Exact Mass: 375.2985

Exact Mass Matches: 375.2985

Found 97 metabolites which its exact mass value is equals to given mass value 375.2985, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

Adrenoyl ethanolamide

(7Z,10Z,13Z,16Z)-N-(2-hydroxyethyl)docosa-7,10,13,16-tetraenamide

C24H41NO2 (375.3137)


Adrenoyl ethanolamide is a N-acylethanolamine. N-acylethanolamines (NAEs) constitute a class of lipid compounds naturally present in both animal and plant membranes as constituents of the membrane-bound phospholipid, N-acylphosphatidylethanolamine (NAPE). NAPE is composed of a third fatty acid moiety linked to the amino head group of the commonly occurring membrane phospholipid, phosphatidylethanolamine. NAEs are released from NAPE by phospholipase D-type hydrolases in response to a variety of stimuli. Transient NAE release and accumulation has been attributed a variety of biological activities, including neurotransmission, membrane protection, and immunomodulation in animals. N-oleoylethanolamine is an inhibitor of the sphingolipid signaling pathway, via specific ceramidase inhibition (ceramidase converts ceramide to sphingosine). N-oleoylethanolamine blocks the effects of TNF- and arachidonic acid on intracellular Ca concentration. (PMID: 12692337, 12056855, 12560208, 11997249) [HMDB] Adrenoyl ethanolamide is a N-acylethanolamine. N-acylethanolamines (NAEs) constitute a class of lipid compounds naturally present in both animal and plant membranes as constituents of the membrane-bound phospholipid, N-acylphosphatidylethanolamine (NAPE). NAPE is composed of a third fatty acid moiety linked to the amino head group of the commonly occurring membrane phospholipid, phosphatidylethanolamine. NAEs are released from NAPE by phospholipase D-type hydrolases in response to a variety of stimuli. Transient NAE release and accumulation has been attributed a variety of biological activities, including neurotransmission, membrane protection, and immunomodulation in animals. N-oleoylethanolamine is an inhibitor of the sphingolipid signaling pathway, via specific ceramidase inhibition (ceramidase converts ceramide to sphingosine). N-oleoylethanolamine blocks the effects of TNF- and arachidonic acid on intracellular Ca concentration. (PMID: 12692337, 12056855, 12560208, 11997249).

   

3,5-Dihydroxydodecanoylcarnitine

3-[(3,5-dihydroxydodecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C19H37NO6 (375.2621)


3,5-Dihydroxydodecanoylcarnitine is an acylcarnitine. More specifically, it is an 3,5-Dihydroxydodecanoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy. This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. 3,5-Dihydroxydodecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 3,5-Dihydroxydodecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].

   

3,10-Dihydroxydodecanoylcarnitine

3-[(3,10-dihydroxydodecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C19H37NO6 (375.2621)


3,10-Dihydroxydodecanoylcarnitine is an acylcarnitine. More specifically, it is an 3,10-Dihydroxydodecanoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy. This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. 3,10-Dihydroxydodecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 3,10-Dihydroxydodecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].

   

3,9-Dihydroxydodecanoylcarnitine

3-[(3,9-dihydroxydodecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C19H37NO6 (375.2621)


3,9-Dihydroxydodecanoylcarnitine is an acylcarnitine. More specifically, it is an 3,9-Dihydroxydodecanoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy. This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. 3,9-Dihydroxydodecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 3,9-Dihydroxydodecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].

   

3,6-Dihydroxydodecanoylcarnitine

3-[(3,6-dihydroxydodecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C19H37NO6 (375.2621)


3,6-Dihydroxydodecanoylcarnitine is an acylcarnitine. More specifically, it is an 3,6-Dihydroxydodecanoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy. This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. 3,6-Dihydroxydodecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 3,6-Dihydroxydodecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].

   

3,8-Dihydroxydodecanoylcarnitine

3-[(3,8-dihydroxydodecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C19H37NO6 (375.2621)


3,8-Dihydroxydodecanoylcarnitine is an acylcarnitine. More specifically, it is an 3,8-Dihydroxydodecanoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy. This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. 3,8-Dihydroxydodecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 3,8-Dihydroxydodecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].

