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Chemical compound
Δ-7-Tetrahydrocannabinol
(6aR,9S,10aR)-6,6,9-trimethyl-3-pentyl-6a,9,10,10a-tetrahydrobenzo[c]chromen-1-ol
CAS Number
PubChem
CID
ChemSpider
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KEGG
CompTox Dashboard (
EPA )
Formula C 21 H 30 O 2
Molar mass 314.469 g·mol−1 3D model (
JSmol )
CCCCCC1=CC(=C2[C@@H]3C[C@@H](C=C[C@H]3C(OC2=C1)(C)C)C)O
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/h9-10,12-14,16-17,22H,5-8,11H2,1-4H3/t14-,16-,17-/m1/s1
Key:WWYMYGIVLCKTBL-DJIMGWMZSA-N
Δ-7-Tetrahydrocannabinol (Delta-5-THC , Δ5 -THC ; alternatively numbered as Δ-5-Tetrahydrocannabinol , Δ7 -THC ) is a synthetic isomer of
tetrahydrocannabinol . The (6aR,9S,10aR)-Δ7 -THC epimer is only slightly less potent than Δ9 -THC itself, while the (9R) enantiomer is much less potent.
[1]
[2]
See also
References
^ Mechoulam R, Ben-Zvi Z, Varconi H, Samuelov Y (1973). "Cannabinoid rearrangements: Synthesis of Δ5 -tetrahydrocannabinol". Tetrahedron . 29 (11): 1615–1619.
doi :
10.1016/S0040-4020(01)83406-2 .
^ Huffman JW, Banner WK, Zoorob GK, Joyner HH, Reggio PH, Martin BR, Compton DR (1995). "Stereoselective synthesis of the epimeric Δ7 -tetrahydrocannabinols". Tetrahedron . 51 (4): 1017–1032.
doi :
10.1016/0040-4020(94)00995-7 .
Phytocannabinoids (
comparison )
Cannabibutols Cannabichromenes Cannabicyclols Cannabidiols Cannabielsoins Cannabigerols Cannabiphorols Cannabinols Cannabitriols Cannabivarins Delta-8-tetrahydrocannabinols Delta-9-tetrahydrocannabinols Delta-10-Tetrahydrocannabinols Miscellaneous cannabinoids Active metabolites
Endocannabinoids
Synthetic cannabinoid receptor agonists / neocannabinoids
Classical cannabinoids (dibenzopyrans) Non-classical cannabinoids Adamantoylindoles Benzimidazoles Benzoylindoles Cyclohexylphenols
Eicosanoids
Hydrocarbons Indazole carboxamides Indazole-3- carboxamides Indole-3-carboxamides Indole-3-carboxylates Naphthoylindazoles
Naphthoylindoles Naphthoylpyrroles Naphthylmethylindenes Naphthylmethylindoles Phenylacetylindoles Pyrazolecarboxamides Pyrrolobenzoxazines Quinolinyl esters Tetramethylcyclo- propanoylindazoles Tetramethylcyclo- propanoylindoles Tetramethylcyclo- propylindoles Others
Allosteric
CBR Tooltip Cannabinoid receptor
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Endocannabinoid enhancers (inactivation inhibitors)
Anticannabinoids (antagonists/inverse agonists/antibodies)