Classification Term: 1783
N-acyl amines (ontology term: CHEMONTID:0001096)
Compounds containing a fatty acid moiety linked to an amine group through an ester linkage." []
found 43 associated metabolites at category metabolite taxonomy ontology rank level.
Ancestor: Fatty amides
Child Taxonomies: Fatty N-acylethanolamines
N-(2-Hydroxyisobutyl)-2,4,8,10,12-tetradecapentaenamide
C18H27NO2 (289.20416819999997)
Hydroxy-gamma-sanshool is found in herbs and spices. Hydroxy-gamma-sanshool is a constituent of Zanthoxylum piperitum (Japanese pepper tree) Constituent of Zanthoxylum subspecies N-(2-Hydroxyisobutyl)-2,4,8,10,12-tetradecapentaenamide is found in herbs and spices.
Ferrioxamine B
Ferrioxamine b belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Ferrioxamine b is considered to be a practically insoluble (in water) and relatively neutral molecule. Ferrioxamine b exists in all living organisms, ranging from bacteria to humans.
Macamide B
N-benzylhexadecanamide is a macamide resulting from the formal condensation of the carboxy group of hexadecanoic acid with benzylamine. A moderate inhibitor of fatty acid amide hydrolase. It has a role as a neuroprotective agent, a plant metabolite and an EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor. It is a secondary carboxamide and a macamide. It is functionally related to a hexadecanoic acid and a benzylamine. N-benzylpalmitamide is a natural product found in Lepidium meyenii with data available. See also: Lepidium meyenii root (part of). A macamide resulting from the formal condensation of the carboxy group of hexadecanoic acid with benzylamine. A moderate inhibitor of fatty acid amide hydrolase. Macamide B is found in root vegetables. Macamide B is an alkaloid from the tubers of Lepidium meyenii (maca). Alkaloid from the tubers of Lepidium meyenii (maca). Macamide B is found in root vegetables. Macamide B (N-Benzylhexadecanamide; Macamide 1) is a macamide isolated from Lepidium meyenii, acts as an inhibitor of fatty acid amide hydrolase (FAAH). N-Benzylpalmitamide is a macamide isolated from Lepidium meyenii, acts as an inhibitor of fatty acid amide hydrolase (FAAH). N-Benzylpalmitamide is a macamide isolated from Lepidium meyenii, acts as an inhibitor of fatty acid amide hydrolase (FAAH).
Hydroxy-alpha-sanshool
(2E,6Z,8E,10Z)-N-(2-hydroxy-2-methylpropyl)dodeca-2,6,8,10-tetraenamide is a natural product found in Zanthoxylum bungeanum with data available. Hydroxy-alpha-sanshool is found in herbs and spices. Hydroxy-alpha-sanshool is a constituent of Zanthoxylum piperitum (Japanese pepper tree) Constituent of Zanthoxylum piperitum (Japanese pepper tree). Hydroxy-alpha-sanshool is found in herbs and spices. Hydroxy-α-sanshool is a transient receptor potential ankyrin 1 (TRPA1) and TRP vanilloid 1 (TRPV1) agonist with EC50s of 69 and 1.1 μM, respectively. Hydroxy-α-sanshool can be used for pain research[1][2]. Hydroxy-α-sanshool is a transient receptor potential ankyrin 1 (TRPA1) and TRP vanilloid 1 (TRPV1) agonist with EC50s of 69 and 1.1 μM, respectively. Hydroxy-α-sanshool can be used for pain research[1][2].
Lauroyl diethanolamide
C16H33NO3 (287.24603079999997)
Lauroyl diethanolamide is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]") It is used as a food additive .
2,4,12-Octadecatrienoic acid isobutylamide
2,4,12-Octadecatrienoic acid isobutylamide is an alkaloid from Piper retrofractum (Javanese long pepper Alkaloid from Piper retrofractum (Javanese long pepper).
(E,E)-2,4-Decadienoic isobutylamide
(E,E)-2,4-Decadienoic isobutylamide is found in herbs and spices. (E,E)-2,4-Decadienoic isobutylamide is a constituent of Achillea millefolium (yarrow) Constituent of Achillea millefolium (yarrow). (2E,4E)-Decadienoic isobutylamide is found in tarragon, herbs and spices, and pepper (spice).
