Trade Names:
Synonyms:
Status: Approved (1985)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: A04AD11
UNII: 2N4O9L084N

Structure

InChI Key GECBBEABIDMGGL-UHFFFAOYSA-N
Smile CCCCCCC(C)(C)c1cc(O)c2c(c1)OC(C)(C)C1CCC(=O)CC21
InChI
InChI=1S/C24H36O3/c1-6-7-8-9-12-23(2,3)16-13-20(26)22-18-15-17(25)10-11-19(18)24(4,5)27-21(22)14-16/h13-14,18-19,26H,6-12,15H2,1-5H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C24H36O3
Molecular Weight 372.55
AlogP 6.26
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 6.0
Polar Surface Area 46.53
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 27.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Cannabinoid CB1 receptor agonist DailyMed

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Postoperative Nausea and Vomiting 4 D020250 ClinicalTrials
Postoperative Nausea and Vomiting 4 D020250 ClinicalTrials
Diabetic Neuropathies 3 D003929 ClinicalTrials
Parkinson Disease 3 D010300 ClinicalTrials
Muscle Spasticity 2 D009128 ClinicalTrials
Obesity 2 D009765 ClinicalTrials
Suicidal Ideation 2 D059020 ClinicalTrials
Fibromyalgia 2 D005356 ClinicalTrials
Marijuana Abuse 2 D002189 ClinicalTrials
Neuralgia 2 D009437 ClinicalTrials
Obsessive-Compulsive Disorder 1 D009771 ClinicalTrials

Related Entries

MCS

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Nervous system disorders Somnolence 69.0
Ear and labyrinth disorders Vertigo 69.0
Nervous system disorders Somnolence 66.0
Ear and labyrinth disorders Vertigo 58.8
Nervous system disorders Somnolence 52.0
Ear and labyrinth disorders Vertigo 52.0
Gastrointestinal disorders Dry mouth 47.0
Gastrointestinal disorders Dry mouth 36.0
Gastrointestinal disorders Dry mouth 21.6
Nervous system disorders Ataxia 19.0
Nervous system disorders Ataxia 14.0
Psychiatric disorders Euphoric mood 14.0
Psychiatric disorders Sleep disorder 14.0
Nervous system disorders Ataxia 12.8
Eye disorders Vision blurred 12.8
Psychiatric disorders Dysphoria 12.0
Psychiatric disorders Euphoric mood 11.0
Psychiatric disorders Sleep disorder 11.0
Psychiatric disorders Dysphoria 9.0
Nervous system disorders Headache 8.0
General disorders and administration site conditions Asthenia 7.6
General disorders and administration site conditions Decreased appetite 7.6
Nervous system disorders Headache 7.2
Nervous system disorders Headache 6.0
Nervous system disorders Somnolence
Nervous system disorders Orthostatic hypotension 5.2
Gastrointestinal disorders Nausea 5.0
Nervous system disorders Somnolence 5.0
Psychiatric disorders Euphoric mood 4.0
Gastrointestinal disorders Nausea 4.0
Nervous system disorders Disorientation 3.0
Ear and labyrinth disorders Vertigo
Ear and labyrinth disorders Vertigo 3.0
Depersonalisation 2.0
Nervous system disorders Disorientation 2.0
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Dry mouth 2.0
Psychiatric disorders Hallucination 2.0
Depersonalisation
Depersonalisation 1.0
Psychiatric disorders Euphoric mood
Psychiatric disorders Euphoric mood 1.0
Psychiatric disorders Sleep disorder
Psychiatric disorders Sleep disorder 1.0

Adverse Reactions

System Organ Classification (SOC)
Relative Frequency (%)
Psychiatric disorders
26.5
Nervous system disorders
22.65
General disorders and administration site conditions
14.53
Injury, poisoning and procedural complications
11.11
Musculoskeletal and connective tissue disorders
6.41
Gastrointestinal disorders
2.99
Immune system disorders
2.99
Cardiac disorders
2.56
Vascular disorders
2.14

Cross References

Resources Reference
CAS NUMBER 51022-71-0
ChEBI 135574
ChEMBL CHEMBL2218896
DrugBank DB00486
DrugCentral 1862
FDA SRS 2N4O9L084N
Guide to Pharmacology 9071
KEGG D05099
PubChem 5284592
SureChEMBL SCHEMBL563809
ZINC ZINC01542930