List of JWH cannabinoids explained

The John W. Huffman research group at Clemson University synthesized over 450 cannabinoids.[1] [2] [3] [4] Some of those are:

Cannabinoids and their Ki values
NameClassdata-sort-type="number"Ki / nM at CB1data-sort-type="number"Ki / nM at CB2data-sort-type="number"SelectivityStructure
48 ± 13 4 ± 1.5 CB2 (12x)
9.5 ± 4.5 2.9 ± 2.6 CB2 (3.3x)
data-sort-value="10000" >10000 141 ± 14 CB2 (>70x)
JWH-015[5] Naphthoylindole 164 ± 22 13.8 ± 4.6 CB2 (12x)
Naphthoylindole 22 ± 1.5 4.3 ± 1.6 CB2 (5.1x)
Naphthoylindole 9 ± 5 2.9 ± 2.6 CB2 (3.1x)
Naphthoylindole 9.8 ± 2 5.55 ± 2 CB2 (1.77x)
Naphthoylindole 128 ± 17 205 ± 20 CB1 (1.6x)
87 ± 3 320 ± 127 CB1 (3.7x)
Naphthoylpyrrole 399 ± 109
Naphthoylpyrrole data-sort-value="10000" >10000 data-sort-value="10000" >10000
Naphthoylpyrrole 666 ± 77
Naphthoylpyrrole 309 ± 11
JWH-042[6] Naphthoylindole data-sort-value="10000" >10000 5050 ± 192 CB2
Naphthoylindole 1180 ± 44 964 ± 242 CB2 (1.2x)
Naphthoylpyrrole data-sort-value="10000" >10000 data-sort-value="10000" >10000
Naphthoylpyrrole data-sort-value="10000" >10000 data-sort-value="10000" >10000
Naphthoylindole 343 ± 38 16.3 ± 4.9 CB2 (21x)
Naphthoylindole 59 ± 3 3.47 ± 1.80 CB2 (17x)
Naphthoylindole 10.7 ± 1.0 0.49 ± 0.13 CB2 (22x)
Naphthoylindole 55.1 ± 17.0 32.3 ± 2.4 CB2 (1.7x)
Naphthoylindole 342 ± 6 526 ± 133 CB1 (1.5x)
1.20 0.03 CB2 (40x)
JWH-056[7] Dibenzopyran data-sort-value="10000" >10000 32 ± 9 CB2
JWH-057[8] Dibenzopyran 23 ± 7 2.9 ± 1.6 CB2 (8x)
Dibenzopyran 399 ± 76 10 ± 2 CB2 (40x)
Naphthoylindole data-sort-value="10000" >10000 data-sort-value="10000" >10000
Naphthoylindole 1340 ± 123 2940 ± 852 CB1 (2.2x)
Naphthoylindole 1050 ± 5.5 170 ± 54 CB2 (6x)
Naphthoylindole 8.9 ± 1.8 27 ± 12 CB1 (3x)
Naphthoylindole 214 ± 11 106 ± 46 CB2 (2x)
Naphthoylindole data-sort-value="10000" >10000 data-sort-value="10000" >10000
Naphthoylindole 817 ± 60 633 ± 116 CB2 (1.3x)
Naphthoylindole 63.0 ± 3.0 32.0 ± 6.0 CB2 (2x)
Naphthoylindole 8.9 ± 1.8 2.21 ± 1.30 CB2 (4x)
Naphthoylindole 1.2 ± 0.03 12.4 ± 2.2 CB1 (10x)
Naphthoylindole 5.3 ± 0.8 6.40 ± 0.94 CB1 (1.2x)
Naphthoylindole 106 ± 12 102 ± 50
JWH-091[9]8-THCP) Dibenzopyran 22.0 ± 3.9
Naphthoylindole 40.7 ± 2.8 59.1 ± 10.5 CB1 (1.45x)
Naphthoylindole 476 ± 67 97.3 ± 2.7 CB2 (4.9x)
Naphthoylindole 140 ± 4.3 312 ± 83 CB1 (2.2x)
