Fatty Amides

Prostaglandin E2 Ethanolamide (PGE₂-EA), an analog of PGE2, can be formed enzymatically following COX-2 oxygenation of endocannabinoids. Prostaglandin E2 Ethanolamide (PGE₂-EA) could modulate the production of the proinflammatory cytokine TNF-α in human blood and human monocytic cells.

Asukamycin, a manumycin-type metabolite, could be isolated from Streptomyces nodosus subsp. asukaensis. Asukamycin is an antibiotic and has antimicrobial activity. Asukamycin inhibits growth of various tumor cell lines.

N-3-Oxo-tetradecanoyl-L-homoserine lactone (oxo-C14-HSL) is a rhizobacterial inducer and can improve basic defense against nematodes.

N-Benzyloctadecanamide (N-Benzylstearamide) is a macamide, a distinct class of secondary metabolites in Lepidium meyenii Walp. (Maca).

N-Benzyllinoleamide can be isolated from Lepidium meyenii Walp., has pharmaceutical property against exercise-induced fatigue.

N-​Benzyllinolenamide is a natural macamide isolated from Lepidium meyenii, acts as an inhibitor of fatty acid amide hydrolase (FAAH) with an IC₅₀ of 41.8 μM.

(±)17(18)-EpETE-ethanolamide (17,18-EEQ-EA) (compound 17) is an ω-3 endocannabinoid epoxide with cytokine modulation in neuroinflammation studies, antiangiogenic effects in vascular endothelial cells, and vasodilatory effects on coronary arteries.

Termitomycamide E is a fatty acid amide that can suppress endoplasmic reticulum stress. Termitomycamide E shows significant protective activity against T. titanicus-toxicity.

N-(3-Oxopentanoyl)-L-homoserine lactone is an autoinducer, a kind of chemical signal molecule which passively diffuses across the bacterial envelope and accumulates intracellularly at high bacterial densities. It may bind to a protein related to the LuxR protein of V. fischeri and causes cell density-dependent gene expression. N-(3-Oxopentanoyl)-L-homoserine can be used for research of quorum sensing.

3-Oxo-C16:1 could induce changes in root protein production in the model legume Medicago truncatula. 3-Oxo-C16:1 is an unsaturated 16-carbon AHL utilized by species such as S. meliloti and Agrobacterium vitus.

Succinamide is an amide derivative of succinic acid. Succinamide is the parent compound of some anticonvulsant drugs, proteins, plastic adhesives. Succinamide can be used in biochemical experiments and in the synthesis of other compounds.

Valeramide (Pentanimidic acid) is an important raw material for organic synthesis, which is produced by ammonolysis of Caproamide. Valeramide can be used to make polyamides, amide resins, preservatives and nylon fibers.

Myristoyl ethanolamide (N-Myristoylethanolamine) is a class of N-acylserinol compounds.

Anandamide (AEA) is an endogenous cannabinoid that binds to both central cannabinoid (CB1) and peripheral cannabinoid (CB2) receptors. The biological actions of AEA are terminated by cellular uptake and hydrolysis of the amide bond by the enzyme fatty acid amide hydrolase. Arachidonoyl-N,N-dimethyl amide is an analog of anandamide that exhibits weak or no binding to the human central cannabinoid (CB1) receptor (Ki >1 μM). It inhibits rat glial gap junction cell-cell communication 100% at a concentration of 50 μM.

Heptadecanoyl ethanolamide is an endogenous cannabinoid. Heptadecanoyl ethanolamide is a synthetic analog of PEA which incorporates an odd-numbered (17-carbon) fatty acid chain.

N-3-Oxo-hexadecanoyl-L-Homoserine lactone (3-Oxo-C16-AHL) is a signaling molecule to coordinate group behaviors at high densities in many bacteria. N-3-Oxo-hexadecanoyl-L-Homoserine lactone adsorbs to and promotes the remodeling of lipid membranes in ways that could underpin cell-cell or host-cell interactions.

13(S)HODE Ethanolamide is a eicosanoid.

(±)19(20)-EDP ethanolamide (19,20-DHEA epoxide) (compound 19) is an ω-3 endocannabinoid epoxide with cytokine modulation in neuroinflammation studies, antiangiogenic effects in vascular endothelial cells, and vasodilatory effects on coronary arteries.

Met-F-AEA is a metabolically stable anandamine analogue. Met-F-AEA inhibits cell growth by activating apoptosis. Met-F-AEA has antitumor activity.

N-(3-Hydroxy-9Z-octadecenoyl) glycine is a long-chain fatty acid and amino acid conjugate.