   

3,7-Dihydroxydodecanoylcarnitine

3-[(3,7-Dihydroxydodecanoyl)oxy]-4-(trimethylazaniumyl)butanoic acid

C19H37NO6 (375.2621)


3,7-Dihydroxydodecanoylcarnitine is an acylcarnitine. More specifically, it is an 3,7-Dihydroxydodecanoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy. This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. 3,7-Dihydroxydodecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 3,7-Dihydroxydodecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].

   

3,4-Dihydroxydodecanoylcarnitine

3-[(3,4-dihydroxydodecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C19H37NO6 (375.2621)


3,4-Dihydroxydodecanoylcarnitine is an acylcarnitine. More specifically, it is an 3,4-Dihydroxydodecanoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy. This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. 3,4-Dihydroxydodecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 3,4-Dihydroxydodecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].

   

3,11-Dihydroxydodecanoylcarnitine

3-[(3,11-dihydroxydodecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C19H37NO6 (375.2621)


3,11-Dihydroxydodecanoylcarnitine is an acylcarnitine. More specifically, it is an 3,11-Dihydroxydodecanoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy. This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. 3,11-Dihydroxydodecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 3,11-Dihydroxydodecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].

   

N-Arachidonoyl Alanine

2-(icosa-5,8,11,14-tetraenamido)propanoic acid

C23H37NO3 (375.2773)


N-arachidonoyl alanine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is an Arachidonic acid amide of Alanine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Arachidonoyl Alanine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Arachidonoyl Alanine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.

   

N-Myristoyl Phenylalanine

2-[(1-Hydroxytetradecylidene)amino]-3-phenylpropanoate

C23H37NO3 (375.2773)


N-myristoyl phenylalanine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is a Myristic acid amide of Phenylalanine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Myristoyl Phenylalanine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Myristoyl Phenylalanine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.

   

Docosatetraenylethanolamide

N-(2-Hydroxyethyl)docosa-7,10,13,16-tetraenimidate

C24H41NO2 (375.3137)


   

Calyciphylline O

Calyciphylline O

C23H37NO3 (375.2773)


   

Pachyaximine B

Pachyaximine B

C24H41NO2 (375.3137)


   

caldaphnidine L

caldaphnidine L

C23H37NO3 (375.2773)


   

methyl 7-hydroxyhomodaphniphyllate|rel-(3aR,4S,4aS,5R,8S,8aR,8bS,9S,10S)-octahydro-9-hydroxy-8-methyl-5-(1-methylethyl)-4,8,3a-[1,2,4]butanetriylcyclopent[b]indole-8a(4aH)-propanoic acid methyl ester

methyl 7-hydroxyhomodaphniphyllate|rel-(3aR,4S,4aS,5R,8S,8aR,8bS,9S,10S)-octahydro-9-hydroxy-8-methyl-5-(1-methylethyl)-4,8,3a-[1,2,4]butanetriylcyclopent[b]indole-8a(4aH)-propanoic acid methyl ester

C23H37NO3 (375.2773)


   

N-(3-Methoxybenzyl)Palmitamide

N-(3-Methoxybenzyl)Palmitamide

C24H41NO2 (375.3137)


   

16beta-hydroxycrambescidin 359

16beta-hydroxycrambescidin 359

C21H33N3O3 (375.2522)


   

methyl 17-hydroxyhomodaphniphyllate

methyl 17-hydroxyhomodaphniphyllate

C23H37NO3 (375.2773)


   
   

NA 24:4;O

N-(1,1-dimethy-2-hydroxy-ethyl)-5Z,8Z,11Z,14Z-eicosatetraenoyl amine

C24H41NO2 (375.3137)


N-(3-Methoxybenzyl)palmitamide is a natural product found in Lepidium meyenii with data available. N-(3-Methoxybenzyl)Palmitamide is a promising inhibitor of FAAH for the treatment of pain, inflammation and CNS degenerative disorders[1]. N-(3-Methoxybenzyl)Palmitamide is a promising inhibitor of FAAH for the treatment of pain, inflammation and CNS degenerative disorders[1].

