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dronabinol 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
cannabinoid receptors agonists	4109	1972-08-3

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: tetrahydrocannabinol THC dronabinol marinol	A psychoactive compound extracted from the resin of Cannabis sativa (marihuana, hashish). The isomer delta-9-tetrahydrocannabinol (THC) is considered the most active form, producing characteristic mood and perceptual changes associated with this compound. Molecular weight: 314.47 Formula: C21H30O2 CLOGP: 7.24 LIPINSKI: 1 HAC: 2 HDO: 1 TPSA: 29.46 ALOGS: -5.08 ROTB: 4 Status: OFP Legend: OFP - off patent OFM - off market ONP - on patent

Molecule

Description

Molfile Inchi Smiles

Synonyms:

tetrahydrocannabinol
THC
dronabinol
marinol

A psychoactive compound extracted from the resin of Cannabis sativa (marihuana, hashish). The isomer delta-9-tetrahydrocannabinol (THC) is considered the most active form, producing characteristic mood and perceptual changes associated with this compound.

Molecular weight: 314.47
Formula: C21H30O2
CLOGP: 7.24
LIPINSKI: 1
HAC: 2
HDO: 1
TPSA: 29.46
ALOGS: -5.08
ROTB: 4

Status: OFP

Legend:
OFP - off patent
OFM - off market
ONP - on patent

Drug dosage:

None

ADMET properties:

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Property	Value	Reference
Vd (Volume of distribution)	8.90 L/kg	Lombardo F, Berellini G, Obach RS
t_half (Half-life)	33 hours	Lombardo F, Berellini G, Obach RS
CL (Clearance)	3.20 mL/min/kg	Lombardo F, Berellini G, Obach RS
BDDCS (Biopharmaceutical Drug Disposition Classification System)	2	Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose)	0.91 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
EoM (Fraction excreted unchanged in urine)	0.50 %	Benet LZ, Broccatelli F, Oprea TI
fu (Fraction unbound in plasma)	0.05 %	Lombardo F, Berellini G, Obach RS

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Approvals:

Date	Agency	Company	Orphan
May 31, 1985	FDA	ABBVIE

FDA Adverse Event Reporting System (Female)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Decreased appetite	74.20	16.22	116	7229	250936	63230741
Dehydration	52.38	16.22	81	7264	173273	63308404
Failure to thrive	50.89	16.22	22	7323	7176	63474501
Nausea	49.49	16.22	212	7133	854259	62627418
Death	39.98	16.22	114	7231	374267	63107410
Vomiting	38.75	16.22	147	7198	559470	62922207
Disease progression	32.43	16.22	54	7291	122704	63358973
Intracranial pressure increased	27.50	16.22	13	7332	5214	63476463
Diarrhoea	27.32	16.22	158	7187	715208	62766469
Drug ineffective	26.20	16.22	51	7294	1044714	62436963

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FDA Adverse Event Reporting System (Male)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Drug abuse	157.14	16.11	151	7964	98945	34849871
Toxicity to various agents	128.04	16.11	192	7923	200170	34748646
Hangover	68.40	16.11	20	8095	1031	34947785
Brain oedema	51.91	16.11	35	8080	13786	34935030
Respiratory depression	51.33	16.11	37	8078	16208	34932608
Nausea	48.83	16.11	181	7934	339727	34609089
Decreased appetite	48.36	16.11	114	8001	166278	34782538
Aggression	42.93	16.11	49	8066	38915	34909901
Failure to thrive	40.21	16.11	25	8090	8576	34940240
Poisoning	38.97	16.11	28	8087	12198	34936618

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FDA Adverse Event Reporting System (Geriatric)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Drug abuse	159.55	14.73	163	12900	162528	79568797
Toxicity to various agents	141.97	14.73	250	12813	421290	79310035
Dehydration	85.63	14.73	149	12914	248038	79483287
Decreased appetite	77.34	14.73	172	12891	342246	79389079
Failure to thrive	77.03	14.73	38	13025	11806	79719519
Hangover	61.50	14.73	20	13043	2092	79729233
Nausea	59.71	14.73	311	12752	956885	78774440
Aggression	51.54	14.73	52	13011	50906	79680419
Respiratory depression	47.42	14.73	38	13025	27592	79703733
Brain oedema	46.05	14.73	36	13027	25227	79706098

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FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

