Exact Mass: 381.2694

Exact Mass Matches: 381.2694

Found 179 metabolites which its exact mass value is equals to given mass value 381.2694, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

Sphinganine 1-phosphate

(2S,3R)-2-Amino-3-hydroxyoctadecyl dihydrogen phosphoric acid

C18H40NO5P (381.2644)


Sphinganine 1-phosphate is an intermediate in the metabolism of Glycosphingolipids and sphingolipids. It is a substrate for Sphingosine kinase 1, Lipid phosphate phosphohydrolase 2, Sphingosine kinase 2, Sphingosine-1-phosphate lyase 1, Lipid phosphate phosphohydrolase 1 and Lipid phosphate phosphohydrolase 3. [HMDB]. Sphinganine 1-phosphate is found in many foods, some of which are winter squash, chicory roots, star fruit, and butternut squash. Sphinganine 1-phosphate is an intermediate in the metabolism of Glycosphingolipids and sphingolipids. It is a substrate for Sphingosine kinase 1, Lipid phosphate phosphohydrolase 2, Sphingosine kinase 2, Sphingosine-1-phosphate lyase 1, Lipid phosphate phosphohydrolase 1 and Lipid phosphate phosphohydrolase 3.

   

Cannabisativine

Cannabisativine

C21H39N3O3 (381.2991)


   

3-Hydroxytetradeca-5,7,9-trienoylcarnitine

3-[(3-hydroxytetradeca-5,7,9-trienoyl)oxy]-4-(trimethylazaniumyl)butanoate

C21H35NO5 (381.2515)


3-Hydroxytetradeca-5,7,9-trienoylcarnitine is an acylcarnitine. More specifically, it is an 3-hydroxytetradeca-5,7,9-trienoic 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-Hydroxytetradeca-5,7,9-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine 3-Hydroxytetradeca-5,7,9-trienoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). 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-Hydroxytetradeca-6,9,12-trienoylcarnitine

3-[(3-hydroxytetradeca-6,9,12-trienoyl)oxy]-4-(trimethylazaniumyl)butanoate

C21H35NO5 (381.2515)


3-Hydroxytetradeca-6,9,12-trienoylcarnitine is an acylcarnitine. More specifically, it is an 3-hydroxytetradeca-6,9,12-trienoic 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-Hydroxytetradeca-6,9,12-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine 3-Hydroxytetradeca-6,9,12-trienoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). 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-Hydroxytetradeca-7,9,11-trienoylcarnitine

3-[(3-Hydroxytetradeca-7,9,11-trienoyl)oxy]-4-(trimethylazaniumyl)butanoic acid

C21H35NO5 (381.2515)


3-Hydroxytetradeca-7,9,11-trienoylcarnitine is an acylcarnitine. More specifically, it is an 3-hydroxytetradeca-7,9,11-trienoic 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-Hydroxytetradeca-7,9,11-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine 3-Hydroxytetradeca-7,9,11-trienoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). 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-Hydroxytetradeca-8,10,12-trienoylcarnitine

3-[(3-hydroxytetradeca-8,10,12-trienoyl)oxy]-4-(trimethylazaniumyl)butanoate

C21H35NO5 (381.2515)


3-Hydroxytetradeca-8,10,12-trienoylcarnitine is an acylcarnitine. More specifically, it is an 3-hydroxytetradeca-8,10,12-trienoic 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-Hydroxytetradeca-8,10,12-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine 3-Hydroxytetradeca-8,10,12-trienoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). 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-Hydroxytetradeca-6,8,10-trienoylcarnitine

3-[(3-hydroxytetradeca-6,8,10-trienoyl)oxy]-4-(trimethylazaniumyl)butanoate

C21H35NO5 (381.2515)


3-Hydroxytetradeca-6,8,10-trienoylcarnitine is an acylcarnitine. More specifically, it is an 3-hydroxytetradeca-6,8,10-trienoic 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-Hydroxytetradeca-6,8,10-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine 3-Hydroxytetradeca-6,8,10-trienoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). 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-Hydroxytetradeca-5,8,11-trienoylcarnitine

3-[(3-Hydroxytetradeca-5,8,11-trienoyl)oxy]-4-(trimethylazaniumyl)butanoic acid

C21H35NO5 (381.2515)


3-Hydroxytetradeca-5,8,11-trienoylcarnitine is an acylcarnitine. More specifically, it is an 3-hydroxytetradeca-5,8,11-trienoic 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-Hydroxytetradeca-5,8,11-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine 3-Hydroxytetradeca-5,8,11-trienoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). 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-Hydroxytetradeca-4,6,8-trienoylcarnitine

3-[(3-hydroxytetradeca-4,6,8-trienoyl)oxy]-4-(trimethylazaniumyl)butanoate

C21H35NO5 (381.2515)


3-Hydroxytetradeca-4,6,8-trienoylcarnitine is an acylcarnitine. More specifically, it is an 3-hydroxytetradeca-4,6,8-trienoic 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-Hydroxytetradeca-4,6,8-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine 3-Hydroxytetradeca-4,6,8-trienoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). 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].

