Cannabis Ruderalis

JWH-138
JWH-138 structure.png
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 synthesised by John W. Huffman, with a Ki of 8.5nM at the CB1 cannabinoid receptor.[1]

Isomers[edit]

Δ3-THC-C8
Δ9-THC-C8, CAS# 2552798-63-5

The Δ36a(10a) isomer was synthesised in 1941, but was found to be slightly less active than Δ3-THC itself.[2] The alternate isomer Δ9-THC-C8 has also been synthesised,[3] but has not been identified as a natural product.

See also[edit]

References[edit]

  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, Jelinek C, Wolff H (July 1941). "Tetrahydrocannabinol Homologs with Marihuana Activity. IX". Journal of the American Chemical Society. 63 (7): 1971–1973. doi:10.1021/ja01852a052.
  3. ^ WO 2020232545, Kamaluddin AR, Wenli J. Kareem AR, published 26 November 2020, assigned to Kare Chemical Tech Inc, Canada. 


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