Cannabinor

Identification

Name
Cannabinor
Accession Number
DB05048
Type
Small Molecule
Groups
Investigational
Description

Cannabinor, a synthetic CB2-selective agonist, is in Phase 2 clinical testing as an analgesic.

Structure
Thumb
Synonyms
Not Available
External IDs
PRS-211,375 / PRS-211375
Categories
UNII
O8E148Q90M
CAS number
573981-31-4
Weight
Average: 470.606
Monoisotopic: 470.266838944
Chemical Formula
C28H38O6
InChI Key
GSTZHANFXAKPSE-MXTREEOPSA-N
InChI
InChI=1S/C28H38O6/c1-6-7-8-9-12-27(2,3)17-13-22(30)26(23(14-17)34-25(33)11-10-24(31)32)18-15-21(29)20-16-19(18)28(20,4)5/h10-11,13-14,18-20,30H,6-9,12,15-16H2,1-5H3,(H,31,32)/b11-10+/t18-,19-,20+/m0/s1
IUPAC Name
(2E)-4-{2-[(1S,2S,5S)-6,6-dimethyl-4-oxobicyclo[3.1.1]heptan-2-yl]-3-hydroxy-5-(2-methyloctan-2-yl)phenoxy}-4-oxobut-2-enoic acid
SMILES
[H][C@]12C[C@]([H])(C(=O)C[C@@H]1C1=C(O)C=C(C=C1OC(=O)\C=C\C(O)=O)C(C)(C)CCCCCC)C2(C)C

Pharmacology

Indication

Investigated for use/treatment in pain (acute or chronic).

Pharmacodynamics
Not Available
Mechanism of action

CB2 agonists bind to CB2 receptors, which are located on immune and inflammatory cells. By activating CB2 receptors, CB2 agonists inhibit autoimmune and inflammatory processes and are likely to be useful for treating pain, autoimmune and inflammatory disorders. Pharmos is developing its CB2 agonists as treatments for chronic pain and autoimmune diseases such as multiple sclerosis and rheumatoid arthritis.

Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
10174045
PubChem Substance
347827707
ChemSpider
8349550
BindingDB
50006254
ChEMBL
CHEMBL3234035
ZINC
ZINC000034377258

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.000675 mg/mLALOGPS
logP6.17ALOGPS
logP6.91ChemAxon
logS-5.8ALOGPS
pKa (Strongest Acidic)2.73ChemAxon
pKa (Strongest Basic)-6.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area100.9 Å2ChemAxon
Rotatable Bond Count11ChemAxon
Refractivity131.38 m3·mol-1ChemAxon
Polarizability53.09 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as cyclohexylphenols. These are compounds containing a cyclohexane lined to a phenol group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Cyclohexylphenols
Direct Parent
Cyclohexylphenols
Alternative Parents
Phenol esters / Bicyclic monoterpenoids / Aromatic monoterpenoids / Phenylpropanes / Phenoxy compounds / Fatty acid esters / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Dicarboxylic acids and derivatives / Enoate esters
show 4 more
Substituents
Cyclohexylphenol / Aromatic monoterpenoid / Bicyclic monoterpenoid / Pinane monoterpenoid / Phenol ester / Monoterpenoid / Nopinane monoterpenoid / Phenylpropane / Phenoxy compound / 1-hydroxy-4-unsubstituted benzenoid
show 17 more
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
Not Available

Drug created on October 21, 2007 16:23 / Updated on March 01, 2020 19:30

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