Exact Mass: 351.2904

Exact Mass Matches: 351.2904

Found 83 metabolites which its exact mass value is equals to given mass value 351.2904, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

Trideca-3,6,9-trienoylcarnitine

3-(trideca-3,6,9-trienoyloxy)-4-(trimethylazaniumyl)butanoate

C20H33NO4 (351.2409)


Trideca-3,6,9-trienoylcarnitine is an acylcarnitine. More specifically, it is an trideca-3,6,9-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. Trideca-3,6,9-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine Trideca-3,6,9-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].

   

Trideca-6,8,10-trienoylcarnitine

3-(trideca-6,8,10-trienoyloxy)-4-(trimethylazaniumyl)butanoate

C20H33NO4 (351.2409)


Trideca-6,8,10-trienoylcarnitine is an acylcarnitine. More specifically, it is an trideca-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. Trideca-6,8,10-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine Trideca-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].

   

Trideca-7,9,11-trienoylcarnitine

3-(trideca-7,9,11-trienoyloxy)-4-(trimethylazaniumyl)butanoate

C20H33NO4 (351.2409)


Trideca-7,9,11-trienoylcarnitine is an acylcarnitine. More specifically, it is an trideca-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. Trideca-7,9,11-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine Trideca-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].

   

Trideca-3,5,7-trienoylcarnitine

3-(trideca-3,5,7-trienoyloxy)-4-(trimethylazaniumyl)butanoate

C20H33NO4 (351.2409)


Trideca-3,5,7-trienoylcarnitine is an acylcarnitine. More specifically, it is an trideca-3,5,7-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. Trideca-3,5,7-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine Trideca-3,5,7-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].

   

Trideca-5,7,9-trienoylcarnitine

3-(trideca-5,7,9-trienoyloxy)-4-(trimethylazaniumyl)butanoate

C20H33NO4 (351.2409)


Trideca-5,7,9-trienoylcarnitine is an acylcarnitine. More specifically, it is an trideca-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. Trideca-5,7,9-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine Trideca-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].

   

(3E,5E,9E)-Trideca-3,5,9-trienoylcarnitine

3-(trideca-3,5,9-trienoyloxy)-4-(trimethylazaniumyl)butanoate

C20H33NO4 (351.2409)


(3E,5E,9E)-Trideca-3,5,9-trienoylcarnitine is an acylcarnitine. More specifically, it is an (3E,5E,9E)-trideca-3,5,9-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. (3E,5E,9E)-Trideca-3,5,9-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine (3E,5E,9E)-Trideca-3,5,9-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].

   

Trideca-4,6,8-trienoylcarnitine

3-(trideca-4,6,8-trienoyloxy)-4-(trimethylazaniumyl)butanoate

C20H33NO4 (351.2409)


Trideca-4,6,8-trienoylcarnitine is an acylcarnitine. More specifically, it is an trideca-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. Trideca-4,6,8-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine Trideca-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].

   

Trideca-4,7,10-trienoylcarnitine

3-(trideca-4,7,10-trienoyloxy)-4-(trimethylazaniumyl)butanoate

C20H33NO4 (351.2409)


Trideca-4,7,10-trienoylcarnitine is an acylcarnitine. More specifically, it is an trideca-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. Trideca-4,7,10-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine Trideca-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].

   

Trideca-2,5,8-trienoylcarnitine

3-(trideca-2,5,8-trienoyloxy)-4-(trimethylazaniumyl)butanoate

C20H33NO4 (351.2409)


Trideca-2,5,8-trienoylcarnitine is an acylcarnitine. More specifically, it is an trideca-2,5,8-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. Trideca-2,5,8-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine Trideca-2,5,8-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].

   

Trideca-2,4,6-trienoylcarnitine

3-(trideca-2,4,6-trienoyloxy)-4-(trimethylazaniumyl)butanoate

C20H33NO4 (351.2409)


Trideca-2,4,6-trienoylcarnitine is an acylcarnitine. More specifically, it is an trideca-2,4,6-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. Trideca-2,4,6-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine Trideca-2,4,6-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].

   

Trideca-5,8,11-trienoylcarnitine

3-(trideca-5,8,11-trienoyloxy)-4-(trimethylazaniumyl)butanoate

C20H33NO4 (351.2409)


Trideca-5,8,11-trienoylcarnitine is an acylcarnitine. More specifically, it is an trideca-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. Trideca-5,8,11-trienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine Trideca-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].

