Exact Mass: 503.3974

Exact Mass Matches: 503.3974

Found 10 metabolites which its exact mass value is equals to given mass value 503.3974, within given mass tolerance error 0.001 dalton. Try search metabolite list with more accurate mass tolerance error 0.0002 dalton.

Tetracosatetraenoyl carnitine

(3S)-3-(tetracosa-9,12,15,18-tetraenoyloxy)-4-(trimethylazaniumyl)butanoate

C31H53NO4 (503.3974)


Tetracosatetraenoyl carnitine is an acylcarnitine. More specifically, it is an tetracosatetraenoic 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. Tetracosatetraenoyl carnitine is therefore classified as a very-long chain AC. As a very long-chain acylcarnitine tetracosatetraenoyl carnitine is generally formed in the cytoplasm from very long acyl groups synthesized by fatty acid synthases or obtained from the diet. Very-long-chain fatty acids are generally too long to be involved in mitochondrial beta-oxidation. As a result peroxisomes are the main organelle where very-long-chain fatty acids are metabolized and their acylcarnitines synthesized (PMID: 18793625). Altered levels of very long-chain acylcarnitines can serve as useful markers for inherited disorders of peroxisomal metabolism.  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].

   

(9Z,12Z,15Z,18Z)-Tetracosa-9,12,15,18-tetraenoylcarnitine

3-(tetracosa-9,12,15,18-tetraenoyloxy)-4-(trimethylazaniumyl)butanoate

C31H53NO4 (503.3974)


(9Z,12Z,15Z,18Z)-tetracosa-9,12,15,18-tetraenoylcarnitine is an acylcarnitine. More specifically, it is an (9Z,12Z,15Z,18Z)-tetracosa-9,12,15,18-tetraenoic 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. (9Z,12Z,15Z,18Z)-tetracosa-9,12,15,18-tetraenoylcarnitine is therefore classified as a very-long chain AC. As a very long-chain acylcarnitine (9Z,12Z,15Z,18Z)-tetracosa-9,12,15,18-tetraenoylcarnitine is generally formed in the cytoplasm from very long acyl groups synthesized by fatty acid synthases or obtained from the diet. Very-long-chain fatty acids are generally too long to be involved in mitochondrial beta-oxidation. As a result peroxisomes are the main organelle where very-long-chain fatty acids are metabolized and their acylcarnitines synthesized (PMID: 18793625). Altered levels of very long-chain acylcarnitines can serve as useful markers for inherited disorders of peroxisomal metabolism. 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].

   

Arachidonyl carnitine

Arachidonyl carnitine

C31H53NO4 (503.3974)


   

Tetracosatetraenoyl carnitine

Tetracosatetraenoyl carnitine

C31H53NO4 (503.3974)


   

(9Z,12Z,15Z,18Z)-Tetracosa-9,12,15,18-tetraenoylcarnitine

(9Z,12Z,15Z,18Z)-Tetracosa-9,12,15,18-tetraenoylcarnitine

C31H53NO4 (503.3974)


   
   
   
   

ST 29:1;O2;Gly

ST 29:1;O2;Gly

C31H53NO4 (503.3974)


   

docosanoyl (2s)-2-amino-3-(4-hydroxyphenyl)propanoate

docosanoyl (2s)-2-amino-3-(4-hydroxyphenyl)propanoate

C31H53NO4 (503.3974)