Δ11-Tetrahydrocannabinol

Δ¹¹-Tetrahydrocannabinol (delta-11-THC, exo-THC, Δ¹¹-THC, Δ⁹⁽¹¹⁾-THC, exo-tetrahydrocannabinol) is a rare isomer of tetrahydrocannabinol (Δ⁹-THC), developed in the 1970s. It can be synthesized from Δ⁸-THC by several different routes,^[1][2][3] though only the (6aR, 10aR) enantiomer is known.

Other namesDelta-11-THC, Exo-THC, Δ¹¹-THC, Δ⁹⁽¹¹⁾-THC, exo-Tetrahydrocannabinol

ATC code

• None

CAS Number

• 16849-44-8
  27179-28-8

PubChem CID

• 167577

Quick facts Clinical data, Other names ...

Δ¹¹-Tetrahydrocannabinol

Clinical data
Other names	Delta-11-THC, Exo-THC, Δ11-THC, Δ9(11)-THC, exo-Tetrahydrocannabinol
ATC code	None
Identifiers
IUPAC name (6aR,10aR)-6,6-dimethyl-9-methylidene-3-pentyl-7,8,10,10a-tetrahydro-6aH-benzo[c]chromen-1-ol
CAS Number	16849-44-8 27179-28-8
PubChem CID	167577
Chemical and physical data
Formula	C21H30O2
Molar mass	314.469 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCCCCC1=CC(=C2[C@@H]3CC(=C)CC[C@H]3C(OC2=C1)(C)C)O
InChI InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h12-13,16-17,22H,2,5-11H2,1,3-4H3/t16-,17-/m1/s1 Key:AOYYFUGUUIRBML-IAGOWNOFSA-N

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In recent studies in 2022 it was found to "significantly reduce" the effects of Δ⁹-THC and has been suggested to act as a CB₁ receptor antagonist in humans, with the cited study showing "one partial success in the quest for an antagonist is the fact that D9,11-THC was found to significantly reduce the effect of D9-THC"^[4] and did not substitute for Δ⁹-THC in rhesus monkeys.^[5][6] It has been identified as a component of grey market vaping liquids sold for use in humans.^[7] Δ¹¹-THC has been identified as an impurity found in pharmaceutical dronabinol.^[8][9]