Naphthoylindole 33.7 ± 2.9 13.3 ± 5.6 CB2 (2.5x)
Naphthoylindole 455 ± 28 121 ± 15 CB2 (3.8x)
Naphthoylindole 4.5 ± 0.1 1.9 ± 0.3 CB2 (2.4x)
Naphthoylindole 35.3 ± 9.0 17.8 ± 2.9 CB2 (2x)
Naphthoylindole 381 ± 102 155 ± 74 CB2 (2.5x)
Dibenzopyran 7.9 ± 0.9 5.2 ± 2.0 CB2 (1.5x)
Dibenzopyran 28 ± 3 23 ± 7 CB2 (1.2x)
JWH-116[10] Naphthoylindole 52 ± 5
Naphthoylindole 1054 ± 31 6.1 ± 0.7 CB2 (173x)
Naphthoylindole 0.69 ± 0.05 1.2 ± 1.2
JWH-1248-Parahexyl) Dibenzopyran 41.0 ± 3.8
JWH-1308-THCB) Dibenzopyran 65.0 ± 13
Dibenzopyran 677 ± 132 3.4 ± 1.0 CB2 (200x)
JWH-138[11] Dibenzopyran 8.5 ± 1.4
JWH-139[12] Dibenzopyran 2290 ± 505 14 ± 10 CB2 (164x)
Dibenzopyran 529 ± 49 35 ± 14 CB2 (15x)
Dibenzopyran 924 ± 104 65 ± 8 CB2 (14x)
JWH-145[13] Naphthoylpyrrole 14 ± 2 6.4 ± 0.4 CB2 (2.2x)
Naphthoylpyrrole 21 ± 2 62 ± 5 CB2 (3.0x)
Naphthoylpyrrole 11 ± 1 7.1 ± 0.2 CB2 (1.5x)
Naphthoylindole 123 ± 814.0 ± 1.0 CB2 (8x)
Naphthoylindole 5.0 ± 2.1 0.73 ± 0.03 CB2 (6.8x)
Naphthoylpyrrole 60 ± 1 15 ± 2 CB2 (4x)
Naphthoylindole data-sort-value="10000" >10000 30 ± 1.1 CB2 (>333x)
Naphthoylindole 250 ± 24 11 ± 0.5 CB2 (23x)
Naphthoylpyrrole 404 ± 18 104 ± 18 CB2 (4x)
Naphthoylindole 45 ± 1 10.4 ± 1.4 CB2 (4.3x)
Naphthoylindole 1568 ± 201 441 ± 110 CB2 (3.6x)
Dibenzopyran hybrid 19.0
Naphthoylindole 2358 ± 215 138 ± 12 CB2 (17x)
Naphthoylindole 6.6 ± 0.7 6.9 ± 0.2
Naphthoylindole 204 ± 26 71 ± 8 CB2 (2.9x)
Naphthoylindole 44 ± 10 1.9 ± 0.08 CB2 (23x)
90 ± 17 159 ± 14 CB1 (1.77x)
51
22 ± 2
Hydrocarbon 26 ± 4
Naphthoylindole 26 ± 2 9.6 ± 2.0 CB2 (2.7x)
Naphthoylindole 1.3 ± 0.1 0.62 ± 0.04 CB2 (2.1x)
Naphthoylindole 0.65 ± 0.03 1.1 ± 0.1 CB1 (1.7x)
Naphthylmethylindole 23 ± 6
Naphthylmethylindole 17 ± 3
JWH-186[14] Dibenzopyran 187 ± 23 5.6 ± 1.7 CB2 (33x)
Dibenzopyran 84 ± 16 3.4 ± 0.5 CB2 (25x)
Dibenzopyran 270 ± 58 18 ± 2 CB2 (15x)
Naphthoylindole 52 ± 2 12 ± 0.8 CB2 (4.3x)
Dibenzopyran 8.8 ± 1.4 1.6 ± 0.03 CB2 (5.5x)
Dibenzopyran 1.8 ± 0.3 0.52 ± 0.03 CB2 (3.5x)
Naphthylmethylindole 41 ± 13
Naphthoylindole 6 ± 1
Naphthylmethylindole 127 ± 19
Naphthylmethylindole 113 ± 28
Naphthylmethylindole 151 ± 18
Naphthylmethylindole 323 ± 98
Naphthoylindole 10 ± 2
Naphthylmethylindole 20 ± 2
Naphthoylindole 42 ± 5
JWH-201[15] Phenylacetylindole 1064 ± 21 444 ± 14 CB2 (2.4x)
Phenylacetylindole 1678 ± 63 645 ± 6 CB2 (2.6x)
Phenylacetylindole 8.0 ± 0.9 7.0 ± 1.3