   

Neopulchellidine

Neopulchellidine

C20H33NO4 (351.2409)


   
   
   

Motuporamine F

Motuporamine F

C21H41N3O (351.3249)


   

(Z)-3-(1-hydroxyhexadecylidene)-1-methylpyrrolidine-2,4-dione|melophlin A

(Z)-3-(1-hydroxyhexadecylidene)-1-methylpyrrolidine-2,4-dione|melophlin A

C21H37NO3 (351.2773)


   

Melophlin R

Melophlin R

C21H37NO3 (351.2773)


A member of the class of pyrrolidin-2-ones that is 1,5-dimethylpyrrolidine-2,4-dione substituted by a 1-hydroxy-12-methyltetradecylidene moiety at position 3. Isolated from the marine sponge Melophlus sarasinorum and other species of genus Melophlus, it exhibits cytotoxicity against murine leukemia cell line.

   

2-[(6Z,9Z)-pentadeca-6,9-dienyl]quinolin-4(1H)-one

2-[(6Z,9Z)-pentadeca-6,9-dienyl]quinolin-4(1H)-one

C24H33NO (351.2562)


   

Melophlin S

Melophlin S

C21H37NO3 (351.2773)


A member of the class of pyrrolidin-2-ones that is 1,5-dimethylpyrrolidine-2,4-dione substituted by a 1-hydroxy-5-methyltetradecylidene moiety at position 3. Isolated from the marine sponge Melophlus sarasinorum and other species of genus Melophlus, it exhibits cytotoxicity against murine leukemia cell line.

   

16,17-Didehydroloesenerin-18-ol|16-17-didehydroloesenerin-18-ol

16,17-Didehydroloesenerin-18-ol|16-17-didehydroloesenerin-18-ol

C19H33N3O3 (351.2522)


   
   

Melophlin Q

Melophlin Q

C21H37NO3 (351.2773)


A pyrrolidinone that is 1,5-dimethylpyrrolidine-2,4-dione substituted by a 1-hydroxy-13-methyltetradecylidene moiety at position 3. Isolated from the marine sponge Melophlus sarasinorum and other species of genus Melophlus, it exhibits cytotoxicity against murine leukemia cell line.

   

Lycaonic acid pyrrolidide

Lycaonic acid pyrrolidide

C22H41NO2 (351.3137)


   

Keramamine C

Keramamine C

C23H33N3 (351.2674)


   

dodecylphosphocholine

2-(Trimethylammonio)ethyl dodecyl phosphate

C17H38NO4P (351.2538)


D004791 - Enzyme Inhibitors > D010726 - Phosphodiesterase Inhibitors

   

Anandamide (20:2, n-6)

N-(11Z,14Z-eicosadienoyl)-ethanolamine

C22H41NO2 (351.3137)


   

N-3-oxo-hexadec-11(Z)-enoyl-L-Homoserine lactone

3-oxo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-(11Z)-hexadecenamide

C20H33NO4 (351.2409)


   

Capnine

(2R,3R)-2-amino-3-hydroxy-15-methylhexadecane-1-sulfonic acid

C17H37NO4S (351.2443)


   

Arachidonoyl Ethanolamide-d4

Arachidonoyl Ethanolamide-d4

C22H33D4NO2 (351.3075)


   

2,3-dinor-6-keto Prostaglandin F1α-d9

2,3-dinor-6-keto Prostaglandin F1α-d9

C18H21D9O6 (351.2607)


   

3O-C16:1-HSL

N-(3-oxo-9Z-hexadecenoyl)-homoserine lactone

C20H33NO4 (351.2409)


   

NAE 20:2

N-(11Z,14Z-eicosadienoyl)-ethanolamine

C22H41NO2 (351.3137)


   

Anandamide

N-(2-hydroxyethyl-1,1,2,2-d4)-5Z,8Z,11Z,14Z-eicosatetraenamide

C22H33D4NO2 (351.3075)


   

N-(4-butylphenyl)-1-(4-heptoxyphenyl)methanimine

N-(4-butylphenyl)-1-(4-heptoxyphenyl)methanimine

C24H33NO (351.2562)


   

benzenethiolate,tetrabutylazanium

benzenethiolate,tetrabutylazanium

C22H41NS (351.296)


   

p-decyloxybenzylidene p-toluidine

p-decyloxybenzylidene p-toluidine

C24H33NO (351.2562)


   

N,N-DIMETHYL-N-DODECYL-N-(2-HYDROXY-3-SULFOPROPYL)AMMONIUM BETAINE

N,N-DIMETHYL-N-DODECYL-N-(2-HYDROXY-3-SULFOPROPYL)AMMONIUM BETAINE

C17H37NO4S (351.2443)


   

