10-Hydroxy-THC

10-Hydroxy-THC
Identifiers
	IUPAC name (6aR,10R,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,10,10a-tetrahydrobenzo[c]chromene-1,10-diol;
CAS Number	24902-23-6;
PubChem CID	102506267;
ChemSpider	58828755;
ChEMBL	ChEMBL3586106;
Chemical and physical data
Formula	C21H30O3
Molar mass	330.468 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCC1=CC(=C2[C@H]3[C@@H](CC=C([C@@H]3O)C)C(OC2=C1)(C)C)O;
	InChI InChI=1S/C21H30O3/c1-5-6-7-8-14-11-16(22)19-17(12-14)24-21(3,4)15-10-9-13(2)20(23)18(15)19/h9,11-12,15,18,20,22-23H,5-8,10H2,1-4H3/t15-,18-,20+/m1/s1; Key:KQQMZTULVOWZJR-ZTNFWEORSA-N;

10-Hydroxy-THC (10α-OH-Δ⁸-THC) is a phytocannabinoid, identified in trace amounts as a component of Cannabis sativa in 2015. It has two epimers, 10α-THC and 10β-THC, of which the α epimer is the pharmacologically active component with similar or slightly higher potency compared to THC itself, while the β epimer is around 100x weaker in vitro and only partially substituted for THC in animal tests.^[1] It can also be made synthetically, and has been sold as a designer drug.

References

^ Radwan MM, ElSohly MA, El-Alfy AT, Ahmed SA, Slade D, Husni AS, et al. (June 2015). "Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa". Journal of Natural Products. 78 (6): 1271–1276. Bibcode:2015JNAtP..78.1271R. doi:10.1021/acs.jnatprod.5b00065. PMC 4880513. PMID 26000707.

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[Radwan_2015-1] Radwan MM, ElSohly MA, El-Alfy AT, Ahmed SA, Slade D, Husni AS, et al. (June 2015). "Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa". Journal of Natural Products. 78 (6): 1271–1276. Bibcode:2015JNAtP..78.1271R. doi:10.1021/acs.jnatprod.5b00065. PMC 4880513. PMID 26000707.

[1]

See also

References