Phenylacetylindole 13 ± 1 25 ± 1 CB1 (1.9x)
Phenylacetylindole 124 ± 23 180 ± 9 CB1 (1.45x)
Phenylacetylindole 389 ± 25 498 ± 37 CB1 (1.28x)
Phenylacetylindole 1598 ± 134 3723 ± 10 CB1 (2.33x)
Phenylacetylindole 179 ± 7 570 ± 127 CB1 (3.18x)
Phenylacetylindole 746 ± 49 1353 ± 270 CB1 (1.81x)
Naphthoylindole 0.46 ± 0.03 0.69 ± 0.01 CB1 (1.5x)
Naphthoylindole 70 ± 0.8 12 ± 0.8 CB2 (5.8x)
Naphthoylindole 33 ± 0.9 10 ± 1.2 CB2 (3.3x)
Naphthoylindole 1.5 ± 0.2 0.42 ± 0.05 CB2 (3.6x)
Dibenzopyran 1008 ± 117 85 ± 21 CB2 (12x)
Dibenzopyran 1856 ± 148 333 ± 104 CB2 (5.6x)
Dibenzopyran data-sort-value="10000" >10000 1404 ± 66 CB2 (>7x)
Hydrocarbon 19
Dibenzopyran 347 ± 34 28 ± 1 CB2 (12.3x)
Dibenzopyran data-sort-value="10000" >10000 325 ± 70 CB2 (>31x)
Dibenzopyran 4001 ± 282 43 ± 3 CB2 (93x)
Dibenzopyran 40 ± 6 4.4 ± 0.3 CB2 (9x)
JWH-229[16] Dibenzopyran 3134 ± 110 18 ± 2 CB2 (174x)
Dibenzopyran 15 ± 3 1.4 ± 0.12 CB2 (10.7x)
Dibenzopyran 14 ± 3 1.0 ± 0.3 CB2 (14x)
Naphthoylindole 8.4 ± 1.8 3.8 ± 0.6 CB2 (2.2x)
Naphthoylindole 338 ± 34 123 ± 34 CB2 (2.7x)
Naphthoylindole 1351 ± 204 240 ± 63 CB2 (5.6x)
Phenylacetylindole 38 ± 10 106 ± 2 CB1 (2.8x)
Naphthoylindole 342 ± 20 52 ± 6 CB2 (6.6x)
Naphthoylindole 14 ± 1 7.2 ± 1.3 CB2 (1.9x)
Naphthoylindole 147 ± 20 49 ± 7 CB2 (3.0x)
Naphthoylindole 42 ± 9 6.5 ± 0.3 CB2 (6.5x)
Naphthoylpyrrole 285 ± 40 41 ± 3 CB2 (6.95x)
Naphthoylpyrrole 130 ± 6 18 ± 1 CB2 (7.22x)
Naphthoylpyrrole 276 ± 4 25 ± 2 CB2 (11x)
Naphthoylpyrrole 70 ± 4 16 ± 1 CB2 (4.38x)
Dibenzopyran 427 ± 31 99 ± 4 CB2 (4.3x)
Phenylacetylindole 1028 ± 39 657 ± 19 CB2 (1.56x)
Phenylacetylindole 8.4 ± 1.8 20 ± 2 CB1 (2.38x)
Phenylacetylindole 11 ± 2 33 ± 2 CB1 (3x)
Phenylacetylindole 29 ± 3 146 ± 36 CB2 (5x)
Phenylacetylindole 23 ± 3 19 ± 1 CB2 (1.2x)
Phenylacetylindole 62 ± 10 84 ± 12 CB1 (1.35x)
Dibenzopyran 4724 ± 509 319 ± 16 CB2 (14.8x)
Dibenzopyran 4300 ± 888 97 ± 18 CB2 (44x)
Naphthoylindole 4.6 ± 0.6 10.5 ± 1.3 CB1 (2.3x)
Naphthoylindole 220 ± 29 74 ± 7 CB2 (3.0x)
Naphthoylindole 29 ± 0.4 25 ± 1.9 CB2 (1.2x)
Naphthoylindole 767 ± 105 221 ± 14 CB2 (3.5x)
Naphthoylindole 28 ± 3 5.6 ± 0.7 CB2 (5.0x)
Naphthoylindole 3788 ± 323 80 ± 13 CB2 (47x)
Naphthoylindole data-sort-value="10000" >10000 455 ± 55 CB2 (>22x)
Naphthoylindole 381 ± 16 7.2 ± 0.14 CB2 (53x)
Naphthoylindole 1379 ± 193 40 ± 0.6 CB2 (34x)