BIS-(2-HYDROXYETHYL)METHYL-TETRADECYLAMMONIUM CHLORIDE

BIS-(2-HYDROXYETHYL)METHYL-TETRADECYLAMMONIUM CHLORIDE

C19H42ClNO2 (351.2904)


   

[2-[(E)-heptadec-8-enyl]-4-methyl-5H-1,3-oxazol-4-yl]methanol

[2-[(E)-heptadec-8-enyl]-4-methyl-5H-1,3-oxazol-4-yl]methanol

C22H41NO2 (351.3137)


   

n-Linoleoylsarcosine

n-Linoleoylsarcosine

C21H37NO3 (351.2773)


   

N-Methyl buzepide

N-Methyl buzepide

C23H31N2O+ (351.2436)


   

2-Azaniumyl-3-hydroxy-15-methylhexadecane-1-sulfonate

2-Azaniumyl-3-hydroxy-15-methylhexadecane-1-sulfonate

C17H37NO4S (351.2443)


   

(11Z,17Z)-14-hydroxy-11,12-dimethylicosa-11,17-dienoate

(11Z,17Z)-14-hydroxy-11,12-dimethylicosa-11,17-dienoate

C22H39O3- (351.2899)


   

Trideca-3,6,9-trienoylcarnitine

Trideca-3,6,9-trienoylcarnitine

C20H33NO4 (351.2409)


   

Trideca-3,5,7-trienoylcarnitine

Trideca-3,5,7-trienoylcarnitine

C20H33NO4 (351.2409)


   

Trideca-5,7,9-trienoylcarnitine

Trideca-5,7,9-trienoylcarnitine

C20H33NO4 (351.2409)


   

Trideca-4,6,8-trienoylcarnitine

Trideca-4,6,8-trienoylcarnitine

C20H33NO4 (351.2409)


   

Trideca-2,5,8-trienoylcarnitine

Trideca-2,5,8-trienoylcarnitine

C20H33NO4 (351.2409)


   

Trideca-2,4,6-trienoylcarnitine

Trideca-2,4,6-trienoylcarnitine

C20H33NO4 (351.2409)


   

Trideca-6,8,10-trienoylcarnitine

Trideca-6,8,10-trienoylcarnitine

C20H33NO4 (351.2409)


   

Trideca-7,9,11-trienoylcarnitine

Trideca-7,9,11-trienoylcarnitine

C20H33NO4 (351.2409)


   

Trideca-4,7,10-trienoylcarnitine

Trideca-4,7,10-trienoylcarnitine

C20H33NO4 (351.2409)


   

Trideca-5,8,11-trienoylcarnitine

Trideca-5,8,11-trienoylcarnitine

C20H33NO4 (351.2409)


   

(3E,5E,9E)-Trideca-3,5,9-trienoylcarnitine

(3E,5E,9E)-Trideca-3,5,9-trienoylcarnitine

C20H33NO4 (351.2409)


   

linoleoyl L-alanine

linoleoyl L-alanine

C21H37NO3 (351.2773)


   

(2S)-hydroxy[(9Z,12Z,15Z)-octadeca-9,12,15-trienoylamino]acetic acid

(2S)-hydroxy[(9Z,12Z,15Z)-octadeca-9,12,15-trienoylamino]acetic acid

C20H33NO4 (351.2409)


   

N-[(4E,8E,12E)-1,3-dihydroxytetradeca-4,8,12-trien-2-yl]heptanamide

N-[(4E,8E,12E)-1,3-dihydroxytetradeca-4,8,12-trien-2-yl]heptanamide

C21H37NO3 (351.2773)


   

N-[(4E,8E,12E)-1,3-dihydroxynonadeca-4,8,12-trien-2-yl]acetamide

N-[(4E,8E,12E)-1,3-dihydroxynonadeca-4,8,12-trien-2-yl]acetamide

C21H37NO3 (351.2773)


   

N-[(4E,8E,12E)-1,3-dihydroxyoctadeca-4,8,12-trien-2-yl]propanamide

N-[(4E,8E,12E)-1,3-dihydroxyoctadeca-4,8,12-trien-2-yl]propanamide

C21H37NO3 (351.2773)


   

N-[(4E,8E,12E)-1,3-dihydroxypentadeca-4,8,12-trien-2-yl]hexanamide

N-[(4E,8E,12E)-1,3-dihydroxypentadeca-4,8,12-trien-2-yl]hexanamide

C21H37NO3 (351.2773)


   

N-[(4E,8E,12E)-1,3-dihydroxyheptadeca-4,8,12-trien-2-yl]butanamide

N-[(4E,8E,12E)-1,3-dihydroxyheptadeca-4,8,12-trien-2-yl]butanamide

C21H37NO3 (351.2773)


   

N-[(4E,8E,12E)-1,3-dihydroxyhexadeca-4,8,12-trien-2-yl]pentanamide

N-[(4E,8E,12E)-1,3-dihydroxyhexadeca-4,8,12-trien-2-yl]pentanamide

C21H37NO3 (351.2773)


   

N-(11Z,14Z)-eicosadienoylethanolamine

N-(11Z,14Z)-eicosadienoylethanolamine

C22H41NO2 (351.3137)


A fatty amide obtained by the formal condensation of (11Z,14Z)-eicosadienoic acid with ethanolamine.