   

(4Z,10Z,12E)-3-Hydroxytetradeca-4,10,12-trienoylcarnitine

3-[(3-hydroxytetradeca-4,10,12-trienoyl)oxy]-4-(trimethylazaniumyl)butanoate

C21H35NO5 (381.2515)


(4Z,10Z,12E)-3-Hydroxytetradeca-4,10,12-trienoylcarnitine is an acylcarnitine. More specifically, it is an (4Z,10Z,12E)-3-hydroxytetradeca-4,10,12-trienoic 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. (4Z,10Z,12E)-3-Hydroxytetradeca-4,10,12-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine (4Z,10Z,12E)-3-Hydroxytetradeca-4,10,12-trienoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). 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-Hydroxytetradeca-4,7,10-trienoylcarnitine

3-[(3-hydroxytetradeca-4,7,10-trienoyl)oxy]-4-(trimethylazaniumyl)butanoate

C21H35NO5 (381.2515)


3-Hydroxytetradeca-4,7,10-trienoylcarnitine is an acylcarnitine. More specifically, it is an 3-hydroxytetradeca-4,7,10-trienoic 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-Hydroxytetradeca-4,7,10-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine 3-Hydroxytetradeca-4,7,10-trienoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). 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].

   

(5Z,8Z)-Pentadeca-5,8-dienoylcarnitine

3-(pentadeca-5,8-dienoyloxy)-4-(trimethylazaniumyl)butanoate

C22H39NO4 (381.2879)


(5Z,8Z)-Pentadeca-5,8-dienoylcarnitine is an acylcarnitine. More specifically, it is an (5Z,8Z)-pentadeca-5,8-dienoic 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. (5Z,8Z)-Pentadeca-5,8-dienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine (5Z,8Z)-Pentadeca-5,8-dienoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). 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].

   

Pentadeca-5,12-dienoylcarnitine

3-(pentadeca-5,12-dienoyloxy)-4-(trimethylazaniumyl)butanoate

C22H39NO4 (381.2879)


Pentadeca-5,12-dienoylcarnitine is an acylcarnitine. More specifically, it is an pentadeca-5,12-dienoic 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. Pentadeca-5,12-dienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine Pentadeca-5,12-dienoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). 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].

   

(10Z,12E)-Pentadeca-10,12-dienoylcarnitine

3-(pentadeca-10,12-dienoyloxy)-4-(trimethylazaniumyl)butanoate

C22H39NO4 (381.2879)


(10Z,12E)-Pentadeca-10,12-dienoylcarnitine is an acylcarnitine. More specifically, it is an (10Z,12E)-pentadeca-10,12-dienoic 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. (10Z,12E)-Pentadeca-10,12-dienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine (10Z,12E)-Pentadeca-10,12-dienoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). 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].

   

(3Z,5Z)-Pentadeca-3,5-dienoylcarnitine

3-(pentadeca-3,5-dienoyloxy)-4-(trimethylazaniumyl)butanoate

C22H39NO4 (381.2879)


(3Z,5Z)-Pentadeca-3,5-dienoylcarnitine is an acylcarnitine. More specifically, it is an (3Z,5Z)-pentadeca-3,5-dienoic 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. (3Z,5Z)-Pentadeca-3,5-dienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine (3Z,5Z)-Pentadeca-3,5-dienoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). 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].

   

(6Z,9Z)-Pentadeca-6,9-dienoylcarnitine

3-(pentadeca-6,9-dienoyloxy)-4-(trimethylazaniumyl)butanoate

C22H39NO4 (381.2879)


(6Z,9Z)-Pentadeca-6,9-dienoylcarnitine is an acylcarnitine. More specifically, it is an (6Z,9Z)-pentadeca-6,9-dienoic 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. (6Z,9Z)-Pentadeca-6,9-dienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine (6Z,9Z)-Pentadeca-6,9-dienoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). 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].

   

(2E,4E)-Pentadeca-2,4-dienoylcarnitine

3-(pentadeca-2,4-dienoyloxy)-4-(trimethylazaniumyl)butanoate

C22H39NO4 (381.2879)


(2E,4E)-Pentadeca-2,4-dienoylcarnitine is an acylcarnitine. More specifically, it is an (2E,4E)-pentadeca-2,4-dienoic 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. (2E,4E)-Pentadeca-2,4-dienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine (2E,4E)-Pentadeca-2,4-dienoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). 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-(3,4-Dimethyl-5-pentylfuran-2-yl)propanoylcarnitine

3-{[3-(3,4-dimethyl-5-pentylfuran-2-yl)propanoyl]oxy}-4-(trimethylazaniumyl)butanoate

C21H35NO5 (381.2515)


3-(3,4-dimethyl-5-pentylfuran-2-yl)propanoylcarnitine is an acylcarnitine. More specifically, it is an 3-(3,4-dimethyl-5-pentylfuran-2-yl)propanoic 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-(3,4-dimethyl-5-pentylfuran-2-yl)propanoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine 3-(3,4-dimethyl-5-pentylfuran-2-yl)propanoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). 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-Linoleoyl Threonine

3-Hydroxy-2-[(1-hydroxyoctadeca-9,12-dien-1-ylidene)amino]butanoate

C22H39NO4 (381.2879)


N-linoleoyl threonine 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 Linoleic acid amide of Threonine. 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-Linoleoyl Threonine 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-Linoleoyl Threonine 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.