   

N-(1,1-dimethyl-2-hydroxy-ethyl)arachidonoylamide

N-(1,1-dimethy-2-hydroxy-ethyl)-5Z,8Z,11Z,14Z-eicosatetraenoyl amine

C24H41NO2 (375.3137)


   

N-ethyl N-(2-hydroxy-ethyl)arachidonoylamide

N-ethyl-N-(2-hydroxy-ethyl)-5Z,8Z,11Z,14Z-eicosatetraenoyl amine

C24H41NO2 (375.3137)


   

alpha,alpha-dimethyl anandamide

N-(2,2-dimethy-5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine

C24H41NO2 (375.3137)


   

N-(5Z,8Z,11Z,14Z-docosatetraenoyl)-ethanolamine

N-(5Z,8Z,11Z,14Z-docosatetraenoyl)-ethanolamine

C24H41NO2 (375.3137)


   

N-Arachidonoyl-L-Alanine

N-(1-oxo-5Z,8Z,11Z,14Z-eicosatetraenyl)-L-alanine

C23H37NO3 (375.2773)


An N-acyl-L-alanine resulting from the formal condensation of the amino group of L-alanine with the carboxy group of arachidonic acid.

   

N-arachidonoyl alanine

N-(5Z,8Z,11Z,15Z-eicosatetraenoyl)-alanine

C23H37NO3 (375.2773)


   

5,8,11,14-all-cis-docosatetraenoylethanolamine

N-(5Z,8Z,11Z,14Z-docosatetraenoyl)-ethanolamine

C24H41NO2 (375.3137)


   

17-trimethylarsenylheptadecan-1-ol

17-trimethylarsenylheptadecan-1-ol

C20H44OAs (375.2608)


   

NA 23:5;O2

N-(5Z,8Z,11Z,14Z-eicosatetraenoyl) alanine

C23H37NO3 (375.2773)


   

N-(15-methyl-2,3,4-trihydroxy-hexadecanoyl)-glycine

N-(15-methyl-2,3,4-trihydroxy-hexadecanoyl)-glycine

C19H37NO6 (375.2621)


   

NAE 22:4

N-(2,2-dimethy-5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine

C24H41NO2 (375.3137)


   

Asc C11 EA

N-(10R-(3,6-dideoxy-alpha-L-arabinosyloxy)-3R,8R-dihydroxy-undecanoyl) ethanolamine

C19H37NO6 (375.2621)


   

sodium (Z)-N-methyl-N-(1-oxo-9-octadecenyl)aminoacetate

sodium (Z)-N-methyl-N-(1-oxo-9-octadecenyl)aminoacetate

C21H38NNaO3 (375.2749)


   

3-Pyridinemethanol, 5-butyl-4-(4-fluoro-2-hydroxyphenyl)-a-methyl-2,6-bis(1-methylethyl)-, (aR)-

3-Pyridinemethanol, 5-butyl-4-(4-fluoro-2-hydroxyphenyl)-a-methyl-2,6-bis(1-methylethyl)-, (aR)-

C23H34FNO2 (375.2573)


   

1,3,5-TRIS(2,2-DIMETHYLPROPANAMIDO)BENZENE

1,3,5-TRIS(2,2-DIMETHYLPROPANAMIDO)BENZENE

C21H33N3O3 (375.2522)


   

Daphnezomine B

Daphnezomine B

C23H37NO3 (375.2773)


   

hydrogen ionophore iv

hydrogen ionophore iv

C24H41NO2 (375.3137)


   

3-Pyridinemethanol, 5-butyl-4-(4-fluoro-2-hydroxyphenyl)-a-methyl-2,6-bis(1-methylethyl)-, (aR,4R)- (9CI)

3-Pyridinemethanol, 5-butyl-4-(4-fluoro-2-hydroxyphenyl)-a-methyl-2,6-bis(1-methylethyl)-, (aR,4R)- (9CI)

C23H34FNO2 (375.2573)


   

3-Pyridinemethanol, 5-butyl-4-(4-fluoro-2-hydroxyphenyl)-a-methyl-2,6-bis(1-methylethyl)-, (aR,4S)- (9CI)

3-Pyridinemethanol, 5-butyl-4-(4-fluoro-2-hydroxyphenyl)-a-methyl-2,6-bis(1-methylethyl)-, (aR,4S)- (9CI)

