8,11-Dihydroxytetrahydrocannabinol

8,11-Dihydroxytetrahydrocannabinol
Identifiers
  • (6aR,8R,10aR)-9-(Hydroxymethyl)-6,6-dimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-1,8-diol
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H30O4
Molar mass346.467 g·mol−1
3D model (JSmol)
  • CCCCCc1cc2OC(C)(C)[C@@H]3C[C@@H](O)C(=C[C@H]3c2c(O)c1)CO
  • InChI=1S/C21H30O4/c1-4-5-6-7-13-8-18(24)20-15-10-14(12-22)17(23)11-16(15)21(2,3)25-19(20)9-13/h8-10,15-17,22-24H,4-7,11-12H2,1-3H3/t15-,16-,17-/m1/s1
  • Key:XTDYIISRNODHHT-BRWVUGGUSA-N

8,11-Dihydroxytetrahydrocannabinol (8β,11-diOH-Δ9-THC) is an active metabolite of THC, the main active component of cannabis. The 8β enantiomer retains psychoactive effects in animal studies with only slightly lower potency than THC, while the 8α enantiomer is much weaker. Both enantiomers have a shorter half-life in the body than 11-hydroxy-THC, making 8,11-dihydroxy-THC potentially useful for drug testing to distinguish between recent cannabis use and use longer in the past.