ANA-2 Constituents of Cannabis sativa (Stereochemistry)

Constituents of Cannabis sativa L.

The Analytical folder is packed full of data. This paper lists out a shit pile of cannabinoids, and gives a bunch of info on Isomers

Positional isomers
Another phenomenon that can be investigated with cannabinoids and related compounds is positional isomers such as A’-tetrahydrocannabinol acid A (D9-THC-acid A) and A9-tetrahydrocannabinol acid B (D9-THC acid B) and cannabichromene (CBC) and iso-cannabichromene (iso-CBC) (see Figs. 5 and 6).
The only difference in these compounds is that two of the groups attached to the aromatic ring are interchanged.

Double bond isomers
Another interesting analytical problem of the cannabinoid molecules is that of distinguishing between compounds which differ on1 in the position of a single double bond e.g. D8, D9, D9(11)-tetrahydrocannabinols
Subtleties in the electron voltage SIM graphs of these compounds enable one to distinguish between these isomers.

And even more if you want to get more technical than this journal entry…

Compounds with the same molecular weight
Several cannabinoids have molecular weight 314 including D8-, D9- and D9(11)-THC, as well as cannabidiol
(CBD), cannabicitran (CBT), cannabichromene (CBC) and cannabicyclol (CBL). These seven compounds could be subdivided into two groups based on the base peak.
The base peak for D8-, D9- and D9(11)-THC is the molecular ion, while it is the [M-83]’ ion for the other
compounds. The THC compounds can be distinguished from one another as indicated previously and from the
latter group by the base peak.


Ah yes, there’s the stereochemistry info I was looking for.

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