3'-Hydroxy-THC

3'-Hydroxy-THC

Identifiers
IUPAC name (6aR,10aR)-3-[(3S)-3-hydroxypentyl]-6,6,9-trimethyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol
CAS Number	58434-44-9
PubChem CID	101594562
ChemSpider	23130105
Chemical and physical data
Formula	C21H30O3
Molar mass	330.468 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC[C@H](O)CCc1cc2OC(C)(C)[C@@H]3CCC(C)=C[C@H]3c2c(O)c1
InChI InChI=1S/C21H30O3/c1-5-15(22)8-7-14-11-18(23)20-16-10-13(2)6-9-17(16)21(3,4)24-19(20)12-14/h10-12,15-17,22-23H,5-9H2,1-4H3/t15?,16-,17-/m1/s1 Key:GWSPOZKXWMVVEN-YJEKIOLLSA-N

3'-Hydroxy-THC (3'-OH-Δ⁹-THC) is a minor active metabolite of THC, the main psychoactive component of cannabis. It is one of a number of metabolites of THC hydroxylated on the pentyl side chain, but while the other side-chain hydroxyl isomers are much weaker or inactive, the S enantiomer of 3'-OH-THC is several times more potent than THC itself, and while it is produced in smaller amounts than other active metabolites such as 11-Hydroxy-THC and 8,11-Dihydroxy-THC, it is thought to contribute to the overall pharmacological profile of cannabis.^{[1][2][3][4][5]}

See also

• 1,2-Didehydro-3-oxo-THCO
• 7-Hydroxycannabidiol
• 11-Hydroxy-Delta-8-THC
• 11-Nor-9-carboxy-THC

References

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