6H-Dibenzo[b,d]pyran-1-ol, 6a,7,8,9,10,10a-hexahydro-6,6,9-trimethyl-3-pentyl-, (6aR,9S,10aR)-

9(S)-Hexahydrocannabinol (CRM) is a certified reference material that is structurally similar to known phytocannabinoids.¹ 9(S)-Hexahydrocannabinol induces drowsiness, decreased motor activity, occasional partial ptosis, and occasional head drop, markers of psychotropic activity, in rhesus monkeys.² This product is intended for research and forensic applications.

9(S)-Hexahydrocannabinol-d9 (9α-Hexahydocaabiol-d9, 11α-Hexahydocaabiol-d9, 9α-HHC-d9, 9(S)-HHC-d9, 11α-HHC-d9, tas-(6aR,9S,10aR)-HHC-d9) is deuterium labeled 9(S)-Hexahydrocannabinol[1].

[1] Lee, Y.R., and Xia, L. Efficient one-pot synthetic approaches for cannabinoid analogues and their application to biologically interesting (–)-hexahydrocannabinol and (+)-hexahydrocannabinol Tetrahedron Lett. 49(20),3283-3287(2008).
[2] Mechoulam, R., Lander, N., Varkony, T.H., et al. Stereochemical requirements for cannabinoid activity J. Med. Chem. 23(10),1068-1072(1980).
[3] KARIN LINDBOM. Human metabolism of the semi-synthetic cannabinoids hexahydrocannabinol, hexahydrocannabiphorol and their acetates using hepatocytes and urine samples[J]. Drug Testing and Analysis, 2024, 17 3: 372-386. DOI: 10.1002/dta.3740
[4] LIESL K. JANSSENS. Investigation of the intrinsic cannabinoid activity of hemp-derived and semisynthetic cannabinoids with β-arrestin2 recruitment assays—and how this matters for the harm potential of seized drugs[J]. Archives of Toxicology, 2024, 98 8: 2619-2630. DOI: 10.1007/s00204-024-03769-4
[5] UJVÁRY I. Hexahydrocannabinol and closely related semi-synthetic cannabinoids: A comprehensive review[J]. Drug Testing and Analysis, 2023, 16 2: 127-161. DOI: 10.1002/dta.3519