9-Hydroxyhexahydrocannabinol

9-Hydroxyhexahydrocannabinol
Identifiers
	IUPAC name (6aR,10aR)-6,6,9-trimethyl-3-pentyl-7,8,10,10a-tetrahydro-6aH-benzo[c]chromene-1,9-diol;
CAS Number	36028-45-2 ; 52522-56-2;
PubChem CID	71579182;
ChemSpider	148443;
Chemical and physical data
Formula	C21H32O3
Molar mass	332.484 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCC1=CC(=C2C3CC(CCC3C(OC2=C1)(C)C)(C)O)O;
	InChI 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 1/10 the potency of Δでるた⁹-THC, with the 9αあるふぁ- and 9βべーた- enantiomers having around the same potency.^[2]

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. S2CID 23939720.

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[pmid22740-1] 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.

[pmid1806940-2] 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. S2CID 23939720.

[1]

[2]

See also

References