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CAY10429-d3
Cayman Chemical Item Number 10009523
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↗
Synonyms Abn-CBD-d3
Abnormal Cannabidiol-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 forms (d1-d3)
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES CC1=C[C@@H](C2=C(CCCCC([2H])([2H])[2H])C=C(O)C=C2O)[C@H](C(C)=C)CC1
InCHI Code 1S/C21H30O2/c1-5-6-7-8-16-12-17(22)13-20(23)21(16)19-11-15(4)9-10-18(19)14(2)3/h11-13,18-19,22-23H,2,5-10H2,1,3-4H3/t18-,19+/m0/s1/i1D3
InCHI Key YWEZXUNAYVCODW-ORDZOMCNSA-N |