabolic processN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
sphingosine metabolic processN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
lipid catabolic processN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
N-acylethanolamine metabolic processN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
N-acylphosphatidylethanolamine metabolic processN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
monoacylglycerol biosynthetic processDiacylglycerol lipase-alphaHomo sapiens (human)
G protein-coupled glutamate receptor signaling pathwayDiacylglycerol lipase-alphaHomo sapiens (human)
neuroblast proliferationDiacylglycerol lipase-alphaHomo sapiens (human)
arachidonic acid metabolic processDiacylglycerol lipase-alphaHomo sapiens (human)
diacylglycerol catabolic processDiacylglycerol lipase-alphaHomo sapiens (human)
retrograde trans-synaptic signaling by endocannabinoidDiacylglycerol lipase-alphaHomo sapiens (human)
regulation of neuroinflammatory responseDiacylglycerol lipase-alphaHomo sapiens (human)
cannabinoid biosynthetic processDiacylglycerol lipase-alphaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (15)

Processvia Protein(s)Taxonomy
L-lactate dehydrogenase activityL-lactate dehydrogenase A chainHomo sapiens (human)
protein bindingL-lactate dehydrogenase A chainHomo sapiens (human)
identical protein bindingL-lactate dehydrogenase A chainHomo sapiens (human)
cadherin bindingL-lactate dehydrogenase A chainHomo 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)
hydrolase activity, acting on carbon-nitrogen (but not peptide) bondsN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
N-acylsphingosine amidohydrolase activityN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
fatty acid amide hydrolase activityN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
N-(long-chain-acyl)ethanolamine deacylase activityN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
ceramidase activityN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
DNA-binding transcription factor bindingN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
protein bindingDiacylglycerol lipase-alphaHomo sapiens (human)
metal ion bindingDiacylglycerol lipase-alphaHomo sapiens (human)
acylglycerol lipase activityDiacylglycerol lipase-alphaHomo sapiens (human)
lipoprotein lipase activityDiacylglycerol lipase-alphaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (27)

Processvia Protein(s)Taxonomy
nucleusL-lactate dehydrogenase A chainHomo sapiens (human)
cytosolL-lactate dehydrogenase A chainHomo sapiens (human)
membraneL-lactate dehydrogenase A chainHomo sapiens (human)
extracellular exosomeL-lactate dehydrogenase A chainHomo sapiens (human)
oxidoreductase complexL-lactate dehydrogenase A chainHomo sapiens (human)
mitochondrionL-lactate dehydrogenase A chainHomo sapiens (human)
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)
cytoplasmN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
lysosomeN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
membraneN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
lysosomal lumenN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
extracellular exosomeN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
plasma membraneDiacylglycerol lipase-alphaHomo sapiens (human)
early endosome membraneDiacylglycerol lipase-alphaHomo sapiens (human)
dendrite membraneDiacylglycerol lipase-alphaHomo sapiens (human)
dendritic spine membraneDiacylglycerol lipase-alphaHomo sapiens (human)
varicosityDiacylglycerol lipase-alphaHomo sapiens (human)
postsynaptic density membraneDiacylglycerol lipase-alphaHomo sapiens (human)
dendrite membraneDiacylglycerol lipase-alphaHomo sapiens (human)
cytoplasmDiacylglycerol lipase-alphaHomo sapiens (human)
postsynaptic membraneDiacylglycerol lipase-alphaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (43)