   

(2-Amino-3-hydroxyoctadecyl) dihydrogen phosphate

(2-Amino-3-hydroxyoctadecyl) dihydrogen phosphoric acid

C18H40NO5P (381.2644)


   

1-[2-(Benzhydryloxy)ethyl]piperidine-4-acetic acid ethyl ester

1-[2-(Benzhydryloxy)ethyl]piperidine-4-acetic acid ethyl ester

C24H31NO3 (381.2304)


   

2-(20-Hydroxyicosa-5,14-dienoylamino)acetic acid

2-(20-Hydroxyicosa-5,14-dienoylamino)acetic acid

C22H39NO4 (381.2879)


   

N-Formylcyclomicrobuxeine

N-Formylcyclomicrobuxeine

C25H35NO2 (381.2668)


   

(-)-hyrcanine

(-)-hyrcanine

C26H39NO (381.3031)


   

20-(2-Methyl-1-pyrrolin-5-yl)-4-pregnen-3-on

20-(2-Methyl-1-pyrrolin-5-yl)-4-pregnen-3-on

C26H39NO (381.3031)


   

1-[9-(Dimethylamino)-3a,10,10,12b-tetramethyl-1,3a,4,7,8,9,10,10a,11,12,12a,12b-dodecahydrobenzo[4,5]cyclohepta[1,2-E]inden-3-yl]ethanone #

1-[9-(Dimethylamino)-3a,10,10,12b-tetramethyl-1,3a,4,7,8,9,10,10a,11,12,12a,12b-dodecahydrobenzo[4,5]cyclohepta[1,2-E]inden-3-yl]ethanone #

C26H39NO (381.3031)


   

N-Acetyl polyveoline|N-acetylpolyveoline

N-Acetyl polyveoline|N-acetylpolyveoline

C25H35NO2 (381.2668)


   

Brachyamide A

Brachyamide A

C24H31NO3 (381.2304)


   

N,O-Diacetylcassine

N,O-Diacetylcassine

C22H39NO4 (381.2879)


   

polyavolinamide

polyavolinamide

C25H35NO2 (381.2668)


   

22,25-Epimino-27-norcholesta-4,24-dien-3-one

22,25-Epimino-27-norcholesta-4,24-dien-3-one

C26H39NO (381.3031)


   

(S,E)-3-methyl-2-(N-methylacetamido)-N-(2-(7-(3-methylbut-2-enyl)-1H-indol-3-yl)vinyl)butanamide

(S,E)-3-methyl-2-(N-methylacetamido)-N-(2-(7-(3-methylbut-2-enyl)-1H-indol-3-yl)vinyl)butanamide

C23H31N3O2 (381.2416)


   
   

(+)-buxotrienine

(+)-buxotrienine

C26H39NO (381.3031)


   
   
   
   
   
   
   
   
   

Sphinganine 1-phosphate

Sphinganine 1-phosphate

C18H40NO5P (381.2644)


A sphingoid 1-phosphate that is the monophosphorylated derivative of sphinganine.

   
   
   
   
   
   
   
   
   
   

PGF2&alpha

N,N-dimethyl-9α,11α,15S-trihydroxy-prosta-5Z,13E-dien-1-amide

C22H39NO4 (381.2879)


   

5,6-DiHETrE-EA

N-((+/-)-5,6-dihydroxy-8Z,11Z,14Z-eicosatrienoyl)-ethanolamine

C22H39NO4 (381.2879)


   

8,9-DiHETrE-EA

N-((+/-)-8,9-dihydroxy-5Z,11Z,14Z-eicosatrienoyl)-ethanolamine

C22H39NO4 (381.2879)


   

14,15-DiHETrE-EA

N-((+/-)-14,15-dihydroxy-5Z,8Z,11Z-eicosatrienoyl)-ethanolamine

C22H39NO4 (381.2879)


   

11,12-DiHETrE-EA

N-((+/-)-11,12-dihydroxy-5Z,8Z,14Z-eicosatrienoyl)-ethanolamine

C22H39NO4 (381.2879)


   
   

(+)-AS 115

N-[2-[[(1R,2S)-2-(butoxymethyl)cyclohexyl]methoxy]ethyl]-2-fluorophenyl ester-carbamic acid

C21H32FNO4 (381.2315)


   
   

PGF2alpha dimethyl amide

N,N-dimethyl-9S,11R,15S-trihydroxy-5Z,13E-prostadien-1-amide

C22H39NO4 (381.2879)


   

NA 25:8;O

N-benzyl-9-oxo-10E,12E,14E-octadecatrienamide

C25H35NO2 (381.2668)


   

3O-C18-HSL

N-(3-oxo-octadecanoyl)-homoserine lactone

C22H39NO4 (381.2879)


   

NAE 20:3;O2

N-((+/-)-11,12-dihydroxy-5Z,8Z,14Z-eicosatrienoyl)-ethanolamine

C22H39NO4 (381.2879)


   

SPBP 18:0;O2

Dihydrosphingosine phosphate

C18H40NO5P (381.2644)


   
   

hexadecyl-trimethyl-ammonium sulfate

hexadecyl-trimethyl-ammonium sulfate

C19H43NO4S (381.2913)


   

STEARIC ACID-N-HYDROXYSUCCINIMIDE ESTER

STEARIC ACID-N-HYDROXYSUCCINIMIDE ESTER

C22H39NO4 (381.2879)


   

rac 1,2-Bis-palmitoyl-3-chloropropanediol-d5

rac 1,2-Bis-palmitoyl-3-chloropropanediol-d5

C20H32ClD5O4 (381.2694)


   

Dihydro Donepezil

Dihydro Donepezil

C24H31NO3 (381.2304)