   

N-(3-oxo-9Z-hexadecenoyl)-homoserine lactone

N-(3-oxo-9Z-hexadecenoyl)-homoserine lactone

C20H33NO4 (351.2409)


   

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

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

C21H37NO3 (351.2773)


   

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

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

C21H37NO3 (351.2773)


   
   

Eicosadienoyl-EA

Eicosadienoyl-EA

C22H41NO2 (351.3137)


   
   

Cer 14:3;O2/7:0

Cer 14:3;O2/7:0

C21H37NO3 (351.2773)


   

ST 18:0;O2;Gly

ST 18:0;O2;Gly

C20H33NO4 (351.2409)


   

2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-6-yl 8-hydroxy-2,6-dimethyloct-2-enoate

2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-6-yl 8-hydroxy-2,6-dimethyloct-2-enoate

C21H37NO3 (351.2773)


   

(11z,14z)-n-(2-hydroxyethyl)icosa-11,14-dienimidic acid

(11z,14z)-n-(2-hydroxyethyl)icosa-11,14-dienimidic acid

C22H41NO2 (351.3137)


   

1-[(8r)-6-hydroxy-8-[(1z,3e,5r)-5-hydroxyhepta-1,3-dien-1-yl]-1,5,9-triazacyclotridec-5-en-1-yl]ethanone

1-[(8r)-6-hydroxy-8-[(1z,3e,5r)-5-hydroxyhepta-1,3-dien-1-yl]-1,5,9-triazacyclotridec-5-en-1-yl]ethanone

C19H33N3O3 (351.2522)


   

2-(pentadeca-6,9-dien-1-yl)-1h-quinolin-4-one

2-(pentadeca-6,9-dien-1-yl)-1h-quinolin-4-one

C24H33NO (351.2562)


   

(4r,4as,6r,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-6-yl (2e,6s)-8-hydroxy-2,6-dimethyloct-2-enoate

(4r,4as,6r,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-6-yl (2e,6s)-8-hydroxy-2,6-dimethyloct-2-enoate

C21H37NO3 (351.2773)


   

2-[(6z,9z)-pentadeca-6,9-dien-1-yl]-1h-quinolin-4-one

2-[(6z,9z)-pentadeca-6,9-dien-1-yl]-1h-quinolin-4-one

C24H33NO (351.2562)


   

(3s,3ar,4as,5r,7s,7as,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-(piperidin-1-ylmethyl)-decahydroazuleno[6,5-b]furan-2-one

(3s,3ar,4as,5r,7s,7as,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-(piperidin-1-ylmethyl)-decahydroazuleno[6,5-b]furan-2-one

C20H33NO4 (351.2409)


   

(4r,4as,6r,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-6-yl (2e)-8-hydroxy-2,6-dimethyloct-2-enoate

(4r,4as,6r,7s,7ar)-2,4,7-trimethyl-octahydrocyclopenta[c]pyridin-6-yl (2e)-8-hydroxy-2,6-dimethyloct-2-enoate

C21H37NO3 (351.2773)


   

(6z)-1-{2-[(1r)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]ethyl}-1-azacycloundec-6-ene

(6z)-1-{2-[(1r)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]ethyl}-1-azacycloundec-6-ene

C23H33N3 (351.2674)


   

n-[3-({3-[(6z)-1-azacyclopentadec-6-en-1-yl]propyl}amino)propyl]carboximidic acid

n-[3-({3-[(6z)-1-azacyclopentadec-6-en-1-yl]propyl}amino)propyl]carboximidic acid

C21H41N3O (351.3249)


   

1-[6-hydroxy-8-(5-hydroxyhepta-1,3-dien-1-yl)-1,5,9-triazacyclotridec-5-en-1-yl]ethanone

1-[6-hydroxy-8-(5-hydroxyhepta-1,3-dien-1-yl)-1,5,9-triazacyclotridec-5-en-1-yl]ethanone

C19H33N3O3 (351.2522)