|CompTox Dashboard (EPA)|
|Chemical and physical data|
|Molar mass||300.442 g·mol−1|
|3D model (JSmol)|
|(what is this?)|
Δ9-Tetrahydrocannabutol (tetrahydrocannabinol-C4, THC-C4, Δ9-THCB, (C4)-Δ9-THC, butyl-THC) is a homologue of tetrahydrocannabinol (THC), the active component of cannabis. They are only different by the pentyl side chain being replaced by a butyl side chain. Δ9-THCB, showed an affinity for the human CB1 (Ki = 15 nM) and CB2 receptors (Ki = 51 nM) comparable to that of Δ9-THC. The formalin test in vivo was performed on Δ9-THCB in order to reveal possible analgesic and anti-inflammatory properties. The tetrad test in mice showed a partial agonistic activity of Δ9-THCB toward the CB1 receptor. The propyl analog, THCV, is a cannabinoid receptor type 1 and cannabinoid receptor type 2 antagonist, while THC is a CB1 agonist. THCB has rarely been isolated from cannabis samples, but appears to be less commonly present than THC or THCV. It is metabolised in a similar manner to THC. Similarly to THC, it has 7 double bond isomers and 30 stereoisomers. The Δ8 isomer is known as a synthetic cannabinoid under the code name JWH-130, and the ring-opened analogue cannibidibutol is also known.
THCB is not scheduled internationally under the Convention on Psychotropic Substances, but may be controlled under analogue law in some individual jurisdictions as a homologue of THC.
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