N-Isobutyl-2,4,8-decatrienamide
N-Isobutyl-2,4,8-decatrienamide is found in herbs and spices. N-Isobutyl-2,4,8-decatrienamide is an alkaloid from the roots of Achillea millefolium (yarrow Alkaloid from the roots of Achillea millefolium (yarrow). N-Isobutyl-2,4,8-decatrienamide is found in herbs and spices.
2,4-Undecadiene-8,10-diynoic acid isobutylamide
2,4-Undecadiene-8,10-diynoic acid isobutylamide is found in herbs and spices. 2,4-Undecadiene-8,10-diynoic acid isobutylamide is isolated from Achillea millefolium (yarrow). Isolated from Achillea millefolium (yarrow). 2,4-Undecadiene-8,10-diynoic acid isobutylamide is found in herbs and spices.
Dehydrocarpaine II
Dehydrocarpaine II is found in fruits. Dehydrocarpaine II is an alkaloid from the leaves of Carica papaya (papaya
2,4,14-Eicosatrienoic acid isobutylamide
2,4,14-Eicosatrienoic acid isobutylamide is an alkaloid from Piper retrofractum (Javanese long pepper Alkaloid from Piper retrofractum (Javanese long pepper).
Solacaproine
Solacaproine is found in fruits. Solacaproine is an alkaloid from the roots of Cyphomandra betacea (tree tomato). Alkaloid from the roots of Cyphomandra betacea (tree tomato). Solacaproine is found in fruits.
Neopellitorine A
Neopellitorine A is found in herbs and spices. Neopellitorine A is an alkaloid from Artemisia dracunculus (tarragon). Alkaloid from Artemisia dracunculus (tarragon). Neopellitorine A is found in herbs and spices.
Torvoside C
Torvoside C is found in fruits. Torvoside C is a constituent of Solanum torvum (pea eggplant)
N-Isobutyl-2,4,8,10,12-tetradecapentaenamide
N-Isobutyl-2,4,8,10,12-tetradecapentaenamide is found in herbs and spices. N-Isobutyl-2,4,8,10,12-tetradecapentaenamide is a constituent of Zanthoxylum piperitum (Japanese pepper tree) and other Zanthoxylum species Constituent of Zanthoxylum piperitum (Japanese pepper tree) and other Zanthoxylum subspecies N-Isobutyl-2,4,8,10,12-tetradecapentaenamide is found in herbs and spices.
Pipericine
Constituent of the fruit of Piper nigrum (pepper). Pipericine is found in herbs and spices and pepper (spice). Pipericine is found in herbs and spices. Pipericine is a constituent of the fruit of Piper nigrum (pepper)
Herculin
Herculin is found in herbs and spices. Herculin is isolated from Zanthoxylum clava-herculis (Hercules club Isolated from Zanthoxylum clava-herculis (Hercules club). Herculin is found in herbs and spices.
Palmitoyl Serinol
C19H39NO3 (329.29297840000004)
2-Palmitoyl glycerol (2-PG) has been isolated along with the potent endocannabinoid 2-arachidonoyl glycerol (2-AG) from various tissues.1 Although 2-PG displays no intrinsic agonist activity on CB1 or CB2 receptors, it does potentiate the ability of 2-AG to inhibit adenylyl cyclase. 2-PG also potentiates the analgesic, hypokinetic, and anxiolytic effects of 2-AG in mice. This ?entourage? effect has been attributed to the ability of compounds such as 2-PG to inhibit reuptake and/or compete with the active endocannabinoids for access to inactivating enzymes such as FAAH and monoglyceride lipase.2,3 Palmitoyl serinol is a stable analog of 2-PG bearing an amide linkage in place of the labile glyceryl ester. This has the potential to enhance its ?entourage? activities as a result of a prolonged in vivo half-life. Palmitoyl serinol is also an analog of C-16 ceramide. Incubation of neuroblastoma cells with palmitoyl serinol causes apoptosis with an IC50 of approximately 80 ?M. [HMDB] 2-Palmitoyl glycerol (2-PG) has been isolated along with the potent endocannabinoid 2-arachidonoyl glycerol (2-AG) from various tissues.1 Although 2-PG displays no intrinsic agonist activity on CB1 or CB2 receptors, it does potentiate the ability of 2-AG to inhibit adenylyl cyclase. 2-PG also potentiates the analgesic, hypokinetic, and anxiolytic effects of 2-AG in mice. This "entourage" effect has been attributed to the ability of compounds such as 2-PG to inhibit reuptake and/or compete with the active endocannabinoids for access to inactivating enzymes such as FAAH and monoglyceride lipase.2,3 Palmitoyl serinol is a stable analog of 2-PG bearing an amide linkage in place of the labile glyceryl ester. This has the potential to enhance its "entourage" activities as a result of a prolonged in vivo half-life. Palmitoyl serinol is also an analog of C-16 ceramide. Incubation of neuroblastoma cells with palmitoyl serinol causes apoptosis with an IC50 of approximately 80 µM.