Dibenzopyran 3905 ± 91 589 ± 65 CB2 (6.6x)
Dibenzopyran 906 ± 80 69 ± 6 CB2 (13x)
Naphthoylpyrrole 29 ± 1 20 ± 1 CB2 (1.45x)
Naphthoylpyrrole 100 ± 5 41 ± 4 CB2 (2.44x)
Dibenzopyran 812 ± 67 198 ± 23 CB2 (4.1x)
Dibenzopyran 415 ± 50 30 ± 2 CB2 (13.8x)
Dibenzopyran 118 ± 16 5.3 ± 0.1 CB2 (22x)
Dibenzopyran 295 ± 64 48 ± 4 CB2 (6.1x)
Phenylacetylindole 17 ± 2 89 ± 15 CB1 (5.26x)
Phenylacetylindole 117 ± 10 138 ± 12 CB1 (1.18x)
Phenylacetylindole 3363 ± 332 2679 ± 688 CB2 (1.26x)
Phenylacetylindole 15 ± 1.8 29 ± 5 CB1 (1.93x)
Phenylacetylindole 25 ± 1 82 ± 11 CB1 (3.28x)
Naphthoylpyrrole 7.7 ± 1.8 3.3 ± 0.2 CB2 (2.33x)
Naphthoylpyrrole 41 ± 1 33 ± 2 CB2 (1.24x)
Naphthoylpyrrole 41 ± 3 49 ± 7 CB1 (1.20x)
Dibenzopyran 1059 ± 51 36 ± 3 CB2 (29x)
Phenylacetylindole 23 ± 2 39 ± 3 CB1 (1.70x)
Phenylacetylindole 72 ± 7 91 ± 20 CB1 (1.26x)
Phenylacetylindole 422 ± 19 365 ± 92 CB2 (1.16x)
Phenylacetylindole 39 ± 2 76 ± 4 CB1 (1.95x)
Phenylacetylindole 430 ± 24 182 ± 23 CB2 (3.36x)
Phenylacetylindole 2862 ± 670 781 ± 105 CB2 (3.66x)
Dibenzopyran 4589 ± 367 153 ± 15 CB2 (30x)
Dibenzopyran data-sort-value="10000" >10000 111 ± 16 CB2 (>90x)
Dibenzopyran data-sort-value="10000" >10000 2317 ± 93 CB2 (>4.3x)
Dibenzopyran 135 ± 6 30 ± 1 CB2 (4.5x)
Dibenzopyran 100 ± 8 10 ± 0.1 CB2 (10x)
Naphthoylpyrrole 67 ± 6 39 ± 2 CB2 (1.72x)
Naphthoylpyrrole 333 ± 17 169 ± 17 CB2 (1.97x)
Naphthoylpyrrole 218 ± 19 53 ± 1 CB2 (4.11x)
Dibenzopyran 376 ± 1 38 ± 4 CB2 (9.9x)
Dibenzopyran 395 ± 50 12 ± 1 CB2 (33x)
Dibenzopyran data-sort-value="10000" >10000 295 ± 3 CB2 (>34x)
Dibenzopyran data-sort-value="10000" >10000 47 ± 2 CB2 (>213x)
Dibenzopyran 1493 ± 10 31 ± 1 CB2 (48x)
Dibenzopyran 1961 ± 21 241 ± 14 CB2 (8.1x)
Dibenzopyran 2162 ± 220 108 ± 17 CB2 (20x)
Dibenzopyran 5837 ± 701 108 ± 17 CB2 (54x)
Dibenzopyran 647 ± 78 185 ± 4 CB2 (3.5x)
Dibenzopyran 1243 ± 266 52 ± 3 CB2 (24x)
Dibenzopyran 2918 ± 450 13.0 ± 0.2 CB2 (220x)
Dibenzopyran 2449 ± 606 160 ± 8 CB2 (15x)
Dibenzopyran 63 ± 3 2.7 ± 0.1 CB2 (23x)
Dibenzopyran 127 ± 8 34 ± 5 CB2 (3.7x)
Naphthoylpyrrole 245 ± 5 71 ± 1 CB2 (3.45x)
Naphthoylpyrrole 34 ± 3 29 ± 1 CB2 (1.17x)
Naphthoylpyrrole 17 ± 1 3.4 ± 0.2 CB2 (5.0x)
Naphthoylpyrrole 191 ± 12 24 ± 1 CB2 (7.96x)
Naphthoylpyrrole 53 ± 2 23 ± 1 CB2 (2.30x)
Naphthoylpyrrole 16 ± 1 9.1 ± 0.7 CB2 (1.76x)
Naphthoylpyrrole 7.9 ± 0.4 5.2 ± 0.3 CB2 (1.52x)
