Tetrahydrocannabihexol (Δ9-THCH, Δ9-Parahexyl, n-Hexyl-Δ9-THC) is a phytocannabinoid, the hexyl homologue of tetrahydrocannabinol (THC) which was first isolated from Cannabis plant material in 2020 along with the corresponding hexyl homologue of cannabidiol,[1][2] though it had been known for several decades prior to this as an isomer of the synthetic cannabinoidparahexyl.[3] Another isomer Δ8-THCH is also known as a synthetic cannabinoid under the code number JWH-124,[4][5] though it is unclear whether this occurs naturally in Cannabis, but likely is due to Δ8-THC itself being a degraded form of Δ9-THC. THC-Hexyl can be synthesized from 4-hexylresorcinol and was studied by Roger Adams as early as 1942.[6]
^Linciano P, Citti C, Russo F, Tolomeo F, Laganà A, Capriotti AL, et al. (December 2020). "Identification of a new cannabidiol n-hexyl homolog in a medicinal cannabis variety with an antinociceptive activity in mice: cannabidihexol". Scientific Reports. 10 (1): 22019. Bibcode:2020NatSR..1022019L. doi:10.1038/s41598-020-79042-2. PMC7744557. PMID 33328530.
^Radwan MM, Chandra S, Gul S, ElSohly MA (May 2021). "Cannabinoids, Phenolics, Terpenes and Alkaloids of Cannabis". Molecules. 26 (9): 2774. doi:10.3390/molecules26092774. PMC8125862. PMID 34066753.
^Brown NK, Harvey DJ (1988). "Metabolism of n-hexyl-homologues of delta-8-tetrahydrocannabinol and delta-9-tetrahydrocannabinol in the mouse". European Journal of Drug Metabolism and Pharmacokinetics. 13 (3): 165–76. doi:10.1007/BF03189936. PMID 2853671. S2CID 10612593.
^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): 1065–79. PMID 10454479.
^Bow EW, Rimoldi JM (2016). "The Structure-Function Relationships of Classical Cannabinoids: CB1/CB2 Modulation". Perspectives in Medicinal Chemistry. 8: 17–39. doi:10.4137/PMC.S32171. PMC4927043. PMID 27398024.
^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.
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tetrahydrocannabihexol, thch, parahexyl, hexyl, phytocannabinoid, hexyl, homologue, tetrahydrocannabinol, which, first, isolated, from, cannabis, plant, material, 2020, along, with, corresponding, hexyl, homologue, cannabidiol, though, been, known, several, de. Tetrahydrocannabihexol D9 THCH D9 Parahexyl n Hexyl D9 THC is a phytocannabinoid the hexyl homologue of tetrahydrocannabinol THC which was first isolated from Cannabis plant material in 2020 along with the corresponding hexyl homologue of cannabidiol 1 2 though it had been known for several decades prior to this as an isomer of the synthetic cannabinoid parahexyl 3 Another isomer D8 THCH is also known as a synthetic cannabinoid under the code number JWH 124 4 5 though it is unclear whether this occurs naturally in Cannabis but likely is due to D8 THC itself being a degraded form of D9 THC THC Hexyl can be synthesized from 4 hexylresorcinol and was studied by Roger Adams as early as 1942 6 TetrahydrocannabihexolIdentifiersIUPAC name 6aR 10aR 3 hexyl 6 6 9 trimethyl 6a 7 8 10a tetrahydrobenzo c chromen 1 olCAS Number36482 24 3PubChem CID161906ChemSpider142196CompTox Dashboard EPA DTXSID90957796Chemical and physical dataFormulaC 22H 32O 2Molar mass328 496 g mol 13D model JSmol Interactive imageSMILES CCCCCCC1 CC C2 C H 3C C CC C H 3C OC2 C1 C C C OInChI InChI 1S C22H32O2 c1 5 6 7 8 9 16 13 19 23 21 17 12 15 2 10 11 18 17 22 3 4 24 20 21 14 16 h12 14 17 18 23H 5 11H2 1 4H3 t17 18 m1 s1Key DMJVNNFBMZZLFB QZTJIDSGSA N Cannabidihexol CBDH 2552798 21 5 1 JWH 124 D8 THCH 20622 30 4 2 See also editCannabidiphorol Hexahydrocannabihexol Tetrahydrocannabiorcol Tetrahydrocannabivarin Tetrahydrocannabutol TetrahydrocannabiphorolReferences edit Linciano P Citti C Russo F Tolomeo F Lagana A Capriotti AL et al December 2020 Identification of a new cannabidiol n hexyl homolog in a medicinal cannabis variety with an antinociceptive activity in mice cannabidihexol Scientific Reports 10 1 22019 Bibcode 2020NatSR 1022019L doi 10 1038 s41598 020 79042 2 PMC 7744557 PMID 33328530 Radwan MM Chandra S Gul S ElSohly MA May 2021 Cannabinoids Phenolics Terpenes and Alkaloids of Cannabis Molecules 26 9 2774 doi 10 3390 molecules26092774 PMC 8125862 PMID 34066753 Brown NK Harvey DJ 1988 Metabolism of n hexyl homologues of delta 8 tetrahydrocannabinol and delta 9 tetrahydrocannabinol in the mouse European Journal of Drug Metabolism and Pharmacokinetics 13 3 165 76 doi 10 1007 BF03189936 PMID 2853671 S2CID 10612593 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 79 PMID 10454479 Bow EW Rimoldi JM 2016 The Structure Function Relationships of Classical Cannabinoids CB1 CB2 Modulation Perspectives in Medicinal Chemistry 8 17 39 doi 10 4137 PMC S32171 PMC 4927043 PMID 27398024 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 nbsp This cannabinoid related article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Tetrahydrocannabihexol amp oldid 1216554945, wikipedia, wiki, book, books, library,