Arachidonoyl Serinol
C23H39NO3 (377.29297840000004)
2-Arachidonoyl glycerol (2-AG) has been isolated from porcine brain, and has been characterized as the natural endocannabinoid ligand for the CB1 receptor (PMID: 8954083, 9399597). Replacement of the sn-2 oxygen in the glycerol moiety of 2-AG with a nitrogen atom gives arachidonoyl serinol (PMID: 8893848). Arachidonoyl serinol is much more stable than 2-AG. However, it is at least a log less potent as a CB1 receptor agonist than 2-AG (PMID: 9399597). 2-Arachidonoyl glycerol (2-AG) has been isolated from porcine brain, and has been characterized as the natural endocannabinoid ligand for the CB1 receptor.1,2 Replacement of the sn-2 oxygen in the glycerol moiety of 2-AG with a nitrogen atom gives arachidonoyl serinol.3 Arachidonoyl serinol is much more stable than 2-AG. However, it is at least a log less potent as a CB1 receptor agonist than 2-AG. [HMDB]
Leukotriene B4 dimethylamide
C22H37NO3 (363.27732920000005)
Leukotriene B4 dimethylamide is a derivative of Leukotriene B4 (LTB4) and was shown to inhibit neutrophil degranulation induced by LTB4. LTB4 is the major metabolite in neutrophil polymorphonuclear leukocytes. Leukotrienes are metabolites of arachidonic acid derived from the action of 5-LO (5-lipoxygenase). The immediate product of 5-LO is LTA4 (leukotriene A4), which is enzymatically converted into either LTB4 (leukotriene B4) by LTA4 hydrolase or LTC4 (leukotriene C4) by LTC4 synthase. The regulation of leukotriene production occurs at various levels, including expression of 5-LO, translocation of 5-LO to the perinuclear region and phosphorylation to either enhance or inhibit the activity of 5-LO. Biologically active LTB4 is metabolized by w-oxidation carried out by specific cytochrome P450s (CYP4F) followed by beta-oxidation from the w-carboxy position and after CoA ester formation. (PMID: 6288032, 17623009)Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. Leukotriene B4 dimethylamide is a derivative of Leukotriene B4 (LTB4) and was shown to inhibit neutrophil degranulation induced by LTB4. LTB4 is the major metabolite in neutrophil polymorphonuclear leukocytes. Leukotrienes are metabolites of arachidonic acid derived from the action of 5-LO (5-lipoxygenase). The immediate product of 5-LO is LTA4 (leukotriene A4), which is enzymatically converted into either LTB4 (leukotriene B4) by LTA4 hydrolase or LTC4 (leukotriene C4) by LTC4 synthase. The regulation of leukotriene production occurs at various levels, including expression of 5-LO, translocation of 5-LO to the perinuclear region and phosphorylation to either enhance or inhibit the activity of 5-LO. Biologically active LTB4 is metabolized by w-oxidation carried out by specific cytochrome P450s (CYP4F) followed by beta-oxidation from the w-carboxy position and after CoA ester formation. (PMID: 6288032, 17623009)
N5-Hexanoylspermidine
N5-Hexanoylspermidine is found in pulses. N5-Hexanoylspermidine is an alkaloid from senescing ovaries of pea (Pisum sativum Alkaloid from senescing ovaries of pea (Pisum sativum). N5-Hexanoylspermidine is found in pulses and common pea.
