| References |
| Synonyms |
- Abnormal Cannabidiol-d3
- Abn-CBD-d3
|
| Formal Name |
4-[(6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol-5,5,5-d3 |
| Molecular Formula |
C21H27D3O2 |
| Formula Weight |
317.5 |
| Formulation |
A solution in methyl acetate |
| Purity |
≥99% deuterated product |
| Stability |
1 year |
| Storage |
-20°C |
| Shipping |
Wet ice
in continental US; may vary elsewhere
|
| SMILES |
CCCCCc1cc(O)cc(O)c1[C@@H]1C=C(C)CCC1C(=C)C
|
Background Reading
Felder, C.C., Joyce, K.E., Briley, E.M., et al. Comparison of the pharmacology and signal transduction of the human cannabinoid CB1 and CB2 receptors. Mol Pharmacol 48 443-450 (1995).
Walter, L., Franklin, A., Witting, A., et al. Nonpsychotropic cannabinoid receptors regulate microglial cell migration. J Neurosci 23(4) 1398-1405 (2003).
Járai, Z., Wagner, J.A., Varga, K., et al. Cannabinoid-induced mesenteric vasodilation through an endothelial site distinct from CB1 or CB2 receptors. Proc Natl Acad Sci USA 96(24) 14136-14141 (1999).
| Size |
Global Purchasing |
| 100 µg |
|
| 500 µg |
|
| 1 mg |
|
| 5 mg |
|
Description
CAY10429-d3 contains three deuterium atoms at the terminal methyl position. It is intended for use as an internal standard for the quantification of CAY10429 by GC- or LC-mass spectrometry. Traditionally, the activity of cannabinoid (CB) agonists was thought to be transduced by a pair of G protein-coupled receptors, CB1 and CB2.1 CAY10429 (abnormal cannabidiol) is a synthetic regioisomer of cannabidiol that fails to elicit either CB1 or CB2 responsiveness and is without psychotropic activity. CAY10429 induces endothelium-dependent vasodilation via a CB1/CB2/nitric oxide-independent mechanism.2 At a dose of 20 µg/g in rats, CAY10429 showed hypotensive activity that could not be antagonized by cannabidiol or SR141716A. CAY10429 is therefore believed to activate a third type of CB receptor, provisionally called the non-CB1/CB2 endocannabinoid receptor. CAY10429 also acts via these receptors to regulate the migratory activity of murine BV-2 microglial cells, with an EC50 value of 600 nM.3
1
Felder, C.C., Joyce, K.E., Briley, E.M., et al. Comparison of the pharmacology and signal transduction of the human cannabinoid CB1 and CB2 receptors. Mol Pharmacol 48 443-450 (1995).
2
Járai, Z., Wagner, J.A., Varga, K., et al. Cannabinoid-induced mesenteric vasodilation through an endothelial site distinct from CB1 or CB2 receptors. Proc Natl Acad Sci USA 96(24) 14136-14141 (1999).
3
Walter, L., Franklin, A., Witting, A., et al. Nonpsychotropic cannabinoid receptors regulate microglial cell migration. J Neurosci 23(4) 1398-1405 (2003).
|