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Source	Code	Description
ATC	A04AD10	ALIMENTARY TRACT AND METABOLISM ANTIEMETICS AND ANTINAUSEANTS ANTIEMETICS AND ANTINAUSEANTS Other antiemetics
CHEBI has role	CHEBI:25212	metabolites
CHEBI has role	CHEBI:35499	hallucinogens
CHEBI has role	CHEBI:53000	epitope role
CHEBI has role	CHEBI:67072	cannabinoid receptor agonists
FDA CS	M0003267	Cannabinoids
FDA EPC	N0000175782	Cannabinoid
MeSH PA	D000700	Analgesics
MeSH PA	D018712	Analgesics, Non-Narcotic
MeSH PA	D063386	Cannabinoid Receptor Agonists

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Drug Use | Suggest Off label Use Form| |View source of the data|

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Disease	Relation	SNOMED_ID	DOID
Chemotherapy-induced nausea and vomiting	indication	236084000
Anorexia from HIV	indication
Tachyarrhythmia	contraindication	6285003
Alcoholism	contraindication	7200002
Bipolar disorder	contraindication	13746004	DOID:3312
Lowered convulsive threshold	contraindication	19260006
Depressive disorder	contraindication	35489007
Hypertensive disorder	contraindication	38341003	DOID:10763
Low blood pressure	contraindication	45007003
Schizophrenia	contraindication	58214004	DOID:5419

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🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	10.15	acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Bioact source	MoA source
Cannabinoid receptor 1	GPCR	P21554	CNR1_HUMAN	AGONIST	Ki	8.54	CHEMBL	CHEMBL
Fatty-acid amide hydrolase 1	Enzyme	O00519	FAAH1_HUMAN		IC50	4.36	CHEMBL
D(3) dopamine receptor	GPCR	P35462	DRD3_HUMAN		EC50	7.99	CHEMBL
Glycine receptor subunit alpha-1	Ion channel	P23415	GLRA1_HUMAN		EC50	5.89	CHEMBL
Glycine receptor subunit alpha-2	Ion channel	P23416	GLRA2_HUMAN	ALLOSTERIC MODULATOR	EC50	6	IUPHAR
Cannabinoid receptor 2	GPCR	P34972	CNR2_HUMAN		Ki	8.48	CHEMBL
Glycine receptor subunit alpha-3	Ion channel	O75311	GLRA3_HUMAN	ALLOSTERIC MODULATOR	EC50	5.30	IUPHAR
N-arachidonyl glycine receptor	GPCR	Q14330	GPR18_HUMAN		EC50	6.02	CHEMBL
Transient receptor potential cation channel subfamily A member 1	Ion channel	O75762	TRPA1_HUMAN	ACTIVATOR	EC50	4.90	IUPHAR
Monoacylglycerol lipase ABHD12	Enzyme	Q8N2K0	ABD12_HUMAN		IC50	4.94	CHEMBL

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External reference:

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ID	Source
TCI	PDB_CHEM_ID
001685	NDDF
010757	NDDF
10402	RXNORM
108415005	SNOMEDCT_US
138250	MMSL
1589	MMSL
16078	PUBCHEM_CID
386846008	SNOMEDCT_US
4018511	VUID

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Pharmaceutical products:

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Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
Dronabinol	HUMAN PRESCRIPTION DRUG LABEL	1	0527-1450	CAPSULE	2.50 mg	ORAL	ANDA	26 sections
Dronabinol	HUMAN PRESCRIPTION DRUG LABEL	1	0527-1451	CAPSULE	5 mg	ORAL	ANDA	26 sections
Dronabinol	HUMAN PRESCRIPTION DRUG LABEL	1	0527-1452	CAPSULE	10 mg	ORAL	ANDA	26 sections
DRONABINOL	HUMAN PRESCRIPTION DRUG LABEL	1	0527-4125	CAPSULE	2.50 mg	ORAL	ANDA	18 sections
DRONABINOL	HUMAN PRESCRIPTION DRUG LABEL	1	0904-6745	CAPSULE	2.50 mg	ORAL	ANDA	31 sections
DRONABINOL	HUMAN PRESCRIPTION DRUG LABEL	1	0904-6745	CAPSULE	2.50 mg	ORAL	ANDA	31 sections
DRONABINOL	HUMAN PRESCRIPTION DRUG LABEL	1	0904-6746	CAPSULE	5 mg	ORAL	ANDA	31 sections
DRONABINOL	HUMAN PRESCRIPTION DRUG LABEL	1	0904-6746	CAPSULE	5 mg	ORAL	ANDA	31 sections
Dronabinol	HUMAN PRESCRIPTION DRUG LABEL	1	0904-7144	CAPSULE	2.50 mg	ORAL	NDA	29 sections
Dronabinol	HUMAN PRESCRIPTION DRUG LABEL	1	0904-7144	CAPSULE	2.50 mg	ORAL	NDA	29 sections

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