C23H34FNO2 (375.2573)


   
   

1-METHYL-4-(4-FLUOROPHENYL)-PIPERIDINE-3-CARBOXYLIC ACID MENTHYL ESTER

1-METHYL-4-(4-FLUOROPHENYL)-PIPERIDINE-3-CARBOXYLIC ACID MENTHYL ESTER

C23H34FNO2 (375.2573)


   

sodium N-methyl-N-(1-oxo-9-octadecenyl)aminoacetate

sodium N-methyl-N-(1-oxo-9-octadecenyl)aminoacetate

C21H38NNaO3 (375.2749)


   

3-Pyridinemethanol, 5-butyl-4-(4-fluoro-2-hydroxyphenyl)-a-methyl-2,6-bis(1-methylethyl)-, (aS)-

3-Pyridinemethanol, 5-butyl-4-(4-fluoro-2-hydroxyphenyl)-a-methyl-2,6-bis(1-methylethyl)-, (aS)-

C23H34FNO2 (375.2573)


   

Sodium 1-palmitoyl-L-prolinate

Sodium 1-palmitoyl-L-prolinate

C21H38NNaO3 (375.2749)


   

N-Myristol-L-phenylalanine

N-Myristol-L-phenylalanine

C23H37NO3 (375.2773)


   

Octadecanamide,N-(4-hydroxyphenyl)-

Octadecanamide,N-(4-hydroxyphenyl)-

C24H41NO2 (375.3137)


   

Glycerides, tallow mono-, hydrogenated

Glycerides, tallow mono-, hydrogenated

C21H43O5- (375.311)


   

Undecyl2-acetamido-2-deoxy-b-D-glucopyranoside

Undecyl2-acetamido-2-deoxy-b-D-glucopyranoside

C19H37NO6 (375.2621)


   

Terestigmine

Terestigmine

C21H33N3O3 (375.2522)


C471 - Enzyme Inhibitor > C47792 - Acetylcholinesterase Inhibitor

   

3-Picolinyl stearate

3-Picolinyl stearate

C24H41NO2 (375.3137)


   

(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate

(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate

C24H39O3- (375.2899)


   

Isolithocholate

Isolithocholate

C24H39O3- (375.2899)


A bile acid anion that is the conjugate base of isolithocholic acid, obtained by deprotonation of the carboxy group. The 3beta-hydroxy epimer of lithocholate. It is the major microspecies at pH 7.3.

   

(7E,10E,13E,16E)-N-(2-hydroxyethyl)docosa-7,10,13,16-tetraenamide

(7E,10E,13E,16E)-N-(2-hydroxyethyl)docosa-7,10,13,16-tetraenamide

C24H41NO2 (375.3137)


   

3,5-Dihydroxydodecanoylcarnitine

3,5-Dihydroxydodecanoylcarnitine

C19H37NO6 (375.2621)


   

3,9-Dihydroxydodecanoylcarnitine

3,9-Dihydroxydodecanoylcarnitine

C19H37NO6 (375.2621)


   

3,6-Dihydroxydodecanoylcarnitine

3,6-Dihydroxydodecanoylcarnitine

C19H37NO6 (375.2621)


   

3,8-Dihydroxydodecanoylcarnitine

3,8-Dihydroxydodecanoylcarnitine

C19H37NO6 (375.2621)


   

3,7-Dihydroxydodecanoylcarnitine

3,7-Dihydroxydodecanoylcarnitine

C19H37NO6 (375.2621)


   

3,4-Dihydroxydodecanoylcarnitine

3,4-Dihydroxydodecanoylcarnitine

C19H37NO6 (375.2621)


   

3,10-Dihydroxydodecanoylcarnitine

3,10-Dihydroxydodecanoylcarnitine

C19H37NO6 (375.2621)


   

3,11-Dihydroxydodecanoylcarnitine

3,11-Dihydroxydodecanoylcarnitine

C19H37NO6 (375.2621)


   

2-[[(5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoyl]amino]propanoic acid

2-[[(5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoyl]amino]propanoic acid

C23H37NO3 (375.2773)


   

