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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

CAY10429-d3

Cayman Chemical Item Number 10009523

Abnormal Cannabidiol-d3; Abn-CBD-d3

CAY10429-d3

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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).

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
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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 Price Quantity Subtotal
100 µg $31.00 $0.00
500 µg $140.00 $0.00
1 mg $248.00 $0.00
5 mg $1,085.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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