N-Heptanoylsolamine
C19H41N3O (327.32494560000004)
Tentatively identified as a constituent of Cyphomandra betacea (tree tomato). N-Heptanoylsolamine is found in fruits. N-Heptanoylsolamine is found in fruits. Tentatively identified as a constituent of Cyphomandra betacea (tree tomato
N-Cyclopropyl-trans-2-cis-6-nonadienamide
N-Cyclopropyl-trans-2-cis-6-nonadienamide is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]") It is used as a food additive .
N-Ethyl trans-2-cis-6-nonadienamide
N-Ethyl trans-2-cis-6-nonadienamide is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]") It is used as a food additive .
N,2,3-Trimethyl-2-(1-methylethyl)butanamide
N,2,3-Trimethyl-2-(1-methylethyl)butanamide is a physiological stem cooling agent used in food; its effect is similar to that of menthol but without the strong minty flavour. N,2,3-Trimethyl-2-(1-methylethyl)butanamide is a flavouring agent for chewing gum and candie Physiol. stem cooling agent used in food; its effect is similar to that of menthol but without the strong minty flavour. Flavouring agent for chewing gum and candies
N-Palmitoyltaurine
C18H37NO4S (363.24431620000007)
N-Palmitoyltaurine, also known as N-hexadecanoyltaurine, belongs to the class of organic compounds known as N-acyl amines. N-Acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Thus, N-palmitoyltaurine is considered to be a fatty amide lipid molecule. N-Palmitoyltaurine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Specifically, N-palmitoyltaurine belongs to the N-acyl taurines (NATs) fatty acid amide class. NATs with chains ranging in length from C16 to C24 have been identified in mice brain, liver, and kidney tissues. NATs were found to be regulated by the integral membrane enzyme fatty acid amide hydrolase (FAAH) and activated calcium channels from the transient receptor potential (TRP) family such as TRPV1 and TRPV4 (PMID: 16866345).
N-Stearoyltaurine
C20H41NO4S (391.2756146000001)
N-Stearoyltaurine, also known as N-octadecanoyltaurine, belongs to the class of organic compounds known as N-acyl amines. N-Acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Thus, N-stearoyltaurine is considered to be a fatty amide lipid molecule. N-Stearoyltaurine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Specifically, N-stearoyltaurine belongs to the N-acyl taurines (NATs) fatty acid amide class. NATs with chains ranging in length from C16 to C24 have been identified in mice brain, liver, and kidney tissues. NATs were found to be regulated by the integral membrane enzyme fatty acid amide hydrolase (FAAH) and activated calcium channels from the transient receptor potential (TRP) family such as TRPV1 and TRPV4 (PMID: 16866345).
N-oleoyltaurine
C20H39NO4S (389.25996540000006)
N-(1-Hydroxypropan-2-yl)icosa-5,8,11,14-tetraenamide
N-(2-Methylpropyl)dodeca-2,4,8,10-tetraenamide
Isovitexin
6-Amino-N-[6-keto-6-(6-ketohexylamino)hexyl]hexanamide
5-((6-((Aminomethyl)amino)-1-oxohexyl)amino)pentanoic acid
[(3R,4S)-1,1-Difluoro-3-(hexadecanoylamino)-4-hydroxy-4-phenylbutyl]phosphonic acid
2,4-Dodecadienamide, N-(2-methylpropyl)-, (2E,4E)-
N-Isobutyloctadeca-trans-2-trans-4-dienamide
N-isobutyloctadeca-trans-2-trans-4-dienamide is a member of the class of compounds known as N-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Thus, N-isobutyloctadeca-trans-2-trans-4-dienamide is considered to be a fatty amide lipid molecule. N-isobutyloctadeca-trans-2-trans-4-dienamide is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). N-isobutyloctadeca-trans-2-trans-4-dienamide can be found in pepper (spice), which makes N-isobutyloctadeca-trans-2-trans-4-dienamide a potential biomarker for the consumption of this food product.