Molecule Details
InChIKeyCYQFCXCEBYINGO-IAGOWNOFSA-N
Compound NameTetrahydrocannabinol
Canonical SMILESCCCCCc1cc(O)c2c(c1)OC(C)(C)[C@@H]1CCC(C)=C[C@@H]21
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)3
Pfam Stratification Cross-Family
Avg pChEMBL7.21
SourceBindingDB;ChEMBL
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB00470
Drug NameDronabinol
CAS Number1972-08-3
Groups approved illicit investigational
ATC Codes A04AD10
DescriptionDronabinol (marketed as Marinol) is a synthetic form of delta-9-tetrahydrocannabinol (Δ⁹-THC), the primary psychoactive component of cannabis (marijuana). THC demonstrates its effects through weak partial agonist activity at Cannabinoid-1 (CB1R) and Cannabinoid-2 (CB2R) receptors, which results in t...

Categories: Agents producing tachycardia Alimentary Tract and Metabolism Analgesics Analgesics, Non-Narcotic Antiemetics and Antinauseants BCRP/ABCG2 Inhibitors Cannabinoid Receptor Agonists Cannabinoids and similars Central Nervous System Agents Central Nervous System Depressants Cytochrome P-450 CYP1A2 Inhibitors Cytochrome P-450 CYP1A2 Inhibitors (strength unknown) Cytochrome P-450 CYP2A6 Inhibitors Cytochrome P-450 CYP2A6 Inhibitors (strength unknown) Cytochrome P-450 CYP2B6 Inhibitors Cytochrome P-450 CYP2B6 Inhibitors (strength unknown) Cytochrome P-450 CYP2C19 Inhibitors Cytochrome P-450 CYP2C19 Substrates Cytochrome P-450 CYP2C19 inhibitors (strength unknown) Cytochrome P-450 CYP2C9 Inducers Cytochrome P-450 CYP2C9 Inducers (strength unknown) Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (strength unknown) Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (strength unknown) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 CYP3A5 Inhibitors Cytochrome P-450 CYP3A5 Inhibitors (weak) Cytochrome P-450 CYP3A7 Inhibitors Cytochrome P-450 CYP3A7 Inhibitors (weak) Cytochrome P-450 Enzyme Inducers Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Hallucinogens Hormones, Hormone Substitutes, and Hormone Antagonists Miscellaneous Antiemetics Neurotransmitter Agents P-glycoprotein inhibitors Peripheral Nervous System Agents Psychotropic Drugs Sensory System Agents Terpenes UGT1A1 Substrates UGT1A3 substrates UGT1A9 Substrates
Cross-references: BindingDB: 60994 ChEBI: 66964 CHEMBL465 ChemSpider: 15266 Drugs Product Database (DPD): 13359 Guide to Pharmacology: 2424 IUPHAR: 2424 C06972 D00306 PDB: TCI PharmGKB: PA449421 PubChem:16078 PubChem:46508472 RxCUI: 10402 Therapeutic Targets Database: DAP000207 Wikipedia: Dronabinol ZINC: ZINC000001530625
Target Activities (3)
Target Gene Organism Category Pfam pChEMBL Type Source
P34972 CNR2 Homo sapiens Human PF00001 7.4 Ki ChEMBL;BindingDB
P21554 CNR1 Homo sapiens Human PF00001 7.4 Ki ChEMBL;BindingDB
Q7Z2W7 TRPM8 Homo sapiens Human PF00520 PF18139 PF25508 6.8 IC50 ChEMBL
DrugBank Target Actions (29)
Target Gene Target Name Action Type
P04798 CYP1A1 Cytochrome P450 1A1 inducer enzymes
P11712 CYP2C9 Cytochrome P450 2C9 inducer enzymes
P04798 CYP1A1 Cytochrome P450 1A1 inhibitor enzymes
P05177 CYP1A2 Cytochrome P450 1A2 inhibitor enzymes
P08684 CYP3A4 Cytochrome P450 3A4 inhibitor enzymes
P10635 CYP2D6 Cytochrome P450 2D6 inhibitor enzymes
P11509 CYP2A6 Cytochrome P450 2A6 inhibitor enzymes
P11712 CYP2C9 Cytochrome P450 2C9 inhibitor enzymes
P20813 CYP2B6 Cytochrome P450 2B6 inhibitor enzymes
P20815 CYP3A5 Cytochrome P450 3A5 inhibitor enzymes
P23141 CES1 Liver carboxylesterase 1 inhibitor enzymes
P23219 PTGS1 Prostaglandin G/H synthase 1 inhibitor enzymes
P24462 CYP3A7 Cytochrome P450 3A7 inhibitor enzymes
P33261 CYP2C19 Cytochrome P450 2C19 inhibitor enzymes
P51589 CYP2J2 Cytochrome P450 2J2 inhibitor enzymes
Q16678 CYP1B1 Cytochrome P450 1B1 inhibitor enzymes
O60656 O60656 UDP-glucuronosyltransferase 1A9 substrate enzymes
P08684 CYP3A4 Cytochrome P450 3A4 substrate enzymes
P11712 CYP2C9 Cytochrome P450 2C9 substrate enzymes
P22309 UGT1A1 UDP-glucuronosyltransferase 1A1 substrate enzymes
P33261 CYP2C19 Cytochrome P450 2C19 substrate enzymes
P35503 P35503 UDP-glucuronosyltransferase 1A3 substrate enzymes
P51589 CYP2J2 Cytochrome P450 2J2 substrate enzymes
Q9HAW8 Q9HAW8 UDP-glucuronosyltransferase 1A10 substrate enzymes
P21554 CNR1 Cannabinoid receptor 1 agonist targets
P34972 CNR2 Cannabinoid receptor 2 agonist targets
P08183 ABCB1 ATP-dependent translocase ABCB1 inhibitor transporters
P33527 ABCC1 Multidrug resistance-associated protein 1 inhibitor transporters
Q9UNQ0 ABCG2 Broad substrate specificity ATP-binding cassette transporter ABCG2 inhibitor transporters