(8S)-2-hexadec-6-enoyl-1-hydroxy-5,6,7,8-tetrahydropyrrolizin-3-one

(8S)-2-hexadec-6-enoyl-1-hydroxy-5,6,7,8-tetrahydropyrrolizin-3-one

C23H37NO3 (375.2773)


   
   

Cer 8:0;3O/12:0;(2OH)

Cer 8:0;3O/12:0;(2OH)

C20H41NO5 (375.2985)


   

(10Z,13Z,16Z,19Z)-N-(2-hydroxyethyl)docosa-10,13,16,19-tetraenamide

(10Z,13Z,16Z,19Z)-N-(2-hydroxyethyl)docosa-10,13,16,19-tetraenamide

C24H41NO2 (375.3137)


   

beta-Picolinyl 4-ethylisopalmitate

beta-Picolinyl 4-ethylisopalmitate

C24H41NO2 (375.3137)


   

2,3-Dihydroxy-3,7,11,15-tetramethylhexadecan-1-OL nitrate

2,3-Dihydroxy-3,7,11,15-tetramethylhexadecan-1-OL nitrate

C20H41NO5 (375.2985)


   

Lithocholate

Lithocholate

C24H39O3 (375.2899)


A bile acid anion that is the conjugate base of lithocholic acid.

   

N-(1,1-dimethyl-2-hydroxy-ethyl) arachidonoyl amine

N-(1,1-dimethyl-2-hydroxy-ethyl) arachidonoyl amine

C24H41NO2 (375.3137)


   

N-ethyl N-(2-hydroxy-ethyl) arachidonoyl amine

N-ethyl N-(2-hydroxy-ethyl) arachidonoyl amine

C24H41NO2 (375.3137)


   

NA-Ala 20:4(5Z,8Z,11Z,14Z)

NA-Ala 20:4(5Z,8Z,11Z,14Z)

C23H37NO3 (375.2773)


   

NA-Dopamine 15:1(9Z)

NA-Dopamine 15:1(9Z)

C23H37NO3 (375.2773)


   

NA-Histamine 18:1(9Z)

NA-Histamine 18:1(9Z)

C23H41N3O (375.3249)


   
   
   

NA-Val 18:4(6Z,9Z,12Z,15Z)

NA-Val 18:4(6Z,9Z,12Z,15Z)

C23H37NO3 (375.2773)


   

Docosatetraenoyl-EA

Docosatetraenoyl-EA

C24H41NO2 (375.3137)


   

n-[(3-methoxyphenyl)methyl]hexadecanimidic acid

n-[(3-methoxyphenyl)methyl]hexadecanimidic acid

C24H41NO2 (375.3137)


   

methyl 3-[(1r,2s,3r,7s,10r,11r,13r,14s)-11-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]propanoate

methyl 3-[(1r,2s,3r,7s,10r,11r,13r,14s)-11-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]propanoate

C23H37NO3 (375.2773)


   

methyl 3-[(1s,2r,3r,7r,9s,14r)-9-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl]propanoate

methyl 3-[(1s,2r,3r,7r,9s,14r)-9-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl]propanoate

C23H37NO3 (375.2773)


   

methyl 3-[(2s,3r,4r,8s,11s,12r,15r)-11-hydroxy-12,16-dimethyl-1-azapentacyclo[9.6.1.0²,¹⁵.0³,¹².0⁴,⁸]octadecan-3-yl]propanoate

methyl 3-[(2s,3r,4r,8s,11s,12r,15r)-11-hydroxy-12,16-dimethyl-1-azapentacyclo[9.6.1.0²,¹⁵.0³,¹².0⁴,⁸]octadecan-3-yl]propanoate

C23H37NO3 (375.2773)


   

methyl 3-[(1s,2r,3s,7s,8s,10s,13s,14r)-8-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]propanoate

methyl 3-[(1s,2r,3s,7s,8s,10s,13s,14r)-8-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]propanoate

C23H37NO3 (375.2773)


   

n-(3,5,11,18-tetrahydroxyoctadecan-2-yl)ethanimidic acid

n-(3,5,11,18-tetrahydroxyoctadecan-2-yl)ethanimidic acid

C20H41NO5 (375.2985)


