TABLE 6

Cannabinoids, endogenous lipids, and synthetic CB₁ and/or CB₂ receptor ligands that interact with TRP receptors

Compound	TRPV1		TRPV2	TRPM8	TRPA1
Compound	Calcium Assay or Mesenteric Artery Tension	Currents by Patch Clamp	TRPV2	TRPM8	TRPA1
Anandamide	EC₅₀ = 1.15 μM^{^a}; EC₅₀ = 0.63 μM^{^b}; EC₅₀ = 0.16 μM^{^c} (rat TRPV1)	EC₅₀ = 4.9 μM^{^d}; EC₅₀ = 2.5 μM^{^e}	N.E. at 100 μM^{^f}	IC₅₀ = 0.15 μM (HEK293 cells) or 10 μM (DRG neurons) (vs. icilin); IC₅₀ = 3.1 μM (vs. menthol in HEK293 cells)^{^g,^h}	EC₅₀ = 4.9 μM^ⁱ
2-AG	N.E. at 10 μM^{^b}; EC₅₀ = 8.4 μM^{^f}	N.T.	N.E. at 100 μM^{^f}	N.E.	N.T.
NADA	EC₅₀ = 26 nM^{^b}	EC₅₀ = 1.6 μM (DRG); 794 nM (TG)^{^j}	N.T.	IC₅₀ = 0.7 μM (vs. icilin); IC₅₀ = 2.0 μM (vs. menthol)^{^g}	N.E. at 10 μM^{^k}
OEA	EC₅₀ = 3.7 μM^{^l}; EC₅₀ = 0.4 μM^{^c}	EC₅₀ = 6.3 μM^{^c}	N.T.	N.T.	N.T.
Δ⁹-THC	N.E. at 100 μM^{^f}	N.T.	EC₅₀ = 15.5 μM^{^f}	IC₅₀ = 0.16 μM (vs. icilin); IC₅₀ = 0.15 μM (vs. menthol)^{^h}	EC₅₀ = 12 ± 2 μM^{^m}; EC₅₀ = 32.3 μM^{^f}; EC₅₀ = 0.23 μM^{^h} in HEK293 cells
HU-210	EC₅₀ = 1.2 μM but very low maximal effect^{^b}; no effect at 100 μM^{^f}	N.T.	Slight agonism at 100 μM^{^f}	N.T.	N.E. at 100 μM^{^f}
CP55940	N.E. at 100 μM^{^f}	N.T.	Slight effect at 100 μM^{^f}	N.T.	Slight effect at 100 μM^{^f}
R-(+)-WIN55212	Slight effect at 100 μM^{^f}	N.T.	N.E. at 100 μM^{^f}	N.T.	EC₅₀ = 9.8 μM^{^f}
Rimonabant	Antagonist 1–5 μM^ⁿ	N.T.	N.T.	IC₅₀ = 52.3 nM vs. icilin; no effect vs menthol^{^g}	N.T.
JWH-015	EC₅₀ = 41.2 μM^{^f}	N.T.	N.E. at 100 μM^{^f}	N.T.	Slight effect at 100 μM^{^f}
Cannabidiol	EC₅₀ = 3.5 μM (human)^{^o}; very little effect (rat)^{^f}	N.T.	EC₅₀ = 3.7 μM^{^f}	IC₅₀ = 80 nM (vs. icilin); IC₅₀ = 0.14 μM (vs. menthol)^{^h}	>10 μM^{^m}; EC₅₀ = 96 nM^{^h} in HEK293 cells; EC₅₀ = 81.4 μM^{^f}
Cannabinol	N.E. at 100 μM^{^f}	N.T.	EC₅₀ = 77.7 μM^{^f}	IC₅₀ = 0.21 μM (vs. icilin)^{^k}	>10 μM^{^m}; very little effect at 100 μM^{^f}; EC₅₀ = 0.18 μM in HEK293 cells^{^k}
Cannabichromene	EC₅₀ >50 μM^{^p}	N.T.	N.T.	40 μM (vs. icilin)^{^k}	EC₅₀ = 60 nM^{^h}
Cannabigerol	EC₅₀ = 11.5 μM^{^p}	N.T.	N.T.	IC₅₀ = 0.14 μM (vs. icilin); IC₅₀ = 0.16 μM (vs. menthol)^{^h}	EC₅₀ = 3.4 μM^{^h}

N.E., no effect; N.T., not tested; NADA, N-arachidonoyl dopamine; OEA, oleoyl ethanolamide; TG, trigeminal ganglia.
↵a Smart et al., 2000.
↵b De Petrocellis et al., 2000.
↵c Movahed et al., 2005.
↵d Zygmunt et al., 1999.
↵e Roberts et al., 2002.
↵f Qin et al., 2008.
↵g De Petrocellis et al., 2007.
↵h De Petrocellis et al., 2008.
↵i De Petrocellis and Di Marzo, 2009.
↵j McDonald et al., 2008.
↵k L. De Petrocellis and V. Di Marzo, unpublished observations.
↵l Appendino et al., 2009.
↵m Jordt et al., 2004.
↵n De Petrocellis et al., 2001.
↵o Bisogno et al., 2001.
↵p Ligresti et al., 2006.