Assay IDTitleYearJournalArticle
AID385376Binding affinity to CB1 receptor2008Journal of natural products, Apr, Volume: 71, Issue:4
Cannabinoid ester constituents from high-potency Cannabis sativa.
AID1617277AUC in anesthetized C57BL/6J mouse plasma at 10 mg/kg, ip administered as single dose measured upto 240 mins by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1617304Partition coefficient, log P of compound2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1617271Cmax in anesthetized C57BL/6J mouse plasma at 10 mg/kg, ip administered as single dose measured upto 240 mins by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1617285AUC in anesthetized C57BL/6J mouse plasma at 10 mg/kg, ip administered as single dose measured upto 240 mins in presence of vegetable oil by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1617279Cmax in anesthetized C57BL/6J mouse plasma at 10 mg/kg, ip administered as single dose measured upto 240 mins in presence of vegetable oil by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1625159Inhibition of recombinant human NAAA expressed in HEK293 cells using [14C]-N-palmitoylethanolamine as substrate measured after 30 mins by beta-counting method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID1617302Drug metabolism in plasma of anesthetized C57BL/6J mouse assessed as metabolite formation at 10 mg/kg, ip by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1625163Inhibition of [14C]-AEA uptake in rat RBL2H3 cells at 25 uM by scintillation counting method relative to control2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID362544Antibacterial activity against methicillin-resistant Staphylococcus aureus ATCC 25923 after 18 hrs2008Journal of natural products, Aug, Volume: 71, Issue:8
Antibacterial cannabinoids from Cannabis sativa: a structure-activity study.
AID1617289Cmax in anesthetized C57BL/6J mouse plasma at 10 mg/kg, ip administered as single dose measured upto 240 mins in presence of tween-80 by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1617303Dissociation constant, pKa of compound2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1617293Half life in anesthetized C57BL/6J mouse plasma at 10 mg/kg, ip administered as single dose measured upto 240 mins in presence of tween-80 by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1617291Tmax in anesthetized C57BL/6J mouse plasma at 10 mg/kg, ip administered as single dose measured upto 240 mins in presence of tween-80 by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1625156Inhibition of FAAH in rat brain membranes using [14C]-AEA as substrate measured after 30 mins by scintillation counting method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID1617300Drug metabolism in brain of anesthetized C57BL/6J mouse at 10 mg/kg, ip by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1617280Cmax in anesthetized C57BL/6J mouse brain at 10 mg/kg, ip administered as single dose measured upto 240 mins in presence of vegetable oil by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1617301Drug uptake in plasma of anesthetized C57BL/6J mouse assessed as purity of compound at 10 mg/kg, ip by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1782666Non-competitive inhibition of human LDHA assessed as reduction in lactate production using pyruvate as substrate in presence of NADH by Lineweaver-Burk plot analysis2021Journal of natural products, 05-28, Volume: 84, Issue:5
Cannabichromene and Δ
AID1625153Inhibition of MAGL in African green monkey COS cell homogenates using [3H]-arachidonoylglycerol as substrate measured after 20 mins by scintillation counting method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID362545Antibacterial activity against epidemic methicillin-resistant Staphylococcus aureus 15 after 18 hrs2008Journal of natural products, Aug, Volume: 71, Issue:8
Antibacterial cannabinoids from Cannabis sativa: a structure-activity study.
AID1617290Cmax in anesthetized C57BL/6J mouse brain at 10 mg/kg, ip administered as single dose measured upto 240 mins in presence of tween-80 by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1625162Inhibition of [14C]-AEA uptake in rat RBL2H3 cells by scintillation counting method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID1625154Inhibition of MAGL in African green monkey COS cell homogenates at 100 uM using [3H]-arachidonoylglycerol as substrate measured after 20 mins by scintillation counting method relative to control2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID1782665Inhibition of human LDHB assessed as reduction in lactate production using pyruvate as substrate at 10 uM in presence of NADH by spectrophotometric analysis relative to control2021Journal of natural products, 05-28, Volume: 84, Issue:5
