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N-(3-Methoxybenzyl)(9Z,12Z,15Z)-octadeca-9,12,15-trienamide is a natural product
N-(3-Methoxybenzyl)(9Z,12Z,15Z)-octadeca-9,12,15-trienamide is a natural product
规格 | 价格 | 库存 | 数量 |
---|---|---|---|
20 mg | ¥ 3,850 | 5日内发货 | |
1 mL x 10 mM (in DMSO) | ¥ 2,550 | 5日内发货 |
产品描述 | N-(3-Methoxybenzyl)(9Z,12Z,15Z)-octadeca-9,12,15-trienamide is a natural product |
体外活性 | Herein, the isolation of seven NAAs and the assessment of their effects on major protein targets in the ECS network are reported. Four NAAs, octadeca-2E,4E,8E,10Z,14Z-pentaene-12-ynoic acid isobutylamide (1), octadeca-2E,4E,8E,10Z,14Z-pentaene-12-ynoic acid 2'-methylbutylamide (2), hexadeca-2E,4E,9Z-triene-12,14-diynoic acid isobutylamide (3), and hexadeca-2E,4E,9,12-tetraenoic acid 2'-methylbutylamide (4), were identified from Heliopsis helianthoides var. scabra. Compounds 2-4 are new natural products, while 1 was isolated for the first time from this species. The previously described macamides, N-(3-methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide (N-(3-Methoxybenzyl)(9Z,12Z,15Z)-octadeca-9,12,15-trienamide, 5), N-benzyl-(9Z,12Z,15Z)-octadecatrienamide (6), and N-benzyl-(9Z,12Z)-octadecadienamide (7), were isolated from Lepidium meyenii (Maca). N-Methylbutylamide 4 and N-benzylamide 7 showed submicromolar and selective binding affinities for the cannabinoid CB1 receptor (Ki values of 0.31 and 0.48 μM, respectively). Notably, compound 7 also exhibited weak fatty acid amide hydrolase (FAAH) inhibition (IC50 = 4 μM) and a potent inhibition of anandamide cellular uptake (IC50 = 0.67 μM) that was stronger than the inhibition obtained with the controls OMDM-2 and UCM707. The pronounced ECS polypharmacology of compound 7 highlights the potential involvement of the arachidonoyl-mimicking 9Z,12Z double-bond system in the linoleoyl group for the overall cannabimimetic action of NAAs. |
别名 | 玛卡酰胺 5, N-间氧基苄基-9顺-12顺-15顺-亚麻酸酰胺(玛卡酰胺 5) |
分子量 | 397.603 |
分子式 | C26H39NO2 |
CAS No. | 383715-23-9 |
密度 | no data available |
存储 | Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice. |
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