Tetrahydrocannabiorcol Explained

Δ⁹-Tetrahydrocannabiorcol (Δ⁹-THCC, (C1)-Δ⁹-THC) is a phytocannabinoid found in Cannabis pollen.^[1] It is a homologue of THC and THCV with the alkyl side chain replaced by a smaller methyl group. Unlike THC and THCV, THCC has negligible affinity for the CB₁ and CB₂ cannabinoid receptors because of the smaller methyl group and does not have psychoactive effects as a result, but conversely it is significantly more potent than THC or THCV as an activator of the TRPA1 calcium channel which plays an important role in pain perception,^[2] and it has been shown to produce analgesic effects via activation of spinal TRPA1 channels. ^{[3] [4]} THCC was studied by Roger Adams as early as 1942.^[5]

See also

• Abnormal cannabidiol
• Cannabidiorcol
• O-1602
• O-1918
• Tetrahydrocannabiphorol
• Tetrahydrocannabutol

Notes and References

1. Ross SA, ElSohly MA, Sultana GN, Mehmedic Z, Hossain CF, Chandra S . Flavonoid glycosides and cannabinoids from the pollen of Cannabis sativa L . Phytochemical Analysis . 2005. 16 . 1 . 45–8 . 15688956 . 10.1002/pca.809 . free . 2005PChAn..16...45R.
2. Bow EW, Rimoldi JM . The Structure-Function Relationships of Classical Cannabinoids: CB1/CB2 Modulation . Perspectives in Medicinal Chemistry . 8 . 17–39 . 2016 . 27398024 . 4927043 . 10.4137/PMC.S32171 .
3. Andersson DA, Gentry C, Alenmyr L, Killander D, Lewis SE, Andersson A, Bucher B, Galzi JL, Sterner O, Bevan S, Högestätt ED, Zygmunt PM . TRPA1 mediates spinal antinociception induced by acetaminophen and the cannabinoid Δ(9)-tetrahydrocannabiorcol . Nature Communications . 2 . 551 . November 2011 . 22109525 . 10.1038/ncomms1559 . 2011NatCo...2..551A . free .
4. Moparthi L, Survery S, Kreir M, Simonsen C, Kjellbom P, Högestätt ED, Johanson U, Zygmunt PM . Human TRPA1 is intrinsically cold- and chemosensitive with and without its N-terminal ankyrin repeat domain . Proceedings of the National Academy of Sciences of the United States of America . 111 . 47 . 16901–6 . November 2014 . 25389312 . 10.1073/pnas.1412689111 . 4250169 . 2014PNAS..11116901M . free .
5. Tetrahydrocannabinol Homologs and Analogs with Marihuana Activity. XIII¹ . 10.1021/ja01255a061 . 1942 . Adams R, Loewe S, Smith CM, McPhee WD . Journal of the American Chemical Society . 64 . 3 . 694–697 .