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. 2017 Jan 16;174(11):1464–1483. doi: 10.1111/bph.13676

Table 1.

Phytochemicals in diet that may modulate the ECS

Plant secondary metabolite Chemical structure Dietary origin Target/effect Potency (IC50, K i)/efficacy In vivo evidence Selected references
BCP

(1).

chemical structure image

Most widespread, numerous food plants, spices CB2 receptor agonist ~200 nM/partial (in vitro), full (in vivo) strong Gertsch et al., 2008; Horváth et al., 2012; Klauke et al., 2014
DIM

(2).

chemical structure image

Brassicaceae vegetables CB2 receptor agonist ~1 μM/partial missing Yin et al., 2009
Falcarinol

(3).

chemical structure image

Apiaceae, carrots (Daucus carrota), ginseng CB1 receptor inverse agonist ~200 nM/full missing (indirect) Leonti et al., 2010
Macamide

(4).

chemical structure image

Macca (Lepidium meyenii) AEA reuptake inhibitor (CB1 binding) ~200 nM/partial missing Hajdu et al., 2014
Guineensine

(5).

chemical structure image

Piper spp., black pepper AEA reuptake inhibitor ~200 nM/full good Nicolussi et al., 2014
Biochanin A

(6).

chemical structure image

Soybeans (Glycine max), chickpeas (Cicer arietinum) FAAH1 inhibitor 0.5–2 μM/full some Thors et al., 2010
Genistein

(7).

chemical structure image

Fava beans (Vicia faba), lupin (Lupinus spp.), soy FAAH inhibitor/AEA uptake inhibitor 1–3 μM/full missing Thors et al., 2007; Thors et al., 2010
Daidzein

(8).

chemical structure image

Fava beans (Vicia faba), lupin (Lupinus spp.), soy FAAH inhibitor/AEA uptake inhibitor 2–4 μM/full missing Thors et al., 2007; Thors et al., 2010
Kaempferol

(9).

chemical structure image

Widespread in food plants FAAH inhibitor 2–4 μM missing Thors et al., 2008
β‐amyrin

(10).

chemical structure image

Widespread in vegetables MAGL/ABHD6/ABHD12 inhibitor ~1 μM/partial some Bento et al., 2011b; Chicca et al., 2012
Oleanolic acid

(11).

chemical structure image

Relatively widespread in food plants (olive oil) ABHD12 inhibitor ~1.5 μM/full some Parkkari et al., 2014
Ursolic acid

(12).

chemical structure image

Widespread in food plants ABHD12 inhibitor ~2 μM/partial missing Parkkari et al., 2014
Pristimerin

(13).

chemical structure image

Scarce in food, Celastraceae MAGL inhibitor 100 nM/full reversible missing King et al., 2009
Euphol

(14).

chemical structure image

Scarce in food MAGL inhibitor 300 nM/full reversible missing King et al., 2009
NAEs

(15).

chemical structure image

Present in higher plants, widespread in fresh food plants FAAH and NAAA inhibitors nM metabolized in vivo some Gachet et al., 2017; Petrosino and Di Marzo, 2017