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Synthetic cannabinoid
9-Hydroxyhexahydrocannabinol
(6aR,10aR)-6,6,9-trimethyl-3-pentyl-7,8,10,10a-tetrahydro-6aH-benzo[c]chromene-1,9-diol
CAS Number PubChem CID ChemSpider Formula C 21 H 32 O 3 Molar mass 332.484 g·mol−1 3D model (JSmol )
CCCCCC1=CC(=C2C3CC(CCC3C(OC2=C1)(C)C)(C)O)O
InChI=1S/C21H32O3/c1-5-6-7-8-14-11-17(22)19-15-13-21(4,23)10-9-16(15)20(2,3)24-18(19)12-14/h11-12,15-16,22-23H,5-10,13H2,1-4H3/t15-,16-,21?/m1/s1
Key:KSGRDIFQZVURIF-BLRYKZMTSA-N
9-Hydroxyhexahydrocannabinol (9-OH-HHC ) is a semi-synthetic derivative of tetrahydrocannabinol . It is formed as an impurity in the synthesis of Delta-8-THC ,[1] and retains activity in animal studies though with only around 1/10th the potency of Δ9 -THC, with the 9α- and 9β- enantiomers having around the same potency.[2]
See also [ ]
References [ ]
^ Garrett ER, Gouyette AJ, Roseboom H (January 1978). "Stability of tetrahydrocannabinols II". Journal of Pharmaceutical Sciences . 67 (1): 27–32. doi :10.1002/jps.2600670108 . PMID 22740 .
^ Reggio PH, McGaughey GB, Odear DF, Seltzman HH, Compton DR, Martin BR (November 1991). "A rational search for the separation of psychoactivity and analgesia in cannabinoids". Pharmacology, Biochemistry, and Behavior . 40 (3): 479–86. doi :10.1016/0091-3057(91)90350-b . PMID 1806940 .
Cannabinoids
Phytocannabinoids
Cannabichromenes Cannabicyclols Cannabidiols Cannabielsoins Cannabigerols Cannabinols and cannabinodiols Cannabitriols Delta-8-tetrahydrocannabinols Delta-9-tetrahydrocannabinols
Delta-9-THC (THC)
THCH
THCP
THCV
Miscellaneous cannabinoids Active metabolites
Endocannabinoids
Arachidonoyl ethanolamide (AEA; anandamide)
2-Arachidonoylglycerol (2-AG)
2-Arachidonyl glyceryl ether (2-AGE; noladin ether)
2-Oleoylglycerol (2-OG)
N-Arachidonoyl dopamine (NADA)
N-Arachidonylglycine (NAGly)
N-Arachidonoyl serotonin (AA-5-HT)
Docosatetraenoylethanolamide (DEA)
Lysophosphatidylinositol (LPI)
Oleamide
Oleoylethanolamide (OEA)
Palmitoylethanolamide (PEA)
RVD-Hpα
Stearoylethanolamide (SEA)
O-Arachidonoyl ethanolamine (O-AEA; virodhamine)
Synthetic cannabinoid receptor agonists / neocannabinoids
Classical cannabinoids (dibenzopyrans) Non-classical cannabinoids Adamantoylindoles Benzimidazoles Benzoylindoles Cyclohexylphenols Eicosanoids Hydrocarbons Indazole carboxamides Indazole-3- carboxamides Indole-3-carboxamides Indole-3-carboxylates Naphthoylindazoles Naphthoylindoles Naphthoylpyrroles Naphthylmethylindenes Naphthylmethylindoles Phenylacetylindoles Pyrazolecarboxamides Pyrrolobenzoxazines Quinolinyl esters Tetramethylcyclo- propanoylindazoles Tetramethylcyclo- propanoylindoles
A-796,260
A-834,735
FUB-144
UR-144
XLR-11
XLR-12
Tetramethylcyclo- propylindoles Others
Allosteric CBR ligands Endocannabinoid enhancers (inactivation inhibitors) Anticannabinoids (antagonists/inverse agonists/antibodies)
See also: Cannabinoid receptor modulators (cannabinoids by pharmacology)
List of: AM cannabinoids
JWH cannabinoids
Designer drugs § Synthetic cannabimimetics
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