   

methyl 3-{11-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl}propanoate

methyl 3-{11-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl}propanoate

C23H37NO3 (375.2773)


   

methyl 3-[(1s,2r,7r)-7-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁸.0⁷,¹²]hexadecan-2-yl]propanoate

methyl 3-[(1s,2r,7r)-7-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁸.0⁷,¹²]hexadecan-2-yl]propanoate

C23H37NO3 (375.2773)


   

methyl 3-{15-hydroxy-14-isopropyl-1-methyl-12-azatetracyclo[8.6.0.0²,¹³.0³,⁷]hexadec-3-en-2-yl}propanoate

methyl 3-{15-hydroxy-14-isopropyl-1-methyl-12-azatetracyclo[8.6.0.0²,¹³.0³,⁷]hexadec-3-en-2-yl}propanoate

C23H37NO3 (375.2773)


   

methyl 3-[(1s,2r,3r,7r,9s,10s,11r,13s,14r)-9-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl]propanoate

methyl 3-[(1s,2r,3r,7r,9s,10s,11r,13s,14r)-9-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadecan-2-yl]propanoate

C23H37NO3 (375.2773)


   

(7as)-2-(hexadec-6-enoyl)-1-hydroxy-5,6,7,7a-tetrahydropyrrolizin-3-one

(7as)-2-(hexadec-6-enoyl)-1-hydroxy-5,6,7,7a-tetrahydropyrrolizin-3-one

C23H37NO3 (375.2773)


   

(7z,10z,13z,16z)-n-(2-hydroxyethyl)docosa-7,10,13,16-tetraenimidic acid

(7z,10z,13z,16z)-n-(2-hydroxyethyl)docosa-7,10,13,16-tetraenimidic acid

C24H41NO2 (375.3137)


   

2-(hexadec-6-enoyl)-1-hydroxy-5,6,7,7a-tetrahydropyrrolizin-3-one

2-(hexadec-6-enoyl)-1-hydroxy-5,6,7,7a-tetrahydropyrrolizin-3-one

C23H37NO3 (375.2773)


   

6-(5,6-dimethylhept-3-en-2-yl)-3a-hydroxy-3-(2-hydroxyethyl)-5a-methyl-4h,5h,6h,7h,8h,8ah-cyclopenta[e]indol-2-one

6-(5,6-dimethylhept-3-en-2-yl)-3a-hydroxy-3-(2-hydroxyethyl)-5a-methyl-4h,5h,6h,7h,8h,8ah-cyclopenta[e]indol-2-one

C23H37NO3 (375.2773)


   

methyl 3-[(1s,2s,7s,10s,13s,14r,15s)-15-hydroxy-14-isopropyl-1-methyl-12-azatetracyclo[8.6.0.0²,¹³.0³,⁷]hexadec-3-en-2-yl]propanoate

methyl 3-[(1s,2s,7s,10s,13s,14r,15s)-15-hydroxy-14-isopropyl-1-methyl-12-azatetracyclo[8.6.0.0²,¹³.0³,⁷]hexadec-3-en-2-yl]propanoate

C23H37NO3 (375.2773)


   

(3ar,5ar,6r,8ar)-6-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-3a-hydroxy-3-(2-hydroxyethyl)-5a-methyl-4h,5h,6h,7h,8h,8ah-cyclopenta[e]indol-2-one

(3ar,5ar,6r,8ar)-6-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-3a-hydroxy-3-(2-hydroxyethyl)-5a-methyl-4h,5h,6h,7h,8h,8ah-cyclopenta[e]indol-2-one

C23H37NO3 (375.2773)


   

methyl 3-[(1s,2s,7r,10s,13s,14r,15s)-15-hydroxy-14-isopropyl-1-methyl-12-azatetracyclo[8.6.0.0²,¹³.0³,⁷]hexadec-3-en-2-yl]propanoate

methyl 3-[(1s,2s,7r,10s,13s,14r,15s)-15-hydroxy-14-isopropyl-1-methyl-12-azatetracyclo[8.6.0.0²,¹³.0³,⁷]hexadec-3-en-2-yl]propanoate

C23H37NO3 (375.2773)