Delta-4-Tetrahydrocannabinol

Delta-4-Tetrahydrocannabinol (Delta-4-THC, Δ4-THC, Δ6a(7)-THC) is a synthetic isomer of tetrahydrocannabinol, developed in the 1970s during research to develop improved synthetic routes to the natural forms Δ8-THC and Δ9-THC. Only the (9R, 10aR) enantiomer has been synthesised, though other isomers are possible.[1][2]

Delta-4-Tetrahydrocannabinol
Identifiers
IUPAC name
  • (9R,10aR)-6,6,9-trimethyl-3-pentyl-8,9,10,10a-tetrahydrobenzo[c]chromen-1-ol
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC21H30O2
Molar mass314.469 g·mol−1
3D model (JSmol)
SMILES
  • CCCCCC1=CC(=C2[C@@H]3C[C@@H](CC=C3C(OC2=C1)(C)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/h10,12-14,16,22H,5-9,11H2,1-4H3/t14-,16-/m1/s1
  • Key:UQOUHXDCXBITSF-GDBMZVCRSA-N

See also

References
  1. Arnone A, Merlini L, Servi S (1975). "Hashish: Synthesis of (+)-Δ4-tetrahydrocannabinol". Tetrahedron. 31 (24): 3093–3096. doi:10.1016/0040-4020(75)80154-2.
  2. WHO Expert Committee on Drug Dependence Critical Review. Isomers of THC (PDF) (Report). World Health Organization. 2018.
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