Cannabichromene and Δ
AID362546Antibacterial activity against epidemic methicillin-resistant Staphylococcus aureus 16 after 18 hrs2008Journal of natural products, Aug, Volume: 71, Issue:8
Antibacterial cannabinoids from Cannabis sativa: a structure-activity study.
AID1782664Inhibition of human LDHA assessed as reduction in lactate production using pyruvate as substrate at 10 uM in presence of NADH by spectrophotometric analysis relative to control2021Journal of natural products, 05-28, Volume: 84, Issue:5
Cannabichromene and Δ
AID1617283Half life in anesthetized C57BL/6J mouse plasma at 10 mg/kg, ip administered as single dose measured upto 240 mins in presence of vegetable oil by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1625160Inhibition of recombinant human NAAA expressed in HEK293 cells at 100 uM using [14C]-N-palmitoylethanolamine as substrate measured after 30 mins by beta-counting method relative to control2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID362543Antibacterial activity against tetracycline-resistant Staphylococcus aureus XU212 after 18 hrs2008Journal of natural products, Aug, Volume: 71, Issue:8
Antibacterial cannabinoids from Cannabis sativa: a structure-activity study.
AID1617281Tmax in anesthetized C57BL/6J mouse plasma at 10 mg/kg, ip administered as single dose measured upto 240 mins in presence of vegetable oil by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1617273Tmax in anesthetized C57BL/6J mouse plasma at 10 mg/kg, ip administered as single dose measured upto 240 mins by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1625147Displacement of [3H]-CP55940 from recombinant human CB2 receptor expressed in Sf9 cell membranes co-expressing Galphai3beta1gamma2 measured after 90 mins by scintillation counting method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID1617272Cmax in anesthetized C57BL/6J mouse brain at 10 mg/kg, ip administered as single dose measured upto 240 mins by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1617275Half life in anesthetized C57BL/6J mouse plasma at 10 mg/kg, ip administered as single dose measured upto 240 mins by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1625157Inhibition of FAAH in rat brain membranes at 50 uM using [14C]-AEA as substrate measured after 30 mins by scintillation counting method relative to control2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID1625150Inhibition of recombinant human DAGLalpha expressed in COS7 cells using [14C]-oleoyl-2-arachidonoyl-glycerol as substrate measured after 20 mins by beta-counting method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID362541Antibacterial activity against methicillin-resistant Staphylococcus aureus SA1199B after 18 hrs2008Journal of natural products, Aug, Volume: 71, Issue:8
Antibacterial cannabinoids from Cannabis sativa: a structure-activity study.
AID1625146Displacement of [3H]-CP55940 from recombinant human CB1 receptor expressed in Sf9 cell membranes co-expressing Galphai3beta1gamma2 measured after 90 mins by scintillation counting method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID1625151Inhibition of recombinant human DAGLalpha expressed in COS7 cells at 50 uM using [14C]-oleoyl-2-arachidonoyl-glycerol as substrate measured after 20 mins by beta-counting method relative to control2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID362542Antibacterial activity against macrolide-resistant Staphylococcus aureus RN4220 after 18 hrs2008Journal of natural products, Aug, Volume: 71, Issue:8
Antibacterial cannabinoids from Cannabis sativa: a structure-activity study.
AID1617299Drug uptake in plasma of anesthetized C57BL/6J mouse at 10 mg/kg, ip by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
AID1617295AUC in anesthetized C57BL/6J mouse plasma at 10 mg/kg, ip administered as single dose measured upto 240 mins in presence of tween-80 by LC-MS/MS analysis2019Journal of natural products, 11-22, Volume: 82, Issue:11
Pharmacokinetics of Phytocannabinoid Acids and Anticonvulsant Effect of Cannabidiolic Acid in a Mouse Model of Dravet Syndrome.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (99)

TimeframeStudies, This Drug (%)All Drugs %
pre-199017 (17.17)18.7374
1990's10 (10.10)18.2507
2000's17 (17.17)29.6817
2010's40 (40.40)24.3611
2020's15 (15.15)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 20.70

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index20.70 (24.57)
Research Supply Index4.79 (2.92)
Research Growth Index4.91 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (20.70)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials5 (4.39%)5.53%
Reviews1 (0.88%)6.00%
Case Studies3 (2.63%)4.05%
Observational0 (0.00%)0.25%
Other105 (92.11%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]