   

benzyl-dimethyl-pentadecylazanium,chloride

benzyl-dimethyl-pentadecylazanium,chloride

C24H44ClN (381.3162)


   

cetyltrimethylammonium dihydrogen phosphate

cetyltrimethylammonium dihydrogen phosphate

C19H44NO4P (381.3008)


   

4-hexadecylsulfonylaniline

4-hexadecylsulfonylaniline

C22H39NO2S (381.2701)


   

(S)-2-(BIS(3,5-DIMETHYLPHENYL)((TRIMETHYLSILYL)OXY)METHYL)PYRROLIDINE

(S)-2-(BIS(3,5-DIMETHYLPHENYL)((TRIMETHYLSILYL)OXY)METHYL)PYRROLIDINE

C24H35NOSi (381.2488)


   

(alphaS,3R,4R)-4-(3-Hydroxyphenyl)-3,4-dimethyl-alpha-(phenylmethyl)-1-piperidinepropanoic acid methyl ester

(alphaS,3R,4R)-4-(3-Hydroxyphenyl)-3,4-dimethyl-alpha-(phenylmethyl)-1-piperidinepropanoic acid methyl ester

C24H31NO3 (381.2304)


   

[bis(3,5-dimethylphenyl)-[(2R)-pyrrolidin-2-yl]methoxy]-trimethylsilane

[bis(3,5-dimethylphenyl)-[(2R)-pyrrolidin-2-yl]methoxy]-trimethylsilane

C24H35NOSi (381.2488)


   

1-O-tert-butyl 4-O-ethyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1,4-dicarboxylate

1-O-tert-butyl 4-O-ethyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1,4-dicarboxylate

C19H32BNO6 (381.2323)


   

ac-cys(farnesyl)-ome

ac-cys(farnesyl)-ome

C21H35NO3S (381.2338)


   

Ansofaxine

Ansofaxine

C24H31NO3 (381.2304)


C78272 - Agent Affecting Nervous System > C265 - Antidepressant Agent

   

Rosiptor acetate

Rosiptor acetate

C22H39NO4 (381.2879)


C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor

   

Terikalant

Terikalant

C24H31NO3 (381.2304)


C78274 - Agent Affecting Cardiovascular System > C47793 - Antiarrhythmic Agent D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents C93038 - Cation Channel Blocker

   

H-Leu-His-Leu-OH

H-Leu-His-Leu-OH

C18H31N5O4 (381.2376)


   

L-Histidyl-L-leucyl-L-leucine

L-Histidyl-L-leucyl-L-leucine

C18H31N5O4 (381.2376)


   

AKB48 N-(4-hydroxypentyl) metabolite

AKB48 N-(4-hydroxypentyl) metabolite

C23H31N3O2 (381.2416)


   

3-(3,4-Dimethyl-5-pentylfuran-2-yl)propanoylcarnitine

3-(3,4-Dimethyl-5-pentylfuran-2-yl)propanoylcarnitine

C21H35NO5 (381.2515)


   

N-Linoleoyl Threonine

N-Linoleoyl Threonine

C22H39NO4 (381.2879)


   

Pentadeca-5,12-dienoylcarnitine

Pentadeca-5,12-dienoylcarnitine

C22H39NO4 (381.2879)


   

2-(20-Hydroxyicosa-5,14-dienoylamino)acetic acid

2-(20-Hydroxyicosa-5,14-dienoylamino)acetic acid

C22H39NO4 (381.2879)


   

(5Z,8Z)-Pentadeca-5,8-dienoylcarnitine

(5Z,8Z)-Pentadeca-5,8-dienoylcarnitine

C22H39NO4 (381.2879)


   

(3Z,5Z)-Pentadeca-3,5-dienoylcarnitine

(3Z,5Z)-Pentadeca-3,5-dienoylcarnitine

C22H39NO4 (381.2879)


   

(6Z,9Z)-Pentadeca-6,9-dienoylcarnitine

(6Z,9Z)-Pentadeca-6,9-dienoylcarnitine

C22H39NO4 (381.2879)


   

(2E,4E)-Pentadeca-2,4-dienoylcarnitine

(2E,4E)-Pentadeca-2,4-dienoylcarnitine

C22H39NO4 (381.2879)


   

3-Hydroxytetradeca-5,7,9-trienoylcarnitine

3-Hydroxytetradeca-5,7,9-trienoylcarnitine

C21H35NO5 (381.2515)


   

3-Hydroxytetradeca-4,6,8-trienoylcarnitine

3-Hydroxytetradeca-4,6,8-trienoylcarnitine

C21H35NO5 (381.2515)


   

3-Hydroxytetradeca-6,9,12-trienoylcarnitine

3-Hydroxytetradeca-6,9,12-trienoylcarnitine

C21H35NO5 (381.2515)


   

3-Hydroxytetradeca-7,9,11-trienoylcarnitine

3-Hydroxytetradeca-7,9,11-trienoylcarnitine

C21H35NO5 (381.2515)


   

3-Hydroxytetradeca-6,8,10-trienoylcarnitine

3-Hydroxytetradeca-6,8,10-trienoylcarnitine

C21H35NO5 (381.2515)


   

3-Hydroxytetradeca-5,8,11-trienoylcarnitine

3-Hydroxytetradeca-5,8,11-trienoylcarnitine

C21H35NO5 (381.2515)


   