Naphthoylpyrrole 5.6 ± 0.4 4.0 ± 0.5 CB2 (1.40x)
Naphthoylpyrrole 42 ± 1 64 ± 2 CB1 (1.52x)
Naphthoylpyrrole 77 ± 2 8.2 ± 0.2 CB1 (9.39x)
Naphthoylpyrrole 60 ± 3 69 ± 2 CB1 (1.15x)
JWH-387[17] Naphthoylindole 1.2 ± 0.1 1.1 ± 0.1
JWH-398[18] Naphthoylindole 2.3 ± 0.1 2.8 ± 0.2 CB1 (1.22x)
Naphthoylindole 73 ± 10 3.3 ± 0.1 CB2 (22x)
Naphthoylindole 522 ± 58 13 ± 0.2 CB2 (40x)
Naphthoylindole 501 ± 48 20 ± 0.4 CB2 (25x)
Naphthoylindole 140 ± 10 6.6 ± 0.2 CB2 (21x)
Naphthoylindole 21 ± 3.4 5.4 ± 0.2 CB2 (3.9x)
Naphthoylindole 54 ± 11 10 ± 0.4 CB2 (5.4x)

See also

Notes and References

  1. Manera C, Tuccinardi T, Martinelli A . 2008 . Indoles and related compounds as cannabinoid ligands . Mini Rev Med Chem . 8 . 4. 370–87 . 10.2174/138955708783955935 . 18473928 .
  2. Wiley JL, Marusich JA, Huffman JW . 2014 . Moving around the molecule: relationship between chemical structure and in vivo activity of synthetic cannabinoids . Life Sci . 97 . 1. 55–63 . 10.1016/j.lfs.2013.09.011 . 24071522 . 3944940 .
  3. Wiley JL, Marusich JA, Thomas BF . 2017 . Combination Chemistry: Structure-Activity Relationships of Novel Psychoactive Cannabinoids . Curr Top Behav Neurosci . Current Topics in Behavioral Neurosciences . 32 . 231–248 . 10.1007/7854_2016_17 . 27753007 . 978-3-319-52442-9 . free .
  4. Book: Banister SD, Connor M . New Psychoactive Substances . 2018 . The Chemistry and Pharmacology of Synthetic Cannabinoid Receptor Agonists as New Psychoactive Substances: Origins . Handbook of Experimental Pharmacology . 252 . 165–190 . 10.1007/164_2018_143 . 29980914 . 978-3-030-10560-0 .
  5. Huffman JW, Zengin G, Wu MJ, Lu J, Hynd G, Bushell K, Thompson AL, Bushell S, Tartal C, Hurst DP, Reggio PH, Selley DE, Cassidy MP, Wiley JL, Martin BR . Structure-activity relationships for 1-alkyl-3-(1-naphthoyl)indoles at the cannabinoid CB(1) and CB(2) receptors: steric and electronic effects of naphthoyl substituents. New highly selective CB(2) receptor agonists . Bioorganic & Medicinal Chemistry . 13 . 1 . 89–112 . January 2005 . 15582455 . 10.1016/j.bmc.2004.09.050 .
  6. Aung MM, Griffin G, Huffman JW, Wu M, Keel C, Yang B, Showalter VM, Abood ME, Martin BR . Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB(1) and CB(2) receptor binding . Drug and Alcohol Dependence . 60 . 2 . 133–40 . August 2000 . 10940540 . 10.1016/S0376-8716(99)00152-0 .
