CANNABINOL

Search structure
Synonyms:
Status: Phase 3
Entry Type: Small molecule
Molecule Category: UNKNOWN
UNII: 7UYP6MC9GH

Structure
InChI Key VBGLYOIFKLUMQG-UHFFFAOYSA-N
Smile CCCCCc1cc(O)c2c(c1)OC(C)(C)c1ccc(C)cc1-2
InChI
InChI=1S/C21H26O2/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/h9-13,22H,5-8H2,1-4H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H26O2
Molecular Weight 310.44
AlogP 5.73
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 2.0
Heavy Atoms 23.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A1
- - - 541 -
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- - - 79 -
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1B Cytochrome P450 1B1
- - - 148 -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2A Cytochrome P450 2A6
- 30400 - 1000 -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2B Cytochrome P450 2B6
- - - 2550-39000 -
Enzyme Hydrolase
- - - - 46
Enzyme
- 19000 - 2550-39000 46
Ion channel Voltage-gated ion channel Transient receptor potential channel
6200-6200 210-400 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
- 3210 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Cannabinoid receptor
120-316.23 - - 13-1100 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 4890 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 1150 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Marijuana Abuse 3 D002189 ClinicalTrials
Muscle Spasticity 3 D009128 ClinicalTrials
Back Pain 3 D001416 ClinicalTrials
Chronic Pain 3 D059350 ClinicalTrials
Neck Pain 3 D019547 ClinicalTrials
Child Development Disorders, Pervasive 3 D002659 ClinicalTrials
Pruritus 3 D011537 ClinicalTrials
Protein-Energy Malnutrition 3 D011502 ClinicalTrials
Epilepsy 3 D004827 ClinicalTrials
Huntington Disease 2 D006816 ClinicalTrials
Crohn Disease 2 D003424 ClinicalTrials
Colitis, Ulcerative 2 D003093 ClinicalTrials
Tourette Syndrome 2 D005879 ClinicalTrials
Spinal Cord Injuries 2 D013119 ClinicalTrials
Arthritis, Psoriatic 2 D015535 ClinicalTrials
Osteoarthritis, Knee 2 D020370 ClinicalTrials
Complex Regional Pain Syndromes 2 D020918 ClinicalTrials
Multiple Sclerosis 2 D009103 ClinicalTrials
Anemia, Sickle Cell 2 D000755 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Bipolar Disorder 2 D001714 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Glaucoma 2 D005901 ClinicalTrials
Arthritis, Rheumatoid 2 D001172 ClinicalTrials
Obesity 2 D009765 ClinicalTrials
Spinal Cord Injuries 2 D013119 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Acquired Immunodeficiency Syndrome 2 D000163 ClinicalTrials
Stress Disorders, Post-Traumatic 2 D013313 ClinicalTrials
Hepatitis C 2 D006526 ClinicalTrials
Autistic Disorder 2 D001321 ClinicalTrials
Abdominal Pain 2 D015746 ClinicalTrials
Sleep Initiation and Maintenance Disorders 2 D007319 ClinicalTrials
Anxiety 2 D001007 ClinicalTrials
Opioid-Related Disorders 2 D009293 ClinicalTrials
Fibromyalgia 2 D005356 ClinicalTrials
Seizures 2 D012640 ClinicalTrials
Depressive Disorder 2 D003866 ClinicalTrials
Brain Injuries 2 D001930 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Hidradenitis Suppurativa 2 D017497 ClinicalTrials
Opioid-Related Disorders 2 D009293 ClinicalTrials
Dementia 2 D003704 ClinicalTrials
Amyotrophic Lateral Sclerosis 2 D000690 ClinicalTrials
Parkinson Disease 2 D010300 ClinicalTrials
Tinnitus 1 D014012 ClinicalTrials
Memory 1 D008568 ClinicalTrials
Glioblastoma 1 D005909 ClinicalTrials
Pain 1 D010146 ClinicalTrials
Neuralgia 1 D009437 ClinicalTrials
Diabetic Neuropathies 1 D003929 ClinicalTrials
Migraine Disorders 1 D008881 ClinicalTrials
Obsessive-Compulsive Disorder 1 D009771 ClinicalTrials
Carcinoma 1 D002277 ClinicalTrials

Related Entries

Scaffolds

Cross References

Resources Reference
ChEBI 3360
ChEMBL CHEMBL74415
DrugBank DB14737
EPA CompTox DTXSID3048996
FDA SRS 7UYP6MC9GH
Guide to Pharmacology 740
KEGG C07580
PubChem 2543
SureChEMBL SCHEMBL121085
ZINC ZINC000001530833
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