Dronabinol
Cannabinoid — ALIMENTARY TRACT AND METABOLISM
Also known as: marinol, tetrahydrocannabinol, THC
Data last refreshed: (DrugCentral release 2024-11-01)
Key facts
Dronabinol is an ofp drug in the Cannabinoid class catalogued in DrugCentral. It was first approved by the FDA in 1985. DrugCentral lists 21 molecular targets, including CNR1, CNR2 and Cnr2. Recorded indications include Anorexia from HIV and Chemotherapy-induced nausea and vomiting.
- Approval status: ofp (first approved 1985 by the FDA).
- Drug class: Cannabinoid.
- Molecular targets: CNR1, CNR2, Cnr2 and DRD3 (21 listed in DrugCentral).
- Indications: Anorexia from HIV and Chemotherapy-induced nausea and vomiting.
- ATC code: A04AD10 (Other antiemetics).
- Molecular formula: C21H30O2; molecular weight 314.47 g/mol.
Indications & contraindications
Drug–disease relationships curated by DrugCentral (OMOP / SNOMED concepts).
Indications (2)
- Anorexia from HIV
- Chemotherapy-induced nausea and vomiting
Contraindications (12)
- Alcoholism
- Bipolar disorder
- Breastfeeding (mother)
- Depressive disorder
- Epilepsy
- Hypertensive disorder
- Low blood pressure
- Lowered convulsive threshold
- Schizophrenia
- Substance abuse
- Syncope
- Tachyarrhythmia
Mechanism & targets
| Established pharmacologic class | Cannabinoid |
|---|
Molecular targets (21)
| Target | Gene | Action | Activity |
|---|---|---|---|
| Cannabinoid receptor 1 | CNR1 | agonist | Ki 8.54 |
| Cannabinoid receptor 2 | CNR2 | unknown | Ki 8.48 |
| Cannabinoid receptor 2 | Cnr2 | unknown | Ki 8.04 |
| D(3) dopamine receptor | DRD3 | unknown | EC50 7.99 |
| Cannabinoid receptor 1 | Cnr1 | unknown | Ki 7.43 |
| Cannabinoid receptor 1 | Cnr1 | unknown | Ki 7.40 |
| Cannabinoid receptor | CNR1|CNR2 | unknown | Ki 7.39 |
| Cannabinoid receptor | Cnr1|Cnr2 | unknown | Ki 7.34 |
| Transient receptor potential cation channel subfamily M member 8 | TRPM8 | unknown | IC50 6.80 |
| Ectonucleotide pyrophosphatase/phosphodiesterase family member 2 | ENPP2 | unknown | EC50 6.34 |
| N-arachidonyl glycine receptor | GPR18 | unknown | EC50 6.02 |
| Glycine receptor subunit alpha-2 | GLRA2 | allosteric modulator | EC50 6.00 |
| Glycine receptor subunit alpha-1 | GLRA1 | unknown | EC50 5.89 |
| Glycine receptor subunit alpha-3 | GLRA3 | allosteric modulator | EC50 5.30 |
| Monoacylglycerol lipase ABHD12 | ABHD12 | unknown | IC50 4.94 |
| Transient receptor potential cation channel subfamily A member 1 | TRPA1 | activator | EC50 4.90 |
| G-protein coupled receptor 55 | GPR55 | unknown | IC50 4.85 |
| L-lactate dehydrogenase A chain | LDHA | unknown | Ki 4.85 |
| Transient receptor potential cation channel subfamily V member 2 | Trpv2 | activator | EC50 4.85 |
| Fatty-acid amide hydrolase 1 | FAAH | unknown | IC50 4.36 |
Regulatory approvals (1)
| Date | Agency | Marketed as | Applicant | Orphan |
|---|---|---|---|---|
| 1985-05-31 | FDA | — | ABBVIE | Yes |
ATC classification
| ATC code | Therapeutic hierarchy |
|---|---|
A04AD10 | ALIMENTARY TRACT AND METABOLISM › ANTIEMETICS AND ANTINAUSEANTS › ANTIEMETICS AND ANTINAUSEANTS › Other antiemetics |
Pharmacogenomics
Drug-label and guideline annotations from PharmGKB and CPIC.
- FDA label: CYP2C9 · Actionable PGx
- HCSC label
Reported adverse-event signals
Strongest FDA FAERS disproportionality signals (log-likelihood ratio). A signal is a statistical association in spontaneous reports, not proof that the drug causes the event.
| MedDRA term | LLR |
|---|---|
| Drug abuse | 425.5 |
| Toxicity to various agents | 315.1 |
| Drug screen positive | 250.6 |
| Poisoning | 187.4 |
| Product temperature excursion issue | 162.2 |
| Brain oedema | 160.4 |
| Substance abuse | 120.5 |
| Asphyxia | 115.5 |
| Vascular device infection | 104.6 |
| Failure to thrive | 101.2 |
| Nausea | 100.7 |
| Dehydration | 99.6 |
Chemical structure
Full physicochemical, ADMET and 3D-structure analysis of Dronabinol is on its molecule page.
| Molecular formula | C21H30O2 |
|---|---|
| Molecular weight | 314.47 g/mol |
| CAS number | 1972-08-3 |
| InChIKey | CYQFCXCEBYINGO-IAGOWNOFSA-N |
| PubChem CID | 16078 |
Frequently asked questions
Answers are generated from the structured data on this page, not written by hand.
What is Dronabinol used for?
DrugCentral lists the following indications for Dronabinol: Anorexia from HIV and Chemotherapy-induced nausea and vomiting.
How does Dronabinol work?
Its molecular targets in DrugCentral include CNR1 (agonist), CNR2, Cnr2 and DRD3.
When was Dronabinol first approved?
Dronabinol was first approved by the FDA in 1985.
What drug class does Dronabinol belong to?
Dronabinol is in the Cannabinoid class.
What is the chemical formula of Dronabinol?
Dronabinol has the molecular formula C21H30O2 and a molecular weight of 314.47 g/mol.
Browse: all drugs starting with D · drug guides by category · protein targets A–Z.
Sources
- DrugCentral drug card 4109 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
- ChEMBL CHEMBL465 — compound record and bioactivity
- PubChem CID 16078 — chemical identifiers
- DrugBank DB00470 — drug record
- FDA UNII 7J8897W37S — substance identity
- DailyMed: FDA labels for Dronabinol — current prescribing information (label search)
- UniProt P21554 (CNR1) — target protein
- UniProt P34972 (CNR2) — target protein
- UniProt P35462 (DRD3) — target protein
- UniProt Q7Z2W7 (TRPM8) — target protein
- UniProt Q13822 (ENPP2) — target protein
- UniProt Q14330 (GPR18) — target protein
- FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral
- PharmGKB / CPIC — pharmacogenomic label annotations
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