  7. Huffman JW, Liddle J, Yu S, Aung MM, Abood ME, Wiley JL, Martin BR . 3-(1',1'-Dimethylbutyl)-1-deoxy-delta8-THC and related compounds: synthesis of selective ligands for the CB2 receptor . Bioorganic & Medicinal Chemistry . 7 . 12 . 2905–14 . December 1999 . 10658595 . 10.1016/s0968-0896(99)00219-9.
  8. Huffman JW, Yu S, Showalter V, Abood ME, Wiley JL, Compton DR, Martin BR, Bramblett RD, Reggio PH . Synthesis and pharmacology of a very potent cannabinoid lacking a phenolic hydroxyl with high affinity for the CB2 receptor . Journal of Medicinal Chemistry . 39 . 20 . 3875–7 . September 1996 . 8831752 . 10.1021/JM960394Y .
  9. Bow EW, Rimoldi JM. The Structure-Function Relationships of Classical Cannabinoids: CB1/CB2 Modulation. Perspect Medicin Chem. 2016 Jun 28;8:17-39.
  10. Huffman JW, Mabon R, Wu MJ, Lu J, Hart R, Hurst DP, Reggio PH, Wiley JL, Martin BR . 3-Indolyl-1-naphthylmethanes: new cannabimimetic indoles provide evidence for aromatic stacking interactions with the CB(1) cannabinoid receptor . Bioorganic & Medicinal Chemistry . 11 . 4 . 539–49 . February 2003 . 12538019 . 10.1016/S0968-0896(02)00451-0 . 29107765 .
  11. Martin BR, Jefferson R, Winckler R, Wiley JL, Huffman JW, Crocker PJ, Saha B, Razdan RK. Manipulation of the tetrahydrocannabinol side chain delineates agonists, partial agonists, and antagonists. J Pharmacol Exp Ther. 1999 Sep;290(3):1065-79.
  12. Howlett AC, Barth F, Bonner TI, Cabral G, Casellas P, Devane WA, Felder CC, Herkenham M, Mackie K, Martin BR, Mechoulam R, Pertwee RG . International Union of Pharmacology. XXVII. Classification of cannabinoid receptors . Pharmacological Reviews . 54 . 2 . 161–202 . June 2002 . 12037135 . 10.1124/pr.54.2.161 . 8259002 .
  13. Huffman JW, Padgett LW, Isherwood ML, Wiley JL, Martin BR . 1-Alkyl-2-aryl-4-(1-naphthoyl)pyrroles: new high affinity ligands for the cannabinoid CB1 and CB2 receptors . Bioorganic & Medicinal Chemistry Letters . 16 . 20 . 5432–5 . October 2006 . 16889960 . 10.1016/j.bmcl.2006.07.051 .
  14. Marriott KS, Huffman JW . Recent advances in the development of selective ligands for the cannabinoid CB(2) receptor . Current Topics in Medicinal Chemistry . 8 . 3 . 187–204 . 2008 . 18289088 . 10.2174/156802608783498014 .
  15. Huffman JW, Szklennik PV, Almond A, Bushell K, Selley DE, He H, Cassidy MP, Wiley JL, Martin BR . 1-Pentyl-3-phenylacetylindoles, a new class of cannabimimetic indoles . Bioorganic & Medicinal Chemistry Letters . 15 . 18 . 4110–3 . September 2005 . 16005223 . 10.1016/j.bmcl.2005.06.008 .
  16. Huffman JW, Bushell SM, Miller JR, Wiley JL, Martin BR . 1-Methoxy-, 1-deoxy-11-hydroxy- and 11-hydroxy-1-methoxy-Delta(8)-tetrahydrocannabinols: new selective ligands for the CB2 receptor . Bioorganic & Medicinal Chemistry . 10 . 12 . 4119–29 . December 2002 . 12413866 . 10.1016/s0968-0896(02)00331-0.
  17. Synthesis and pharmacology of 1-alkyl-3-(1-naphthoyl)indoles: Steric and electronic effects of 4- and 8-halogenated naphthoyl substituents. Bioorganic & Medicinal Chemistry. 20. 6. 2067–2081. 2012. Wiley JL, Smith VJ, Chen J, Martin BR, Huffman JW . 10.1016/j.bmc.2012.01.038. 22341572. 3298571.
  18. Book: 10.1007/978-1-59745-503-9 . The Cannabinoid Receptors . The Receptors . 2009 . 978-1-58829-712-9 .