DRONABINOL

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC A04AD10
UNII 7J8897W37S
EPA CompTox DTXSID6021327

Structure

InChI Key CYQFCXCEBYINGO-IAGOWNOFSA-N
Smiles CCCCCc1cc(O)c2c(c1)OC(C)(C)[C@@H]1CCC(C)=C[C@@H]21
InChI
InChI=1S/C21H30O2/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/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H30O2
Molecular Weight 314.47
AlogP 5.74
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 4.0
Polar Surface Area 29.46
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 23.0

Pharmacology

Mechanism of Action Action Reference
Cannabinoid CB1 receptor agonist AGONIST PubMed DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 31
Ion channel Voltage-gated ion channel Transient receptor potential channel
230 - - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Cannabinoid receptor
1.5-199.53 2.8-218 - 2.9-82 21
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
10.2 - - - -
Membrane receptor Family A G protein-coupled receptor
1.5-199.53 2.8-218 - 2.9-82 21
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Homo sapiens
1.5-960 2.8-9.5 - 2.9-71.6 -
Mus musculus
7.3 4-4 - 9.2-302 31-60
Plasmodium falciparum
- 720-790 - - -
Rattus norvegicus
199.53-230 - - 36-82 0-39

Target Conservation

Protein: Cannabinoid CB1 receptor
Description: Cannabinoid receptor 1
Organism : Homo sapiens
P21554 ENSG00000118432

Related Entries

Cross References

Resources Reference
ChEBI 66964
ChEMBL CHEMBL465
DrugBank DB00470
DrugCentral 4109
FDA SRS 7J8897W37S
Human Metabolome Database HMDB0014613
Guide to Pharmacology 2424
KEGG C06972
PDB TCI
PharmGKB PA449421
PubChem 16078
SureChEMBL SCHEMBL4609
ZINC ZINC000001530625
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