3-Hydroxytetradeca-4,7,10-trienoylcarnitine

3-Hydroxytetradeca-4,7,10-trienoylcarnitine

C21H35NO5 (381.2515)


   

3-Hydroxytetradeca-8,10,12-trienoylcarnitine

3-Hydroxytetradeca-8,10,12-trienoylcarnitine

C21H35NO5 (381.2515)


   

(10Z,12E)-Pentadeca-10,12-dienoylcarnitine

(10Z,12E)-Pentadeca-10,12-dienoylcarnitine

C22H39NO4 (381.2879)


   

(4Z,10Z,12E)-3-Hydroxytetradeca-4,10,12-trienoylcarnitine

(4Z,10Z,12E)-3-Hydroxytetradeca-4,10,12-trienoylcarnitine

C21H35NO5 (381.2515)


   
   

4-[2-(1-Cyclohexenyl)ethyl]-1-cyclohexyl-3-pyridin-4-ylpiperazine-2,5-dione

4-[2-(1-Cyclohexenyl)ethyl]-1-cyclohexyl-3-pyridin-4-ylpiperazine-2,5-dione

C23H31N3O2 (381.2416)


   

2-dodecyl-7-hydroxy-3H-phenoxazin-3-one

2-dodecyl-7-hydroxy-3H-phenoxazin-3-one

C24H31NO3 (381.2304)


   

(8S,9S)-6-[(2R)-1-hydroxypropan-2-yl]-8-methyl-9-[[methyl(propyl)amino]methyl]-10-oxa-1,6,14,15-tetrazabicyclo[10.3.0]pentadeca-12,14-dien-5-one

(8S,9S)-6-[(2R)-1-hydroxypropan-2-yl]-8-methyl-9-[[methyl(propyl)amino]methyl]-10-oxa-1,6,14,15-tetrazabicyclo[10.3.0]pentadeca-12,14-dien-5-one

C19H35N5O3 (381.274)


   

1-cyclohexyl-3-[(2S,3S,6R)-2-(hydroxymethyl)-6-(2-morpholin-4-yl-2-oxoethyl)-3,6-dihydro-2H-pyran-3-yl]urea

1-cyclohexyl-3-[(2S,3S,6R)-2-(hydroxymethyl)-6-(2-morpholin-4-yl-2-oxoethyl)-3,6-dihydro-2H-pyran-3-yl]urea

C19H31N3O5 (381.2264)


   

(8R,9R)-6-[(2S)-1-hydroxypropan-2-yl]-8-methyl-9-[[methyl(propyl)amino]methyl]-10-oxa-1,6,14,15-tetrazabicyclo[10.3.0]pentadeca-12,14-dien-5-one

(8R,9R)-6-[(2S)-1-hydroxypropan-2-yl]-8-methyl-9-[[methyl(propyl)amino]methyl]-10-oxa-1,6,14,15-tetrazabicyclo[10.3.0]pentadeca-12,14-dien-5-one

C19H35N5O3 (381.274)


   

1-cyclohexyl-3-[(2R,3S,6S)-2-(hydroxymethyl)-6-[2-(4-morpholinyl)-2-oxoethyl]-3,6-dihydro-2H-pyran-3-yl]urea

1-cyclohexyl-3-[(2R,3S,6S)-2-(hydroxymethyl)-6-[2-(4-morpholinyl)-2-oxoethyl]-3,6-dihydro-2H-pyran-3-yl]urea

C19H31N3O5 (381.2264)


   

1-cyclohexyl-3-[(2R,3S,6R)-2-(hydroxymethyl)-6-(2-morpholin-4-yl-2-oxoethyl)-3,6-dihydro-2H-pyran-3-yl]urea

1-cyclohexyl-3-[(2R,3S,6R)-2-(hydroxymethyl)-6-(2-morpholin-4-yl-2-oxoethyl)-3,6-dihydro-2H-pyran-3-yl]urea

C19H31N3O5 (381.2264)


   

1-cyclohexyl-3-[(2S,3R,6R)-2-(hydroxymethyl)-6-(2-morpholin-4-yl-2-oxoethyl)-3,6-dihydro-2H-pyran-3-yl]urea

1-cyclohexyl-3-[(2S,3R,6R)-2-(hydroxymethyl)-6-(2-morpholin-4-yl-2-oxoethyl)-3,6-dihydro-2H-pyran-3-yl]urea

C19H31N3O5 (381.2264)


   

(8S,9S)-6-[(2S)-1-hydroxypropan-2-yl]-8-methyl-9-[[methyl(propyl)amino]methyl]-10-oxa-1,6,14,15-tetrazabicyclo[10.3.0]pentadeca-12,14-dien-5-one

(8S,9S)-6-[(2S)-1-hydroxypropan-2-yl]-8-methyl-9-[[methyl(propyl)amino]methyl]-10-oxa-1,6,14,15-tetrazabicyclo[10.3.0]pentadeca-12,14-dien-5-one

C19H35N5O3 (381.274)


   

(8R,9S)-6-[(2R)-1-hydroxypropan-2-yl]-8-methyl-9-[[methyl(propyl)amino]methyl]-10-oxa-1,6,14,15-tetrazabicyclo[10.3.0]pentadeca-12,14-dien-5-one

(8R,9S)-6-[(2R)-1-hydroxypropan-2-yl]-8-methyl-9-[[methyl(propyl)amino]methyl]-10-oxa-1,6,14,15-tetrazabicyclo[10.3.0]pentadeca-12,14-dien-5-one

