JWH-138

JWH-138
Identifiers
  • (6aR,10aR)-6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-octyl-6H-Dibenzo[b,d]pyran-1-ol
CAS Number
PubChem CID
Chemical and physical data
FormulaC24H36O2
Molar mass356.550 g·mol−1
3D model (JSmol)
  • OC1=C2[C@]3([C@](C(C)(C)OC2=CC(CCCCCCCC)=C1)(CCC(C)=C3)[H])[H]
  • InChI=InChI=1S/C24H36O2/c1-5-6-7-8-9-10-11-18-15-21(25)23-19-14-17(2)12-13-20(19)24(3,4)26-22(23)16-18/h14-16,19-20,25H,5-13H2,1-4H3/t19-,20-/m1/s1
  • Key:SFWRRSGOJSILSQ-WOJBJXKFSA-N

JWH-138 (THC-Octyl, Δ8-THC-C8) is a synthetic cannabinoid first synthesized by Roger Adams and studied heavily by John W. Huffman, with a Ki of 8.5nM at the CB1 cannabinoid receptor.[1] THC-Octyl and its hydrogenated analog HHC-Octyl was synthesized and studied by Roger Adams as early as 1942.[2]

  1. ^ Martin BR, Jefferson R, Winckler R, Wiley JL, Huffman JW, Crocker PJ, et al. (September 1999). "Manipulation of the tetrahydrocannabinol side chain delineates agonists, partial agonists, and antagonists". The Journal of Pharmacology and Experimental Therapeutics. 290 (3): 1065–1079. PMID 10454479.
  2. ^ Adams R, Loewe S, Smith CM, McPhee WD (1942). "Tetrahydrocannabinol Homologs and Analogs with Marihuana Activity. XIII1". Journal of the American Chemical Society. 64 (3): 694–697. doi:10.1021/ja01255a061.