C19H35N5O3 (381.274)


   

(8R,9S)-6-[(2S)-1-hydroxypropan-2-yl]-8-methyl-9-[[methyl(propyl)amino]methyl]-10-oxa-1,6,13,14-tetrazabicyclo[10.2.1]pentadeca-12(15),13-dien-5-one

(8R,9S)-6-[(2S)-1-hydroxypropan-2-yl]-8-methyl-9-[[methyl(propyl)amino]methyl]-10-oxa-1,6,13,14-tetrazabicyclo[10.2.1]pentadeca-12(15),13-dien-5-one

C19H35N5O3 (381.274)


   

1-cyclohexyl-3-[(2R,3R,6S)-2-(hydroxymethyl)-6-[2-(4-morpholinyl)-2-oxoethyl]-3,6-dihydro-2H-pyran-3-yl]urea

1-cyclohexyl-3-[(2R,3R,6S)-2-(hydroxymethyl)-6-[2-(4-morpholinyl)-2-oxoethyl]-3,6-dihydro-2H-pyran-3-yl]urea

C19H31N3O5 (381.2264)


   

[(8S,9R,10S)-6-(cyclopropylmethyl)-9-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

[(8S,9R,10S)-6-(cyclopropylmethyl)-9-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

C24H35N3O (381.278)


   

[(8R,9S,10R)-6-(cyclopropylmethyl)-9-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

[(8R,9S,10R)-6-(cyclopropylmethyl)-9-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

C24H35N3O (381.278)


   

[(8S,9R,10R)-6-(cyclopropylmethyl)-9-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

[(8S,9R,10R)-6-(cyclopropylmethyl)-9-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

C24H35N3O (381.278)


   

[(8R,9S,10S)-6-(cyclopropylmethyl)-9-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

[(8R,9S,10S)-6-(cyclopropylmethyl)-9-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

C24H35N3O (381.278)


   

(8S,9R)-6-[(2S)-1-hydroxypropan-2-yl]-8-methyl-9-[[methyl(propyl)amino]methyl]-10-oxa-1,6,13,14-tetrazabicyclo[10.2.1]pentadeca-12(15),13-dien-5-one

(8S,9R)-6-[(2S)-1-hydroxypropan-2-yl]-8-methyl-9-[[methyl(propyl)amino]methyl]-10-oxa-1,6,13,14-tetrazabicyclo[10.2.1]pentadeca-12(15),13-dien-5-one

C19H35N5O3 (381.274)


   

(8S,9R)-6-[(2R)-1-hydroxypropan-2-yl]-8-methyl-9-[[methyl(propyl)amino]methyl]-10-oxa-1,6,13,14-tetrazabicyclo[10.2.1]pentadeca-12(15),13-dien-5-one

(8S,9R)-6-[(2R)-1-hydroxypropan-2-yl]-8-methyl-9-[[methyl(propyl)amino]methyl]-10-oxa-1,6,13,14-tetrazabicyclo[10.2.1]pentadeca-12(15),13-dien-5-one

C19H35N5O3 (381.274)


   

(8R,9S)-6-[(2R)-1-hydroxypropan-2-yl]-8-methyl-9-[[methyl(propyl)amino]methyl]-10-oxa-1,6,13,14-tetrazabicyclo[10.2.1]pentadeca-12(15),13-dien-5-one

(8R,9S)-6-[(2R)-1-hydroxypropan-2-yl]-8-methyl-9-[[methyl(propyl)amino]methyl]-10-oxa-1,6,13,14-tetrazabicyclo[10.2.1]pentadeca-12(15),13-dien-5-one

C19H35N5O3 (381.274)


   

1-cyclohexyl-3-[(2S,3R,6S)-2-(hydroxymethyl)-6-[2-(4-morpholinyl)-2-oxoethyl]-3,6-dihydro-2H-pyran-3-yl]urea

1-cyclohexyl-3-[(2S,3R,6S)-2-(hydroxymethyl)-6-[2-(4-morpholinyl)-2-oxoethyl]-3,6-dihydro-2H-pyran-3-yl]urea

C19H31N3O5 (381.2264)


   

1-cyclohexyl-3-[(2S,3S,6S)-2-(hydroxymethyl)-6-[2-(4-morpholinyl)-2-oxoethyl]-3,6-dihydro-2H-pyran-3-yl]urea

1-cyclohexyl-3-[(2S,3S,6S)-2-(hydroxymethyl)-6-[2-(4-morpholinyl)-2-oxoethyl]-3,6-dihydro-2H-pyran-3-yl]urea

C19H31N3O5 (381.2264)


   

1-cyclohexyl-3-[(2R,3R,6R)-2-(hydroxymethyl)-6-[2-(4-morpholinyl)-2-oxoethyl]-3,6-dihydro-2H-pyran-3-yl]urea

1-cyclohexyl-3-[(2R,3R,6R)-2-(hydroxymethyl)-6-[2-(4-morpholinyl)-2-oxoethyl]-3,6-dihydro-2H-pyran-3-yl]urea

C19H31N3O5 (381.2264)


   

[(8R,9R,10R)-6-(cyclopropylmethyl)-9-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

[(8R,9R,10R)-6-(cyclopropylmethyl)-9-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

C24H35N3O (381.278)


   

[(8S,9S,10R)-6-(cyclopropylmethyl)-9-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

[(8S,9S,10R)-6-(cyclopropylmethyl)-9-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

C24H35N3O (381.278)


   

[(8S,9S,10S)-6-(cyclopropylmethyl)-9-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

[(8S,9S,10S)-6-(cyclopropylmethyl)-9-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

C24H35N3O (381.278)


   

[(8R,9R,10S)-6-(cyclopropylmethyl)-9-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

[(8R,9R,10S)-6-(cyclopropylmethyl)-9-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

C24H35N3O (381.278)


   
   
   
   
   
   
   
   
   
   

CerP 15:0;2O/2:0

CerP 15:0;2O/2:0

C17H36NO6P (381.228)


   

alpha-(4-Dimethylaminophenyl)-omega-(9-phenanthryl)hexane

alpha-(4-Dimethylaminophenyl)-omega-(9-phenanthryl)hexane

C28H31N (381.2456)


   

4-(3-(4-(3-Trimethylsilyloxybutoxy)phenoxy)propyl)morpholine

4-(3-(4-(3-Trimethylsilyloxybutoxy)phenoxy)propyl)morpholine

C20H35NO4Si (381.2335)


   

2-(3-Trimethylsilyloxybutoxy)-N-(2-(diethylamino)ethyl)-3-pyridinecarboxamide

2-(3-Trimethylsilyloxybutoxy)-N-(2-(diethylamino)ethyl)-3-pyridinecarboxamide

C19H35N3O3Si (381.2448)


   

NA-Asp 17:2(9Z,12Z)

NA-Asp 17:2(9Z,12Z)

C21H35NO5 (381.2515)


   

NA-Cys 18:3(6Z,9Z,12Z)

NA-Cys 18:3(6Z,9Z,12Z)

C21H35NO3S (381.2338)


   

NA-Cys 18:3(9Z,12Z,15Z)

NA-Cys 18:3(9Z,12Z,15Z)

C21H35NO3S (381.2338)


   

NA-Thr 18:2(9E,12E)

NA-Thr 18:2(9E,12E)

C22H39NO4 (381.2879)


   

NA-Thr 18:2(9Z,12Z)

NA-Thr 18:2(9Z,12Z)

C22H39NO4 (381.2879)


   
   
   
   
   
   

ST 19:0;O3;Gly

ST 19:0;O3;Gly

C21H35NO5 (381.2515)


   

1-{16-hydroxy-1,13,17,17-tetramethyl-9-azapentacyclo[10.8.0.0²,¹⁰.0³,⁸.0¹³,¹⁸]icosa-3,5,7-trien-9-yl}ethanone

1-{16-hydroxy-1,13,17,17-tetramethyl-9-azapentacyclo[10.8.0.0²,¹⁰.0³,⁸.0¹³,¹⁸]icosa-3,5,7-trien-9-yl}ethanone

C25H35NO2 (381.2668)


   

1-[(6s,8r,11r,12s,16s)-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),3,14-trien-15-yl]ethanone

1-[(6s,8r,11r,12s,16s)-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),3,14-trien-15-yl]ethanone

C26H39NO (381.3031)


   

n-{15-acetyl-12,16-dimethyl-7-methylidenepentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadec-14-en-6-yl}-n-methylformamide

n-{15-acetyl-12,16-dimethyl-7-methylidenepentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadec-14-en-6-yl}-n-methylformamide

C25H35NO2 (381.2668)


   

3-methyl-n-[(1z)-2-[7-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]ethenyl]-2-(n-methylacetamido)butanimidic acid

3-methyl-n-[(1z)-2-[7-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]ethenyl]-2-(n-methylacetamido)butanimidic acid

C23H31N3O2 (381.2416)


   

(4e)-n-[(9e,11e)-12-chloro-3,6-dimethyl-5-oxododeca-9,11-dien-1-yl]oct-4-enimidic acid

(4e)-n-[(9e,11e)-12-chloro-3,6-dimethyl-5-oxododeca-9,11-dien-1-yl]oct-4-enimidic acid

C22H36ClNO2 (381.2434)


   

1-(1-decanoylpyrrolidin-2-yl)propan-2-yl (2e)-4-hydroxy-2-methylbut-2-enoate

1-(1-decanoylpyrrolidin-2-yl)propan-2-yl (2e)-4-hydroxy-2-methylbut-2-enoate

C22H39NO4 (381.2879)


   

3-methyl-n-{2-[7-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]ethenyl}-2-(n-methylacetamido)butanimidic acid

3-methyl-n-{2-[7-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]ethenyl}-2-(n-methylacetamido)butanimidic acid

C23H31N3O2 (381.2416)


   

13-(2h-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)trideca-2,4,12-trien-1-one

13-(2h-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)trideca-2,4,12-trien-1-one

C24H31NO3 (381.2304)


   

(1r,2s)-1-[(13s,16as)-2-hydroxy-1h,4h,5h,6h,7h,8h,9h,10h,11h,13h,16h,16ah-pyrido[2,1-d]1,5,9-triazacyclotridecan-13-yl]heptane-1,2-diol

(1r,2s)-1-[(13s,16as)-2-hydroxy-1h,4h,5h,6h,7h,8h,9h,10h,11h,13h,16h,16ah-pyrido[2,1-d]1,5,9-triazacyclotridecan-13-yl]heptane-1,2-diol

C21H39N3O3 (381.2991)


   

15-hydroxy-3,15-dimethyl-6-(6-methylhepta-3,5-dien-2-yl)-12-azatetracyclo[8.5.1.0³,⁷.0¹³,¹⁶]hexadeca-7,9-dien-11-one

15-hydroxy-3,15-dimethyl-6-(6-methylhepta-3,5-dien-2-yl)-12-azatetracyclo[8.5.1.0³,⁷.0¹³,¹⁶]hexadeca-7,9-dien-11-one

C25H35NO2 (381.2668)


   

1-[(6s,8r,11r,12s,16s)-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2,14-trien-15-yl]ethanone

1-[(6s,8r,11r,12s,16s)-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2,14-trien-15-yl]ethanone

C26H39NO (381.3031)


   

(1s,3r,6r,9e,13r,15r,16r)-3,15-dimethyl-6-[(2s,3z)-6-methylhepta-3,5-dien-2-yl]-12-azatetracyclo[8.5.1.0³,⁷.0¹³,¹⁶]hexadeca-7,9,11-triene-11,15-diol

(1s,3r,6r,9e,13r,15r,16r)-3,15-dimethyl-6-[(2s,3z)-6-methylhepta-3,5-dien-2-yl]-12-azatetracyclo[8.5.1.0³,⁷.0¹³,¹⁶]hexadeca-7,9,11-triene-11,15-diol

C25H35NO2 (381.2668)


   

(1s,2r)-1-[(13s)-2-hydroxy-1h,4h,5h,6h,7h,8h,9h,10h,11h,13h,16h,16ah-pyrido[2,1-d]1,5,9-triazacyclotridecan-13-yl]heptane-1,2-diol

(1s,2r)-1-[(13s)-2-hydroxy-1h,4h,5h,6h,7h,8h,9h,10h,11h,13h,16h,16ah-pyrido[2,1-d]1,5,9-triazacyclotridecan-13-yl]heptane-1,2-diol

C21H39N3O3 (381.2991)


   

1-[(6r,8s,11s,12s,16s)-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2,14-trien-15-yl]ethanone

1-[(6r,8s,11s,12s,16s)-6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2,14-trien-15-yl]ethanone

C26H39NO (381.3031)


   

3-methyl-n-{2-[7-(3-methylbut-2-en-1-yl)-1h-indol-3-yl]ethenyl}-2-(n-methylacetamido)butanimidic acid

3-methyl-n-{2-[7-(3-methylbut-2-en-1-yl)-1h-indol-3-yl]ethenyl}-2-(n-methylacetamido)butanimidic acid

C23H31N3O2 (381.2416)


   

(2e,4e,12e)-13-(2h-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)trideca-2,4,12-trien-1-one

(2e,4e,12e)-13-(2h-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)trideca-2,4,12-trien-1-one

C24H31NO3 (381.2304)


   

1-[6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2,14-trien-15-yl]ethanone

1-[6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),2,14-trien-15-yl]ethanone

C26H39NO (381.3031)


   

1-{2-hydroxy-1h,4h,5h,6h,7h,8h,9h,10h,11h,13h,16h,16ah-pyrido[2,1-d]1,5,9-triazacyclotridecan-13-yl}heptane-1,2-diol

1-{2-hydroxy-1h,4h,5h,6h,7h,8h,9h,10h,11h,13h,16h,16ah-pyrido[2,1-d]1,5,9-triazacyclotridecan-13-yl}heptane-1,2-diol

C21H39N3O3 (381.2991)


   

7-ethenyl-6,10,15,19-tetramethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-diene

7-ethenyl-6,10,15,19-tetramethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-diene

C26H39NO (381.3031)


   

1-[6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),3,14-trien-15-yl]ethanone

1-[6-(dimethylamino)-7,7,12,16-tetramethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]octadeca-1(18),3,14-trien-15-yl]ethanone

C26H39NO (381.3031)


   

(6r,7r,10s,11r,14r,15s,20s)-7-ethenyl-6,10,15,19-tetramethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-diene

(6r,7r,10s,11r,14r,15s,20s)-7-ethenyl-6,10,15,19-tetramethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-diene

C26H39NO (381.3031)


   

2-(3,4-dimethoxyphenyl)-3-(4-methoxyphenyl)-octahydro-1h-quinolizine

2-(3,4-dimethoxyphenyl)-3-(4-methoxyphenyl)-octahydro-1h-quinolizine

C24H31NO3 (381.2304)


   

1-[(1r,2s,10s,12s,13r,16r,18r)-16-hydroxy-1,13,17,17-tetramethyl-9-azapentacyclo[10.8.0.0²,¹⁰.0³,⁸.0¹³,¹⁸]icosa-3,5,7-trien-9-yl]ethanone

1-[(1r,2s,10s,12s,13r,16r,18r)-16-hydroxy-1,13,17,17-tetramethyl-9-azapentacyclo[10.8.0.0²,¹⁰.0³,⁸.0¹³,¹⁸]icosa-3,5,7-trien-9-yl]ethanone

C25H35NO2 (381.2668)


   

(2s)-3-methyl-n-[(1e)-2-[7-(3-methylbut-2-en-1-yl)-1h-indol-3-yl]ethenyl]-2-(n-methylacetamido)butanimidic acid

(2s)-3-methyl-n-[(1e)-2-[7-(3-methylbut-2-en-1-yl)-1h-indol-3-yl]ethenyl]-2-(n-methylacetamido)butanimidic acid

C23H31N3O2 (381.2416)